JP6820254B2 - 治療用化合物およびその使用 - Google Patents
治療用化合物およびその使用 Download PDFInfo
- Publication number
- JP6820254B2 JP6820254B2 JP2017518804A JP2017518804A JP6820254B2 JP 6820254 B2 JP6820254 B2 JP 6820254B2 JP 2017518804 A JP2017518804 A JP 2017518804A JP 2017518804 A JP2017518804 A JP 2017518804A JP 6820254 B2 JP6820254 B2 JP 6820254B2
- Authority
- JP
- Japan
- Prior art keywords
- membered
- alkyl
- group
- mmol
- cancer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 150000001875 compounds Chemical class 0.000 title claims description 238
- 230000001225 therapeutic effect Effects 0.000 title claims description 4
- -1 amino, hydroxyl Chemical group 0.000 claims description 254
- 239000000203 mixture Substances 0.000 claims description 176
- 150000003839 salts Chemical class 0.000 claims description 127
- 125000000623 heterocyclic group Chemical group 0.000 claims description 103
- 125000000217 alkyl group Chemical group 0.000 claims description 99
- 125000004452 carbocyclyl group Chemical group 0.000 claims description 92
- 206010028980 Neoplasm Diseases 0.000 claims description 72
- 239000003112 inhibitor Substances 0.000 claims description 59
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 56
- 239000005557 antagonist Substances 0.000 claims description 54
- 229940127089 cytotoxic agent Drugs 0.000 claims description 51
- 238000011282 treatment Methods 0.000 claims description 51
- 201000011510 cancer Diseases 0.000 claims description 49
- 239000003814 drug Substances 0.000 claims description 48
- 125000004043 oxo group Chemical group O=* 0.000 claims description 39
- 208000035475 disorder Diseases 0.000 claims description 34
- 239000002254 cytotoxic agent Substances 0.000 claims description 32
- 231100000599 cytotoxic agent Toxicity 0.000 claims description 32
- 230000001404 mediated effect Effects 0.000 claims description 30
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 29
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 29
- 229910052799 carbon Inorganic materials 0.000 claims description 27
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 27
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 27
- 210000001744 T-lymphocyte Anatomy 0.000 claims description 25
- 125000003118 aryl group Chemical group 0.000 claims description 25
- 229910052739 hydrogen Inorganic materials 0.000 claims description 25
- 201000010099 disease Diseases 0.000 claims description 22
- 229940124597 therapeutic agent Drugs 0.000 claims description 22
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 21
- 210000004027 cell Anatomy 0.000 claims description 20
- 239000002246 antineoplastic agent Substances 0.000 claims description 19
- 125000001072 heteroaryl group Chemical group 0.000 claims description 19
- 229910052757 nitrogen Inorganic materials 0.000 claims description 19
- 229910052760 oxygen Inorganic materials 0.000 claims description 19
- 241001465754 Metazoa Species 0.000 claims description 17
- 229910052717 sulfur Inorganic materials 0.000 claims description 17
- 102100033479 RAF proto-oncogene serine/threonine-protein kinase Human genes 0.000 claims description 16
- 102000052116 epidermal growth factor receptor activity proteins Human genes 0.000 claims description 16
- 108700015053 epidermal growth factor receptor activity proteins Proteins 0.000 claims description 16
- YOHYSYJDKVYCJI-UHFFFAOYSA-N n-[3-[[6-[3-(trifluoromethyl)anilino]pyrimidin-4-yl]amino]phenyl]cyclopropanecarboxamide Chemical compound FC(F)(F)C1=CC=CC(NC=2N=CN=C(NC=3C=C(NC(=O)C4CC4)C=CC=3)C=2)=C1 YOHYSYJDKVYCJI-UHFFFAOYSA-N 0.000 claims description 16
- 125000003342 alkenyl group Chemical group 0.000 claims description 14
- 230000011664 signaling Effects 0.000 claims description 14
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims description 13
- 125000000304 alkynyl group Chemical group 0.000 claims description 13
- 239000001257 hydrogen Substances 0.000 claims description 13
- 230000004044 response Effects 0.000 claims description 13
- AAKJLRGGTJKAMG-UHFFFAOYSA-N erlotinib Chemical group C=12C=C(OCCOC)C(OCCOC)=CC2=NC=NC=1NC1=CC=CC(C#C)=C1 AAKJLRGGTJKAMG-UHFFFAOYSA-N 0.000 claims description 12
- 229910052697 platinum Inorganic materials 0.000 claims description 11
- 102000005962 receptors Human genes 0.000 claims description 11
- 108020003175 receptors Proteins 0.000 claims description 11
- 125000006706 (C3-C6) carbocyclyl group Chemical group 0.000 claims description 10
- 229940123237 Taxane Drugs 0.000 claims description 10
- DKPFODGZWDEEBT-QFIAKTPHSA-N taxane Chemical class C([C@]1(C)CCC[C@@H](C)[C@H]1C1)C[C@H]2[C@H](C)CC[C@@H]1C2(C)C DKPFODGZWDEEBT-QFIAKTPHSA-N 0.000 claims description 10
- ZDZOTLJHXYCWBA-VCVYQWHSSA-N N-debenzoyl-N-(tert-butoxycarbonyl)-10-deacetyltaxol Chemical compound O([C@H]1[C@H]2[C@@](C([C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)C=4C=CC=CC=4)C[C@]1(O)C3(C)C)=O)(C)[C@@H](O)C[C@H]1OC[C@]12OC(=O)C)C(=O)C1=CC=CC=C1 ZDZOTLJHXYCWBA-VCVYQWHSSA-N 0.000 claims description 9
- 206010039491 Sarcoma Diseases 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 9
- 230000019491 signal transduction Effects 0.000 claims description 9
- 125000006708 (C5-C14) heteroaryl group Chemical group 0.000 claims description 8
- 229930012538 Paclitaxel Natural products 0.000 claims description 8
- 239000002671 adjuvant Substances 0.000 claims description 8
- 229960003668 docetaxel Drugs 0.000 claims description 8
- 208000032839 leukemia Diseases 0.000 claims description 8
- 229960001592 paclitaxel Drugs 0.000 claims description 8
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 claims description 8
- 206010006187 Breast cancer Diseases 0.000 claims description 7
- 208000026310 Breast neoplasm Diseases 0.000 claims description 7
- 206010061218 Inflammation Diseases 0.000 claims description 7
- 230000015572 biosynthetic process Effects 0.000 claims description 7
- 230000001965 increasing effect Effects 0.000 claims description 7
- 230000004054 inflammatory process Effects 0.000 claims description 7
- 201000001441 melanoma Diseases 0.000 claims description 7
- 206010009944 Colon cancer Diseases 0.000 claims description 6
- 201000004624 Dermatitis Diseases 0.000 claims description 6
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims description 6
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims description 6
- 230000001154 acute effect Effects 0.000 claims description 6
- 208000009956 adenocarcinoma Diseases 0.000 claims description 6
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 6
- 229930195729 fatty acid Natural products 0.000 claims description 6
- 239000000194 fatty acid Substances 0.000 claims description 6
- 201000005202 lung cancer Diseases 0.000 claims description 6
- 208000020816 lung neoplasm Diseases 0.000 claims description 6
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims description 6
- 201000006417 multiple sclerosis Diseases 0.000 claims description 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 6
- 208000002154 non-small cell lung carcinoma Diseases 0.000 claims description 6
- 201000002528 pancreatic cancer Diseases 0.000 claims description 6
- 208000008443 pancreatic carcinoma Diseases 0.000 claims description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 6
- 208000023275 Autoimmune disease Diseases 0.000 claims description 5
- 206010035226 Plasma cell myeloma Diseases 0.000 claims description 5
- 229940100198 alkylating agent Drugs 0.000 claims description 5
- 239000002168 alkylating agent Substances 0.000 claims description 5
- 208000006673 asthma Diseases 0.000 claims description 5
- 150000004665 fatty acids Chemical class 0.000 claims description 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 5
- 239000002955 immunomodulating agent Substances 0.000 claims description 5
- 208000025113 myeloid leukemia Diseases 0.000 claims description 5
- 206010039073 rheumatoid arthritis Diseases 0.000 claims description 5
- 229940125431 BRAF inhibitor Drugs 0.000 claims description 4
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims description 4
- 206010033128 Ovarian cancer Diseases 0.000 claims description 4
- 206010061535 Ovarian neoplasm Diseases 0.000 claims description 4
- 239000012828 PI3K inhibitor Substances 0.000 claims description 4
- 208000006664 Precursor Cell Lymphoblastic Leukemia-Lymphoma Diseases 0.000 claims description 4
- 206010060862 Prostate cancer Diseases 0.000 claims description 4
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims description 4
- 201000004681 Psoriasis Diseases 0.000 claims description 4
- 201000001263 Psoriatic Arthritis Diseases 0.000 claims description 4
- 208000036824 Psoriatic arthropathy Diseases 0.000 claims description 4
- 206010041067 Small cell lung cancer Diseases 0.000 claims description 4
- 208000024313 Testicular Neoplasms Diseases 0.000 claims description 4
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Chemical group C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 4
- 230000003115 biocidal effect Effects 0.000 claims description 4
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 4
- 208000027866 inflammatory disease Diseases 0.000 claims description 4
- 230000002503 metabolic effect Effects 0.000 claims description 4
- 201000000050 myeloid neoplasm Diseases 0.000 claims description 4
- 229940043441 phosphoinositide 3-kinase inhibitor Drugs 0.000 claims description 4
- 208000000587 small cell lung carcinoma Diseases 0.000 claims description 4
- 201000003120 testicular cancer Diseases 0.000 claims description 4
- 208000032791 BCR-ABL1 positive chronic myelogenous leukemia Diseases 0.000 claims description 3
- 201000009030 Carcinoma Diseases 0.000 claims description 3
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims description 3
- 208000010833 Chronic myeloid leukaemia Diseases 0.000 claims description 3
- 208000001333 Colorectal Neoplasms Diseases 0.000 claims description 3
- 208000011231 Crohn disease Diseases 0.000 claims description 3
- 229940123780 DNA topoisomerase I inhibitor Drugs 0.000 claims description 3
- 229940124087 DNA topoisomerase II inhibitor Drugs 0.000 claims description 3
- 208000032612 Glial tumor Diseases 0.000 claims description 3
- 206010018338 Glioma Diseases 0.000 claims description 3
- 206010018364 Glomerulonephritis Diseases 0.000 claims description 3
- 201000005569 Gout Diseases 0.000 claims description 3
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims description 3
- 208000005777 Lupus Nephritis Diseases 0.000 claims description 3
- 206010025323 Lymphomas Diseases 0.000 claims description 3
- 101100523539 Mus musculus Raf1 gene Proteins 0.000 claims description 3
- 208000033761 Myelogenous Chronic BCR-ABL Positive Leukemia Diseases 0.000 claims description 3
- 206010035664 Pneumonia Diseases 0.000 claims description 3
- 229940079156 Proteasome inhibitor Drugs 0.000 claims description 3
- 208000015634 Rectal Neoplasms Diseases 0.000 claims description 3
- 208000006265 Renal cell carcinoma Diseases 0.000 claims description 3
- 206010040047 Sepsis Diseases 0.000 claims description 3
- 201000002661 Spondylitis Diseases 0.000 claims description 3
- 239000000365 Topoisomerase I Inhibitor Substances 0.000 claims description 3
- 239000000317 Topoisomerase II Inhibitor Substances 0.000 claims description 3
- 208000025865 Ulcer Diseases 0.000 claims description 3
- 239000004037 angiogenesis inhibitor Substances 0.000 claims description 3
- 229940121369 angiogenesis inhibitor Drugs 0.000 claims description 3
- 208000010668 atopic eczema Diseases 0.000 claims description 3
- 210000003719 b-lymphocyte Anatomy 0.000 claims description 3
- 230000022131 cell cycle Effects 0.000 claims description 3
- 208000029742 colonic neoplasm Diseases 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 206010073071 hepatocellular carcinoma Diseases 0.000 claims description 3
- 231100000844 hepatocellular carcinoma Toxicity 0.000 claims description 3
- 239000003276 histone deacetylase inhibitor Substances 0.000 claims description 3
- 239000002944 hormone and hormone analog Substances 0.000 claims description 3
- 230000004060 metabolic process Effects 0.000 claims description 3
- 210000000056 organ Anatomy 0.000 claims description 3
- 201000008482 osteoarthritis Diseases 0.000 claims description 3
- 239000003207 proteasome inhibitor Substances 0.000 claims description 3
- 206010038038 rectal cancer Diseases 0.000 claims description 3
- 201000001275 rectum cancer Diseases 0.000 claims description 3
- 230000001256 tonic effect Effects 0.000 claims description 3
- 229960003862 vemurafenib Drugs 0.000 claims description 3
- GPXBXXGIAQBQNI-UHFFFAOYSA-N vemurafenib Chemical group CCCS(=O)(=O)NC1=CC=C(F)C(C(=O)C=2C3=CC(=CN=C3NC=2)C=2C=CC(Cl)=CC=2)=C1F GPXBXXGIAQBQNI-UHFFFAOYSA-N 0.000 claims description 3
- 206010000830 Acute leukaemia Diseases 0.000 claims description 2
- 208000024893 Acute lymphoblastic leukemia Diseases 0.000 claims description 2
- 208000014697 Acute lymphocytic leukaemia Diseases 0.000 claims description 2
- 208000031261 Acute myeloid leukaemia Diseases 0.000 claims description 2
- 201000001320 Atherosclerosis Diseases 0.000 claims description 2
- 206010004146 Basal cell carcinoma Diseases 0.000 claims description 2
- 206010004593 Bile duct cancer Diseases 0.000 claims description 2
- 208000008439 Biliary Liver Cirrhosis Diseases 0.000 claims description 2
- 208000033222 Biliary cirrhosis primary Diseases 0.000 claims description 2
- 206010005003 Bladder cancer Diseases 0.000 claims description 2
- 208000003174 Brain Neoplasms Diseases 0.000 claims description 2
- 206010014733 Endometrial cancer Diseases 0.000 claims description 2
- 206010014759 Endometrial neoplasm Diseases 0.000 claims description 2
- 208000000461 Esophageal Neoplasms Diseases 0.000 claims description 2
- 208000006168 Ewing Sarcoma Diseases 0.000 claims description 2
- 208000007465 Giant cell arteritis Diseases 0.000 claims description 2
- 206010072579 Granulomatosis with polyangiitis Diseases 0.000 claims description 2
- 208000011200 Kawasaki disease Diseases 0.000 claims description 2
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 claims description 2
- 208000007054 Medullary Carcinoma Diseases 0.000 claims description 2
- 208000003445 Mouth Neoplasms Diseases 0.000 claims description 2
- 208000033776 Myeloid Acute Leukemia Diseases 0.000 claims description 2
- 208000009525 Myocarditis Diseases 0.000 claims description 2
- 206010029260 Neuroblastoma Diseases 0.000 claims description 2
- 206010030155 Oesophageal carcinoma Diseases 0.000 claims description 2
- 208000035327 Oestrogen receptor positive breast cancer Diseases 0.000 claims description 2
- 206010033645 Pancreatitis Diseases 0.000 claims description 2
- 108091000080 Phosphotransferase Proteins 0.000 claims description 2
- 235000008331 Pinus X rigitaeda Nutrition 0.000 claims description 2
- 235000011613 Pinus brutia Nutrition 0.000 claims description 2
- 241000018646 Pinus brutia Species 0.000 claims description 2
- 208000008601 Polycythemia Diseases 0.000 claims description 2
- 208000009052 Precursor T-Cell Lymphoblastic Leukemia-Lymphoma Diseases 0.000 claims description 2
- 208000012654 Primary biliary cholangitis Diseases 0.000 claims description 2
- 201000010208 Seminoma Diseases 0.000 claims description 2
- 208000000453 Skin Neoplasms Diseases 0.000 claims description 2
- 208000005718 Stomach Neoplasms Diseases 0.000 claims description 2
- 208000029052 T-cell acute lymphoblastic leukemia Diseases 0.000 claims description 2
- 206010057644 Testis cancer Diseases 0.000 claims description 2
- 208000024770 Thyroid neoplasm Diseases 0.000 claims description 2
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims description 2
- 208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims description 2
- 208000002495 Uterine Neoplasms Diseases 0.000 claims description 2
- 206010047115 Vasculitis Diseases 0.000 claims description 2
- 208000014070 Vestibular schwannoma Diseases 0.000 claims description 2
- 208000004064 acoustic neuroma Diseases 0.000 claims description 2
- 201000011186 acute T cell leukemia Diseases 0.000 claims description 2
- 230000006907 apoptotic process Effects 0.000 claims description 2
- 208000026900 bile duct neoplasm Diseases 0.000 claims description 2
- 201000000053 blastoma Diseases 0.000 claims description 2
- 208000019748 bullous skin disease Diseases 0.000 claims description 2
- 208000006990 cholangiocarcinoma Diseases 0.000 claims description 2
- 201000008184 embryoma Diseases 0.000 claims description 2
- 210000003743 erythrocyte Anatomy 0.000 claims description 2
- 201000004101 esophageal cancer Diseases 0.000 claims description 2
- 201000007281 estrogen-receptor positive breast cancer Diseases 0.000 claims description 2
- 230000001605 fetal effect Effects 0.000 claims description 2
- 201000003444 follicular lymphoma Diseases 0.000 claims description 2
- 206010017758 gastric cancer Diseases 0.000 claims description 2
- 210000004602 germ cell Anatomy 0.000 claims description 2
- 208000005017 glioblastoma Diseases 0.000 claims description 2
- 208000025750 heavy chain disease Diseases 0.000 claims description 2
- 201000002222 hemangioblastoma Diseases 0.000 claims description 2
- 208000006454 hepatitis Diseases 0.000 claims description 2
- 231100000283 hepatitis Toxicity 0.000 claims description 2
- 208000012987 lip and oral cavity carcinoma Diseases 0.000 claims description 2
- 208000003747 lymphoid leukemia Diseases 0.000 claims description 2
- 208000023356 medullary thyroid gland carcinoma Diseases 0.000 claims description 2
- 208000001725 mucocutaneous lymph node syndrome Diseases 0.000 claims description 2
- 208000025189 neoplasm of testis Diseases 0.000 claims description 2
- 201000008383 nephritis Diseases 0.000 claims description 2
- 208000004019 papillary adenocarcinoma Diseases 0.000 claims description 2
- 206010034674 peritonitis Diseases 0.000 claims description 2
- 102000020233 phosphotransferase Human genes 0.000 claims description 2
- 230000001817 pituitary effect Effects 0.000 claims description 2
- 230000000069 prophylactic effect Effects 0.000 claims description 2
- 230000002207 retinal effect Effects 0.000 claims description 2
- 230000035939 shock Effects 0.000 claims description 2
- 201000000849 skin cancer Diseases 0.000 claims description 2
- 201000011549 stomach cancer Diseases 0.000 claims description 2
- 210000004243 sweat Anatomy 0.000 claims description 2
- 201000008753 synovium neoplasm Diseases 0.000 claims description 2
- 206010043207 temporal arteritis Diseases 0.000 claims description 2
- 238000002560 therapeutic procedure Methods 0.000 claims description 2
- 201000002510 thyroid cancer Diseases 0.000 claims description 2
- 206010043778 thyroiditis Diseases 0.000 claims description 2
- 231100000167 toxic agent Toxicity 0.000 claims description 2
- 239000003440 toxic substance Substances 0.000 claims description 2
- 208000029729 tumor suppressor gene on chromosome 11 Diseases 0.000 claims description 2
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 claims description 2
- 201000005112 urinary bladder cancer Diseases 0.000 claims description 2
- 206010046766 uterine cancer Diseases 0.000 claims description 2
- 125000001475 halogen functional group Chemical group 0.000 claims 40
- 230000003511 endothelial effect Effects 0.000 claims 2
- 208000026872 Addison Disease Diseases 0.000 claims 1
- 208000010839 B-cell chronic lymphocytic leukemia Diseases 0.000 claims 1
- 208000003950 B-cell lymphoma Diseases 0.000 claims 1
- 206010061692 Benign muscle neoplasm Diseases 0.000 claims 1
- 206010006417 Bronchial carcinoma Diseases 0.000 claims 1
- 206010008342 Cervix carcinoma Diseases 0.000 claims 1
- 206010008609 Cholangitis sclerosing Diseases 0.000 claims 1
- 201000005262 Chondroma Diseases 0.000 claims 1
- 208000006332 Choriocarcinoma Diseases 0.000 claims 1
- 206010016654 Fibrosis Diseases 0.000 claims 1
- 102100034671 L-lactate dehydrogenase A chain Human genes 0.000 claims 1
- 108010088350 Lactate Dehydrogenase 5 Proteins 0.000 claims 1
- 208000031422 Lymphocytic Chronic B-Cell Leukemia Diseases 0.000 claims 1
- 208000034578 Multiple myelomas Diseases 0.000 claims 1
- 201000004458 Myoma Diseases 0.000 claims 1
- 201000010133 Oligodendroglioma Diseases 0.000 claims 1
- 208000001106 Takayasu Arteritis Diseases 0.000 claims 1
- 208000006105 Uterine Cervical Neoplasms Diseases 0.000 claims 1
- 206010046851 Uveitis Diseases 0.000 claims 1
- 208000008383 Wilms tumor Diseases 0.000 claims 1
- 210000004369 blood Anatomy 0.000 claims 1
- 239000008280 blood Substances 0.000 claims 1
- 210000000988 bone and bone Anatomy 0.000 claims 1
- 208000003362 bronchogenic carcinoma Diseases 0.000 claims 1
- 201000010881 cervical cancer Diseases 0.000 claims 1
- 208000024207 chronic leukemia Diseases 0.000 claims 1
- 208000032852 chronic lymphocytic leukemia Diseases 0.000 claims 1
- 208000025302 chronic primary adrenal insufficiency Diseases 0.000 claims 1
- 230000000112 colonic effect Effects 0.000 claims 1
- 235000013399 edible fruits Nutrition 0.000 claims 1
- 239000000835 fiber Substances 0.000 claims 1
- 230000004761 fibrosis Effects 0.000 claims 1
- 201000010536 head and neck cancer Diseases 0.000 claims 1
- 208000014829 head and neck neoplasm Diseases 0.000 claims 1
- 230000002440 hepatic effect Effects 0.000 claims 1
- 208000033065 inborn errors of immunity Diseases 0.000 claims 1
- 206010024627 liposarcoma Diseases 0.000 claims 1
- 230000001926 lymphatic effect Effects 0.000 claims 1
- 230000036210 malignancy Effects 0.000 claims 1
- 201000008026 nephroblastoma Diseases 0.000 claims 1
- 201000010198 papillary carcinoma Diseases 0.000 claims 1
- 208000028529 primary immunodeficiency disease Diseases 0.000 claims 1
- 208000010157 sclerosing cholangitis Diseases 0.000 claims 1
- 208000010485 smooth muscle tumor Diseases 0.000 claims 1
- 210000000278 spinal cord Anatomy 0.000 claims 1
- 206010041823 squamous cell carcinoma Diseases 0.000 claims 1
- 201000000596 systemic lupus erythematosus Diseases 0.000 claims 1
- 230000002792 vascular Effects 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 108
- 235000019439 ethyl acetate Nutrition 0.000 description 53
- 239000007787 solid Substances 0.000 description 52
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 50
- 238000000034 method Methods 0.000 description 44
- 102100040678 Programmed cell death protein 1 Human genes 0.000 description 41
- 101710089372 Programmed cell death protein 1 Proteins 0.000 description 39
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 38
- 238000006243 chemical reaction Methods 0.000 description 36
- 125000005843 halogen group Chemical group 0.000 description 36
- 239000011734 sodium Substances 0.000 description 36
- 238000001816 cooling Methods 0.000 description 35
- 239000000243 solution Substances 0.000 description 34
- 239000003795 chemical substances by application Substances 0.000 description 28
- NXQGGXCHGDYOHB-UHFFFAOYSA-L cyclopenta-1,4-dien-1-yl(diphenyl)phosphane;dichloropalladium;iron(2+) Chemical compound [Fe+2].Cl[Pd]Cl.[CH-]1C=CC(P(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1.[CH-]1C=CC(P(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 NXQGGXCHGDYOHB-UHFFFAOYSA-L 0.000 description 28
- 102100024213 Programmed cell death 1 ligand 2 Human genes 0.000 description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
- 239000012044 organic layer Substances 0.000 description 26
- 239000003208 petroleum Substances 0.000 description 26
- 101100407308 Mus musculus Pdcd1lg2 gene Proteins 0.000 description 25
- 108700030875 Programmed Cell Death 1 Ligand 2 Proteins 0.000 description 25
- 238000010898 silica gel chromatography Methods 0.000 description 25
- 102000001805 Bromodomains Human genes 0.000 description 24
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 23
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 23
- 108050009021 Bromodomains Proteins 0.000 description 22
- 238000005481 NMR spectroscopy Methods 0.000 description 22
- 102100024216 Programmed cell death 1 ligand 1 Human genes 0.000 description 21
- 229940079593 drug Drugs 0.000 description 21
- 239000000543 intermediate Substances 0.000 description 21
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 20
- 238000004895 liquid chromatography mass spectrometry Methods 0.000 description 20
- 108010074708 B7-H1 Antigen Proteins 0.000 description 18
- 229940125763 bromodomain inhibitor Drugs 0.000 description 18
- GLVAUDGFNGKCSF-UHFFFAOYSA-N mercaptopurine Chemical compound S=C1NC=NC2=C1NC=N2 GLVAUDGFNGKCSF-UHFFFAOYSA-N 0.000 description 18
- AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 17
- 239000002253 acid Substances 0.000 description 17
- 239000012299 nitrogen atmosphere Substances 0.000 description 17
- PKBGRARKNVLDTQ-ZCFIWIBFSA-N BrC1=CC=CC=2NC(C[C@H](NC=21)C)=O Chemical compound BrC1=CC=CC=2NC(C[C@H](NC=21)C)=O PKBGRARKNVLDTQ-ZCFIWIBFSA-N 0.000 description 16
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 15
- 238000009472 formulation Methods 0.000 description 15
- UETNIIAIRMUTSM-UHFFFAOYSA-N Jacareubin Natural products CC1(C)OC2=CC3Oc4c(O)c(O)ccc4C(=O)C3C(=C2C=C1)O UETNIIAIRMUTSM-UHFFFAOYSA-N 0.000 description 14
- FBOZXECLQNJBKD-ZDUSSCGKSA-N L-methotrexate Chemical compound C=1N=C2N=C(N)N=C(N)C2=NC=1CN(C)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FBOZXECLQNJBKD-ZDUSSCGKSA-N 0.000 description 14
- 229960000485 methotrexate Drugs 0.000 description 14
- 239000002904 solvent Substances 0.000 description 14
- 229960001940 sulfasalazine Drugs 0.000 description 14
- NCEXYHBECQHGNR-QZQOTICOSA-N sulfasalazine Chemical compound C1=C(O)C(C(=O)O)=CC(\N=N\C=2C=CC(=CC=2)S(=O)(=O)NC=2N=CC=CC=2)=C1 NCEXYHBECQHGNR-QZQOTICOSA-N 0.000 description 14
- NCEXYHBECQHGNR-UHFFFAOYSA-N sulfasalazine Natural products C1=C(O)C(C(=O)O)=CC(N=NC=2C=CC(=CC=2)S(=O)(=O)NC=2N=CC=CC=2)=C1 NCEXYHBECQHGNR-UHFFFAOYSA-N 0.000 description 14
- 239000011593 sulfur Substances 0.000 description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 13
- 239000000706 filtrate Substances 0.000 description 13
- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 description 13
- 229960003301 nivolumab Drugs 0.000 description 13
- 108010077544 Chromatin Proteins 0.000 description 12
- PMATZTZNYRCHOR-CGLBZJNRSA-N Cyclosporin A Chemical compound CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O PMATZTZNYRCHOR-CGLBZJNRSA-N 0.000 description 12
- 108010036949 Cyclosporine Proteins 0.000 description 12
- 239000007864 aqueous solution Substances 0.000 description 12
- 210000003483 chromatin Anatomy 0.000 description 12
- 229960001265 ciclosporin Drugs 0.000 description 12
- 239000003246 corticosteroid Substances 0.000 description 12
- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 description 12
- 238000004366 reverse phase liquid chromatography Methods 0.000 description 12
- 208000024891 symptom Diseases 0.000 description 12
- 108010033040 Histones Proteins 0.000 description 11
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 11
- 108010050904 Interferons Proteins 0.000 description 11
- 102000014150 Interferons Human genes 0.000 description 11
- 229960001334 corticosteroids Drugs 0.000 description 11
- 229930182912 cyclosporin Natural products 0.000 description 11
- 230000014509 gene expression Effects 0.000 description 11
- 108090000623 proteins and genes Proteins 0.000 description 11
- 229920006395 saturated elastomer Polymers 0.000 description 11
- 239000005541 ACE inhibitor Substances 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 10
- CMSMOCZEIVJLDB-UHFFFAOYSA-N Cyclophosphamide Chemical compound ClCCN(CCCl)P1(=O)NCCCO1 CMSMOCZEIVJLDB-UHFFFAOYSA-N 0.000 description 10
- 102000004127 Cytokines Human genes 0.000 description 10
- 108090000695 Cytokines Proteins 0.000 description 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 10
- LMEKQMALGUDUQG-UHFFFAOYSA-N azathioprine Chemical compound CN1C=NC([N+]([O-])=O)=C1SC1=NC=NC2=C1NC=N2 LMEKQMALGUDUQG-UHFFFAOYSA-N 0.000 description 10
- 229960004397 cyclophosphamide Drugs 0.000 description 10
- 230000003993 interaction Effects 0.000 description 10
- 229940079322 interferon Drugs 0.000 description 10
- 229960001428 mercaptopurine Drugs 0.000 description 10
- 239000001301 oxygen Substances 0.000 description 10
- 229910052708 sodium Inorganic materials 0.000 description 10
- WYWHKKSPHMUBEB-UHFFFAOYSA-N tioguanine Chemical compound N1C(N)=NC(=S)C2=C1N=CN2 WYWHKKSPHMUBEB-UHFFFAOYSA-N 0.000 description 10
- 229930105110 Cyclosporin A Natural products 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 101000611183 Homo sapiens Tumor necrosis factor Proteins 0.000 description 9
- 239000000427 antigen Substances 0.000 description 9
- 108091007433 antigens Proteins 0.000 description 9
- 102000036639 antigens Human genes 0.000 description 9
- 125000001246 bromo group Chemical group Br* 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 9
- 125000001309 chloro group Chemical group Cl* 0.000 description 9
- 150000002431 hydrogen Chemical class 0.000 description 9
- XOFYZVNMUHMLCC-ZPOLXVRWSA-N prednisone Chemical compound O=C1C=C[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 XOFYZVNMUHMLCC-ZPOLXVRWSA-N 0.000 description 9
- 210000003289 regulatory T cell Anatomy 0.000 description 9
- 125000006413 ring segment Chemical group 0.000 description 9
- 229940122558 EGFR antagonist Drugs 0.000 description 8
- GHASVSINZRGABV-UHFFFAOYSA-N Fluorouracil Chemical compound FC1=CNC(=O)NC1=O GHASVSINZRGABV-UHFFFAOYSA-N 0.000 description 8
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 8
- UCTWMZQNUQWSLP-UHFFFAOYSA-N adrenaline Chemical compound CNCC(O)C1=CC=C(O)C(O)=C1 UCTWMZQNUQWSLP-UHFFFAOYSA-N 0.000 description 8
- 239000000556 agonist Substances 0.000 description 8
- 125000003545 alkoxy group Chemical group 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 229960002949 fluorouracil Drugs 0.000 description 8
- YLMAHDNUQAMNNX-UHFFFAOYSA-N imatinib methanesulfonate Chemical compound CS(O)(=O)=O.C1CN(C)CCN1CC1=CC=C(C(=O)NC=2C=C(NC=3N=C(C=CN=3)C=3C=NC=CC=3)C(C)=CC=2)C=C1 YLMAHDNUQAMNNX-UHFFFAOYSA-N 0.000 description 8
- 229960000598 infliximab Drugs 0.000 description 8
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 8
- 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 8
- 229960005205 prednisolone Drugs 0.000 description 8
- OIGNJSKKLXVSLS-VWUMJDOOSA-N prednisolone Chemical compound O=C1C=C[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 OIGNJSKKLXVSLS-VWUMJDOOSA-N 0.000 description 8
- 239000011541 reaction mixture Substances 0.000 description 8
- QFJCIRLUMZQUOT-HPLJOQBZSA-N sirolimus Chemical compound C1C[C@@H](O)[C@H](OC)C[C@@H]1C[C@@H](C)[C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@](O)(O2)[C@H](C)CC[C@H]2C[C@H](OC)/C(C)=C/C=C/C=C/[C@@H](C)C[C@@H](C)C(=O)[C@H](OC)[C@H](O)/C(C)=C/[C@@H](C)C(=O)C1 QFJCIRLUMZQUOT-HPLJOQBZSA-N 0.000 description 8
- 239000003981 vehicle Substances 0.000 description 8
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 7
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 7
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 7
- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 description 7
- NWIBSHFKIJFRCO-WUDYKRTCSA-N Mytomycin Chemical compound C1N2C(C(C(C)=C(N)C3=O)=O)=C3[C@@H](COC(N)=O)[C@@]2(OC)[C@@H]2[C@H]1N2 NWIBSHFKIJFRCO-WUDYKRTCSA-N 0.000 description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 7
- 102100034922 T-cell surface glycoprotein CD8 alpha chain Human genes 0.000 description 7
- NDAUXUAQIAJITI-UHFFFAOYSA-N albuterol Chemical compound CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1 NDAUXUAQIAJITI-UHFFFAOYSA-N 0.000 description 7
- IPWKHHSGDUIRAH-UHFFFAOYSA-N bis(pinacolato)diboron Chemical compound O1C(C)(C)C(C)(C)OB1B1OC(C)(C)C(C)(C)O1 IPWKHHSGDUIRAH-UHFFFAOYSA-N 0.000 description 7
- 229960001259 diclofenac Drugs 0.000 description 7
- DCOPUUMXTXDBNB-UHFFFAOYSA-N diclofenac Chemical compound OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl DCOPUUMXTXDBNB-UHFFFAOYSA-N 0.000 description 7
- 239000002552 dosage form Substances 0.000 description 7
- 229960004679 doxorubicin Drugs 0.000 description 7
- 235000019152 folic acid Nutrition 0.000 description 7
- 239000011724 folic acid Substances 0.000 description 7
- 125000005842 heteroatom Chemical group 0.000 description 7
- 230000005764 inhibitory process Effects 0.000 description 7
- BCFGMOOMADDAQU-UHFFFAOYSA-N lapatinib Chemical compound O1C(CNCCS(=O)(=O)C)=CC=C1C1=CC=C(N=CN=C2NC=3C=C(Cl)C(OCC=4C=C(F)C=CC=4)=CC=3)C2=C1 BCFGMOOMADDAQU-UHFFFAOYSA-N 0.000 description 7
- 229960001156 mitoxantrone Drugs 0.000 description 7
- KKZJGLLVHKMTCM-UHFFFAOYSA-N mitoxantrone Chemical compound O=C1C2=C(O)C=CC(O)=C2C(=O)C2=C1C(NCCNCCO)=CC=C2NCCNCCO KKZJGLLVHKMTCM-UHFFFAOYSA-N 0.000 description 7
- 125000002950 monocyclic group Chemical group 0.000 description 7
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 7
- 239000000041 non-steroidal anti-inflammatory agent Substances 0.000 description 7
- 229920001223 polyethylene glycol Polymers 0.000 description 7
- 235000018102 proteins Nutrition 0.000 description 7
- 102000004169 proteins and genes Human genes 0.000 description 7
- ZAHRKKWIAAJSAO-UHFFFAOYSA-N rapamycin Natural products COCC(O)C(=C/C(C)C(=O)CC(OC(=O)C1CCCCN1C(=O)C(=O)C2(O)OC(CC(OC)C(=CC=CC=CC(C)CC(C)C(=O)C)C)CCC2C)C(C)CC3CCC(O)C(C3)OC)C ZAHRKKWIAAJSAO-UHFFFAOYSA-N 0.000 description 7
- 229960002052 salbutamol Drugs 0.000 description 7
- 229960002930 sirolimus Drugs 0.000 description 7
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 6
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 6
- 108020004414 DNA Proteins 0.000 description 6
- 102100027581 Forkhead box protein P3 Human genes 0.000 description 6
- 101000861452 Homo sapiens Forkhead box protein P3 Proteins 0.000 description 6
- 239000005551 L01XE03 - Erlotinib Substances 0.000 description 6
- OVBPIULPVIDEAO-UHFFFAOYSA-N N-Pteroyl-L-glutaminsaeure Natural products C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-UHFFFAOYSA-N 0.000 description 6
- 239000002202 Polyethylene glycol Substances 0.000 description 6
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 6
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 6
- 229940022663 acetate Drugs 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- SHGAZHPCJJPHSC-YCNIQYBTSA-N all-trans-retinoic acid Chemical compound OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 description 6
- KVNRLNFWIYMESJ-UHFFFAOYSA-N butyronitrile Chemical compound CCCC#N KVNRLNFWIYMESJ-UHFFFAOYSA-N 0.000 description 6
- 229960000590 celecoxib Drugs 0.000 description 6
- RZEKVGVHFLEQIL-UHFFFAOYSA-N celecoxib Chemical compound C1=CC(C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 RZEKVGVHFLEQIL-UHFFFAOYSA-N 0.000 description 6
- 239000003937 drug carrier Substances 0.000 description 6
- 235000019441 ethanol Nutrition 0.000 description 6
- 229960000304 folic acid Drugs 0.000 description 6
- 239000012634 fragment Substances 0.000 description 6
- XGALLCVXEZPNRQ-UHFFFAOYSA-N gefitinib Chemical compound C=12C=C(OCCCN3CCOCC3)C(OC)=CC2=NC=NC=1NC1=CC=C(F)C(Cl)=C1 XGALLCVXEZPNRQ-UHFFFAOYSA-N 0.000 description 6
- LLPOLZWFYMWNKH-CMKMFDCUSA-N hydrocodone Chemical compound C([C@H]1[C@H](N(CC[C@@]112)C)C3)CC(=O)[C@@H]1OC1=C2C3=CC=C1OC LLPOLZWFYMWNKH-CMKMFDCUSA-N 0.000 description 6
- 229960000240 hydrocodone Drugs 0.000 description 6
- JYGXADMDTFJGBT-VWUMJDOOSA-N hydrocortisone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 JYGXADMDTFJGBT-VWUMJDOOSA-N 0.000 description 6
- 229960001680 ibuprofen Drugs 0.000 description 6
- 239000005457 ice water Substances 0.000 description 6
- 230000036737 immune function Effects 0.000 description 6
- 229960000905 indomethacin Drugs 0.000 description 6
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 6
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 6
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 6
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 6
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- PTOAARAWEBMLNO-KVQBGUIXSA-N Cladribine Chemical compound C1=NC=2C(N)=NC(Cl)=NC=2N1[C@H]1C[C@H](O)[C@@H](CO)O1 PTOAARAWEBMLNO-KVQBGUIXSA-N 0.000 description 5
- 108010008165 Etanercept Proteins 0.000 description 5
- 102000006947 Histones Human genes 0.000 description 5
- 101001012157 Homo sapiens Receptor tyrosine-protein kinase erbB-2 Proteins 0.000 description 5
- 102000003816 Interleukin-13 Human genes 0.000 description 5
- 108090000176 Interleukin-13 Proteins 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 5
- FQISKWAFAHGMGT-SGJOWKDISA-M Methylprednisolone sodium succinate Chemical compound [Na+].C([C@@]12C)=CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C)[C@@](O)(C(=O)COC(=O)CCC([O-])=O)CC[C@H]21 FQISKWAFAHGMGT-SGJOWKDISA-M 0.000 description 5
- 102100030086 Receptor tyrosine-protein kinase erbB-2 Human genes 0.000 description 5
- GIIZNNXWQWCKIB-UHFFFAOYSA-N Serevent Chemical compound C1=C(O)C(CO)=CC(C(O)CNCCCCCCOCCCCC=2C=CC=CC=2)=C1 GIIZNNXWQWCKIB-UHFFFAOYSA-N 0.000 description 5
- NKANXQFJJICGDU-QPLCGJKRSA-N Tamoxifen Chemical compound C=1C=CC=CC=1C(/CC)=C(C=1C=CC(OCCN(C)C)=CC=1)/C1=CC=CC=C1 NKANXQFJJICGDU-QPLCGJKRSA-N 0.000 description 5
- 229960002964 adalimumab Drugs 0.000 description 5
- 230000003110 anti-inflammatory effect Effects 0.000 description 5
- 229960002170 azathioprine Drugs 0.000 description 5
- 125000002619 bicyclic group Chemical group 0.000 description 5
- 239000012267 brine Substances 0.000 description 5
- 229950002826 canertinib Drugs 0.000 description 5
- DQLATGHUWYMOKM-UHFFFAOYSA-L cisplatin Chemical compound N[Pt](N)(Cl)Cl DQLATGHUWYMOKM-UHFFFAOYSA-L 0.000 description 5
- 229960004316 cisplatin Drugs 0.000 description 5
- 229960002436 cladribine Drugs 0.000 description 5
- 239000012230 colorless oil Substances 0.000 description 5
- 230000004064 dysfunction Effects 0.000 description 5
- 230000002708 enhancing effect Effects 0.000 description 5
- 229960001433 erlotinib Drugs 0.000 description 5
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical compound [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 description 5
- 239000012458 free base Substances 0.000 description 5
- 239000003102 growth factor Substances 0.000 description 5
- 229960003685 imatinib mesylate Drugs 0.000 description 5
- 239000007924 injection Substances 0.000 description 5
- 238000002347 injection Methods 0.000 description 5
- 229940043355 kinase inhibitor Drugs 0.000 description 5
- 239000008101 lactose Substances 0.000 description 5
- 229960001375 lactose Drugs 0.000 description 5
- 229960000681 leflunomide Drugs 0.000 description 5
- VHOGYURTWQBHIL-UHFFFAOYSA-N leflunomide Chemical compound O1N=CC(C(=O)NC=2C=CC(=CC=2)C(F)(F)F)=C1C VHOGYURTWQBHIL-UHFFFAOYSA-N 0.000 description 5
- KBOPZPXVLCULAV-UHFFFAOYSA-N mesalamine Chemical compound NC1=CC=C(O)C(C(O)=O)=C1 KBOPZPXVLCULAV-UHFFFAOYSA-N 0.000 description 5
- 229960004963 mesalazine Drugs 0.000 description 5
- 229960004857 mitomycin Drugs 0.000 description 5
- JZZFDCXSFTVOJY-UHFFFAOYSA-N n-[4-(3-chloro-4-fluoroanilino)-7-(3-morpholin-4-ylpropoxy)quinazolin-6-yl]prop-2-enamide;hydron;dichloride Chemical compound Cl.Cl.C1=C(Cl)C(F)=CC=C1NC1=NC=NC2=CC(OCCCN3CCOCC3)=C(NC(=O)C=C)C=C12 JZZFDCXSFTVOJY-UHFFFAOYSA-N 0.000 description 5
- CMWTZPSULFXXJA-VIFPVBQESA-N naproxen Chemical compound C1=C([C@H](C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-VIFPVBQESA-N 0.000 description 5
- 239000006186 oral dosage form Substances 0.000 description 5
- 229960001972 panitumumab Drugs 0.000 description 5
- 239000000546 pharmaceutical excipient Substances 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- 230000000770 proinflammatory effect Effects 0.000 description 5
- 150000003384 small molecules Chemical class 0.000 description 5
- 229910000104 sodium hydride Inorganic materials 0.000 description 5
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 5
- 239000003826 tablet Substances 0.000 description 5
- NRUKOCRGYNPUPR-QBPJDGROSA-N teniposide Chemical compound COC1=C(O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@@H](OC[C@H]4O3)C=3SC=CC=3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 NRUKOCRGYNPUPR-QBPJDGROSA-N 0.000 description 5
- YNDXUCZADRHECN-JNQJZLCISA-N triamcinolone acetonide Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@@H]2O YNDXUCZADRHECN-JNQJZLCISA-N 0.000 description 5
- 208000001072 type 2 diabetes mellitus Diseases 0.000 description 5
- 229940121358 tyrosine kinase inhibitor Drugs 0.000 description 5
- 239000005483 tyrosine kinase inhibitor Substances 0.000 description 5
- 229960004528 vincristine Drugs 0.000 description 5
- OGWKCGZFUXNPDA-XQKSVPLYSA-N vincristine Chemical compound C([N@]1C[C@@H](C[C@]2(C(=O)OC)C=3C(=CC4=C([C@]56[C@H]([C@@]([C@H](OC(C)=O)[C@]7(CC)C=CCN([C@H]67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)C[C@@](C1)(O)CC)CC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-XQKSVPLYSA-N 0.000 description 5
- OGWKCGZFUXNPDA-UHFFFAOYSA-N vincristine Natural products C1C(CC)(O)CC(CC2(C(=O)OC)C=3C(=CC4=C(C56C(C(C(OC(C)=O)C7(CC)C=CCN(C67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)CN1CCC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-UHFFFAOYSA-N 0.000 description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 4
- UMDMOUPSFIQQIK-UHFFFAOYSA-N 1,3-dihydro-1,4-diazepin-2-one Chemical compound O=C1CN=CC=CN1 UMDMOUPSFIQQIK-UHFFFAOYSA-N 0.000 description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 4
- XRYJULCDUUATMC-CYBMUJFWSA-N 4-[4-[[(1r)-1-phenylethyl]amino]-7h-pyrrolo[2,3-d]pyrimidin-6-yl]phenol Chemical compound N([C@H](C)C=1C=CC=CC=1)C(C=1C=2)=NC=NC=1NC=2C1=CC=C(O)C=C1 XRYJULCDUUATMC-CYBMUJFWSA-N 0.000 description 4
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
- 102000036364 Cullin Ring E3 Ligases Human genes 0.000 description 4
- 108091007045 Cullin Ring E3 Ligases Proteins 0.000 description 4
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 4
- 102000004190 Enzymes Human genes 0.000 description 4
- 108090000790 Enzymes Proteins 0.000 description 4
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 4
- 102000003815 Interleukin-11 Human genes 0.000 description 4
- 108090000177 Interleukin-11 Proteins 0.000 description 4
- 108090000978 Interleukin-4 Proteins 0.000 description 4
- 102000004889 Interleukin-6 Human genes 0.000 description 4
- 108090001005 Interleukin-6 Proteins 0.000 description 4
- 239000002136 L01XE07 - Lapatinib Substances 0.000 description 4
- CMWTZPSULFXXJA-UHFFFAOYSA-N Naproxen Natural products C1=C(C(C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-UHFFFAOYSA-N 0.000 description 4
- 108010038807 Oligopeptides Proteins 0.000 description 4
- 102000015636 Oligopeptides Human genes 0.000 description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical class C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 4
- FOCVUCIESVLUNU-UHFFFAOYSA-N Thiotepa Chemical compound C1CN1P(N1CC1)(=S)N1CC1 FOCVUCIESVLUNU-UHFFFAOYSA-N 0.000 description 4
- 229960000548 alemtuzumab Drugs 0.000 description 4
- 229940044094 angiotensin-converting-enzyme inhibitor Drugs 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 4
- VSRXQHXAPYXROS-UHFFFAOYSA-N azanide;cyclobutane-1,1-dicarboxylic acid;platinum(2+) Chemical compound [NH2-].[NH2-].[Pt+2].OC(=O)C1(C(O)=O)CCC1 VSRXQHXAPYXROS-UHFFFAOYSA-N 0.000 description 4
- 229960002537 betamethasone Drugs 0.000 description 4
- UREBDLICKHMUKA-DVTGEIKXSA-N betamethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O UREBDLICKHMUKA-DVTGEIKXSA-N 0.000 description 4
- 230000037396 body weight Effects 0.000 description 4
- 239000000872 buffer Substances 0.000 description 4
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 description 4
- 239000002775 capsule Substances 0.000 description 4
- 229960004562 carboplatin Drugs 0.000 description 4
- 230000003915 cell function Effects 0.000 description 4
- 230000005754 cellular signaling Effects 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 230000001684 chronic effect Effects 0.000 description 4
- 238000011260 co-administration Methods 0.000 description 4
- 230000006378 damage Effects 0.000 description 4
- 229960001193 diclofenac sodium Drugs 0.000 description 4
- 229940088598 enzyme Drugs 0.000 description 4
- 229960002179 ephedrine Drugs 0.000 description 4
- 229960000403 etanercept Drugs 0.000 description 4
- 229960000676 flunisolide Drugs 0.000 description 4
- 235000019253 formic acid Nutrition 0.000 description 4
- 108020001507 fusion proteins Proteins 0.000 description 4
- 102000037865 fusion proteins Human genes 0.000 description 4
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 4
- 229940100601 interleukin-6 Drugs 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 239000003446 ligand Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 229960004584 methylprednisolone Drugs 0.000 description 4
- VAOCPAMSLUNLGC-UHFFFAOYSA-N metronidazole Chemical compound CC1=NC=C([N+]([O-])=O)N1CCO VAOCPAMSLUNLGC-UHFFFAOYSA-N 0.000 description 4
- 229960000282 metronidazole Drugs 0.000 description 4
- 229960002009 naproxen Drugs 0.000 description 4
- 231100000252 nontoxic Toxicity 0.000 description 4
- 230000003000 nontoxic effect Effects 0.000 description 4
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 4
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 4
- 239000003757 phosphotransferase inhibitor Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 4
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 4
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 4
- 229910000027 potassium carbonate Inorganic materials 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 238000012746 preparative thin layer chromatography Methods 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 125000004076 pyridyl group Chemical group 0.000 description 4
- MIXMJCQRHVAJIO-TZHJZOAOSA-N qk4dys664x Chemical compound O.C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O.C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O MIXMJCQRHVAJIO-TZHJZOAOSA-N 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 229960004641 rituximab Drugs 0.000 description 4
- JGMJQSFLQWGYMQ-UHFFFAOYSA-M sodium;2,6-dichloro-n-phenylaniline;acetate Chemical compound [Na+].CC([O-])=O.ClC1=CC=CC(Cl)=C1NC1=CC=CC=C1 JGMJQSFLQWGYMQ-UHFFFAOYSA-M 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 4
- 229960003087 tioguanine Drugs 0.000 description 4
- 229960005486 vaccine Drugs 0.000 description 4
- JRSSYANVUSLZAY-UHFFFAOYSA-N 5-bromo-3-cyclopropyl-2h-indazole Chemical compound C=12C=C(Br)C=CC2=NNC=1C1CC1 JRSSYANVUSLZAY-UHFFFAOYSA-N 0.000 description 3
- STQGQHZAVUOBTE-UHFFFAOYSA-N 7-Cyan-hept-2t-en-4,6-diinsaeure Natural products C1=2C(O)=C3C(=O)C=4C(OC)=CC=CC=4C(=O)C3=C(O)C=2CC(O)(C(C)=O)CC1OC1CC(N)C(O)C(C)O1 STQGQHZAVUOBTE-UHFFFAOYSA-N 0.000 description 3
- 208000030507 AIDS Diseases 0.000 description 3
- OGSPWJRAVKPPFI-UHFFFAOYSA-N Alendronic Acid Chemical compound NCCCC(O)(P(O)(O)=O)P(O)(O)=O OGSPWJRAVKPPFI-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- VOVIALXJUBGFJZ-KWVAZRHASA-N Budesonide Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@H]3OC(CCC)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@@H]2O VOVIALXJUBGFJZ-KWVAZRHASA-N 0.000 description 3
- 102000017420 CD3 protein, epsilon/gamma/delta subunit Human genes 0.000 description 3
- 108050005493 CD3 protein, epsilon/gamma/delta subunit Proteins 0.000 description 3
- GAGWJHPBXLXJQN-UORFTKCHSA-N Capecitabine Chemical compound C1=C(F)C(NC(=O)OCCCCC)=NC(=O)N1[C@H]1[C@H](O)[C@H](O)[C@@H](C)O1 GAGWJHPBXLXJQN-UORFTKCHSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- 102100039498 Cytotoxic T-lymphocyte protein 4 Human genes 0.000 description 3
- 108010072051 Glatiramer Acetate Proteins 0.000 description 3
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 3
- 102100039620 Granulocyte-macrophage colony-stimulating factor Human genes 0.000 description 3
- 101000889276 Homo sapiens Cytotoxic T-lymphocyte protein 4 Proteins 0.000 description 3
- 101000611936 Homo sapiens Programmed cell death protein 1 Proteins 0.000 description 3
- 101000914514 Homo sapiens T-cell-specific surface glycoprotein CD28 Proteins 0.000 description 3
- 239000003458 I kappa b kinase inhibitor Substances 0.000 description 3
- 206010022489 Insulin Resistance Diseases 0.000 description 3
- 108010002350 Interleukin-2 Proteins 0.000 description 3
- 102000000588 Interleukin-2 Human genes 0.000 description 3
- 239000005517 L01XE01 - Imatinib Substances 0.000 description 3
- 239000002147 L01XE04 - Sunitinib Substances 0.000 description 3
- GSDSWSVVBLHKDQ-JTQLQIEISA-N Levofloxacin Chemical compound C([C@@H](N1C2=C(C(C(C(O)=O)=C1)=O)C=C1F)C)OC2=C1N1CCN(C)CC1 GSDSWSVVBLHKDQ-JTQLQIEISA-N 0.000 description 3
- 102000018697 Membrane Proteins Human genes 0.000 description 3
- 108010052285 Membrane Proteins Proteins 0.000 description 3
- QXKHYNVANLEOEG-UHFFFAOYSA-N Methoxsalen Chemical compound C1=CC(=O)OC2=C1C=C1C=COC1=C2OC QXKHYNVANLEOEG-UHFFFAOYSA-N 0.000 description 3
- 229930192392 Mitomycin Natural products 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 102100027213 T-cell-specific surface glycoprotein CD28 Human genes 0.000 description 3
- QJJXYPPXXYFBGM-LFZNUXCKSA-N Tacrolimus Chemical compound C1C[C@@H](O)[C@H](OC)C[C@@H]1\C=C(/C)[C@@H]1[C@H](C)[C@@H](O)CC(=O)[C@H](CC=C)/C=C(C)/C[C@H](C)C[C@H](OC)[C@H]([C@H](C[C@H]2C)OC)O[C@@]2(O)C(=O)C(=O)N2CCCC[C@H]2C(=O)O1 QJJXYPPXXYFBGM-LFZNUXCKSA-N 0.000 description 3
- NAVMQTYZDKMPEU-UHFFFAOYSA-N Targretin Chemical compound CC1=CC(C(CCC2(C)C)(C)C)=C2C=C1C(=C)C1=CC=C(C(O)=O)C=C1 NAVMQTYZDKMPEU-UHFFFAOYSA-N 0.000 description 3
- 108010009583 Transforming Growth Factors Proteins 0.000 description 3
- 102000009618 Transforming Growth Factors Human genes 0.000 description 3
- JXLYSJRDGCGARV-WWYNWVTFSA-N Vinblastine Natural products O=C(O[C@H]1[C@](O)(C(=O)OC)[C@@H]2N(C)c3c(cc(c(OC)c3)[C@]3(C(=O)OC)c4[nH]c5c(c4CCN4C[C@](O)(CC)C[C@H](C3)C4)cccc5)[C@@]32[C@H]2[C@@]1(CC)C=CCN2CC3)C JXLYSJRDGCGARV-WWYNWVTFSA-N 0.000 description 3
- 230000002159 abnormal effect Effects 0.000 description 3
- 235000011054 acetic acid Nutrition 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- LSQZJLSUYDQPKJ-NJBDSQKTSA-N amoxicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=C(O)C=C1 LSQZJLSUYDQPKJ-NJBDSQKTSA-N 0.000 description 3
- 239000003242 anti bacterial agent Substances 0.000 description 3
- 239000003146 anticoagulant agent Substances 0.000 description 3
- 229960004676 antithrombotic agent Drugs 0.000 description 3
- MQTOSJVFKKJCRP-BICOPXKESA-N azithromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)N(C)C[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 MQTOSJVFKKJCRP-BICOPXKESA-N 0.000 description 3
- 229960004099 azithromycin Drugs 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 125000005605 benzo group Chemical group 0.000 description 3
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 description 3
- 229960000397 bevacizumab Drugs 0.000 description 3
- 230000004071 biological effect Effects 0.000 description 3
- GXJABQQUPOEUTA-RDJZCZTQSA-N bortezomib Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)B(O)O)NC(=O)C=1N=CC=NC=1)C1=CC=CC=C1 GXJABQQUPOEUTA-RDJZCZTQSA-N 0.000 description 3
- 229960004436 budesonide Drugs 0.000 description 3
- 229940082638 cardiac stimulant phosphodiesterase inhibitors Drugs 0.000 description 3
- 230000030833 cell death Effects 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 239000004074 complement inhibitor Substances 0.000 description 3
- 229940111134 coxibs Drugs 0.000 description 3
- 239000003255 cyclooxygenase 2 inhibitor Substances 0.000 description 3
- 108010057085 cytokine receptors Proteins 0.000 description 3
- 102000003675 cytokine receptors Human genes 0.000 description 3
- KWGRBVOPPLSCSI-UHFFFAOYSA-N d-ephedrine Natural products CNC(C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-UHFFFAOYSA-N 0.000 description 3
- STQGQHZAVUOBTE-VGBVRHCVSA-N daunorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(C)=O)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 STQGQHZAVUOBTE-VGBVRHCVSA-N 0.000 description 3
- CYQFCXCEBYINGO-IAGOWNOFSA-N delta1-THC Chemical compound C1=C(C)CC[C@H]2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3[C@@H]21 CYQFCXCEBYINGO-IAGOWNOFSA-N 0.000 description 3
- 229960003957 dexamethasone Drugs 0.000 description 3
- UREBDLICKHMUKA-CXSFZGCWSA-N dexamethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O UREBDLICKHMUKA-CXSFZGCWSA-N 0.000 description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 3
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 3
- 238000004090 dissolution Methods 0.000 description 3
- 239000012636 effector Substances 0.000 description 3
- 229940031098 ethanolamine Drugs 0.000 description 3
- VJJPUSNTGOMMGY-MRVIYFEKSA-N etoposide Chemical compound COC1=C(O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@H](C)OC[C@H]4O3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 VJJPUSNTGOMMGY-MRVIYFEKSA-N 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 230000006870 function Effects 0.000 description 3
- 229960002584 gefitinib Drugs 0.000 description 3
- 239000007903 gelatin capsule Substances 0.000 description 3
- SDUQYLNIPVEERB-QPPQHZFASA-N gemcitabine Chemical compound O=C1N=C(N)C=CN1[C@H]1C(F)(F)[C@H](O)[C@@H](CO)O1 SDUQYLNIPVEERB-QPPQHZFASA-N 0.000 description 3
- 229960005277 gemcitabine Drugs 0.000 description 3
- 229960000578 gemtuzumab Drugs 0.000 description 3
- 229940080856 gleevec Drugs 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- OROGSEYTTFOCAN-UHFFFAOYSA-N hydrocodone Natural products C1C(N(CCC234)C)C2C=CC(O)C3OC2=C4C1=CC=C2OC OROGSEYTTFOCAN-UHFFFAOYSA-N 0.000 description 3
- 229960000890 hydrocortisone Drugs 0.000 description 3
- 229960001101 ifosfamide Drugs 0.000 description 3
- HOMGKSMUEGBAAB-UHFFFAOYSA-N ifosfamide Chemical compound ClCCNP1(=O)OCCCN1CCCl HOMGKSMUEGBAAB-UHFFFAOYSA-N 0.000 description 3
- 208000026278 immune system disease Diseases 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 229960001888 ipratropium Drugs 0.000 description 3
- OEXHQOGQTVQTAT-JRNQLAHRSA-N ipratropium Chemical compound O([C@H]1C[C@H]2CC[C@@H](C1)[N@@+]2(C)C(C)C)C(=O)C(CO)C1=CC=CC=C1 OEXHQOGQTVQTAT-JRNQLAHRSA-N 0.000 description 3
- UWKQSNNFCGGAFS-XIFFEERXSA-N irinotecan Chemical compound C1=C2C(CC)=C3CN(C(C4=C([C@@](C(=O)OC4)(O)CC)C=4)=O)C=4C3=NC2=CC=C1OC(=O)N(CC1)CCC1N1CCCCC1 UWKQSNNFCGGAFS-XIFFEERXSA-N 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 239000004310 lactic acid Substances 0.000 description 3
- 235000014655 lactic acid Nutrition 0.000 description 3
- 229960003376 levofloxacin Drugs 0.000 description 3
- 235000019359 magnesium stearate Nutrition 0.000 description 3
- 239000002609 medium Substances 0.000 description 3
- PSGAAPLEWMOORI-PEINSRQWSA-N medroxyprogesterone acetate Chemical compound C([C@@]12C)CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2CC[C@]2(C)[C@@](OC(C)=O)(C(C)=O)CC[C@H]21 PSGAAPLEWMOORI-PEINSRQWSA-N 0.000 description 3
- 239000003475 metalloproteinase inhibitor Substances 0.000 description 3
- HPNSFSBZBAHARI-UHFFFAOYSA-N micophenolic acid Natural products OC1=C(CC=C(C)CCC(O)=O)C(OC)=C(C)C2=C1C(=O)OC2 HPNSFSBZBAHARI-UHFFFAOYSA-N 0.000 description 3
- 239000002829 mitogen activated protein kinase inhibitor Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- QLIIKPVHVRXHRI-CXSFZGCWSA-N mometasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(Cl)[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)CCl)(O)[C@@]1(C)C[C@@H]2O QLIIKPVHVRXHRI-CXSFZGCWSA-N 0.000 description 3
- RTGDFNSFWBGLEC-SYZQJQIISA-N mycophenolate mofetil Chemical compound COC1=C(C)C=2COC(=O)C=2C(O)=C1C\C=C(/C)CCC(=O)OCCN1CCOCC1 RTGDFNSFWBGLEC-SYZQJQIISA-N 0.000 description 3
- HPNSFSBZBAHARI-RUDMXATFSA-N mycophenolic acid Chemical compound OC1=C(C\C=C(/C)CCC(O)=O)C(OC)=C(C)C2=C1C(=O)OC2 HPNSFSBZBAHARI-RUDMXATFSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- 229960001756 oxaliplatin Drugs 0.000 description 3
- DWAFYCQODLXJNR-BNTLRKBRSA-L oxaliplatin Chemical compound O1C(=O)C(=O)O[Pt]11N[C@@H]2CCCC[C@H]2N1 DWAFYCQODLXJNR-BNTLRKBRSA-L 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- WRUUGTRCQOWXEG-UHFFFAOYSA-N pamidronate Chemical compound NCCC(O)(P(O)(O)=O)P(O)(O)=O WRUUGTRCQOWXEG-UHFFFAOYSA-N 0.000 description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 3
- WVUNYSQLFKLYNI-AATRIKPKSA-N pelitinib Chemical compound C=12C=C(NC(=O)\C=C\CN(C)C)C(OCC)=CC2=NC=C(C#N)C=1NC1=CC=C(F)C(Cl)=C1 WVUNYSQLFKLYNI-AATRIKPKSA-N 0.000 description 3
- 229960002621 pembrolizumab Drugs 0.000 description 3
- 239000008194 pharmaceutical composition Substances 0.000 description 3
- 239000002571 phosphodiesterase inhibitor Substances 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 239000006187 pill Substances 0.000 description 3
- 229950010765 pivalate Drugs 0.000 description 3
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 3
- 230000004481 post-translational protein modification Effects 0.000 description 3
- 229960004618 prednisone Drugs 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 230000035755 proliferation Effects 0.000 description 3
- 125000000714 pyrimidinyl group Chemical group 0.000 description 3
- 230000002829 reductive effect Effects 0.000 description 3
- 230000001105 regulatory effect Effects 0.000 description 3
- 229960004889 salicylic acid Drugs 0.000 description 3
- 229960004017 salmeterol Drugs 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 3
- 235000017557 sodium bicarbonate Nutrition 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 125000003003 spiro group Chemical group 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 239000000829 suppository Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- QJJXYPPXXYFBGM-SHYZHZOCSA-N tacrolimus Natural products CO[C@H]1C[C@H](CC[C@@H]1O)C=C(C)[C@H]2OC(=O)[C@H]3CCCCN3C(=O)C(=O)[C@@]4(O)O[C@@H]([C@H](C[C@H]4C)OC)[C@@H](C[C@H](C)CC(=C[C@@H](CC=C)C(=O)C[C@H](O)[C@H]2C)C)OC QJJXYPPXXYFBGM-SHYZHZOCSA-N 0.000 description 3
- 229940095064 tartrate Drugs 0.000 description 3
- 229960001278 teniposide Drugs 0.000 description 3
- 229960001196 thiotepa Drugs 0.000 description 3
- 210000001519 tissue Anatomy 0.000 description 3
- 230000000699 topical effect Effects 0.000 description 3
- UCFGDBYHRUNTLO-QHCPKHFHSA-N topotecan Chemical compound C1=C(O)C(CN(C)C)=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 UCFGDBYHRUNTLO-QHCPKHFHSA-N 0.000 description 3
- 229960000303 topotecan Drugs 0.000 description 3
- 239000003053 toxin Substances 0.000 description 3
- 231100000765 toxin Toxicity 0.000 description 3
- 108700012359 toxins Proteins 0.000 description 3
- 229960001727 tretinoin Drugs 0.000 description 3
- 150000004917 tyrosine kinase inhibitor derivatives Chemical class 0.000 description 3
- LLDWLPRYLVPDTG-UHFFFAOYSA-N vatalanib succinate Chemical compound OC(=O)CCC(O)=O.C1=CC(Cl)=CC=C1NC(C1=CC=CC=C11)=NN=C1CC1=CC=NC=C1 LLDWLPRYLVPDTG-UHFFFAOYSA-N 0.000 description 3
- 229960003048 vinblastine Drugs 0.000 description 3
- JXLYSJRDGCGARV-XQKSVPLYSA-N vincaleukoblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-XQKSVPLYSA-N 0.000 description 3
- 239000000080 wetting agent Substances 0.000 description 3
- XRASPMIURGNCCH-UHFFFAOYSA-N zoledronic acid Chemical compound OP(=O)(O)C(P(O)(O)=O)(O)CN1C=CN=C1 XRASPMIURGNCCH-UHFFFAOYSA-N 0.000 description 3
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 2
- BMKDZUISNHGIBY-ZETCQYMHSA-N (+)-dexrazoxane Chemical compound C([C@H](C)N1CC(=O)NC(=O)C1)N1CC(=O)NC(=O)C1 BMKDZUISNHGIBY-ZETCQYMHSA-N 0.000 description 2
- XWTYSIMOBUGWOL-UHFFFAOYSA-N (+-)-Terbutaline Chemical compound CC(C)(C)NCC(O)C1=CC(O)=CC(O)=C1 XWTYSIMOBUGWOL-UHFFFAOYSA-N 0.000 description 2
- KWGRBVOPPLSCSI-WPRPVWTQSA-N (-)-ephedrine Chemical compound CN[C@@H](C)[C@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WPRPVWTQSA-N 0.000 description 2
- CYPYTURSJDMMMP-WVCUSYJESA-N (1e,4e)-1,5-diphenylpenta-1,4-dien-3-one;palladium Chemical compound [Pd].[Pd].C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1 CYPYTURSJDMMMP-WVCUSYJESA-N 0.000 description 2
- FLWWDYNPWOSLEO-HQVZTVAUSA-N (2s)-2-[[4-[1-(2-amino-4-oxo-1h-pteridin-6-yl)ethyl-methylamino]benzoyl]amino]pentanedioic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1C(C)N(C)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FLWWDYNPWOSLEO-HQVZTVAUSA-N 0.000 description 2
- LMIZSJWSGTWTFF-ZCFIWIBFSA-N (3R)-3-(2-bromo-6-nitroanilino)butanoic acid Chemical compound BrC1=C(C(=CC=C1)[N+](=O)[O-])N[C@@H](CC(=O)O)C LMIZSJWSGTWTFF-ZCFIWIBFSA-N 0.000 description 2
- FFXOIFIDSYWNDY-HUUCEWRRSA-N (3R)-3-[3-cyclopropyl-5-[(4R)-4-methyl-2-oxo-1,3,4,5-tetrahydro-1,5-benzodiazepin-6-yl]indazol-1-yl]butanenitrile Chemical compound C1(CC1)C1=NN(C2=CC=C(C=C12)C1=CC=CC=2NC(C[C@H](NC=21)C)=O)[C@@H](CC#N)C FFXOIFIDSYWNDY-HUUCEWRRSA-N 0.000 description 2
- PDZKCMANSOBGOT-CQSZACIVSA-N (4R)-4-methyl-6-(1-propan-2-ylindol-5-yl)-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound C(C)(C)N1C=CC2=CC(=CC=C12)C1=CC=CC=2NC(C[C@H](NC=21)C)=O PDZKCMANSOBGOT-CQSZACIVSA-N 0.000 description 2
- HHLXMEHPBUESGB-GFCCVEGCSA-N (4R)-4-methyl-6-(1-pyridin-2-ylpyrazol-4-yl)-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound C[C@H]1NC2=C(NC(C1)=O)C=CC=C2C=1C=NN(C=1)C1=NC=CC=C1 HHLXMEHPBUESGB-GFCCVEGCSA-N 0.000 description 2
- VBDHDDWJVYSLED-XUIVZRPNSA-N (4R)-4-methyl-6-[(E)-2-(1-methylpyrazol-4-yl)ethenyl]-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound C[C@H]1NC2=C(NC(C1)=O)C=CC=C2\C=C\C=1C=NN(C=1)C VBDHDDWJVYSLED-XUIVZRPNSA-N 0.000 description 2
- XABIUMPRWMYLKV-FZKGZDJFSA-N (4R)-4-methyl-6-[(E)-2-(4-nitrophenyl)ethenyl]-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound C[C@H]1NC2=C(NC(C1)=O)C=CC=C2\C=C\C1=CC=C(C=C1)[N+](=O)[O-] XABIUMPRWMYLKV-FZKGZDJFSA-N 0.000 description 2
- OBFRLZXHHOLMDB-ABZNLYFFSA-N (4R)-4-methyl-6-[(E)-2-pyridin-3-ylethenyl]-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound C[C@H]1NC2=C(NC(C1)=O)C=CC=C2\C=C\C=1C=NC=CC=1 OBFRLZXHHOLMDB-ABZNLYFFSA-N 0.000 description 2
- BFTKDWYIRJGJCA-CYBMUJFWSA-N (4R)-4-methyl-6-[1-methyl-3-(1-methylpyrazol-4-yl)indazol-5-yl]-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound C[C@H]1NC2=C(NC(C1)=O)C=CC=C2C=1C=C2C(=NN(C2=CC=1)C)C=1C=NN(C=1)C BFTKDWYIRJGJCA-CYBMUJFWSA-N 0.000 description 2
- KDOJQDORBREYND-GFCCVEGCSA-N (4R)-4-methyl-6-[3-(1-methylpyrazol-4-yl)-1H-indazol-5-yl]-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound C[C@H]1NC2=C(NC(C1)=O)C=CC=C2C=1C=C2C(=NNC2=CC=1)C=1C=NN(C=1)C KDOJQDORBREYND-GFCCVEGCSA-N 0.000 description 2
- YXNXKOWFQAKFMJ-CYBMUJFWSA-N (4R)-6-(1-ethylindol-2-yl)-4-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound C(C)N1C(=CC2=CC=CC=C12)C1=CC=CC=2NC(C[C@H](NC=21)C)=O YXNXKOWFQAKFMJ-CYBMUJFWSA-N 0.000 description 2
- XEOWLUIGVKGTTA-LLVKDONJSA-N (4R)-6-(3-cyclopropyl-1-methylpyrazolo[3,4-b]pyridin-5-yl)-4-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound C1(CC1)C1=NN(C2=NC=C(C=C21)C1=CC=CC=2NC(C[C@H](NC=21)C)=O)C XEOWLUIGVKGTTA-LLVKDONJSA-N 0.000 description 2
- NJZPATJPZUHGKJ-FZKGZDJFSA-N (4R)-6-[(E)-2-(4-aminophenyl)ethenyl]-4-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound NC1=CC=C(/C=C/C2=CC=CC=3NC(C[C@H](NC=32)C)=O)C=C1 NJZPATJPZUHGKJ-FZKGZDJFSA-N 0.000 description 2
- OLXBOJNOSWEIIT-LLVKDONJSA-N (4R)-6-[1-(1-hydroxy-2-methylpropan-2-yl)pyrazol-4-yl]-4-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound OCC(C)(C)N1N=CC(=C1)C1=CC=CC=2NC(C[C@H](NC=21)C)=O OLXBOJNOSWEIIT-LLVKDONJSA-N 0.000 description 2
- LWOHZQMLDCWVTQ-CQSZACIVSA-N (4R)-6-[1-(2-hydroxyethyl)-3-(1-methylpyrazol-4-yl)indazol-5-yl]-4-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound OCCN1N=C(C2=CC(=CC=C12)C1=CC=CC=2NC(C[C@H](NC=21)C)=O)C=1C=NN(C=1)C LWOHZQMLDCWVTQ-CQSZACIVSA-N 0.000 description 2
- COQNQAWLVQTGGD-OAHLLOKOSA-N (4R)-6-[1-(4-fluorophenyl)sulfonylindol-2-yl]-4-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound FC1=CC=C(C=C1)S(=O)(=O)N1C(=CC2=CC=CC=C12)C1=CC=CC=2NC(C[C@H](NC=21)C)=O COQNQAWLVQTGGD-OAHLLOKOSA-N 0.000 description 2
- DIVHWECJFNVVQC-HUUCEWRRSA-N (4R)-6-[1-[(2R)-butan-2-yl]-3-cyclopropylindazol-5-yl]-4-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound CC[C@@H](C)n1nc(C2CC2)c2cc(ccc12)-c1cccc2NC(=O)C[C@@H](C)Nc12 DIVHWECJFNVVQC-HUUCEWRRSA-N 0.000 description 2
- DIVHWECJFNVVQC-CABCVRRESA-N (4R)-6-[1-[(2S)-butan-2-yl]-3-cyclopropylindazol-5-yl]-4-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound [C@H](C)(CC)N1N=C(C2=CC(=CC=C12)C1=CC=CC=2NC(C[C@H](NC=21)C)=O)C1CC1 DIVHWECJFNVVQC-CABCVRRESA-N 0.000 description 2
- GZNQTPOCADYBBG-MRVPVSSYSA-N (4R)-6-ethenyl-4-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound C[C@H]1NC2=C(NC(C1)=O)C=CC=C2C=C GZNQTPOCADYBBG-MRVPVSSYSA-N 0.000 description 2
- GIGBBAIFDADQDY-UHFFFAOYSA-N (5-bromo-2-fluoropyridin-3-yl)-cyclopropylmethanol Chemical compound BrC=1C=C(C(=NC=1)F)C(O)C1CC1 GIGBBAIFDADQDY-UHFFFAOYSA-N 0.000 description 2
- FPVKHBSQESCIEP-UHFFFAOYSA-N (8S)-3-(2-deoxy-beta-D-erythro-pentofuranosyl)-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol Natural products C1C(O)C(CO)OC1N1C(NC=NCC2O)=C2N=C1 FPVKHBSQESCIEP-UHFFFAOYSA-N 0.000 description 2
- XUBOMFCQGDBHNK-JTQLQIEISA-N (S)-gatifloxacin Chemical compound FC1=CC(C(C(C(O)=O)=CN2C3CC3)=O)=C2C(OC)=C1N1CCN[C@@H](C)C1 XUBOMFCQGDBHNK-JTQLQIEISA-N 0.000 description 2
- HJTAZXHBEBIQQX-UHFFFAOYSA-N 1,5-bis(chloromethyl)naphthalene Chemical compound C1=CC=C2C(CCl)=CC=CC2=C1CCl HJTAZXHBEBIQQX-UHFFFAOYSA-N 0.000 description 2
- BHLXSJMHFZYNKM-UHFFFAOYSA-N 1-(4-fluorophenyl)sulfonylindole Chemical compound C1=CC(F)=CC=C1S(=O)(=O)N1C2=CC=CC=C2C=C1 BHLXSJMHFZYNKM-UHFFFAOYSA-N 0.000 description 2
- QRRKZFCXXBFHSV-UHFFFAOYSA-N 1-ethylindole Chemical compound C1=CC=C2N(CC)C=CC2=C1 QRRKZFCXXBFHSV-UHFFFAOYSA-N 0.000 description 2
- QXLQZLBNPTZMRK-UHFFFAOYSA-N 2-[(dimethylamino)methyl]-1-(2,4-dimethylphenyl)prop-2-en-1-one Chemical compound CN(C)CC(=C)C(=O)C1=CC=C(C)C=C1C QXLQZLBNPTZMRK-UHFFFAOYSA-N 0.000 description 2
- SGOWLBZXXKANQR-UHFFFAOYSA-N 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]pyridine Chemical compound O1C(C)(C)C(C)(C)OB1C1=CN(C=2N=CC=CC=2)N=C1 SGOWLBZXXKANQR-UHFFFAOYSA-N 0.000 description 2
- DPGSPRJLAZGUBQ-UHFFFAOYSA-N 2-ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Chemical compound CC1(C)OB(C=C)OC1(C)C DPGSPRJLAZGUBQ-UHFFFAOYSA-N 0.000 description 2
- FOKQLUKEGWVIDM-UHFFFAOYSA-N 2-methyl-2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]propan-1-ol Chemical compound C1=NN(C(C)(CO)C)C=C1B1OC(C)(C)C(C)(C)O1 FOKQLUKEGWVIDM-UHFFFAOYSA-N 0.000 description 2
- 125000004398 2-methyl-2-butyl group Chemical group CC(C)(CC)* 0.000 description 2
- 125000004918 2-methyl-2-pentyl group Chemical group CC(C)(CCC)* 0.000 description 2
- 125000004922 2-methyl-3-pentyl group Chemical group CC(C)C(CC)* 0.000 description 2
- ZGBGPEDJXCYQPH-UHFFFAOYSA-N 3-(2-cyanopropan-2-yl)-N-[4-methyl-3-[(3-methyl-4-oxo-6-quinazolinyl)amino]phenyl]benzamide Chemical compound C1=C(NC=2C=C3C(=O)N(C)C=NC3=CC=2)C(C)=CC=C1NC(=O)C1=CC=CC(C(C)(C)C#N)=C1 ZGBGPEDJXCYQPH-UHFFFAOYSA-N 0.000 description 2
- FNLQSLYFCWXQNU-UHFFFAOYSA-N 3-(5-bromo-3-cyclopropylindazol-1-yl)butanenitrile Chemical compound BrC=1C=C2C(=NN(C2=CC=1)C(CC#N)C)C1CC1 FNLQSLYFCWXQNU-UHFFFAOYSA-N 0.000 description 2
- 125000004917 3-methyl-2-butyl group Chemical group CC(C(C)*)C 0.000 description 2
- 125000004919 3-methyl-2-pentyl group Chemical group CC(C(C)*)CC 0.000 description 2
- AOJJSUZBOXZQNB-VTZDEGQISA-N 4'-epidoxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-VTZDEGQISA-N 0.000 description 2
- YKTFHFIMLHKOEF-YFHOEESVSA-N 4-[(E)-1-bromo-1-fluoroprop-1-en-2-yl]benzonitrile Chemical compound Br\C(=C(/C)\C1=CC=C(C#N)C=C1)\F YKTFHFIMLHKOEF-YFHOEESVSA-N 0.000 description 2
- RYLYUTXKTYSUMQ-ORVAQUOPSA-N 4-[(Z)-1-fluoro-1-[(4R)-4-methyl-2-oxo-1,3,4,5-tetrahydro-1,5-benzodiazepin-6-yl]prop-1-en-2-yl]benzonitrile Chemical compound F\C(=C(\C)/C1=CC=C(C#N)C=C1)\C1=CC=CC=2NC(C[C@H](NC=21)C)=O RYLYUTXKTYSUMQ-ORVAQUOPSA-N 0.000 description 2
- 125000004920 4-methyl-2-pentyl group Chemical group CC(CC(C)*)C 0.000 description 2
- YKKNWELUZLBHOM-UHFFFAOYSA-N 5-bromo-1-butan-2-yl-3-cyclopropylindazole Chemical compound BrC=1C=C2C(=NN(C2=CC=1)C(C)CC)C1CC1 YKKNWELUZLBHOM-UHFFFAOYSA-N 0.000 description 2
- LVPGABPUUJNFFQ-UHFFFAOYSA-N 5-bromo-1-methyl-3-(1-methylpyrazol-4-yl)indazole Chemical compound BrC=1C=C2C(=NN(C2=CC=1)C)C=1C=NN(C=1)C LVPGABPUUJNFFQ-UHFFFAOYSA-N 0.000 description 2
- NCPAGYRFULVTEU-UHFFFAOYSA-N 5-bromo-1-propan-2-ylindole Chemical compound BrC1=CC=C2N(C(C)C)C=CC2=C1 NCPAGYRFULVTEU-UHFFFAOYSA-N 0.000 description 2
- MMFGGDVQLQQQRX-UHFFFAOYSA-N 5-bromo-2-fluorobenzaldehyde Chemical compound FC1=CC=C(Br)C=C1C=O MMFGGDVQLQQQRX-UHFFFAOYSA-N 0.000 description 2
- ZEAPADMPTPNBJG-UHFFFAOYSA-N 5-bromo-3-(1-methylpyrazol-4-yl)-1h-indazole Chemical compound C1=NN(C)C=C1C1=NNC2=CC=C(Br)C=C12 ZEAPADMPTPNBJG-UHFFFAOYSA-N 0.000 description 2
- YMVARCGHTIDECV-UHFFFAOYSA-N 5-bromo-3-cyclopropyl-1-methylpyrazolo[3,4-b]pyridine Chemical compound C12=CC(Br)=CN=C2N(C)N=C1C1CC1 YMVARCGHTIDECV-UHFFFAOYSA-N 0.000 description 2
- IBFAYUXCRDDBRD-UHFFFAOYSA-N 5-bromo-3-iodo-2h-indazole Chemical compound C1=C(Br)C=CC2=NNC(I)=C21 IBFAYUXCRDDBRD-UHFFFAOYSA-N 0.000 description 2
- VVIAGPKUTFNRDU-UHFFFAOYSA-N 6S-folinic acid Natural products C1NC=2NC(N)=NC(=O)C=2N(C=O)C1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 VVIAGPKUTFNRDU-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- SHGAZHPCJJPHSC-ZVCIMWCZSA-N 9-cis-retinoic acid Chemical compound OC(=O)/C=C(\C)/C=C/C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-ZVCIMWCZSA-N 0.000 description 2
- LRFVTYWOQMYALW-UHFFFAOYSA-N 9H-xanthine Chemical compound O=C1NC(=O)NC2=C1NC=N2 LRFVTYWOQMYALW-UHFFFAOYSA-N 0.000 description 2
- 208000024827 Alzheimer disease Diseases 0.000 description 2
- 101710129690 Angiotensin-converting enzyme inhibitor Proteins 0.000 description 2
- BFYIZQONLCFLEV-DAELLWKTSA-N Aromasine Chemical compound O=C1C=C[C@]2(C)[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CC(=C)C2=C1 BFYIZQONLCFLEV-DAELLWKTSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 108010024976 Asparaginase Proteins 0.000 description 2
- 102000015790 Asparaginase Human genes 0.000 description 2
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 2
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 2
- 108010006654 Bleomycin Proteins 0.000 description 2
- 101710086378 Bradykinin-potentiating and C-type natriuretic peptides Proteins 0.000 description 2
- 108091005575 Bromodomain-containing proteins Proteins 0.000 description 2
- COVZYZSDYWQREU-UHFFFAOYSA-N Busulfan Chemical compound CS(=O)(=O)OCCCCOS(C)(=O)=O COVZYZSDYWQREU-UHFFFAOYSA-N 0.000 description 2
- BDODBBPFDKPFOI-UHFFFAOYSA-N C(C)N1C(=CC2=CC=CC=C12)B(O)O Chemical compound C(C)N1C(=CC2=CC=CC=C12)B(O)O BDODBBPFDKPFOI-UHFFFAOYSA-N 0.000 description 2
- 101710149863 C-C chemokine receptor type 4 Proteins 0.000 description 2
- 102100032976 CCR4-NOT transcription complex subunit 6 Human genes 0.000 description 2
- 101150013553 CD40 gene Proteins 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- KLWPJMFMVPTNCC-UHFFFAOYSA-N Camptothecin Natural products CCC1(O)C(=O)OCC2=C1C=C3C4Nc5ccccc5C=C4CN3C2=O KLWPJMFMVPTNCC-UHFFFAOYSA-N 0.000 description 2
- DLGOEMSEDOSKAD-UHFFFAOYSA-N Carmustine Chemical compound ClCCNC(=O)N(N=O)CCCl DLGOEMSEDOSKAD-UHFFFAOYSA-N 0.000 description 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 2
- 102100038800 Cytochrome c oxidase assembly protein COX20, mitochondrial Human genes 0.000 description 2
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 2
- 108010092160 Dactinomycin Proteins 0.000 description 2
- 208000007342 Diabetic Nephropathies Diseases 0.000 description 2
- XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical compound C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 description 2
- 102100025137 Early activation antigen CD69 Human genes 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 102400000792 Endothelial monocyte-activating polypeptide 2 Human genes 0.000 description 2
- HTIJFSOGRVMCQR-UHFFFAOYSA-N Epirubicin Natural products COc1cccc2C(=O)c3c(O)c4CC(O)(CC(OC5CC(N)C(=O)C(C)O5)c4c(O)c3C(=O)c12)C(=O)CO HTIJFSOGRVMCQR-UHFFFAOYSA-N 0.000 description 2
- 108010074604 Epoetin Alfa Proteins 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- UGHYJQITEWGQFA-UHFFFAOYSA-N FC1=CC=C(C=C1)S(=O)(=O)N1C(=CC2=CC=CC=C12)B(O)O Chemical compound FC1=CC=C(C=C1)S(=O)(=O)N1C(=CC2=CC=CC=C12)B(O)O UGHYJQITEWGQFA-UHFFFAOYSA-N 0.000 description 2
- 101150021185 FGF gene Proteins 0.000 description 2
- 229940124226 Farnesyltransferase inhibitor Drugs 0.000 description 2
- 108010029961 Filgrastim Proteins 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 102100039619 Granulocyte colony-stimulating factor Human genes 0.000 description 2
- 108010017213 Granulocyte-Macrophage Colony-Stimulating Factor Proteins 0.000 description 2
- 102100030649 Histone H2B type 1-J Human genes 0.000 description 2
- 108090000246 Histone acetyltransferases Proteins 0.000 description 2
- 102000003893 Histone acetyltransferases Human genes 0.000 description 2
- 102000003964 Histone deacetylase Human genes 0.000 description 2
- 108090000353 Histone deacetylase Proteins 0.000 description 2
- 101000957223 Homo sapiens Cytochrome c oxidase assembly protein COX20, mitochondrial Proteins 0.000 description 2
- 101000934374 Homo sapiens Early activation antigen CD69 Proteins 0.000 description 2
- 101000851181 Homo sapiens Epidermal growth factor receptor Proteins 0.000 description 2
- 101001084678 Homo sapiens Histone H2B type 1-J Proteins 0.000 description 2
- 101001057504 Homo sapiens Interferon-stimulated gene 20 kDa protein Proteins 0.000 description 2
- 101001055144 Homo sapiens Interleukin-2 receptor subunit alpha Proteins 0.000 description 2
- 101000945371 Homo sapiens Killer cell immunoglobulin-like receptor 2DL2 Proteins 0.000 description 2
- 101001013797 Homo sapiens Metallothionein-1L Proteins 0.000 description 2
- 101000998596 Homo sapiens NADH-cytochrome b5 reductase 2 Proteins 0.000 description 2
- 101000711577 Homo sapiens RING finger protein 122 Proteins 0.000 description 2
- 101000738771 Homo sapiens Receptor-type tyrosine-protein phosphatase C Proteins 0.000 description 2
- 101000934346 Homo sapiens T-cell surface antigen CD2 Proteins 0.000 description 2
- 101000716102 Homo sapiens T-cell surface glycoprotein CD4 Proteins 0.000 description 2
- 101000946843 Homo sapiens T-cell surface glycoprotein CD8 alpha chain Proteins 0.000 description 2
- 101000914484 Homo sapiens T-lymphocyte activation antigen CD80 Proteins 0.000 description 2
- 101000800116 Homo sapiens Thy-1 membrane glycoprotein Proteins 0.000 description 2
- 101000851376 Homo sapiens Tumor necrosis factor receptor superfamily member 8 Proteins 0.000 description 2
- 101000997307 Homo sapiens Voltage-gated potassium channel subunit beta-2 Proteins 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- 229940126592 Ibritsumomab Drugs 0.000 description 2
- 208000010159 IgA glomerulonephritis Diseases 0.000 description 2
- 108060003951 Immunoglobulin Proteins 0.000 description 2
- 102100040018 Interferon alpha-2 Human genes 0.000 description 2
- 108010005716 Interferon beta-1a Proteins 0.000 description 2
- 108010047761 Interferon-alpha Proteins 0.000 description 2
- 102000006992 Interferon-alpha Human genes 0.000 description 2
- 108010079944 Interferon-alpha2b Proteins 0.000 description 2
- 102100027268 Interferon-stimulated gene 20 kDa protein Human genes 0.000 description 2
- 102000000589 Interleukin-1 Human genes 0.000 description 2
- 108010002352 Interleukin-1 Proteins 0.000 description 2
- 102000051628 Interleukin-1 receptor antagonist Human genes 0.000 description 2
- 108700021006 Interleukin-1 receptor antagonist Proteins 0.000 description 2
- 108010065805 Interleukin-12 Proteins 0.000 description 2
- 108090000172 Interleukin-15 Proteins 0.000 description 2
- 101800003050 Interleukin-16 Proteins 0.000 description 2
- 102100036705 Interleukin-23 subunit alpha Human genes 0.000 description 2
- 108010002586 Interleukin-7 Proteins 0.000 description 2
- 108090001007 Interleukin-8 Proteins 0.000 description 2
- 241000764238 Isis Species 0.000 description 2
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 description 2
- PWWVAXIEGOYWEE-UHFFFAOYSA-N Isophenergan Chemical compound C1=CC=C2N(CC(C)N(C)C)C3=CC=CC=C3SC2=C1 PWWVAXIEGOYWEE-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 102100033599 Killer cell immunoglobulin-like receptor 2DL2 Human genes 0.000 description 2
- 239000005411 L01XE02 - Gefitinib Substances 0.000 description 2
- JLERVPBPJHKRBJ-UHFFFAOYSA-N LY 117018 Chemical compound C1=CC(O)=CC=C1C1=C(C(=O)C=2C=CC(OCCN3CCCC3)=CC=2)C2=CC=C(O)C=C2S1 JLERVPBPJHKRBJ-UHFFFAOYSA-N 0.000 description 2
- 108010000817 Leuprolide Proteins 0.000 description 2
- HLFSDGLLUJUHTE-SNVBAGLBSA-N Levamisole Chemical compound C1([C@H]2CN3CCSC3=N2)=CC=CC=C1 HLFSDGLLUJUHTE-SNVBAGLBSA-N 0.000 description 2
- GQYIWUVLTXOXAJ-UHFFFAOYSA-N Lomustine Chemical compound ClCCN(N=O)C(=O)NC1CCCCC1 GQYIWUVLTXOXAJ-UHFFFAOYSA-N 0.000 description 2
- 102100026238 Lymphotoxin-alpha Human genes 0.000 description 2
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 2
- 239000004472 Lysine Substances 0.000 description 2
- 241000124008 Mammalia Species 0.000 description 2
- 229930195725 Mannitol Natural products 0.000 description 2
- ZRVUJXDFFKFLMG-UHFFFAOYSA-N Meloxicam Chemical compound OC=1C2=CC=CC=C2S(=O)(=O)N(C)C=1C(=O)NC1=NC=C(C)S1 ZRVUJXDFFKFLMG-UHFFFAOYSA-N 0.000 description 2
- XOGTZOOQQBDUSI-UHFFFAOYSA-M Mesna Chemical compound [Na+].[O-]S(=O)(=O)CCS XOGTZOOQQBDUSI-UHFFFAOYSA-M 0.000 description 2
- 208000001145 Metabolic Syndrome Diseases 0.000 description 2
- 101710170181 Metalloproteinase inhibitor Proteins 0.000 description 2
- 102100031782 Metallothionein-1L Human genes 0.000 description 2
- 206010027476 Metastases Diseases 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- 206010051141 Myeloblastoma Diseases 0.000 description 2
- ZKQLHJHNQHBLCL-YSKGHYERSA-N N-[4-[(E)-2-[(4R)-4-methyl-2-oxo-1,3,4,5-tetrahydro-1,5-benzodiazepin-6-yl]ethenyl]phenyl]acetamide Chemical compound C(C)(=O)NC1=CC=C(C=C1)\C=C\C1=CC=CC=2NC(C[C@H](NC=21)C)=O ZKQLHJHNQHBLCL-YSKGHYERSA-N 0.000 description 2
- 102100033168 NADH-cytochrome b5 reductase 2 Human genes 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- BRUQQQPBMZOVGD-XFKAJCMBSA-N Oxycodone Chemical compound O=C([C@@H]1O2)CC[C@@]3(O)[C@H]4CC5=CC=C(OC)C2=C5[C@@]13CCN4C BRUQQQPBMZOVGD-XFKAJCMBSA-N 0.000 description 2
- 239000012826 P38 inhibitor Substances 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 208000018737 Parkinson disease Diseases 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 229940123932 Phosphodiesterase 4 inhibitor Drugs 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 description 2
- 101710141955 RAF proto-oncogene serine/threonine-protein kinase Proteins 0.000 description 2
- 102100034117 RING finger protein 122 Human genes 0.000 description 2
- 102100037422 Receptor-type tyrosine-protein phosphatase C Human genes 0.000 description 2
- IIDJRNMFWXDHID-UHFFFAOYSA-N Risedronic acid Chemical compound OP(=O)(O)C(P(O)(O)=O)(O)CC1=CC=CN=C1 IIDJRNMFWXDHID-UHFFFAOYSA-N 0.000 description 2
- YASAKCUCGLMORW-UHFFFAOYSA-N Rosiglitazone Chemical compound C=1C=CC=NC=1N(C)CCOC(C=C1)=CC=C1CC1SC(=O)NC1=O YASAKCUCGLMORW-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 102100025237 T-cell surface antigen CD2 Human genes 0.000 description 2
- 102100036011 T-cell surface glycoprotein CD4 Human genes 0.000 description 2
- 102100027222 T-lymphocyte activation antigen CD80 Human genes 0.000 description 2
- CYQFCXCEBYINGO-UHFFFAOYSA-N THC Natural products C1=C(C)CCC2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3C21 CYQFCXCEBYINGO-UHFFFAOYSA-N 0.000 description 2
- 102100033523 Thy-1 membrane glycoprotein Human genes 0.000 description 2
- 102100040245 Tumor necrosis factor receptor superfamily member 5 Human genes 0.000 description 2
- 102100036857 Tumor necrosis factor receptor superfamily member 8 Human genes 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- DRTQHJPVMGBUCF-XVFCMESISA-N Uridine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-XVFCMESISA-N 0.000 description 2
- 229940122803 Vinca alkaloid Drugs 0.000 description 2
- 102100034074 Voltage-gated potassium channel subunit beta-2 Human genes 0.000 description 2
- PCWZKQSKUXXDDJ-UHFFFAOYSA-N Xanthotoxin Natural products COCc1c2OC(=O)C=Cc2cc3ccoc13 PCWZKQSKUXXDDJ-UHFFFAOYSA-N 0.000 description 2
- MKFFGUZYVNDHIH-UHFFFAOYSA-N [2-(3,5-dihydroxyphenyl)-2-hydroxyethyl]-propan-2-ylazanium;sulfate Chemical compound OS(O)(=O)=O.CC(C)NCC(O)C1=CC(O)=CC(O)=C1.CC(C)NCC(O)C1=CC(O)=CC(O)=C1 MKFFGUZYVNDHIH-UHFFFAOYSA-N 0.000 description 2
- 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 description 2
- FHEAIOHRHQGZPC-KIWGSFCNSA-N acetic acid;(2s)-2-amino-3-(4-hydroxyphenyl)propanoic acid;(2s)-2-aminopentanedioic acid;(2s)-2-aminopropanoic acid;(2s)-2,6-diaminohexanoic acid Chemical compound CC(O)=O.C[C@H](N)C(O)=O.NCCCC[C@H](N)C(O)=O.OC(=O)[C@@H](N)CCC(O)=O.OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 FHEAIOHRHQGZPC-KIWGSFCNSA-N 0.000 description 2
- 229960001138 acetylsalicylic acid Drugs 0.000 description 2
- RJURFGZVJUQBHK-UHFFFAOYSA-N actinomycin D Natural products CC1OC(=O)C(C(C)C)N(C)C(=O)CN(C)C(=O)C2CCCN2C(=O)C(C(C)C)NC(=O)C1NC(=O)C1=C(N)C(=O)C(C)=C2OC(C(C)=CC=C3C(=O)NC4C(=O)NC(C(N5CCCC5C(=O)N(C)CC(=O)N(C)C(C(C)C)C(=O)OC4C)=O)C(C)C)=C3N=C21 RJURFGZVJUQBHK-UHFFFAOYSA-N 0.000 description 2
- 239000000443 aerosol Substances 0.000 description 2
- BNPSSFBOAGDEEL-UHFFFAOYSA-N albuterol sulfate Chemical compound OS(O)(=O)=O.CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1.CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1 BNPSSFBOAGDEEL-UHFFFAOYSA-N 0.000 description 2
- 229940057282 albuterol sulfate Drugs 0.000 description 2
- 229960002459 alefacept Drugs 0.000 description 2
- 235000010443 alginic acid Nutrition 0.000 description 2
- 229920000615 alginic acid Polymers 0.000 description 2
- 229960001445 alitretinoin Drugs 0.000 description 2
- 229960000473 altretamine Drugs 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 235000019270 ammonium chloride Nutrition 0.000 description 2
- 229960003022 amoxicillin Drugs 0.000 description 2
- YBBLVLTVTVSKRW-UHFFFAOYSA-N anastrozole Chemical compound N#CC(C)(C)C1=CC(C(C)(C#N)C)=CC(CN2N=CN=C2)=C1 YBBLVLTVTVSKRW-UHFFFAOYSA-N 0.000 description 2
- 230000000692 anti-sense effect Effects 0.000 description 2
- 229940088710 antibiotic agent Drugs 0.000 description 2
- GOLCXWYRSKYTSP-UHFFFAOYSA-N arsenic trioxide Inorganic materials O1[As]2O[As]1O2 GOLCXWYRSKYTSP-UHFFFAOYSA-N 0.000 description 2
- 229960002594 arsenic trioxide Drugs 0.000 description 2
- 229960003272 asparaginase Drugs 0.000 description 2
- DCXYFEDJOCDNAF-UHFFFAOYSA-M asparaginate Chemical compound [O-]C(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-M 0.000 description 2
- 229940003504 avonex Drugs 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
- CIWBQSYVNNPZIQ-XYWKZLDCSA-N betamethasone dipropionate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)COC(=O)CC)(OC(=O)CC)[C@@]1(C)C[C@@H]2O CIWBQSYVNNPZIQ-XYWKZLDCSA-N 0.000 description 2
- 229960004311 betamethasone valerate Drugs 0.000 description 2
- SNHRLVCMMWUAJD-SUYDQAKGSA-N betamethasone valerate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)CO)(OC(=O)CCCC)[C@@]1(C)C[C@@H]2O SNHRLVCMMWUAJD-SUYDQAKGSA-N 0.000 description 2
- 229960002938 bexarotene Drugs 0.000 description 2
- 229920002988 biodegradable polymer Polymers 0.000 description 2
- 239000004621 biodegradable polymer Substances 0.000 description 2
- 239000000090 biomarker Substances 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 239000004305 biphenyl Chemical group 0.000 description 2
- YNHIGQDRGKUECZ-UHFFFAOYSA-L bis(triphenylphosphine)palladium(ii) dichloride Chemical compound [Cl-].[Cl-].[Pd+2].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 YNHIGQDRGKUECZ-UHFFFAOYSA-L 0.000 description 2
- 229960001561 bleomycin Drugs 0.000 description 2
- OYVAGSVQBOHSSS-UAPAGMARSA-O bleomycin A2 Chemical compound N([C@H](C(=O)N[C@H](C)[C@@H](O)[C@H](C)C(=O)N[C@@H]([C@H](O)C)C(=O)NCCC=1SC=C(N=1)C=1SC=C(N=1)C(=O)NCCC[S+](C)C)[C@@H](O[C@H]1[C@H]([C@@H](O)[C@H](O)[C@H](CO)O1)O[C@@H]1[C@H]([C@@H](OC(N)=O)[C@H](O)[C@@H](CO)O1)O)C=1N=CNC=1)C(=O)C1=NC([C@H](CC(N)=O)NC[C@H](N)C(N)=O)=NC(N)=C1C OYVAGSVQBOHSSS-UAPAGMARSA-O 0.000 description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 2
- 239000004327 boric acid Substances 0.000 description 2
- 229960001467 bortezomib Drugs 0.000 description 2
- 229960002092 busulfan Drugs 0.000 description 2
- 235000019437 butane-1,3-diol Nutrition 0.000 description 2
- 229960001948 caffeine Drugs 0.000 description 2
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 description 2
- KVUAALJSMIVURS-ZEDZUCNESA-L calcium folinate Chemical compound [Ca+2].C1NC=2NC(N)=NC(=O)C=2N(C=O)C1CNC1=CC=C(C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)C=C1 KVUAALJSMIVURS-ZEDZUCNESA-L 0.000 description 2
- 229940127093 camptothecin Drugs 0.000 description 2
- VSJKWCGYPAHWDS-FQEVSTJZSA-N camptothecin Chemical compound C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-FQEVSTJZSA-N 0.000 description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 229960005243 carmustine Drugs 0.000 description 2
- 239000012876 carrier material Substances 0.000 description 2
- 229960005395 cetuximab Drugs 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- SOYKEARSMXGVTM-UHFFFAOYSA-N chlorphenamine Chemical compound C=1C=CC=NC=1C(CCN(C)C)C1=CC=C(Cl)C=C1 SOYKEARSMXGVTM-UHFFFAOYSA-N 0.000 description 2
- 229960003291 chlorphenamine Drugs 0.000 description 2
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical class C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 2
- 229960001231 choline Drugs 0.000 description 2
- 208000020832 chronic kidney disease Diseases 0.000 description 2
- MYSWGUAQZAJSOK-UHFFFAOYSA-N ciprofloxacin Chemical compound C12=CC(N3CCNCC3)=C(F)C=C2C(=O)C(C(=O)O)=CN1C1CC1 MYSWGUAQZAJSOK-UHFFFAOYSA-N 0.000 description 2
- HJKBJIYDJLVSAO-UHFFFAOYSA-L clodronic acid disodium salt Chemical compound [Na+].[Na+].OP([O-])(=O)C(Cl)(Cl)P(O)([O-])=O HJKBJIYDJLVSAO-UHFFFAOYSA-L 0.000 description 2
- OROGSEYTTFOCAN-DNJOTXNNSA-N codeine Chemical compound C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC OROGSEYTTFOCAN-DNJOTXNNSA-N 0.000 description 2
- FZCHYNWYXKICIO-FZNHGJLXSA-N cortisol 17-valerate Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)CO)(OC(=O)CCCC)[C@@]1(C)C[C@@H]2O FZCHYNWYXKICIO-FZNHGJLXSA-N 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- VFLDPWHFBUODDF-FCXRPNKRSA-N curcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 description 2
- RMRCNWBMXRMIRW-BYFNXCQMSA-M cyanocobalamin Chemical compound N#C[Co+]N([C@]1([H])[C@H](CC(N)=O)[C@]\2(CCC(=O)NC[C@H](C)OP(O)(=O)OC3[C@H]([C@H](O[C@@H]3CO)N3C4=CC(C)=C(C)C=C4N=C3)O)C)C/2=C(C)\C([C@H](C/2(C)C)CCC(N)=O)=N\C\2=C\C([C@H]([C@@]/2(CC(N)=O)C)CCC(N)=O)=N\C\2=C(C)/C2=N[C@]1(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O RMRCNWBMXRMIRW-BYFNXCQMSA-M 0.000 description 2
- 235000000639 cyanocobalamin Nutrition 0.000 description 2
- 239000011666 cyanocobalamin Substances 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 230000016396 cytokine production Effects 0.000 description 2
- 230000001461 cytolytic effect Effects 0.000 description 2
- OPTASPLRGRRNAP-UHFFFAOYSA-N cytosine Chemical class NC=1C=CNC(=O)N=1 OPTASPLRGRRNAP-UHFFFAOYSA-N 0.000 description 2
- 229960000975 daunorubicin Drugs 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 230000001934 delay Effects 0.000 description 2
- 230000003111 delayed effect Effects 0.000 description 2
- 229960003662 desonide Drugs 0.000 description 2
- WBGKWQHBNHJJPZ-LECWWXJVSA-N desonide Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@@H]2O WBGKWQHBNHJJPZ-LECWWXJVSA-N 0.000 description 2
- PLCQGRYPOISRTQ-FCJDYXGNSA-L dexamethasone sodium phosphate Chemical compound [Na+].[Na+].C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)COP([O-])([O-])=O)(O)[C@@]1(C)C[C@@H]2O PLCQGRYPOISRTQ-FCJDYXGNSA-L 0.000 description 2
- 229960002344 dexamethasone sodium phosphate Drugs 0.000 description 2
- 229960000605 dexrazoxane Drugs 0.000 description 2
- 208000033679 diabetic kidney disease Diseases 0.000 description 2
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- AUZONCFQVSMFAP-UHFFFAOYSA-N disulfiram Chemical compound CCN(CC)C(=S)SSC(=S)N(CC)CC AUZONCFQVSMFAP-UHFFFAOYSA-N 0.000 description 2
- SACNIGZYDTUHKB-UHFFFAOYSA-N ditert-butyl-[2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphane Chemical group CC(C)C1=CC(C(C)C)=CC(C(C)C)=C1C1=CC=CC=C1P(C(C)(C)C)C(C)(C)C SACNIGZYDTUHKB-UHFFFAOYSA-N 0.000 description 2
- 239000002934 diuretic Substances 0.000 description 2
- 229940030606 diuretics Drugs 0.000 description 2
- VSJKWCGYPAHWDS-UHFFFAOYSA-N dl-camptothecin Natural products C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)C5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-UHFFFAOYSA-N 0.000 description 2
- VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 description 2
- 229940121647 egfr inhibitor Drugs 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000003623 enhancer Substances 0.000 description 2
- 230000001973 epigenetic effect Effects 0.000 description 2
- 229960001904 epirubicin Drugs 0.000 description 2
- 230000008472 epithelial growth Effects 0.000 description 2
- 229960003388 epoetin alfa Drugs 0.000 description 2
- 229960005420 etoposide Drugs 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 229940087476 femara Drugs 0.000 description 2
- 229960004177 filgrastim Drugs 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 235000008191 folinic acid Nutrition 0.000 description 2
- 239000011672 folinic acid Substances 0.000 description 2
- 229960003923 gatifloxacin Drugs 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 238000007429 general method Methods 0.000 description 2
- 229960003776 glatiramer acetate Drugs 0.000 description 2
- 229960001381 glipizide Drugs 0.000 description 2
- ZJJXGWJIGJFDTL-UHFFFAOYSA-N glipizide Chemical compound C1=NC(C)=CN=C1C(=O)NCCC1=CC=C(S(=O)(=O)NC(=O)NC2CCCCC2)C=C1 ZJJXGWJIGJFDTL-UHFFFAOYSA-N 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- UUVWYPNAQBNQJQ-UHFFFAOYSA-N hexamethylmelamine Chemical compound CN(C)C1=NC(N(C)C)=NC(N(C)C)=N1 UUVWYPNAQBNQJQ-UHFFFAOYSA-N 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- HHXHVIJIIXKSOE-QILQGKCVSA-N histrelin Chemical compound CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H]1NC(=O)CC1)CC(N=C1)=CN1CC1=CC=CC=C1 HHXHVIJIIXKSOE-QILQGKCVSA-N 0.000 description 2
- 102000045108 human EGFR Human genes 0.000 description 2
- 229940048921 humira Drugs 0.000 description 2
- XXSMGPRMXLTPCZ-UHFFFAOYSA-N hydroxychloroquine Chemical compound ClC1=CC=C2C(NC(C)CCCN(CCO)CC)=CC=NC2=C1 XXSMGPRMXLTPCZ-UHFFFAOYSA-N 0.000 description 2
- 229960004171 hydroxychloroquine Drugs 0.000 description 2
- 125000002636 imidazolinyl group Chemical group 0.000 description 2
- 125000002883 imidazolyl group Chemical group 0.000 description 2
- 102000018358 immunoglobulin Human genes 0.000 description 2
- 229940121354 immunomodulator Drugs 0.000 description 2
- 238000000338 in vitro Methods 0.000 description 2
- 238000001727 in vivo Methods 0.000 description 2
- 230000002757 inflammatory effect Effects 0.000 description 2
- 238000007918 intramuscular administration Methods 0.000 description 2
- 230000002601 intratumoral effect Effects 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 229960001361 ipratropium bromide Drugs 0.000 description 2
- KEWHKYJURDBRMN-ZEODDXGYSA-M ipratropium bromide hydrate Chemical compound O.[Br-].O([C@H]1C[C@H]2CC[C@@H](C1)[N@@+]2(C)C(C)C)C(=O)C(CO)C1=CC=CC=C1 KEWHKYJURDBRMN-ZEODDXGYSA-M 0.000 description 2
- 229940084651 iressa Drugs 0.000 description 2
- 229960004768 irinotecan Drugs 0.000 description 2
- 238000006317 isomerization reaction Methods 0.000 description 2
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 2
- DKYWVDODHFEZIM-UHFFFAOYSA-N ketoprofen Chemical compound OC(=O)C(C)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 DKYWVDODHFEZIM-UHFFFAOYSA-N 0.000 description 2
- 229960000991 ketoprofen Drugs 0.000 description 2
- 210000003734 kidney Anatomy 0.000 description 2
- 150000002596 lactones Chemical class 0.000 description 2
- 229960004891 lapatinib Drugs 0.000 description 2
- HPJKCIUCZWXJDR-UHFFFAOYSA-N letrozole Chemical compound C1=CC(C#N)=CC=C1C(N1N=CN=C1)C1=CC=C(C#N)C=C1 HPJKCIUCZWXJDR-UHFFFAOYSA-N 0.000 description 2
- 229960001691 leucovorin Drugs 0.000 description 2
- GFIJNRVAKGFPGQ-LIJARHBVSA-N leuprolide Chemical compound CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H]1NC(=O)CC1)CC1=CC=C(O)C=C1 GFIJNRVAKGFPGQ-LIJARHBVSA-N 0.000 description 2
- 229960004338 leuprorelin Drugs 0.000 description 2
- 229960001614 levamisole Drugs 0.000 description 2
- 239000002502 liposome Substances 0.000 description 2
- UBJFKNSINUCEAL-UHFFFAOYSA-N lithium;2-methylpropane Chemical compound [Li+].C[C-](C)C UBJFKNSINUCEAL-UHFFFAOYSA-N 0.000 description 2
- 229960002247 lomustine Drugs 0.000 description 2
- VFZXMEQGIIWBFJ-UHFFFAOYSA-M magnesium;cyclopropane;bromide Chemical compound [Mg+2].[Br-].C1C[CH-]1 VFZXMEQGIIWBFJ-UHFFFAOYSA-M 0.000 description 2
- 230000003211 malignant effect Effects 0.000 description 2
- 239000000594 mannitol Substances 0.000 description 2
- 235000010355 mannitol Nutrition 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 229960004961 mechlorethamine Drugs 0.000 description 2
- HAWPXGHAZFHHAD-UHFFFAOYSA-N mechlorethamine Chemical class ClCCN(C)CCCl HAWPXGHAZFHHAD-UHFFFAOYSA-N 0.000 description 2
- 229960001929 meloxicam Drugs 0.000 description 2
- 108010000525 member 1 small inducible cytokine subfamily E Proteins 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 229940041616 menthol Drugs 0.000 description 2
- 229960004635 mesna Drugs 0.000 description 2
- 229940126170 metalloproteinase inhibitor Drugs 0.000 description 2
- 229940042006 metaproterenol sulfate Drugs 0.000 description 2
- 230000009401 metastasis Effects 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000004530 micro-emulsion Substances 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 230000035772 mutation Effects 0.000 description 2
- 229940014456 mycophenolate Drugs 0.000 description 2
- LBWFXVZLPYTWQI-IPOVEDGCSA-N n-[2-(diethylamino)ethyl]-5-[(z)-(5-fluoro-2-oxo-1h-indol-3-ylidene)methyl]-2,4-dimethyl-1h-pyrrole-3-carboxamide;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.CCN(CC)CCNC(=O)C1=C(C)NC(\C=C/2C3=CC(F)=CC=C3NC\2=O)=C1C LBWFXVZLPYTWQI-IPOVEDGCSA-N 0.000 description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 2
- 229960004719 nandrolone Drugs 0.000 description 2
- REACBNMPQDINOF-YBBIQVIJSA-N nandrolone cyclotate Chemical compound C1CC(C)(C=C2)CCC12C(=O)O[C@H]1CC[C@H]2[C@H](CCC=3[C@@H]4CCC(=O)C=3)[C@@H]4CC[C@@]21C REACBNMPQDINOF-YBBIQVIJSA-N 0.000 description 2
- 229960005027 natalizumab Drugs 0.000 description 2
- NQDJXKOVJZTUJA-UHFFFAOYSA-N nevirapine Chemical compound C12=NC=CC=C2C(=O)NC=2C(C)=CC=NC=2N1C1CC1 NQDJXKOVJZTUJA-UHFFFAOYSA-N 0.000 description 2
- 150000002829 nitrogen Chemical class 0.000 description 2
- 239000000346 nonvolatile oil Substances 0.000 description 2
- 239000002777 nucleoside Substances 0.000 description 2
- 150000003833 nucleoside derivatives Chemical class 0.000 description 2
- 229960000381 omeprazole Drugs 0.000 description 2
- SBQLYHNEIUGQKH-UHFFFAOYSA-N omeprazole Chemical compound N1=C2[CH]C(OC)=CC=C2N=C1S(=O)CC1=NC=C(C)C(OC)=C1C SBQLYHNEIUGQKH-UHFFFAOYSA-N 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- 125000002971 oxazolyl group Chemical group 0.000 description 2
- LSQZJLSUYDQPKJ-UHFFFAOYSA-N p-Hydroxyampicillin Natural products O=C1N2C(C(O)=O)C(C)(C)SC2C1NC(=O)C(N)C1=CC=C(O)C=C1 LSQZJLSUYDQPKJ-UHFFFAOYSA-N 0.000 description 2
- MUJIDPITZJWBSW-UHFFFAOYSA-N palladium(2+) Chemical compound [Pd+2] MUJIDPITZJWBSW-UHFFFAOYSA-N 0.000 description 2
- LXNAVEXFUKBNMK-UHFFFAOYSA-N palladium(II) acetate Substances [Pd].CC(O)=O.CC(O)=O LXNAVEXFUKBNMK-UHFFFAOYSA-N 0.000 description 2
- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 description 2
- 229940046231 pamidronate Drugs 0.000 description 2
- 229960005489 paracetamol Drugs 0.000 description 2
- 230000037361 pathway Effects 0.000 description 2
- HQQSBEDKMRHYME-UHFFFAOYSA-N pefloxacin mesylate Chemical compound [H+].CS([O-])(=O)=O.C1=C2N(CC)C=C(C(O)=O)C(=O)C2=CC(F)=C1N1CCN(C)CC1 HQQSBEDKMRHYME-UHFFFAOYSA-N 0.000 description 2
- 229960001744 pegaspargase Drugs 0.000 description 2
- 108010001564 pegaspargase Proteins 0.000 description 2
- 229960001373 pegfilgrastim Drugs 0.000 description 2
- 108010044644 pegfilgrastim Proteins 0.000 description 2
- 229960002340 pentostatin Drugs 0.000 description 2
- FPVKHBSQESCIEP-JQCXWYLXSA-N pentostatin Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CNC[C@H]2O)=C2N=C1 FPVKHBSQESCIEP-JQCXWYLXSA-N 0.000 description 2
- 229960002087 pertuzumab Drugs 0.000 description 2
- 125000001791 phenazinyl group Chemical group C1(=CC=CC2=NC3=CC=CC=C3N=C12)* 0.000 description 2
- BULVZWIRKLYCBC-UHFFFAOYSA-N phorate Chemical compound CCOP(=S)(OCC)SCSCC BULVZWIRKLYCBC-UHFFFAOYSA-N 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 239000002587 phosphodiesterase IV inhibitor Substances 0.000 description 2
- 229960000952 pipobroman Drugs 0.000 description 2
- NJBFOOCLYDNZJN-UHFFFAOYSA-N pipobroman Chemical compound BrCCC(=O)N1CCN(C(=O)CCBr)CC1 NJBFOOCLYDNZJN-UHFFFAOYSA-N 0.000 description 2
- 150000003057 platinum Chemical class 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- CPTBDICYNRMXFX-UHFFFAOYSA-N procarbazine Chemical compound CNNCC1=CC=C(C(=O)NC(C)C)C=C1 CPTBDICYNRMXFX-UHFFFAOYSA-N 0.000 description 2
- 229960000624 procarbazine Drugs 0.000 description 2
- 238000004393 prognosis Methods 0.000 description 2
- 229960003910 promethazine Drugs 0.000 description 2
- 239000003528 protein farnesyltransferase inhibitor Substances 0.000 description 2
- KWGRBVOPPLSCSI-WCBMZHEXSA-N pseudoephedrine Chemical compound CN[C@@H](C)[C@@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WCBMZHEXSA-N 0.000 description 2
- 229960003908 pseudoephedrine Drugs 0.000 description 2
- 239000003379 purinergic P1 receptor agonist Substances 0.000 description 2
- RXWNCPJZOCPEPQ-NVWDDTSBSA-N puromycin Chemical compound C1=CC(OC)=CC=C1C[C@H](N)C(=O)N[C@H]1[C@@H](O)[C@H](N2C3=NC=NC(=C3N=C2)N(C)C)O[C@@H]1CO RXWNCPJZOCPEPQ-NVWDDTSBSA-N 0.000 description 2
- 230000003439 radiotherapeutic effect Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 229930002330 retinoic acid Natural products 0.000 description 2
- 230000001177 retroviral effect Effects 0.000 description 2
- 239000003419 rna directed dna polymerase inhibitor Substances 0.000 description 2
- 229960000371 rofecoxib Drugs 0.000 description 2
- RZJQGNCSTQAWON-UHFFFAOYSA-N rofecoxib Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=C(C=2C=CC=CC=2)C(=O)OC1 RZJQGNCSTQAWON-UHFFFAOYSA-N 0.000 description 2
- 229960005018 salmeterol xinafoate Drugs 0.000 description 2
- WVYADZUPLLSGPU-UHFFFAOYSA-N salsalate Chemical compound OC(=O)C1=CC=CC=C1OC(=O)C1=CC=CC=C1O WVYADZUPLLSGPU-UHFFFAOYSA-N 0.000 description 2
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 239000007909 solid dosage form Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 230000000638 stimulation Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 2
- 238000004808 supercritical fluid chromatography Methods 0.000 description 2
- 230000004083 survival effect Effects 0.000 description 2
- 239000000375 suspending agent Substances 0.000 description 2
- 229940034785 sutent Drugs 0.000 description 2
- 229960001603 tamoxifen Drugs 0.000 description 2
- 229940120982 tarceva Drugs 0.000 description 2
- 229960000195 terbutaline Drugs 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 125000003831 tetrazolyl group Chemical group 0.000 description 2
- YAPQBXQYLJRXSA-UHFFFAOYSA-N theobromine Chemical class CN1C(=O)NC(=O)C2=C1N=CN2C YAPQBXQYLJRXSA-UHFFFAOYSA-N 0.000 description 2
- 229960000278 theophylline Drugs 0.000 description 2
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 2
- 125000000335 thiazolyl group Chemical group 0.000 description 2
- PLHJCIYEEKOWNM-HHHXNRCGSA-N tipifarnib Chemical compound CN1C=NC=C1[C@](N)(C=1C=C2C(C=3C=C(Cl)C=CC=3)=CC(=O)N(C)C2=CC=1)C1=CC=C(Cl)C=C1 PLHJCIYEEKOWNM-HHHXNRCGSA-N 0.000 description 2
- 229960003989 tocilizumab Drugs 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 238000013518 transcription Methods 0.000 description 2
- 230000035897 transcription Effects 0.000 description 2
- 230000002103 transcriptional effect Effects 0.000 description 2
- 238000011269 treatment regimen Methods 0.000 description 2
- 125000001425 triazolyl group Chemical group 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- NOYPYLRCIDNJJB-UHFFFAOYSA-N trimetrexate Chemical compound COC1=C(OC)C(OC)=CC(NCC=2C(=C3C(N)=NC(N)=NC3=CC=2)C)=C1 NOYPYLRCIDNJJB-UHFFFAOYSA-N 0.000 description 2
- 229960001099 trimetrexate Drugs 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- NHDIQVFFNDKAQU-UHFFFAOYSA-N tripropan-2-yl borate Chemical compound CC(C)OB(OC(C)C)OC(C)C NHDIQVFFNDKAQU-UHFFFAOYSA-N 0.000 description 2
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 2
- 229960000281 trometamol Drugs 0.000 description 2
- 229940094060 tykerb Drugs 0.000 description 2
- DZGWFCGJZKJUFP-UHFFFAOYSA-N tyramine Chemical compound NCCC1=CC=C(O)C=C1 DZGWFCGJZKJUFP-UHFFFAOYSA-N 0.000 description 2
- 229960002004 valdecoxib Drugs 0.000 description 2
- LNPDTQAFDNKSHK-UHFFFAOYSA-N valdecoxib Chemical compound CC=1ON=C(C=2C=CC=CC=2)C=1C1=CC=C(S(N)(=O)=O)C=C1 LNPDTQAFDNKSHK-UHFFFAOYSA-N 0.000 description 2
- 229960000241 vandetanib Drugs 0.000 description 2
- 229950000578 vatalanib Drugs 0.000 description 2
- GBABOYUKABKIAF-GHYRFKGUSA-N vinorelbine Chemical compound C1N(CC=2C3=CC=CC=C3NC=22)CC(CC)=C[C@H]1C[C@]2(C(=O)OC)C1=CC([C@]23[C@H]([C@]([C@H](OC(C)=O)[C@]4(CC)C=CCN([C@H]34)CC2)(O)C(=O)OC)N2C)=C2C=C1OC GBABOYUKABKIAF-GHYRFKGUSA-N 0.000 description 2
- 229960002066 vinorelbine Drugs 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- 229960004276 zoledronic acid Drugs 0.000 description 2
- DNXHEGUUPJUMQT-UHFFFAOYSA-N (+)-estrone Natural products OC1=CC=C2C3CCC(C)(C(CC4)=O)C4C3CCC2=C1 DNXHEGUUPJUMQT-UHFFFAOYSA-N 0.000 description 1
- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 description 1
- XFZJEEAOWLFHDH-UHFFFAOYSA-N (2R,2'R,3R,3'R,4R)-3,3',4',5,7-Pentahydroxyflavan(48)-3,3',4',5,7-pentahydroxyflavan Natural products C=12OC(C=3C=C(O)C(O)=CC=3)C(O)CC2=C(O)C=C(O)C=1C(C1=C(O)C=C(O)C=C1O1)C(O)C1C1=CC=C(O)C(O)=C1 XFZJEEAOWLFHDH-UHFFFAOYSA-N 0.000 description 1
- XUFXOAAUWZOOIT-SXARVLRPSA-N (2R,3R,4R,5S,6R)-5-[[(2R,3R,4R,5S,6R)-5-[[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-1-cyclohex-2-enyl]amino]-2-oxanyl]oxy]-3,4-dihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-6-(hydroxymethyl)oxane-2,3,4-triol Chemical compound O([C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O[C@H]1O[C@@H]([C@H]([C@H](O)[C@H]1O)N[C@@H]1[C@@H]([C@@H](O)[C@H](O)C(CO)=C1)O)C)[C@@H]1[C@@H](CO)O[C@@H](O)[C@H](O)[C@H]1O XUFXOAAUWZOOIT-SXARVLRPSA-N 0.000 description 1
- XMAYWYJOQHXEEK-OZXSUGGESA-N (2R,4S)-ketoconazole Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1OC[C@@H]1O[C@@](CN2C=NC=C2)(C=2C(=CC(Cl)=CC=2)Cl)OC1 XMAYWYJOQHXEEK-OZXSUGGESA-N 0.000 description 1
- SFGFYNXPJMOUHK-PKAFTLKUSA-N (2r)-2-[[(2r)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-n-[(2r)-1-[[(2r)-1-[[(2r)-1-[[(2r)-1-[[(2r)-1-[[(2r)-1-[[2-[[(2r)-1-amino-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-1-oxohexan-2-yl]amino]-1-oxohexan-2-yl]amino]-1-oxohe Chemical compound NC(N)=NCCC[C@@H](N)C(=O)N[C@H](CCCC)C(=O)N[C@H](CCCC)C(=O)N[C@H](CCCC)C(=O)N[C@H](CCCN=C(N)N)C(=O)N[C@H](CCCC)C(=O)N[C@H](CCCC)C(=O)N[C@H](CCCC)C(=O)NCC(=O)N[C@@H](C(N)=O)CC1=CC=C(O)C=C1 SFGFYNXPJMOUHK-PKAFTLKUSA-N 0.000 description 1
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- SPFMQWBKVUQXJV-BTVCFUMJSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanal;hydrate Chemical compound O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O SPFMQWBKVUQXJV-BTVCFUMJSA-N 0.000 description 1
- RIWLPSIAFBLILR-WVNGMBSFSA-N (2s)-1-[(2s)-2-[[(2s,3s)-2-[[(2s)-2-[[(2s,3r)-2-[[(2r,3s)-2-[[(2s)-2-[[2-[[2-[acetyl(methyl)amino]acetyl]amino]acetyl]amino]-3-methylbutanoyl]amino]-3-methylpentanoyl]amino]-3-hydroxybutanoyl]amino]pentanoyl]amino]-3-methylpentanoyl]amino]-5-(diaminomethy Chemical compound CC(=O)N(C)CC(=O)NCC(=O)N[C@@H](C(C)C)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)NCC RIWLPSIAFBLILR-WVNGMBSFSA-N 0.000 description 1
- YXTKHLHCVFUPPT-YYFJYKOTSA-N (2s)-2-[[4-[(2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid;(1r,2r)-1,2-dimethanidylcyclohexane;5-fluoro-1h-pyrimidine-2,4-dione;oxalic acid;platinum(2+) Chemical compound [Pt+2].OC(=O)C(O)=O.[CH2-][C@@H]1CCCC[C@H]1[CH2-].FC1=CNC(=O)NC1=O.C1NC=2NC(N)=NC(=O)C=2N(C=O)C1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 YXTKHLHCVFUPPT-YYFJYKOTSA-N 0.000 description 1
- GIANIJCPTPUNBA-QMMMGPOBSA-N (2s)-3-(4-hydroxyphenyl)-2-nitramidopropanoic acid Chemical compound [O-][N+](=O)N[C@H](C(=O)O)CC1=CC=C(O)C=C1 GIANIJCPTPUNBA-QMMMGPOBSA-N 0.000 description 1
- URLVCROWVOSNPT-XOTOMLERSA-N (2s)-4-[(13r)-13-hydroxy-13-[(2r,5r)-5-[(2r,5r)-5-[(1r)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]tridecyl]-2-methyl-2h-furan-5-one Chemical compound O1[C@@H]([C@H](O)CCCCCCCCCC)CC[C@@H]1[C@@H]1O[C@@H]([C@H](O)CCCCCCCCCCCCC=2C(O[C@@H](C)C=2)=O)CC1 URLVCROWVOSNPT-XOTOMLERSA-N 0.000 description 1
- CGMTUJFWROPELF-YPAAEMCBSA-N (3E,5S)-5-[(2S)-butan-2-yl]-3-(1-hydroxyethylidene)pyrrolidine-2,4-dione Chemical compound CC[C@H](C)[C@@H]1NC(=O)\C(=C(/C)O)C1=O CGMTUJFWROPELF-YPAAEMCBSA-N 0.000 description 1
- OQEBBZSWEGYTPG-GSVOUGTGSA-N (3r)-3-aminobutanoic acid Chemical compound C[C@@H](N)CC(O)=O OQEBBZSWEGYTPG-GSVOUGTGSA-N 0.000 description 1
- CVCQAQVBOPNTFI-AAONGDSNSA-N (3r,4r,5s,6r)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol;sulfuric acid Chemical compound OS(O)(=O)=O.N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O.N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O CVCQAQVBOPNTFI-AAONGDSNSA-N 0.000 description 1
- TVIRNGFXQVMMGB-OFWIHYRESA-N (3s,6r,10r,13e,16s)-16-[(2r,3r,4s)-4-chloro-3-hydroxy-4-phenylbutan-2-yl]-10-[(3-chloro-4-methoxyphenyl)methyl]-6-methyl-3-(2-methylpropyl)-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone Chemical compound C1=C(Cl)C(OC)=CC=C1C[C@@H]1C(=O)NC[C@@H](C)C(=O)O[C@@H](CC(C)C)C(=O)O[C@H]([C@H](C)[C@@H](O)[C@@H](Cl)C=2C=CC=CC=2)C/C=C/C(=O)N1 TVIRNGFXQVMMGB-OFWIHYRESA-N 0.000 description 1
- CKRAMFKPSPRVPF-OCHBPSSRSA-N (4R)-6-[(E)-2-cyclohexylethenyl]-4-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one Chemical compound C1(CCCCC1)/C=C/C1=CC=CC=2NC(C[C@H](NC=21)C)=O CKRAMFKPSPRVPF-OCHBPSSRSA-N 0.000 description 1
- MTDHILKWIRSIHB-UHFFFAOYSA-N (5-azaniumyl-3,4,6-trihydroxyoxan-2-yl)methyl sulfate Chemical compound NC1C(O)OC(COS(O)(=O)=O)C(O)C1O MTDHILKWIRSIHB-UHFFFAOYSA-N 0.000 description 1
- CMHXQKVVHDDDEU-UHFFFAOYSA-N (5-bromo-2-fluorophenyl)-cyclopropylmethanol Chemical compound C=1C(Br)=CC=C(F)C=1C(O)C1CC1 CMHXQKVVHDDDEU-UHFFFAOYSA-N 0.000 description 1
- FTLUBYFIQSKOKG-UHFFFAOYSA-N (5-bromo-2-fluorophenyl)-cyclopropylmethanone Chemical compound FC1=CC=C(Br)C=C1C(=O)C1CC1 FTLUBYFIQSKOKG-UHFFFAOYSA-N 0.000 description 1
- OMIVWNBBHRJXKW-UHFFFAOYSA-N (5-bromo-2-fluoropyridin-3-yl)-cyclopropylmethanone Chemical compound BrC=1C=C(C(=NC=1)F)C(=O)C1CC1 OMIVWNBBHRJXKW-UHFFFAOYSA-N 0.000 description 1
- HMLGSIZOMSVISS-ONJSNURVSA-N (7r)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2,2-dimethylpropanoyloxymethoxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Chemical compound N([C@@H]1C(N2C(=C(C=C)CSC21)C(O)=O)=O)C(=O)\C(=N/OCOC(=O)C(C)(C)C)C1=CSC(N)=N1 HMLGSIZOMSVISS-ONJSNURVSA-N 0.000 description 1
- JXVAMODRWBNUSF-KZQKBALLSA-N (7s,9r,10r)-7-[(2r,4s,5s,6s)-5-[[(2s,4as,5as,7s,9s,9ar,10ar)-2,9-dimethyl-3-oxo-4,4a,5a,6,7,9,9a,10a-octahydrodipyrano[4,2-a:4',3'-e][1,4]dioxin-7-yl]oxy]-4-(dimethylamino)-6-methyloxan-2-yl]oxy-10-[(2s,4s,5s,6s)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2 Chemical compound O([C@@H]1C2=C(O)C=3C(=O)C4=CC=CC(O)=C4C(=O)C=3C(O)=C2[C@@H](O[C@@H]2O[C@@H](C)[C@@H](O[C@@H]3O[C@@H](C)[C@H]4O[C@@H]5O[C@@H](C)C(=O)C[C@@H]5O[C@H]4C3)[C@H](C2)N(C)C)C[C@]1(O)CC)[C@H]1C[C@H](N(C)C)[C@H](O)[C@H](C)O1 JXVAMODRWBNUSF-KZQKBALLSA-N 0.000 description 1
- INAUWOVKEZHHDM-PEDBPRJASA-N (7s,9s)-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-7-[(2r,4s,5s,6s)-5-hydroxy-6-methyl-4-morpholin-4-yloxan-2-yl]oxy-4-methoxy-8,10-dihydro-7h-tetracene-5,12-dione;hydrochloride Chemical compound Cl.N1([C@H]2C[C@@H](O[C@@H](C)[C@H]2O)O[C@H]2C[C@@](O)(CC=3C(O)=C4C(=O)C=5C=CC=C(C=5C(=O)C4=C(O)C=32)OC)C(=O)CO)CCOCC1 INAUWOVKEZHHDM-PEDBPRJASA-N 0.000 description 1
- NOPNWHSMQOXAEI-PUCKCBAPSA-N (7s,9s)-7-[(2r,4s,5s,6s)-4-(2,3-dihydropyrrol-1-yl)-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7h-tetracene-5,12-dione Chemical compound N1([C@H]2C[C@@H](O[C@@H](C)[C@H]2O)O[C@H]2C[C@@](O)(CC=3C(O)=C4C(=O)C=5C=CC=C(C=5C(=O)C4=C(O)C=32)OC)C(=O)CO)CCC=C1 NOPNWHSMQOXAEI-PUCKCBAPSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- FDKXTQMXEQVLRF-ZHACJKMWSA-N (E)-dacarbazine Chemical compound CN(C)\N=N\c1[nH]cnc1C(N)=O FDKXTQMXEQVLRF-ZHACJKMWSA-N 0.000 description 1
- UCTWMZQNUQWSLP-VIFPVBQESA-N (R)-adrenaline Chemical compound CNC[C@H](O)C1=CC=C(O)C(O)=C1 UCTWMZQNUQWSLP-VIFPVBQESA-N 0.000 description 1
- 229930182837 (R)-adrenaline Natural products 0.000 description 1
- PPKXEPBICJTCRU-XMZRARIVSA-N (R,R)-tramadol hydrochloride Chemical compound Cl.COC1=CC=CC([C@]2(O)[C@H](CCCC2)CN(C)C)=C1 PPKXEPBICJTCRU-XMZRARIVSA-N 0.000 description 1
- WHTVZRBIWZFKQO-AWEZNQCLSA-N (S)-chloroquine Chemical compound ClC1=CC=C2C(N[C@@H](C)CCCN(CC)CC)=CC=NC2=C1 WHTVZRBIWZFKQO-AWEZNQCLSA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- OBRNDARFFFHCGE-PERKLWIXSA-N (S,S)-formoterol fumarate Chemical compound OC(=O)\C=C\C(O)=O.C1=CC(OC)=CC=C1C[C@H](C)NC[C@@H](O)C1=CC=C(O)C(NC=O)=C1.C1=CC(OC)=CC=C1C[C@H](C)NC[C@@H](O)C1=CC=C(O)C(NC=O)=C1 OBRNDARFFFHCGE-PERKLWIXSA-N 0.000 description 1
- AGNGYMCLFWQVGX-AGFFZDDWSA-N (e)-1-[(2s)-2-amino-2-carboxyethoxy]-2-diazonioethenolate Chemical compound OC(=O)[C@@H](N)CO\C([O-])=C\[N+]#N AGNGYMCLFWQVGX-AGFFZDDWSA-N 0.000 description 1
- IRELROQHIPLASX-SEYXRHQNSA-N (z)-2-cyano-3-hydroxy-n-[4-(trifluoromethyl)phenyl]hept-2-en-6-ynamide Chemical compound C#CCCC(/O)=C(\C#N)C(=O)NC1=CC=C(C(F)(F)F)C=C1 IRELROQHIPLASX-SEYXRHQNSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- KZPYGQFFRCFCPP-UHFFFAOYSA-N 1,1'-bis(diphenylphosphino)ferrocene Chemical compound [Fe+2].C1=CC=C[C-]1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=C[C-]1P(C=1C=CC=CC=1)C1=CC=CC=C1 KZPYGQFFRCFCPP-UHFFFAOYSA-N 0.000 description 1
- 125000005988 1,1-dioxo-thiomorpholinyl group Chemical group 0.000 description 1
- SLLFVLKNXABYGI-UHFFFAOYSA-N 1,2,3-benzoxadiazole Chemical compound C1=CC=C2ON=NC2=C1 SLLFVLKNXABYGI-UHFFFAOYSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- JPRPJUMQRZTTED-UHFFFAOYSA-N 1,3-dioxolanyl Chemical group [CH]1OCCO1 JPRPJUMQRZTTED-UHFFFAOYSA-N 0.000 description 1
- 125000005960 1,4-diazepanyl group Chemical group 0.000 description 1
- MWYFDHRLYOKUMH-UHFFFAOYSA-N 1-bromo-2-fluoro-3-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC(Br)=C1F MWYFDHRLYOKUMH-UHFFFAOYSA-N 0.000 description 1
- YFZHODLXYNDBSM-UHFFFAOYSA-N 1-ethenyl-4-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(C=C)C=C1 YFZHODLXYNDBSM-UHFFFAOYSA-N 0.000 description 1
- 125000004484 1-methylpiperidin-4-yl group Chemical group CN1CCC(CC1)* 0.000 description 1
- VSNHCAURESNICA-NJFSPNSNSA-N 1-oxidanylurea Chemical compound N[14C](=O)NO VSNHCAURESNICA-NJFSPNSNSA-N 0.000 description 1
- GAJBWMUZVXJIBO-UHFFFAOYSA-N 1-oxidopyridazin-1-ium Chemical compound [O-][N+]1=CC=CC=N1 GAJBWMUZVXJIBO-UHFFFAOYSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- 102100036506 11-beta-hydroxysteroid dehydrogenase 1 Human genes 0.000 description 1
- FUFLCEKSBBHCMO-UHFFFAOYSA-N 11-dehydrocorticosterone Natural products O=C1CCC2(C)C3C(=O)CC(C)(C(CC4)C(=O)CO)C4C3CCC2=C1 FUFLCEKSBBHCMO-UHFFFAOYSA-N 0.000 description 1
- ABEXEQSGABRUHS-UHFFFAOYSA-N 16-methylheptadecyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCC(C)C ABEXEQSGABRUHS-UHFFFAOYSA-N 0.000 description 1
- QWENRTYMTSOGBR-UHFFFAOYSA-N 1H-1,2,3-Triazole Chemical compound C=1C=NNN=1 QWENRTYMTSOGBR-UHFFFAOYSA-N 0.000 description 1
- RVCKCEDKBVEEHL-UHFFFAOYSA-N 2,3,4,5,6-pentachlorobenzyl alcohol Chemical compound OCC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl RVCKCEDKBVEEHL-UHFFFAOYSA-N 0.000 description 1
- CHHHXKFHOYLYRE-UHFFFAOYSA-M 2,4-Hexadienoic acid, potassium salt (1:1), (2E,4E)- Chemical compound [K+].CC=CC=CC([O-])=O CHHHXKFHOYLYRE-UHFFFAOYSA-M 0.000 description 1
- BOMZMNZEXMAQQW-UHFFFAOYSA-N 2,5,11-trimethyl-6h-pyrido[4,3-b]carbazol-2-ium-9-ol;acetate Chemical compound CC([O-])=O.C[N+]1=CC=C2C(C)=C(NC=3C4=CC(O)=CC=3)C4=C(C)C2=C1 BOMZMNZEXMAQQW-UHFFFAOYSA-N 0.000 description 1
- SZXUTTGMFUSMCE-UHFFFAOYSA-N 2-(1h-imidazol-2-yl)pyridine Chemical class C1=CNC(C=2N=CC=CC=2)=N1 SZXUTTGMFUSMCE-UHFFFAOYSA-N 0.000 description 1
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 1
- VRHJBWUIWQOFLF-WLHGVMLRSA-N 2-[2-(4-benzo[b][1,4]benzothiazepin-6-ylpiperazin-1-yl)ethoxy]ethanol;(e)-but-2-enedioic acid Chemical compound OC(=O)\C=C\C(O)=O.C1CN(CCOCCO)CCN1C1=NC2=CC=CC=C2SC2=CC=CC=C12 VRHJBWUIWQOFLF-WLHGVMLRSA-N 0.000 description 1
- GXAFMKJFWWBYNW-OWHBQTKESA-N 2-[3-[(1r)-1-[(2s)-1-[(2s)-3-cyclopropyl-2-(3,4,5-trimethoxyphenyl)propanoyl]piperidine-2-carbonyl]oxy-3-(3,4-dimethoxyphenyl)propyl]phenoxy]acetic acid Chemical compound C1=C(OC)C(OC)=CC=C1CC[C@H](C=1C=C(OCC(O)=O)C=CC=1)OC(=O)[C@H]1N(C(=O)[C@@H](CC2CC2)C=2C=C(OC)C(OC)=C(OC)C=2)CCCC1 GXAFMKJFWWBYNW-OWHBQTKESA-N 0.000 description 1
- RQVKVJIRFKVPBF-VWLOTQADSA-N 2-[[(2s)-2-amino-3-phenylpropyl]amino]-3-methyl-5-naphthalen-2-yl-6-pyridin-4-ylpyrimidin-4-one Chemical compound C([C@H](N)CNC=1N(C(C(C=2C=C3C=CC=CC3=CC=2)=C(C=2C=CN=CC=2)N=1)=O)C)C1=CC=CC=C1 RQVKVJIRFKVPBF-VWLOTQADSA-N 0.000 description 1
- QCXJFISCRQIYID-IAEPZHFASA-N 2-amino-1-n-[(3s,6s,7r,10s,16s)-3-[(2s)-butan-2-yl]-7,11,14-trimethyl-2,5,9,12,15-pentaoxo-10-propan-2-yl-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]-4,6-dimethyl-3-oxo-9-n-[(3s,6s,7r,10s,16s)-7,11,14-trimethyl-2,5,9,12,15-pentaoxo-3,10-di(propa Chemical compound C[C@H]1OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]2CCCN2C(=O)[C@H](C(C)C)NC(=O)[C@H]1NC(=O)C1=C(N=C2C(C(=O)N[C@@H]3C(=O)N[C@H](C(N4CCC[C@H]4C(=O)N(C)CC(=O)N(C)[C@@H](C(C)C)C(=O)O[C@@H]3C)=O)[C@@H](C)CC)=C(N)C(=O)C(C)=C2O2)C2=C(C)C=C1 QCXJFISCRQIYID-IAEPZHFASA-N 0.000 description 1
- MSWZFWKMSRAUBD-IVMDWMLBSA-N 2-amino-2-deoxy-D-glucopyranose Chemical class N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-IVMDWMLBSA-N 0.000 description 1
- CPJAOFOWDGRJQD-NJVNFBHUSA-N 2-aminoacetic acid;(2s)-2-amino-3-phenylpropanoic acid;(2s)-2,5-diamino-5-oxopentanoic acid Chemical compound NCC(O)=O.OC(=O)[C@@H](N)CCC(N)=O.OC(=O)[C@@H](N)CC1=CC=CC=C1 CPJAOFOWDGRJQD-NJVNFBHUSA-N 0.000 description 1
- 125000004174 2-benzimidazolyl group Chemical group [H]N1C(*)=NC2=C([H])C([H])=C([H])C([H])=C12 0.000 description 1
- UPSXAPQYNGXVBF-UHFFFAOYSA-N 2-bromobutane Chemical compound CCC(C)Br UPSXAPQYNGXVBF-UHFFFAOYSA-N 0.000 description 1
- FDAYLTPAFBGXAB-UHFFFAOYSA-N 2-chloro-n,n-bis(2-chloroethyl)ethanamine Chemical compound ClCCN(CCCl)CCCl FDAYLTPAFBGXAB-UHFFFAOYSA-N 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
- 229940013085 2-diethylaminoethanol Drugs 0.000 description 1
- MTAODLNXWYIKSO-UHFFFAOYSA-N 2-fluoropyridine Chemical compound FC1=CC=CC=N1 MTAODLNXWYIKSO-UHFFFAOYSA-N 0.000 description 1
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
- LGEXGKUJMFHVSY-UHFFFAOYSA-N 2-n,4-n,6-n-trimethyl-1,3,5-triazine-2,4,6-triamine Chemical compound CNC1=NC(NC)=NC(NC)=N1 LGEXGKUJMFHVSY-UHFFFAOYSA-N 0.000 description 1
- CTRPRMNBTVRDFH-UHFFFAOYSA-N 2-n-methyl-1,3,5-triazine-2,4,6-triamine Chemical compound CNC1=NC(N)=NC(N)=N1 CTRPRMNBTVRDFH-UHFFFAOYSA-N 0.000 description 1
- WLJVXDMOQOGPHL-PPJXEINESA-N 2-phenylacetic acid Chemical compound O[14C](=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-PPJXEINESA-N 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- 125000001698 2H-pyranyl group Chemical group O1C(C=CC=C1)* 0.000 description 1
- YIMDLWDNDGKDTJ-QLKYHASDSA-N 3'-deamino-3'-(3-cyanomorpholin-4-yl)doxorubicin Chemical compound N1([C@H]2C[C@@H](O[C@@H](C)[C@H]2O)O[C@H]2C[C@@](O)(CC=3C(O)=C4C(=O)C=5C=CC=C(C=5C(=O)C4=C(O)C=32)OC)C(=O)CO)CCOCC1C#N YIMDLWDNDGKDTJ-QLKYHASDSA-N 0.000 description 1
- WONYMNWUJVKVII-UHFFFAOYSA-N 3,5-diiodothyropropionic acid Chemical compound IC1=CC(CCC(=O)O)=CC(I)=C1OC1=CC=C(O)C=C1 WONYMNWUJVKVII-UHFFFAOYSA-N 0.000 description 1
- DDYUBCCTNHWSQM-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-3-(1,3-dioxoisoindol-2-yl)propanamide Chemical compound COC1=CC=C(C(CC(N)=O)N2C(C3=CC=CC=C3C2=O)=O)C=C1OC1CCCC1 DDYUBCCTNHWSQM-UHFFFAOYSA-N 0.000 description 1
- PWMYMKOUNYTVQN-UHFFFAOYSA-N 3-(8,8-diethyl-2-aza-8-germaspiro[4.5]decan-2-yl)-n,n-dimethylpropan-1-amine Chemical compound C1C[Ge](CC)(CC)CCC11CN(CCCN(C)C)CC1 PWMYMKOUNYTVQN-UHFFFAOYSA-N 0.000 description 1
- OQEBBZSWEGYTPG-UHFFFAOYSA-N 3-Aminobutanoic acid Natural products CC(N)CC(O)=O OQEBBZSWEGYTPG-UHFFFAOYSA-N 0.000 description 1
- UZFPOOOQHWICKY-UHFFFAOYSA-N 3-[13-[1-[1-[8,12-bis(2-carboxyethyl)-17-(1-hydroxyethyl)-3,7,13,18-tetramethyl-21,24-dihydroporphyrin-2-yl]ethoxy]ethyl]-18-(2-carboxyethyl)-8-(1-hydroxyethyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid Chemical compound N1C(C=C2C(=C(CCC(O)=O)C(C=C3C(=C(C)C(C=C4N5)=N3)CCC(O)=O)=N2)C)=C(C)C(C(C)O)=C1C=C5C(C)=C4C(C)OC(C)C1=C(N2)C=C(N3)C(C)=C(C(O)C)C3=CC(C(C)=C3CCC(O)=O)=NC3=CC(C(CCC(O)=O)=C3C)=NC3=CC2=C1C UZFPOOOQHWICKY-UHFFFAOYSA-N 0.000 description 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
- MBXSHBIQMDKTEW-UHFFFAOYSA-N 3-bromobutanenitrile Chemical compound CC(Br)CC#N MBXSHBIQMDKTEW-UHFFFAOYSA-N 0.000 description 1
- 125000006275 3-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C([H])C(*)=C1[H] 0.000 description 1
- NYPYPOZNGOXYSU-UHFFFAOYSA-N 3-bromopyridine Chemical compound BrC1=CC=CN=C1 NYPYPOZNGOXYSU-UHFFFAOYSA-N 0.000 description 1
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 description 1
- 125000004921 3-methyl-3-pentyl group Chemical group CC(CC)(CC)* 0.000 description 1
- 125000004364 3-pyrrolinyl group Chemical group [H]C1=C([H])C([H])([H])N(*)C1([H])[H] 0.000 description 1
- NBUHTTJGQKIBMR-UHFFFAOYSA-N 4,6-dimethylpyrimidin-5-amine Chemical compound CC1=NC=NC(C)=C1N NBUHTTJGQKIBMR-UHFFFAOYSA-N 0.000 description 1
- TVOJIBGZFYMWDT-UHFFFAOYSA-N 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-pyrazole Chemical compound O1C(C)(C)C(C)(C)OB1C1=CNN=C1 TVOJIBGZFYMWDT-UHFFFAOYSA-N 0.000 description 1
- AKJHMTWEGVYYSE-AIRMAKDCSA-N 4-HPR Chemical compound C=1C=C(O)C=CC=1NC(=O)/C=C(\C)/C=C/C=C(C)C=CC1=C(C)CCCC1(C)C AKJHMTWEGVYYSE-AIRMAKDCSA-N 0.000 description 1
- DODQJNMQWMSYGS-QPLCGJKRSA-N 4-[(z)-1-[4-[2-(dimethylamino)ethoxy]phenyl]-1-phenylbut-1-en-2-yl]phenol Chemical compound C=1C=C(O)C=CC=1C(/CC)=C(C=1C=CC(OCCN(C)C)=CC=1)/C1=CC=CC=C1 DODQJNMQWMSYGS-QPLCGJKRSA-N 0.000 description 1
- DJKNRCWSXSZACF-UHFFFAOYSA-N 4-acetamido-n-tert-butylbenzamide Chemical compound CC(=O)NC1=CC=C(C(=O)NC(C)(C)C)C=C1 DJKNRCWSXSZACF-UHFFFAOYSA-N 0.000 description 1
- NLPHXWGWBKZSJC-UHFFFAOYSA-N 4-acetylbenzonitrile Chemical compound CC(=O)C1=CC=C(C#N)C=C1 NLPHXWGWBKZSJC-UHFFFAOYSA-N 0.000 description 1
- TVZGACDUOSZQKY-LBPRGKRZSA-N 4-aminofolic acid Chemical compound C1=NC2=NC(N)=NC(N)=C2N=C1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 TVZGACDUOSZQKY-LBPRGKRZSA-N 0.000 description 1
- WUBBRNOQWQTFEX-UHFFFAOYSA-N 4-aminosalicylic acid Chemical compound NC1=CC=C(C(O)=O)C(O)=C1 WUBBRNOQWQTFEX-UHFFFAOYSA-N 0.000 description 1
- IXJSDKIJPVSPKF-UHFFFAOYSA-N 4-bromo-1-methylpyrazole Chemical compound CN1C=C(Br)C=N1 IXJSDKIJPVSPKF-UHFFFAOYSA-N 0.000 description 1
- STYQHICBPYRHQK-UHFFFAOYSA-N 4-bromobenzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=C(Br)C=C1 STYQHICBPYRHQK-UHFFFAOYSA-N 0.000 description 1
- BFXHJFKKRGVUMU-UHFFFAOYSA-N 4-fluorobenzenesulfonyl chloride Chemical compound FC1=CC=C(S(Cl)(=O)=O)C=C1 BFXHJFKKRGVUMU-UHFFFAOYSA-N 0.000 description 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 1
- NFBCSWGEYDCCDW-UHFFFAOYSA-N 4-n-(3-methylphenyl)quinazoline-4,6-diamine Chemical compound CC1=CC=CC(NC=2C3=CC(N)=CC=C3N=CN=2)=C1 NFBCSWGEYDCCDW-UHFFFAOYSA-N 0.000 description 1
- 125000001826 4H-pyranyl group Chemical group O1C(=CCC=C1)* 0.000 description 1
- RONQPWQYDRPRGG-UHFFFAOYSA-N 5,6-bis(4-fluoroanilino)isoindole-1,3-dione Chemical compound C1=CC(F)=CC=C1NC(C(=C1)NC=2C=CC(F)=CC=2)=CC2=C1C(=O)NC2=O RONQPWQYDRPRGG-UHFFFAOYSA-N 0.000 description 1
- IDPUKCWIGUEADI-UHFFFAOYSA-N 5-[bis(2-chloroethyl)amino]uracil Chemical compound ClCCN(CCCl)C1=CNC(=O)NC1=O IDPUKCWIGUEADI-UHFFFAOYSA-N 0.000 description 1
- NMUSYJAQQFHJEW-KVTDHHQDSA-N 5-azacytidine Chemical compound O=C1N=C(N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 NMUSYJAQQFHJEW-KVTDHHQDSA-N 0.000 description 1
- STVHMYNPQCLUNJ-UHFFFAOYSA-N 5-bromo-1h-indazole Chemical compound BrC1=CC=C2NN=CC2=C1 STVHMYNPQCLUNJ-UHFFFAOYSA-N 0.000 description 1
- VXWVFZFZYXOBTA-UHFFFAOYSA-N 5-bromo-1h-indole Chemical compound BrC1=CC=C2NC=CC2=C1 VXWVFZFZYXOBTA-UHFFFAOYSA-N 0.000 description 1
- KDKLJZGIJMKMRP-UHFFFAOYSA-N 5-bromo-3-iodo-1-methylindazole Chemical compound BrC1=CC=C2N(C)N=C(I)C2=C1 KDKLJZGIJMKMRP-UHFFFAOYSA-N 0.000 description 1
- MJZJYWCQPMNPRM-UHFFFAOYSA-N 6,6-dimethyl-1-[3-(2,4,5-trichlorophenoxy)propoxy]-1,6-dihydro-1,3,5-triazine-2,4-diamine Chemical compound CC1(C)N=C(N)N=C(N)N1OCCCOC1=CC(Cl)=C(Cl)C=C1Cl MJZJYWCQPMNPRM-UHFFFAOYSA-N 0.000 description 1
- SVAGFBGXEWPNJC-SPIKMXEPSA-N 6,9-bis(2-aminoethylamino)benzo[g]isoquinoline-5,10-dione;(z)-but-2-enedioic acid Chemical compound OC(=O)\C=C/C(O)=O.OC(=O)\C=C/C(O)=O.O=C1C2=CN=CC=C2C(=O)C2=C1C(NCCN)=CC=C2NCCN SVAGFBGXEWPNJC-SPIKMXEPSA-N 0.000 description 1
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 1
- YPWFNLSXQIGJCK-UHFFFAOYSA-N 7-oxabicyclo[2.2.1]heptane Chemical compound C1CC2CCC1O2 YPWFNLSXQIGJCK-UHFFFAOYSA-N 0.000 description 1
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical class N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 description 1
- ZGXJTSGNIOSYLO-UHFFFAOYSA-N 88755TAZ87 Chemical compound NCC(=O)CCC(O)=O ZGXJTSGNIOSYLO-UHFFFAOYSA-N 0.000 description 1
- NVOYVOBDTVTBDX-AGUVMIOSSA-N 8g15t83e6i Chemical compound C1([C@@H](CO)C(=O)OC2C[C@@H]3[N+]([C@H](C2)[C@@H]2[C@H]3O2)(C)CC)=CC=CC=C1 NVOYVOBDTVTBDX-AGUVMIOSSA-N 0.000 description 1
- JAJIPIAHCFBEPI-UHFFFAOYSA-N 9,10-dioxoanthracene-1-sulfonic acid Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)O JAJIPIAHCFBEPI-UHFFFAOYSA-N 0.000 description 1
- FUXVKZWTXQUGMW-FQEVSTJZSA-N 9-Aminocamptothecin Chemical compound C1=CC(N)=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 FUXVKZWTXQUGMW-FQEVSTJZSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 208000007122 AIDS-Associated Nephropathy Diseases 0.000 description 1
- 102100031934 Adhesion G-protein coupled receptor G1 Human genes 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 108010088751 Albumins Proteins 0.000 description 1
- 102000009027 Albumins Human genes 0.000 description 1
- JBMKAUGHUNFTOL-UHFFFAOYSA-N Aldoclor Chemical class C1=C(Cl)C(S(=O)(=O)N)=CC2=C1NC=NS2(=O)=O JBMKAUGHUNFTOL-UHFFFAOYSA-N 0.000 description 1
- CEIZFXOZIQNICU-UHFFFAOYSA-N Alternaria alternata Crofton-weed toxin Natural products CCC(C)C1NC(=O)C(C(C)=O)=C1O CEIZFXOZIQNICU-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 201000003076 Angiosarcoma Diseases 0.000 description 1
- 108090000644 Angiozyme Proteins 0.000 description 1
- 206010002556 Ankylosing Spondylitis Diseases 0.000 description 1
- 102100033307 Ankyrin repeat domain-containing protein 37 Human genes 0.000 description 1
- 108020000948 Antisense Oligonucleotides Proteins 0.000 description 1
- 101150094024 Apod gene Proteins 0.000 description 1
- 102100022954 Apolipoprotein D Human genes 0.000 description 1
- 239000004475 Arginine Substances 0.000 description 1
- 102000014654 Aromatase Human genes 0.000 description 1
- 108010078554 Aromatase Proteins 0.000 description 1
- 208000036487 Arthropathies Diseases 0.000 description 1
- AXRYRYVKAWYZBR-UHFFFAOYSA-N Atazanavir Natural products C=1C=C(C=2N=CC=CC=2)C=CC=1CN(NC(=O)C(NC(=O)OC)C(C)(C)C)CC(O)C(NC(=O)C(NC(=O)OC)C(C)(C)C)CC1=CC=CC=C1 AXRYRYVKAWYZBR-UHFFFAOYSA-N 0.000 description 1
- 108010019625 Atazanavir Sulfate Proteins 0.000 description 1
- 102100022414 Axin interactor, dorsalization-associated protein Human genes 0.000 description 1
- 102100024222 B-lymphocyte antigen CD19 Human genes 0.000 description 1
- 102100022005 B-lymphocyte antigen CD20 Human genes 0.000 description 1
- MLDQJTXFUGDVEO-UHFFFAOYSA-N BAY-43-9006 Chemical compound C1=NC(C(=O)NC)=CC(OC=2C=CC(NC(=O)NC=3C=C(C(Cl)=CC=3)C(F)(F)F)=CC=2)=C1 MLDQJTXFUGDVEO-UHFFFAOYSA-N 0.000 description 1
- 239000012664 BCL-2-inhibitor Substances 0.000 description 1
- 102100021621 BEN domain-containing protein 5 Human genes 0.000 description 1
- 208000005440 Basal Cell Neoplasms Diseases 0.000 description 1
- 229940123711 Bcl2 inhibitor Drugs 0.000 description 1
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- VGGGPCQERPFHOB-MCIONIFRSA-N Bestatin Chemical compound CC(C)C[C@H](C(O)=O)NC(=O)[C@@H](O)[C@H](N)CC1=CC=CC=C1 VGGGPCQERPFHOB-MCIONIFRSA-N 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Chemical class C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 1
- 229940122361 Bisphosphonate Drugs 0.000 description 1
- 102000004506 Blood Proteins Human genes 0.000 description 1
- 108010017384 Blood Proteins Proteins 0.000 description 1
- 244000056139 Brassica cretica Species 0.000 description 1
- 235000003351 Brassica cretica Nutrition 0.000 description 1
- 235000003343 Brassica rupestris Nutrition 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- 102100036848 C-C motif chemokine 20 Human genes 0.000 description 1
- 102100028990 C-X-C chemokine receptor type 3 Human genes 0.000 description 1
- 102100031658 C-X-C chemokine receptor type 5 Human genes 0.000 description 1
- 108091058555 C7orf68 Proteins 0.000 description 1
- QWOJMRHUQHTCJG-UHFFFAOYSA-N CC([CH2-])=O Chemical compound CC([CH2-])=O QWOJMRHUQHTCJG-UHFFFAOYSA-N 0.000 description 1
- 102100024263 CD160 antigen Human genes 0.000 description 1
- 102100024119 CDK5 and ABL1 enzyme substrate 1 Human genes 0.000 description 1
- YJNOSPBKAZVSNX-SNVBAGLBSA-N C[C@H]1NC2=C(NC(C1)=O)C=CC=C2B1OC(C(O1)(C)C)(C)C Chemical compound C[C@H]1NC2=C(NC(C1)=O)C=CC=C2B1OC(C(O1)(C)C)(C)C YJNOSPBKAZVSNX-SNVBAGLBSA-N 0.000 description 1
- HYZBZZYTMZBDTE-BZYZDCJZSA-N C[C@H]1NC2=C(NC(C1)=O)C=CC=C2\C=C\B1OC(C(O1)(C)C)(C)C Chemical compound C[C@H]1NC2=C(NC(C1)=O)C=CC=C2\C=C\B1OC(C(O1)(C)C)(C)C HYZBZZYTMZBDTE-BZYZDCJZSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229940127291 Calcium channel antagonist Drugs 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 208000024172 Cardiovascular disease Diseases 0.000 description 1
- 229940123169 Caspase inhibitor Drugs 0.000 description 1
- 108090000994 Catalytic RNA Proteins 0.000 description 1
- 102000053642 Catalytic RNA Human genes 0.000 description 1
- 229940122444 Chemokine receptor antagonist Drugs 0.000 description 1
- 241001227713 Chiron Species 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- RKWGIWYCVPQPMF-UHFFFAOYSA-N Chloropropamide Chemical compound CCCNC(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1 RKWGIWYCVPQPMF-UHFFFAOYSA-N 0.000 description 1
- MKQWTWSXVILIKJ-LXGUWJNJSA-N Chlorozotocin Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](C=O)NC(=O)N(N=O)CCCl MKQWTWSXVILIKJ-LXGUWJNJSA-N 0.000 description 1
- 108010066551 Cholestenone 5 alpha-Reductase Proteins 0.000 description 1
- 229920001268 Cholestyramine Polymers 0.000 description 1
- 229920002567 Chondroitin Polymers 0.000 description 1
- 101150065749 Churc1 gene Proteins 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- 102100040836 Claudin-1 Human genes 0.000 description 1
- 208000035473 Communicable disease Diseases 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- MFYSYFVPBJMHGN-ZPOLXVRWSA-N Cortisone Chemical compound O=C1CC[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 MFYSYFVPBJMHGN-ZPOLXVRWSA-N 0.000 description 1
- MFYSYFVPBJMHGN-UHFFFAOYSA-N Cortisone Natural products O=C1CCC2(C)C3C(=O)CC(C)(C(CC4)(O)C(=O)CO)C4C3CCC2=C1 MFYSYFVPBJMHGN-UHFFFAOYSA-N 0.000 description 1
- ITRJWOMZKQRYTA-RFZYENFJSA-N Cortisone acetate Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)COC(=O)C)(O)[C@@]1(C)CC2=O ITRJWOMZKQRYTA-RFZYENFJSA-N 0.000 description 1
- 229930188224 Cryptophycin Natural products 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- 108010025468 Cyclin-Dependent Kinase 6 Proteins 0.000 description 1
- 102100026804 Cyclin-dependent kinase 6 Human genes 0.000 description 1
- 102100028188 Cystatin-F Human genes 0.000 description 1
- 208000026292 Cystic Kidney disease Diseases 0.000 description 1
- UHDGCWIWMRVCDJ-CCXZUQQUSA-N Cytarabine Chemical compound O=C1N=C(N)C=CN1[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O1 UHDGCWIWMRVCDJ-CCXZUQQUSA-N 0.000 description 1
- 102100036194 Cytochrome P450 2A6 Human genes 0.000 description 1
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 description 1
- VVNCNSJFMMFHPL-VKHMYHEASA-N D-penicillamine Chemical compound CC(C)(S)[C@@H](N)C(O)=O VVNCNSJFMMFHPL-VKHMYHEASA-N 0.000 description 1
- 230000004543 DNA replication Effects 0.000 description 1
- WEAHRLBPCANXCN-UHFFFAOYSA-N Daunomycin Natural products CCC1(O)CC(OC2CC(N)C(O)C(C)O2)c3cc4C(=O)c5c(OC)cccc5C(=O)c4c(O)c3C1 WEAHRLBPCANXCN-UHFFFAOYSA-N 0.000 description 1
- 101710088194 Dehydrogenase Proteins 0.000 description 1
- XXGMIHXASFDFSM-UHFFFAOYSA-N Delta9-tetrahydrocannabinol Natural products CCCCCc1cc2OC(C)(C)C3CCC(=CC3c2c(O)c1O)C XXGMIHXASFDFSM-UHFFFAOYSA-N 0.000 description 1
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 1
- AUGQEEXBDZWUJY-ZLJUKNTDSA-N Diacetoxyscirpenol Chemical compound C([C@]12[C@]3(C)[C@H](OC(C)=O)[C@@H](O)[C@H]1O[C@@H]1C=C(C)CC[C@@]13COC(=O)C)O2 AUGQEEXBDZWUJY-ZLJUKNTDSA-N 0.000 description 1
- 235000019739 Dicalciumphosphate Nutrition 0.000 description 1
- 101100296720 Dictyostelium discoideum Pde4 gene Proteins 0.000 description 1
- BXZVVICBKDXVGW-NKWVEPMBSA-N Didanosine Chemical compound O1[C@H](CO)CC[C@@H]1N1C(NC=NC2=O)=C2N=C1 BXZVVICBKDXVGW-NKWVEPMBSA-N 0.000 description 1
- 102100025012 Dipeptidyl peptidase 4 Human genes 0.000 description 1
- 206010061818 Disease progression Diseases 0.000 description 1
- 206010061819 Disease recurrence Diseases 0.000 description 1
- 102100034108 DnaJ homolog subfamily C member 12 Human genes 0.000 description 1
- 102100031133 Docking protein 5 Human genes 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- MWWSFMDVAYGXBV-RUELKSSGSA-N Doxorubicin hydrochloride Chemical compound Cl.O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 MWWSFMDVAYGXBV-RUELKSSGSA-N 0.000 description 1
- 208000030453 Drug-Related Side Effects and Adverse reaction Diseases 0.000 description 1
- 206010058314 Dysplasia Diseases 0.000 description 1
- 102100025027 E3 ubiquitin-protein ligase TRIM69 Human genes 0.000 description 1
- XPOQHMRABVBWPR-UHFFFAOYSA-N Efavirenz Natural products O1C(=O)NC2=CC=C(Cl)C=C2C1(C(F)(F)F)C#CC1CC1 XPOQHMRABVBWPR-UHFFFAOYSA-N 0.000 description 1
- 229940122858 Elastase inhibitor Drugs 0.000 description 1
- 206010049119 Emotional distress Diseases 0.000 description 1
- XQSPYNMVSIKCOC-NTSWFWBYSA-N Emtricitabine Chemical compound C1=C(F)C(N)=NC(=O)N1[C@H]1O[C@@H](CO)SC1 XQSPYNMVSIKCOC-NTSWFWBYSA-N 0.000 description 1
- 108010032976 Enfuvirtide Proteins 0.000 description 1
- 102100033482 Enolase-phosphatase E1 Human genes 0.000 description 1
- OBMLHUPNRURLOK-XGRAFVIBSA-N Epitiostanol Chemical compound C1[C@@H]2S[C@@H]2C[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CC[C@H]21 OBMLHUPNRURLOK-XGRAFVIBSA-N 0.000 description 1
- 101000755748 Escherichia coli AIDA-I autotransporter Proteins 0.000 description 1
- 229930189413 Esperamicin Natural products 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical class NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical compound OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 description 1
- 108010022894 Euchromatin Proteins 0.000 description 1
- 102100027327 Eukaryotic translation initiation factor 2 subunit 2 Human genes 0.000 description 1
- 208000004930 Fatty Liver Diseases 0.000 description 1
- OEIJRRGCTVHYTH-UHFFFAOYSA-N Favan-3-ol Chemical compound OC1CC2=CC=CC=C2OC1C1=CC=CC=C1 OEIJRRGCTVHYTH-UHFFFAOYSA-N 0.000 description 1
- 102100023589 Fibroblast growth factor-binding protein 2 Human genes 0.000 description 1
- 201000008808 Fibrosarcoma Diseases 0.000 description 1
- CITFYDYEWQIEPX-UHFFFAOYSA-N Flavanol Natural products O1C2=CC(OCC=C(C)C)=CC(O)=C2C(=O)C(O)C1C1=CC=C(O)C=C1 CITFYDYEWQIEPX-UHFFFAOYSA-N 0.000 description 1
- 102100038025 Forkhead box protein D4-like 3 Human genes 0.000 description 1
- VWUXBMIQPBEWFH-WCCTWKNTSA-N Fulvestrant Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3[C@H](CCCCCCCCCS(=O)CCCC(F)(F)C(F)(F)F)CC2=C1 VWUXBMIQPBEWFH-WCCTWKNTSA-N 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 102100038407 G-protein coupled receptor 87 Human genes 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 101000930822 Giardia intestinalis Dipeptidyl-peptidase 4 Proteins 0.000 description 1
- 102100039632 Glioma pathogenesis-related protein 1 Human genes 0.000 description 1
- 108010088406 Glucagon-Like Peptides Proteins 0.000 description 1
- 102100036636 Glucose 1,6-bisphosphate synthase Human genes 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 102100034120 Golgin subfamily A member 6A Human genes 0.000 description 1
- BLCLNMBMMGCOAS-URPVMXJPSA-N Goserelin Chemical compound C([C@@H](C(=O)N[C@H](COC(C)(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1[C@@H](CCC1)C(=O)NNC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@H]1NC(=O)CC1)C1=CC=C(O)C=C1 BLCLNMBMMGCOAS-URPVMXJPSA-N 0.000 description 1
- 102100030385 Granzyme B Human genes 0.000 description 1
- 102100038393 Granzyme H Human genes 0.000 description 1
- 102000009465 Growth Factor Receptors Human genes 0.000 description 1
- 108010009202 Growth Factor Receptors Proteins 0.000 description 1
- 102100035910 Guanine nucleotide-binding protein G(I)/G(S)/G(O) subunit gamma-2 Human genes 0.000 description 1
- 102100023954 Guanine nucleotide-binding protein subunit alpha-15 Human genes 0.000 description 1
- 229940125497 HER2 kinase inhibitor Drugs 0.000 description 1
- 108010010369 HIV Protease Proteins 0.000 description 1
- 108010078851 HIV Reverse Transcriptase Proteins 0.000 description 1
- 229940121710 HMGCoA reductase inhibitor Drugs 0.000 description 1
- MUQNGPZZQDCDFT-JNQJZLCISA-N Halcinonide Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H]3OC(C)(C)O[C@@]3(C(=O)CCl)[C@@]1(C)C[C@@H]2O MUQNGPZZQDCDFT-JNQJZLCISA-N 0.000 description 1
- 206010019233 Headaches Diseases 0.000 description 1
- 102100040407 Heat shock 70 kDa protein 1B Human genes 0.000 description 1
- 208000001258 Hemangiosarcoma Diseases 0.000 description 1
- 206010019708 Hepatic steatosis Diseases 0.000 description 1
- 108010034791 Heterochromatin Proteins 0.000 description 1
- 239000004705 High-molecular-weight polyethylene Substances 0.000 description 1
- 102100021639 Histone H2B type 1-K Human genes 0.000 description 1
- 102100039869 Histone H2B type F-S Human genes 0.000 description 1
- 208000017604 Hodgkin disease Diseases 0.000 description 1
- 208000021519 Hodgkin lymphoma Diseases 0.000 description 1
- 208000010747 Hodgkins lymphoma Diseases 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- 101000928753 Homo sapiens 11-beta-hydroxysteroid dehydrogenase 1 Proteins 0.000 description 1
- 101000775042 Homo sapiens Adhesion G-protein coupled receptor G1 Proteins 0.000 description 1
- 101000732539 Homo sapiens Ankyrin repeat domain-containing protein 37 Proteins 0.000 description 1
- 101000755749 Homo sapiens Axin interactor, dorsalization-associated protein Proteins 0.000 description 1
- 101000980825 Homo sapiens B-lymphocyte antigen CD19 Proteins 0.000 description 1
- 101000897405 Homo sapiens B-lymphocyte antigen CD20 Proteins 0.000 description 1
- 101000971247 Homo sapiens BEN domain-containing protein 5 Proteins 0.000 description 1
- 101000713099 Homo sapiens C-C motif chemokine 20 Proteins 0.000 description 1
- 101000916050 Homo sapiens C-X-C chemokine receptor type 3 Proteins 0.000 description 1
- 101000922405 Homo sapiens C-X-C chemokine receptor type 5 Proteins 0.000 description 1
- 101000761938 Homo sapiens CD160 antigen Proteins 0.000 description 1
- 101000910461 Homo sapiens CDK5 and ABL1 enzyme substrate 1 Proteins 0.000 description 1
- 101000749331 Homo sapiens Claudin-1 Proteins 0.000 description 1
- 101000916688 Homo sapiens Cystatin-F Proteins 0.000 description 1
- 101000875170 Homo sapiens Cytochrome P450 2A6 Proteins 0.000 description 1
- 101000870234 Homo sapiens DnaJ homolog subfamily C member 12 Proteins 0.000 description 1
- 101000845689 Homo sapiens Docking protein 5 Proteins 0.000 description 1
- 101000830203 Homo sapiens E3 ubiquitin-protein ligase TRIM69 Proteins 0.000 description 1
- 101000850450 Homo sapiens Enolase-phosphatase E1 Proteins 0.000 description 1
- 101001081893 Homo sapiens Eukaryotic translation initiation factor 2 subunit 2 Proteins 0.000 description 1
- 101000827770 Homo sapiens Fibroblast growth factor-binding protein 2 Proteins 0.000 description 1
- 101001025071 Homo sapiens Forkhead box protein D4-like 3 Proteins 0.000 description 1
- 101001033052 Homo sapiens G-protein coupled receptor 87 Proteins 0.000 description 1
- 101000888759 Homo sapiens Glioma pathogenesis-related protein 1 Proteins 0.000 description 1
- 101001072892 Homo sapiens Glucose 1,6-bisphosphate synthase Proteins 0.000 description 1
- 101001070498 Homo sapiens Golgin subfamily A member 6A Proteins 0.000 description 1
- 101000746373 Homo sapiens Granulocyte-macrophage colony-stimulating factor Proteins 0.000 description 1
- 101001009603 Homo sapiens Granzyme B Proteins 0.000 description 1
- 101001033000 Homo sapiens Granzyme H Proteins 0.000 description 1
- 101001073272 Homo sapiens Guanine nucleotide-binding protein G(I)/G(S)/G(O) subunit gamma-2 Proteins 0.000 description 1
- 101000904080 Homo sapiens Guanine nucleotide-binding protein subunit alpha-15 Proteins 0.000 description 1
- 101001037968 Homo sapiens Heat shock 70 kDa protein 1B Proteins 0.000 description 1
- 101000898898 Homo sapiens Histone H2B type 1-K Proteins 0.000 description 1
- 101001035372 Homo sapiens Histone H2B type F-S Proteins 0.000 description 1
- 101000902205 Homo sapiens Inactive cytidine monophosphate-N-acetylneuraminic acid hydroxylase Proteins 0.000 description 1
- 101001076680 Homo sapiens Insulin-induced gene 1 protein Proteins 0.000 description 1
- 101001034834 Homo sapiens Interferon alpha-17 Proteins 0.000 description 1
- 101000959664 Homo sapiens Interferon-induced protein 44-like Proteins 0.000 description 1
- 101001082058 Homo sapiens Interferon-induced protein with tetratricopeptide repeats 2 Proteins 0.000 description 1
- 101001076407 Homo sapiens Interleukin-1 receptor antagonist protein Proteins 0.000 description 1
- 101001076418 Homo sapiens Interleukin-1 receptor type 1 Proteins 0.000 description 1
- 101000853012 Homo sapiens Interleukin-23 receptor Proteins 0.000 description 1
- 101000852980 Homo sapiens Interleukin-23 subunit alpha Proteins 0.000 description 1
- 101001047047 Homo sapiens Kelch repeat and BTB domain-containing protein 8 Proteins 0.000 description 1
- 101000944960 Homo sapiens Keratin-associated protein 2-2 Proteins 0.000 description 1
- 101001007044 Homo sapiens Keratin-associated protein 4-5 Proteins 0.000 description 1
- 101001050565 Homo sapiens Kinesin-like protein KIF3A Proteins 0.000 description 1
- 101000874532 Homo sapiens Lactosylceramide 1,3-N-acetyl-beta-D-glucosaminyltransferase Proteins 0.000 description 1
- 101001137987 Homo sapiens Lymphocyte activation gene 3 protein Proteins 0.000 description 1
- 101000627851 Homo sapiens Matrix metalloproteinase-23 Proteins 0.000 description 1
- 101000978418 Homo sapiens Melanocortin receptor 4 Proteins 0.000 description 1
- 101000906927 Homo sapiens N-chimaerin Proteins 0.000 description 1
- 101000589307 Homo sapiens Natural cytotoxicity triggering receptor 3 Proteins 0.000 description 1
- 101000611363 Homo sapiens Olfactory receptor 4N2 Proteins 0.000 description 1
- 101000982741 Homo sapiens Olfactory receptor 52E5 Proteins 0.000 description 1
- 101000583474 Homo sapiens Phosphatidylinositol-binding clathrin assembly protein Proteins 0.000 description 1
- 101000690940 Homo sapiens Pro-adrenomedullin Proteins 0.000 description 1
- 101001117509 Homo sapiens Prostaglandin E2 receptor EP4 subtype Proteins 0.000 description 1
- 101000982554 Homo sapiens Putative oncomodulin-2 Proteins 0.000 description 1
- 101000870953 Homo sapiens RAS guanyl-releasing protein 4 Proteins 0.000 description 1
- 101000848727 Homo sapiens Rap guanine nucleotide exchange factor 2 Proteins 0.000 description 1
- 101001111656 Homo sapiens Retinol dehydrogenase 10 Proteins 0.000 description 1
- 101000633784 Homo sapiens SLAM family member 7 Proteins 0.000 description 1
- 101000826116 Homo sapiens Single-stranded DNA-binding protein 3 Proteins 0.000 description 1
- 101000832685 Homo sapiens Small ubiquitin-related modifier 2 Proteins 0.000 description 1
- 101000693265 Homo sapiens Sphingosine 1-phosphate receptor 1 Proteins 0.000 description 1
- 101000648207 Homo sapiens Striatin-interacting protein 2 Proteins 0.000 description 1
- 101000714920 Homo sapiens Taste receptor type 2 member 13 Proteins 0.000 description 1
- 101000835745 Homo sapiens Teratocarcinoma-derived growth factor 1 Proteins 0.000 description 1
- 101000982054 Homo sapiens Unconventional myosin-Ib Proteins 0.000 description 1
- 101000818605 Homo sapiens Zinc finger and BTB domain-containing protein 32 Proteins 0.000 description 1
- 101000976225 Homo sapiens Zinc finger protein 705A Proteins 0.000 description 1
- 101000991029 Homo sapiens [F-actin]-monooxygenase MICAL2 Proteins 0.000 description 1
- 108090000144 Human Proteins Proteins 0.000 description 1
- 102000003839 Human Proteins Human genes 0.000 description 1
- 102000008100 Human Serum Albumin Human genes 0.000 description 1
- 108091006905 Human Serum Albumin Proteins 0.000 description 1
- VSNHCAURESNICA-UHFFFAOYSA-N Hydroxyurea Chemical compound NC(=O)NO VSNHCAURESNICA-UHFFFAOYSA-N 0.000 description 1
- 208000035150 Hypercholesterolemia Diseases 0.000 description 1
- 206010055171 Hypertensive nephropathy Diseases 0.000 description 1
- 102100028891 Hypoxia-inducible lipid droplet-associated protein Human genes 0.000 description 1
- 101150027484 ILI3 gene Proteins 0.000 description 1
- XDXDZDZNSLXDNA-TZNDIEGXSA-N Idarubicin Chemical compound C1[C@H](N)[C@H](O)[C@H](C)O[C@H]1O[C@@H]1C2=C(O)C(C(=O)C3=CC=CC=C3C3=O)=C3C(O)=C2C[C@@](O)(C(C)=O)C1 XDXDZDZNSLXDNA-TZNDIEGXSA-N 0.000 description 1
- XDXDZDZNSLXDNA-UHFFFAOYSA-N Idarubicin Natural products C1C(N)C(O)C(C)OC1OC1C2=C(O)C(C(=O)C3=CC=CC=C3C3=O)=C3C(O)=C2CC(O)(C(C)=O)C1 XDXDZDZNSLXDNA-UHFFFAOYSA-N 0.000 description 1
- 206010021263 IgA nephropathy Diseases 0.000 description 1
- 208000029462 Immunodeficiency disease Diseases 0.000 description 1
- 102100022247 Inactive cytidine monophosphate-N-acetylneuraminic acid hydroxylase Human genes 0.000 description 1
- 229940124873 Influenza virus vaccine Drugs 0.000 description 1
- 102100025887 Insulin-induced gene 1 protein Human genes 0.000 description 1
- 108010008212 Integrin alpha4beta1 Proteins 0.000 description 1
- 102100039730 Interferon alpha-17 Human genes 0.000 description 1
- 108010005714 Interferon beta-1b Proteins 0.000 description 1
- 229940124137 Interferon gamma antagonist Drugs 0.000 description 1
- 102000003996 Interferon-beta Human genes 0.000 description 1
- 108090000467 Interferon-beta Proteins 0.000 description 1
- 102100039953 Interferon-induced protein 44-like Human genes 0.000 description 1
- 102100027303 Interferon-induced protein with tetratricopeptide repeats 2 Human genes 0.000 description 1
- 102100026018 Interleukin-1 receptor antagonist protein Human genes 0.000 description 1
- 102100026016 Interleukin-1 receptor type 1 Human genes 0.000 description 1
- 102100035017 Interleukin-18-binding protein Human genes 0.000 description 1
- 101710205006 Interleukin-18-binding protein Proteins 0.000 description 1
- 108010065637 Interleukin-23 Proteins 0.000 description 1
- 102100036672 Interleukin-23 receptor Human genes 0.000 description 1
- 102000015696 Interleukins Human genes 0.000 description 1
- 108010063738 Interleukins Proteins 0.000 description 1
- 108090000862 Ion Channels Proteins 0.000 description 1
- 102000004310 Ion Channels Human genes 0.000 description 1
- 208000012659 Joint disease Diseases 0.000 description 1
- 102100022830 Kelch repeat and BTB domain-containing protein 8 Human genes 0.000 description 1
- 102100033540 Keratin-associated protein 2-2 Human genes 0.000 description 1
- 102100028350 Keratin-associated protein 4-5 Human genes 0.000 description 1
- ZCVMWBYGMWKGHF-UHFFFAOYSA-N Ketotifene Chemical compound C1CN(C)CCC1=C1C2=CC=CC=C2CC(=O)C2=C1C=CS2 ZCVMWBYGMWKGHF-UHFFFAOYSA-N 0.000 description 1
- 208000008839 Kidney Neoplasms Diseases 0.000 description 1
- 102100023425 Kinesin-like protein KIF3A Human genes 0.000 description 1
- WTDRDQBEARUVNC-LURJTMIESA-N L-DOPA Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-LURJTMIESA-N 0.000 description 1
- WTDRDQBEARUVNC-UHFFFAOYSA-N L-Dopa Natural products OC(=O)C(N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-UHFFFAOYSA-N 0.000 description 1
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
- 239000005511 L01XE05 - Sorafenib Substances 0.000 description 1
- 102000017578 LAG3 Human genes 0.000 description 1
- 102100035655 Lactosylceramide 1,3-N-acetyl-beta-D-glucosaminyltransferase Human genes 0.000 description 1
- 208000031671 Large B-Cell Diffuse Lymphoma Diseases 0.000 description 1
- 241000222722 Leishmania <genus> Species 0.000 description 1
- 229920001491 Lentinan Polymers 0.000 description 1
- 240000007472 Leucaena leucocephala Species 0.000 description 1
- 235000010643 Leucaena leucocephala Nutrition 0.000 description 1
- LTXREWYXXSTFRX-QGZVFWFLSA-N Linagliptin Chemical compound N=1C=2N(C)C(=O)N(CC=3N=C4C=CC=CC4=C(C)N=3)C(=O)C=2N(CC#CC)C=1N1CCC[C@@H](N)C1 LTXREWYXXSTFRX-QGZVFWFLSA-N 0.000 description 1
- 229940123917 Lipid kinase inhibitor Drugs 0.000 description 1
- 239000000867 Lipoxygenase Inhibitor Substances 0.000 description 1
- 229940122142 Lipoxygenase inhibitor Drugs 0.000 description 1
- YSDQQAXHVYUZIW-QCIJIYAXSA-N Liraglutide Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)NCC(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCNC(=O)CC[C@H](NC(=O)CCCCCCCCCCCCCCC)C(O)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C)NC(=O)[C@@H](N)CC=1NC=NC=1)[C@@H](C)O)[C@@H](C)O)C(C)C)C1=CC=C(O)C=C1 YSDQQAXHVYUZIW-QCIJIYAXSA-N 0.000 description 1
- 108010019598 Liraglutide Proteins 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 108090000542 Lymphotoxin-alpha Proteins 0.000 description 1
- 102000043136 MAP kinase family Human genes 0.000 description 1
- 108091054455 MAP kinase family Proteins 0.000 description 1
- 229940122696 MAP kinase inhibitor Drugs 0.000 description 1
- 108010016230 MBP-8298 Proteins 0.000 description 1
- 239000013214 MOP-1 Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 240000003183 Manihot esculenta Species 0.000 description 1
- 235000016735 Manihot esculenta subsp esculenta Nutrition 0.000 description 1
- 102100024130 Matrix metalloproteinase-23 Human genes 0.000 description 1
- 102100023724 Melanocortin receptor 4 Human genes 0.000 description 1
- IVDYZAAPOLNZKG-KWHRADDSSA-N Mepitiostane Chemical compound O([C@@H]1[C@]2(CC[C@@H]3[C@@]4(C)C[C@H]5S[C@H]5C[C@@H]4CC[C@H]3[C@@H]2CC1)C)C1(OC)CCCC1 IVDYZAAPOLNZKG-KWHRADDSSA-N 0.000 description 1
- 208000036631 Metastatic pain Diseases 0.000 description 1
- IBAQFPQHRJAVAV-ULAWRXDQSA-N Miglitol Chemical compound OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO IBAQFPQHRJAVAV-ULAWRXDQSA-N 0.000 description 1
- 208000019695 Migraine disease Diseases 0.000 description 1
- VFKZTMPDYBFSTM-KVTDHHQDSA-N Mitobronitol Chemical compound BrC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CBr VFKZTMPDYBFSTM-KVTDHHQDSA-N 0.000 description 1
- 101100286588 Mus musculus Igfl gene Proteins 0.000 description 1
- 206010062207 Mycobacterial infection Diseases 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical class C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 1
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 1
- WVUNYSQLFKLYNI-UHFFFAOYSA-N N-[4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethoxy-6-quinolinyl]-4-(dimethylamino)-2-butenamide Chemical compound C=12C=C(NC(=O)C=CCN(C)C)C(OCC)=CC2=NC=C(C#N)C=1NC1=CC=C(F)C(Cl)=C1 WVUNYSQLFKLYNI-UHFFFAOYSA-N 0.000 description 1
- 102100023648 N-chimaerin Human genes 0.000 description 1
- HTLZVHNRZJPSMI-UHFFFAOYSA-N N-ethylpiperidine Chemical class CCN1CCCCC1 HTLZVHNRZJPSMI-UHFFFAOYSA-N 0.000 description 1
- MBBZMMPHUWSWHV-BDVNFPICSA-N N-methylglucamine Chemical class CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 description 1
- 150000001204 N-oxides Chemical class 0.000 description 1
- KCTZOTUQSGYWLV-UHFFFAOYSA-N N1C=NC=C2N=CC=C21 Chemical compound N1C=NC=C2N=CC=C21 KCTZOTUQSGYWLV-UHFFFAOYSA-N 0.000 description 1
- FTFRZXFNZVCRSK-UHFFFAOYSA-N N4-(3-chloro-4-fluorophenyl)-N6-(1-methyl-4-piperidinyl)pyrimido[5,4-d]pyrimidine-4,6-diamine Chemical compound C1CN(C)CCC1NC1=NC=C(N=CN=C2NC=3C=C(Cl)C(F)=CC=3)C2=N1 FTFRZXFNZVCRSK-UHFFFAOYSA-N 0.000 description 1
- 108010072915 NAc-Sar-Gly-Val-(d-allo-Ile)-Thr-Nva-Ile-Arg-ProNEt Proteins 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- BLXXJMDCKKHMKV-UHFFFAOYSA-N Nabumetone Chemical compound C1=C(CCC(C)=O)C=CC2=CC(OC)=CC=C21 BLXXJMDCKKHMKV-UHFFFAOYSA-N 0.000 description 1
- 102100032852 Natural cytotoxicity triggering receptor 3 Human genes 0.000 description 1
- 108010025020 Nerve Growth Factor Proteins 0.000 description 1
- 102000007072 Nerve Growth Factors Human genes 0.000 description 1
- 208000012902 Nervous system disease Diseases 0.000 description 1
- 208000025966 Neurological disease Diseases 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- SNIOPGDIGTZGOP-UHFFFAOYSA-N Nitroglycerin Chemical compound [O-][N+](=O)OCC(O[N+]([O-])=O)CO[N+]([O-])=O SNIOPGDIGTZGOP-UHFFFAOYSA-N 0.000 description 1
- KGTDRFCXGRULNK-UHFFFAOYSA-N Nogalamycin Natural products COC1C(OC)(C)C(OC)C(C)OC1OC1C2=C(O)C(C(=O)C3=C(O)C=C4C5(C)OC(C(C(C5O)N(C)C)O)OC4=C3C3=O)=C3C=C2C(C(=O)OC)C(C)(O)C1 KGTDRFCXGRULNK-UHFFFAOYSA-N 0.000 description 1
- 108010047956 Nucleosomes Proteins 0.000 description 1
- MLEFBHGZCQIYHJ-UHFFFAOYSA-N O1NBC(CCCC1=O)=O Chemical compound O1NBC(CCCC1=O)=O MLEFBHGZCQIYHJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 102100040740 Olfactory receptor 4N2 Human genes 0.000 description 1
- 102100026989 Olfactory receptor 52E5 Human genes 0.000 description 1
- 102000042846 PKC family Human genes 0.000 description 1
- 108091082203 PKC family Proteins 0.000 description 1
- 208000002193 Pain Diseases 0.000 description 1
- 208000030852 Parasitic disease Diseases 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- 102100031014 Phosphatidylinositol-binding clathrin assembly protein Human genes 0.000 description 1
- KMSKQZKKOZQFFG-HSUXVGOQSA-N Pirarubicin Chemical compound O([C@H]1[C@@H](N)C[C@@H](O[C@H]1C)O[C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1CCCCO1 KMSKQZKKOZQFFG-HSUXVGOQSA-N 0.000 description 1
- 101100082610 Plasmodium falciparum (isolate 3D7) PDEdelta gene Proteins 0.000 description 1
- 239000010103 Podophyllin Substances 0.000 description 1
- 229920000954 Polyglycolide Polymers 0.000 description 1
- 229920001710 Polyorthoester Polymers 0.000 description 1
- HRHKSTOGXBBQCB-UHFFFAOYSA-N Porfiromycine Chemical compound O=C1C(N)=C(C)C(=O)C2=C1C(COC(N)=O)C1(OC)C3N(C)C3CN12 HRHKSTOGXBBQCB-UHFFFAOYSA-N 0.000 description 1
- 208000004550 Postoperative Pain Diseases 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- HFVNWDWLWUCIHC-GUPDPFMOSA-N Prednimustine Chemical compound O=C([C@@]1(O)CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)[C@@H](O)C[C@@]21C)COC(=O)CCCC1=CC=C(N(CCCl)CCCl)C=C1 HFVNWDWLWUCIHC-GUPDPFMOSA-N 0.000 description 1
- 102100026651 Pro-adrenomedullin Human genes 0.000 description 1
- CWEZAWNPTYBADX-UHFFFAOYSA-N Procyanidin Natural products OC1C(OC2C(O)C(Oc3c2c(O)cc(O)c3C4C(O)C(Oc5cc(O)cc(O)c45)c6ccc(O)c(O)c6)c7ccc(O)c(O)c7)c8c(O)cc(O)cc8OC1c9ccc(O)c(O)c9 CWEZAWNPTYBADX-UHFFFAOYSA-N 0.000 description 1
- MOJZMWJRUKIQGL-FWCKPOPSSA-N Procyanidin C2 Natural products O[C@@H]1[C@@H](c2cc(O)c(O)cc2)Oc2c([C@H]3[C@H](O)[C@@H](c4cc(O)c(O)cc4)Oc4c3c(O)cc(O)c4)c(O)cc(O)c2[C@@H]1c1c(O)cc(O)c2c1O[C@@H]([C@H](O)C2)c1cc(O)c(O)cc1 MOJZMWJRUKIQGL-FWCKPOPSSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 102100024450 Prostaglandin E2 receptor EP4 subtype Human genes 0.000 description 1
- 108090000459 Prostaglandin-endoperoxide synthases Proteins 0.000 description 1
- 102000004005 Prostaglandin-endoperoxide synthases Human genes 0.000 description 1
- 108010007568 Protamines Proteins 0.000 description 1
- 102000007327 Protamines Human genes 0.000 description 1
- 102100038239 Protein Churchill Human genes 0.000 description 1
- 108010029485 Protein Isoforms Proteins 0.000 description 1
- 102000001708 Protein Isoforms Human genes 0.000 description 1
- 102100024924 Protein kinase C alpha type Human genes 0.000 description 1
- 101710109947 Protein kinase C alpha type Proteins 0.000 description 1
- 102000004022 Protein-Tyrosine Kinases Human genes 0.000 description 1
- 108090000412 Protein-Tyrosine Kinases Proteins 0.000 description 1
- 102100026730 Putative oncomodulin-2 Human genes 0.000 description 1
- 206010037660 Pyrexia Diseases 0.000 description 1
- LCTONWCANYUPML-UHFFFAOYSA-M Pyruvate Chemical compound CC(=O)C([O-])=O LCTONWCANYUPML-UHFFFAOYSA-M 0.000 description 1
- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 description 1
- IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 1
- BPZSYCZIITTYBL-YJYMSZOUSA-N R-Formoterol Chemical compound C1=CC(OC)=CC=C1C[C@@H](C)NC[C@H](O)C1=CC=C(O)C(NC=O)=C1 BPZSYCZIITTYBL-YJYMSZOUSA-N 0.000 description 1
- 102100033445 RAS guanyl-releasing protein 4 Human genes 0.000 description 1
- 102100034585 Rap guanine nucleotide exchange factor 2 Human genes 0.000 description 1
- 208000033464 Reiter syndrome Diseases 0.000 description 1
- 206010038389 Renal cancer Diseases 0.000 description 1
- QNVSXXGDAPORNA-UHFFFAOYSA-N Resveratrol Natural products OC1=CC=CC(C=CC=2C=C(O)C(O)=CC=2)=C1 QNVSXXGDAPORNA-UHFFFAOYSA-N 0.000 description 1
- 102100023918 Retinol dehydrogenase 10 Human genes 0.000 description 1
- 208000005074 Retroviridae Infections Diseases 0.000 description 1
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 description 1
- NCDNCNXCDXHOMX-UHFFFAOYSA-N Ritonavir Natural products C=1C=CC=CC=1CC(NC(=O)OCC=1SC=NC=1)C(O)CC(CC=1C=CC=CC=1)NC(=O)C(C(C)C)NC(=O)N(C)CC1=CSC(C(C)C)=N1 NCDNCNXCDXHOMX-UHFFFAOYSA-N 0.000 description 1
- 102100029198 SLAM family member 7 Human genes 0.000 description 1
- 101100128232 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) LIF1 gene Proteins 0.000 description 1
- 108010074687 Signaling Lymphocytic Activation Molecule Family Member 1 Proteins 0.000 description 1
- 102100029215 Signaling lymphocytic activation molecule Human genes 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 102100023008 Single-stranded DNA-binding protein 3 Human genes 0.000 description 1
- 102100024542 Small ubiquitin-related modifier 2 Human genes 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 102100025750 Sphingosine 1-phosphate receptor 1 Human genes 0.000 description 1
- XNKLLVCARDGLGL-JGVFFNPUSA-N Stavudine Chemical compound O=C1NC(=O)C(C)=CN1[C@H]1C=C[C@@H](CO)O1 XNKLLVCARDGLGL-JGVFFNPUSA-N 0.000 description 1
- 102100028805 Striatin-interacting protein 2 Human genes 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 230000006044 T cell activation Effects 0.000 description 1
- 230000020385 T cell costimulation Effects 0.000 description 1
- 230000037453 T cell priming Effects 0.000 description 1
- 230000006052 T cell proliferation Effects 0.000 description 1
- BXFOFFBJRFZBQZ-QYWOHJEZSA-N T-2 toxin Chemical compound C([C@@]12[C@]3(C)[C@H](OC(C)=O)[C@@H](O)[C@H]1O[C@H]1[C@]3(COC(C)=O)C[C@@H](C(=C1)C)OC(=O)CC(C)C)O2 BXFOFFBJRFZBQZ-QYWOHJEZSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 102100036737 Taste receptor type 2 member 13 Human genes 0.000 description 1
- BPEGJWRSRHCHSN-UHFFFAOYSA-N Temozolomide Chemical compound O=C1N(C)N=NC2=C(C(N)=O)N=CN21 BPEGJWRSRHCHSN-UHFFFAOYSA-N 0.000 description 1
- CBPNZQVSJQDFBE-FUXHJELOSA-N Temsirolimus Chemical compound C1C[C@@H](OC(=O)C(C)(CO)CO)[C@H](OC)C[C@@H]1C[C@@H](C)[C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@](O)(O2)[C@H](C)CC[C@H]2C[C@H](OC)/C(C)=C/C=C/C=C/[C@@H](C)C[C@@H](C)C(=O)[C@H](OC)[C@H](O)/C(C)=C/[C@@H](C)C(=O)C1 CBPNZQVSJQDFBE-FUXHJELOSA-N 0.000 description 1
- CGMTUJFWROPELF-UHFFFAOYSA-N Tenuazonic acid Natural products CCC(C)C1NC(=O)C(=C(C)/O)C1=O CGMTUJFWROPELF-UHFFFAOYSA-N 0.000 description 1
- 102100026404 Teratocarcinoma-derived growth factor 1 Human genes 0.000 description 1
- 244000299461 Theobroma cacao Species 0.000 description 1
- 235000005764 Theobroma cacao ssp. cacao Nutrition 0.000 description 1
- 235000005767 Theobroma cacao ssp. sphaerocarpum Nutrition 0.000 description 1
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 1
- SUJUHGSWHZTSEU-UHFFFAOYSA-N Tipranavir Natural products C1C(O)=C(C(CC)C=2C=C(NS(=O)(=O)C=3N=CC(=CC=3)C(F)(F)F)C=CC=2)C(=O)OC1(CCC)CCC1=CC=CC=C1 SUJUHGSWHZTSEU-UHFFFAOYSA-N 0.000 description 1
- 239000004012 Tofacitinib Substances 0.000 description 1
- JLRGJRBPOGGCBT-UHFFFAOYSA-N Tolbutamide Chemical compound CCCCNC(=O)NS(=O)(=O)C1=CC=C(C)C=C1 JLRGJRBPOGGCBT-UHFFFAOYSA-N 0.000 description 1
- 101710183280 Topoisomerase Proteins 0.000 description 1
- 206010070863 Toxicity to various agents Diseases 0.000 description 1
- LUKBXSAWLPMMSZ-OWOJBTEDSA-N Trans-resveratrol Chemical compound C1=CC(O)=CC=C1\C=C\C1=CC(O)=CC(O)=C1 LUKBXSAWLPMMSZ-OWOJBTEDSA-N 0.000 description 1
- 102000011117 Transforming Growth Factor beta2 Human genes 0.000 description 1
- 102400001320 Transforming growth factor alpha Human genes 0.000 description 1
- 101800004564 Transforming growth factor alpha Proteins 0.000 description 1
- 101800000304 Transforming growth factor beta-2 Proteins 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- FYAMXEPQQLNQDM-UHFFFAOYSA-N Tris(1-aziridinyl)phosphine oxide Chemical compound C1CN1P(N1CC1)(=O)N1CC1 FYAMXEPQQLNQDM-UHFFFAOYSA-N 0.000 description 1
- YZCKVEUIGOORGS-NJFSPNSNSA-N Tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 description 1
- 206010048302 Tubulointerstitial nephritis Diseases 0.000 description 1
- 102100040247 Tumor necrosis factor Human genes 0.000 description 1
- 208000035896 Twin-reversed arterial perfusion sequence Diseases 0.000 description 1
- 102100026776 Unconventional myosin-Ib Human genes 0.000 description 1
- 108091008605 VEGF receptors Proteins 0.000 description 1
- 102000009484 Vascular Endothelial Growth Factor Receptors Human genes 0.000 description 1
- 102000005789 Vascular Endothelial Growth Factors Human genes 0.000 description 1
- 108010019530 Vascular Endothelial Growth Factors Proteins 0.000 description 1
- 208000033559 Waldenström macroglobulinemia Diseases 0.000 description 1
- 208000027418 Wounds and injury Diseases 0.000 description 1
- WVHBEIJGAINUBW-UHFFFAOYSA-N Xaliproden hydrochloride Chemical compound Cl.FC(F)(F)C1=CC=CC(C=2CCN(CCC=3C=C4C=CC=CC4=CC=3)CC=2)=C1 WVHBEIJGAINUBW-UHFFFAOYSA-N 0.000 description 1
- YEEZWCHGZNKEEK-UHFFFAOYSA-N Zafirlukast Chemical compound COC1=CC(C(=O)NS(=O)(=O)C=2C(=CC=CC=2)C)=CC=C1CC(C1=C2)=CN(C)C1=CC=C2NC(=O)OC1CCCC1 YEEZWCHGZNKEEK-UHFFFAOYSA-N 0.000 description 1
- WREGKURFCTUGRC-POYBYMJQSA-N Zalcitabine Chemical compound O=C1N=C(N)C=CN1[C@@H]1O[C@H](CO)CC1 WREGKURFCTUGRC-POYBYMJQSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 102100021135 Zinc finger and BTB domain-containing protein 32 Human genes 0.000 description 1
- 102100023887 Zinc finger protein 705A Human genes 0.000 description 1
- OGQICQVSFDPSEI-UHFFFAOYSA-N Zorac Chemical compound N1=CC(C(=O)OCC)=CC=C1C#CC1=CC=C(SCCC2(C)C)C2=C1 OGQICQVSFDPSEI-UHFFFAOYSA-N 0.000 description 1
- PVNFMCBFDPTNQI-UIBOPQHZSA-N [(1S,2R,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] acetate [(1S,2R,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] 3-methylbutanoate [(1S,2R,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] 2-methylpropanoate [(1S,2R,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] propanoate Chemical compound CO[C@@H]1\C=C\C=C(C)\Cc2cc(OC)c(Cl)c(c2)N(C)C(=O)C[C@H](OC(C)=O)[C@]2(C)OC2[C@H](C)[C@@H]2C[C@@]1(O)NC(=O)O2.CCC(=O)O[C@H]1CC(=O)N(C)c2cc(C\C(C)=C\C=C\[C@@H](OC)[C@@]3(O)C[C@H](OC(=O)N3)[C@@H](C)C3O[C@@]13C)cc(OC)c2Cl.CO[C@@H]1\C=C\C=C(C)\Cc2cc(OC)c(Cl)c(c2)N(C)C(=O)C[C@H](OC(=O)C(C)C)[C@]2(C)OC2[C@H](C)[C@@H]2C[C@@]1(O)NC(=O)O2.CO[C@@H]1\C=C\C=C(C)\Cc2cc(OC)c(Cl)c(c2)N(C)C(=O)C[C@H](OC(=O)CC(C)C)[C@]2(C)OC2[C@H](C)[C@@H]2C[C@@]1(O)NC(=O)O2 PVNFMCBFDPTNQI-UIBOPQHZSA-N 0.000 description 1
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 description 1
- FBRJOMMIILHLCG-VOTSOKGWSA-N [(e)-2-cyclohexylethenyl]boronic acid Chemical compound OB(O)\C=C\C1CCCCC1 FBRJOMMIILHLCG-VOTSOKGWSA-N 0.000 description 1
- 102100030295 [F-actin]-monooxygenase MICAL2 Human genes 0.000 description 1
- IBXPAFBDJCXCDW-MHFPCNPESA-A [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].Cc1cn([C@H]2C[C@H](O)[C@@H](COP([S-])(=O)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3CO)n3cc(C)c(=O)[nH]c3=O)n3ccc(N)nc3=O)n3cc(C)c(=O)[nH]c3=O)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3cnc4c3nc(N)[nH]c4=O)n3ccc(N)nc3=O)n3cnc4c3nc(N)[nH]c4=O)n3cc(C)c(=O)[nH]c3=O)n3cnc4c3nc(N)[nH]c4=O)n3ccc(N)nc3=O)n3cnc4c3nc(N)[nH]c4=O)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)O2)c(=O)[nH]c1=O Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].Cc1cn([C@H]2C[C@H](O)[C@@H](COP([S-])(=O)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3COP([O-])(=S)O[C@H]3C[C@@H](O[C@@H]3CO)n3cc(C)c(=O)[nH]c3=O)n3ccc(N)nc3=O)n3cc(C)c(=O)[nH]c3=O)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3cnc4c3nc(N)[nH]c4=O)n3ccc(N)nc3=O)n3cnc4c3nc(N)[nH]c4=O)n3cc(C)c(=O)[nH]c3=O)n3cnc4c3nc(N)[nH]c4=O)n3ccc(N)nc3=O)n3cnc4c3nc(N)[nH]c4=O)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)O2)c(=O)[nH]c1=O IBXPAFBDJCXCDW-MHFPCNPESA-A 0.000 description 1
- 229960004748 abacavir Drugs 0.000 description 1
- MCGSCOLBFJQGHM-SCZZXKLOSA-N abacavir Chemical compound C=12N=CN([C@H]3C=C[C@@H](CO)C3)C2=NC(N)=NC=1NC1CC1 MCGSCOLBFJQGHM-SCZZXKLOSA-N 0.000 description 1
- 108010023617 abarelix Proteins 0.000 description 1
- AIWRTTMUVOZGPW-HSPKUQOVSA-N abarelix Chemical compound C([C@@H](C(=O)N[C@H](CC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCNC(C)C)C(=O)N1[C@@H](CCC1)C(=O)N[C@H](C)C(N)=O)N(C)C(=O)[C@H](CO)NC(=O)[C@@H](CC=1C=NC=CC=1)NC(=O)[C@@H](CC=1C=CC(Cl)=CC=1)NC(=O)[C@@H](CC=1C=C2C=CC=CC2=CC=1)NC(C)=O)C1=CC=C(O)C=C1 AIWRTTMUVOZGPW-HSPKUQOVSA-N 0.000 description 1
- 229960002184 abarelix Drugs 0.000 description 1
- 229960003697 abatacept Drugs 0.000 description 1
- 229940028652 abraxane Drugs 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000003655 absorption accelerator Substances 0.000 description 1
- 229960002632 acarbose Drugs 0.000 description 1
- XUFXOAAUWZOOIT-UHFFFAOYSA-N acarviostatin I01 Natural products OC1C(O)C(NC2C(C(O)C(O)C(CO)=C2)O)C(C)OC1OC(C(C1O)O)C(CO)OC1OC1C(CO)OC(O)C(O)C1O XUFXOAAUWZOOIT-UHFFFAOYSA-N 0.000 description 1
- QUHYUSAHBDACNG-UHFFFAOYSA-N acerogenin 3 Natural products C1=CC(O)=CC=C1CCCCC(=O)CCC1=CC=C(O)C=C1 QUHYUSAHBDACNG-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 108091005646 acetylated proteins Proteins 0.000 description 1
- 230000021736 acetylation Effects 0.000 description 1
- 238000006640 acetylation reaction Methods 0.000 description 1
- 229960005339 acitretin Drugs 0.000 description 1
- 125000000641 acridinyl group Chemical group C1(=CC=CC2=NC3=CC=CC=C3C=C12)* 0.000 description 1
- 229930183665 actinomycin Natural products 0.000 description 1
- RJURFGZVJUQBHK-IIXSONLDSA-N actinomycin D Chemical compound C[C@H]1OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]2CCCN2C(=O)[C@@H](C(C)C)NC(=O)[C@H]1NC(=O)C1=C(N)C(=O)C(C)=C2OC(C(C)=CC=C3C(=O)N[C@@H]4C(=O)N[C@@H](C(N5CCC[C@H]5C(=O)N(C)CC(=O)N(C)[C@@H](C(C)C)C(=O)O[C@@H]4C)=O)C(C)C)=C3N=C21 RJURFGZVJUQBHK-IIXSONLDSA-N 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 229940037127 actonel Drugs 0.000 description 1
- 229960001997 adefovir Drugs 0.000 description 1
- WOZSCQDILHKSGG-UHFFFAOYSA-N adefovir depivoxil Chemical compound N1=CN=C2N(CCOCP(=O)(OCOC(=O)C(C)(C)C)OCOC(=O)C(C)(C)C)C=NC2=C1N WOZSCQDILHKSGG-UHFFFAOYSA-N 0.000 description 1
- 210000004100 adrenal gland Anatomy 0.000 description 1
- 229940009456 adriamycin Drugs 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 229940062527 alendronate Drugs 0.000 description 1
- 229960004343 alendronic acid Drugs 0.000 description 1
- 229940072056 alginate Drugs 0.000 description 1
- 239000000783 alginic acid Substances 0.000 description 1
- 229960001126 alginic acid Drugs 0.000 description 1
- 150000004781 alginic acids Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229930013930 alkaloid Natural products 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- IHUNBGSDBOWDMA-AQFIFDHZSA-N all-trans-acitretin Chemical compound COC1=CC(C)=C(\C=C\C(\C)=C\C=C\C(\C)=C\C(O)=O)C(C)=C1C IHUNBGSDBOWDMA-AQFIFDHZSA-N 0.000 description 1
- 230000000172 allergic effect Effects 0.000 description 1
- 108010004614 allotrap Proteins 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 1
- 229940063655 aluminum stearate Drugs 0.000 description 1
- DKNWSYNQZKUICI-UHFFFAOYSA-N amantadine Chemical compound C1C(C2)CC3CC2CC1(N)C3 DKNWSYNQZKUICI-UHFFFAOYSA-N 0.000 description 1
- 229960003805 amantadine Drugs 0.000 description 1
- ILKJAFIWWBXGDU-MOGDOJJUSA-N amcinonide Chemical compound O([C@@]1([C@H](O2)C[C@@H]3[C@@]1(C[C@H](O)[C@]1(F)[C@@]4(C)C=CC(=O)C=C4CC[C@H]13)C)C(=O)COC(=O)C)C12CCCC1 ILKJAFIWWBXGDU-MOGDOJJUSA-N 0.000 description 1
- 229960003099 amcinonide Drugs 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- ROBVIMPUHSLWNV-UHFFFAOYSA-N aminoglutethimide Chemical compound C=1C=C(N)C=CC=1C1(CC)CCC(=O)NC1=O ROBVIMPUHSLWNV-UHFFFAOYSA-N 0.000 description 1
- 229960003437 aminoglutethimide Drugs 0.000 description 1
- 229960002749 aminolevulinic acid Drugs 0.000 description 1
- 229960003896 aminopterin Drugs 0.000 description 1
- 229940113720 aminosalicylate Drugs 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 229960001830 amprenavir Drugs 0.000 description 1
- YMARZQAQMVYCKC-OEMFJLHTSA-N amprenavir Chemical compound C([C@@H]([C@H](O)CN(CC(C)C)S(=O)(=O)C=1C=CC(N)=CC=1)NC(=O)O[C@@H]1COCC1)C1=CC=CC=C1 YMARZQAQMVYCKC-OEMFJLHTSA-N 0.000 description 1
- 229960001220 amsacrine Drugs 0.000 description 1
- XCPGHVQEEXUHNC-UHFFFAOYSA-N amsacrine Chemical compound COC1=CC(NS(C)(=O)=O)=CC=C1NC1=C(C=CC=C2)C2=NC2=CC=CC=C12 XCPGHVQEEXUHNC-UHFFFAOYSA-N 0.000 description 1
- 229960004238 anakinra Drugs 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
- 229960002932 anastrozole Drugs 0.000 description 1
- 239000003098 androgen Substances 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 229960004977 anhydrous lactose Drugs 0.000 description 1
- NUZWLKWWNNJHPT-UHFFFAOYSA-N anthralin Chemical compound C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O NUZWLKWWNNJHPT-UHFFFAOYSA-N 0.000 description 1
- 125000005427 anthranyl group Chemical group 0.000 description 1
- 230000002280 anti-androgenic effect Effects 0.000 description 1
- 229940046836 anti-estrogen Drugs 0.000 description 1
- 230000001833 anti-estrogenic effect Effects 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 230000000078 anti-malarial effect Effects 0.000 description 1
- 230000000648 anti-parkinson Effects 0.000 description 1
- 230000001028 anti-proliverative effect Effects 0.000 description 1
- 230000001754 anti-pyretic effect Effects 0.000 description 1
- 230000005809 anti-tumor immunity Effects 0.000 description 1
- 239000000051 antiandrogen Substances 0.000 description 1
- 229940125681 anticonvulsant agent Drugs 0.000 description 1
- 239000001961 anticonvulsive agent Substances 0.000 description 1
- 239000013059 antihormonal agent Substances 0.000 description 1
- 229940082992 antihypertensives mao inhibitors Drugs 0.000 description 1
- 229940111131 antiinflammatory and antirheumatic product propionic acid derivative Drugs 0.000 description 1
- 239000000063 antileukemic agent Substances 0.000 description 1
- 229940045687 antimetabolites folic acid analogs Drugs 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000000939 antiparkinson agent Substances 0.000 description 1
- 239000002221 antipyretic Substances 0.000 description 1
- 239000003435 antirheumatic agent Substances 0.000 description 1
- 239000000074 antisense oligonucleotide Substances 0.000 description 1
- 238000012230 antisense oligonucleotides Methods 0.000 description 1
- 239000003443 antiviral agent Substances 0.000 description 1
- 229950003145 apolizumab Drugs 0.000 description 1
- NMYKBZSMOUFOJV-FJSWQEPZSA-N aprinocarsen Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(NC(=O)C(C)=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(NC(=O)C(C)=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(NC(=O)C(C)=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(NC(=O)C(C)=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C3=C(C(NC(N)=N3)=O)N=C2)CO)[C@@H](OP(O)(=S)OC[C@@H]2[C@H](C[C@@H](O2)N2C3=C(C(NC(N)=N3)=O)N=C2)OP(O)(=S)OC[C@@H]2[C@H](C[C@@H](O2)N2C3=NC=NC(N)=C3N=C2)OP(O)(=S)OC[C@@H]2[C@H](C[C@@H](O2)N2C3=C(C(NC(N)=N3)=O)N=C2)OP(O)(=S)OC[C@@H]2[C@H](C[C@@H](O2)N2C(NC(=O)C(C)=C2)=O)OP(O)(=S)OC[C@@H]2[C@H](C[C@@H](O2)N2C(NC(=O)C(C)=C2)=O)OP(O)(=S)OC[C@@H]2[C@H](C[C@@H](O2)N2C(NC(=O)C(C)=C2)=O)OP(O)(=S)OC[C@@H]2[C@H](C[C@@H](O2)N2C(N=C(N)C=C2)=O)OP(O)(=S)OC[C@@H]2[C@H](C[C@@H](O2)N2C3=NC=NC(N)=C3N=C2)O)C1 NMYKBZSMOUFOJV-FJSWQEPZSA-N 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
- 229960003121 arginine Drugs 0.000 description 1
- 229940078010 arimidex Drugs 0.000 description 1
- 229940087620 aromasin Drugs 0.000 description 1
- 239000003886 aromatase inhibitor Substances 0.000 description 1
- 229940046844 aromatase inhibitors Drugs 0.000 description 1
- 206010003230 arteritis Diseases 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000002102 aryl alkyloxo group Chemical group 0.000 description 1
- 125000005160 aryl oxy alkyl group Chemical group 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 235000003704 aspartic acid Nutrition 0.000 description 1
- 238000011914 asymmetric synthesis Methods 0.000 description 1
- 229960003277 atazanavir Drugs 0.000 description 1
- AXRYRYVKAWYZBR-GASGPIRDSA-N atazanavir Chemical compound C([C@H](NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)[C@@H](O)CN(CC=1C=CC(=CC=1)C=1N=CC=CC=1)NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)C1=CC=CC=C1 AXRYRYVKAWYZBR-GASGPIRDSA-N 0.000 description 1
- 230000003190 augmentative effect Effects 0.000 description 1
- 229940009100 aurothiomalate Drugs 0.000 description 1
- XJHSMFDIQHVMCY-UHFFFAOYSA-M aurothiomalic acid Chemical compound OC(=O)CC(S[Au])C(O)=O XJHSMFDIQHVMCY-UHFFFAOYSA-M 0.000 description 1
- 208000037979 autoimmune inflammatory disease Diseases 0.000 description 1
- 239000012822 autophagy inhibitor Substances 0.000 description 1
- 229940120638 avastin Drugs 0.000 description 1
- 229960002756 azacitidine Drugs 0.000 description 1
- 229950011321 azaserine Drugs 0.000 description 1
- 125000002393 azetidinyl group Chemical group 0.000 description 1
- 125000004069 aziridinyl group Chemical group 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- IPOKCKJONYRRHP-FMQUCBEESA-N balsalazide Chemical compound C1=CC(C(=O)NCCC(=O)O)=CC=C1\N=N\C1=CC=C(O)C(C(O)=O)=C1 IPOKCKJONYRRHP-FMQUCBEESA-N 0.000 description 1
- 229960004168 balsalazide Drugs 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 description 1
- 125000004618 benzofuryl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- MAFMQEKGGFWBAB-UHFFFAOYSA-N benzonatate Chemical compound CCCCNC1=CC=C(C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC)C=C1 MAFMQEKGGFWBAB-UHFFFAOYSA-N 0.000 description 1
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 description 1
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 description 1
- FFBHFFJDDLITSX-UHFFFAOYSA-N benzyl N-[2-hydroxy-4-(3-oxomorpholin-4-yl)phenyl]carbamate Chemical compound OC1=C(NC(=O)OCC2=CC=CC=C2)C=CC(=C1)N1CCOCC1=O FFBHFFJDDLITSX-UHFFFAOYSA-N 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 229960004217 benzyl alcohol Drugs 0.000 description 1
- 229960002903 benzyl benzoate Drugs 0.000 description 1
- 239000002876 beta blocker Substances 0.000 description 1
- 229940097320 beta blocking agent Drugs 0.000 description 1
- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Chemical class NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- DRTQHJPVMGBUCF-PSQAKQOGSA-N beta-L-uridine Natural products O[C@H]1[C@@H](O)[C@H](CO)O[C@@H]1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-PSQAKQOGSA-N 0.000 description 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 229960001102 betamethasone dipropionate Drugs 0.000 description 1
- VQODGRNSFPNSQE-DVTGEIKXSA-N betamethasone phosphate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)COP(O)(O)=O)(O)[C@@]1(C)C[C@@H]2O VQODGRNSFPNSQE-DVTGEIKXSA-N 0.000 description 1
- 229950006991 betamethasone phosphate Drugs 0.000 description 1
- 229940021459 betaseron Drugs 0.000 description 1
- GPRLTFBKWDERLU-UHFFFAOYSA-N bicyclo[2.2.2]octane Chemical compound C1CC2CCC1CC2 GPRLTFBKWDERLU-UHFFFAOYSA-N 0.000 description 1
- GNTFBMAGLFYMMZ-UHFFFAOYSA-N bicyclo[3.2.2]nonane Chemical compound C1CC2CCC1CCC2 GNTFBMAGLFYMMZ-UHFFFAOYSA-N 0.000 description 1
- 210000000013 bile duct Anatomy 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000004166 bioassay Methods 0.000 description 1
- 239000003124 biologic agent Substances 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 229940126587 biotherapeutics Drugs 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 150000004663 bisphosphonates Chemical class 0.000 description 1
- 230000036760 body temperature Effects 0.000 description 1
- 229960002645 boric acid Drugs 0.000 description 1
- 210000000481 breast Anatomy 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000004067 bulking agent Substances 0.000 description 1
- MAEIEVLCKWDQJH-UHFFFAOYSA-N bumetanide Chemical compound CCCCNC1=CC(C(O)=O)=CC(S(N)(=O)=O)=C1OC1=CC=CC=C1 MAEIEVLCKWDQJH-UHFFFAOYSA-N 0.000 description 1
- 229960004064 bumetanide Drugs 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000001046 cacaotero Nutrition 0.000 description 1
- 108700002839 cactinomycin Proteins 0.000 description 1
- 229950009908 cactinomycin Drugs 0.000 description 1
- FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical compound [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 description 1
- 229910000024 caesium carbonate Inorganic materials 0.000 description 1
- LWQQLNNNIPYSNX-UROSTWAQSA-N calcipotriol Chemical compound C1([C@H](O)/C=C/[C@@H](C)[C@@H]2[C@]3(CCCC(/[C@@H]3CC2)=C\C=C\2C([C@@H](O)C[C@H](O)C/2)=C)C)CC1 LWQQLNNNIPYSNX-UROSTWAQSA-N 0.000 description 1
- 229960002882 calcipotriol Drugs 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229960005069 calcium Drugs 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000000480 calcium channel blocker Substances 0.000 description 1
- 239000004227 calcium gluconate Substances 0.000 description 1
- 229960004494 calcium gluconate Drugs 0.000 description 1
- 235000013927 calcium gluconate Nutrition 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- NEEHYRZPVYRGPP-UHFFFAOYSA-L calcium;2,3,4,5,6-pentahydroxyhexanoate Chemical compound [Ca+2].OCC(O)C(O)C(O)C(O)C([O-])=O.OCC(O)C(O)C(O)C(O)C([O-])=O NEEHYRZPVYRGPP-UHFFFAOYSA-L 0.000 description 1
- OMZCMEYTWSXEPZ-UHFFFAOYSA-N canertinib Chemical compound C1=C(Cl)C(F)=CC=C1NC1=NC=NC2=CC(OCCCN3CCOCC3)=C(NC(=O)C=C)C=C12 OMZCMEYTWSXEPZ-UHFFFAOYSA-N 0.000 description 1
- 229930003827 cannabinoid Natural products 0.000 description 1
- 239000003557 cannabinoid Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 1
- 125000002837 carbocyclic group Chemical group 0.000 description 1
- 150000001722 carbon compounds Chemical class 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 230000000747 cardiac effect Effects 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 229950006754 cedelizumab Drugs 0.000 description 1
- CZTQZXZIADLWOZ-CRAIPNDOSA-N cefaloridine Chemical compound O=C([C@@H](NC(=O)CC=1SC=CC=1)[C@H]1SC2)N1C(C(=O)[O-])=C2C[N+]1=CC=CC=C1 CZTQZXZIADLWOZ-CRAIPNDOSA-N 0.000 description 1
- 229960004755 ceftriaxone Drugs 0.000 description 1
- VAAUVRVFOQPIGI-SPQHTLEESA-N ceftriaxone Chemical compound S([C@@H]1[C@@H](C(N1C=1C(O)=O)=O)NC(=O)\C(=N/OC)C=2N=C(N)SC=2)CC=1CSC1=NC(=O)C(=O)NN1C VAAUVRVFOQPIGI-SPQHTLEESA-N 0.000 description 1
- 230000020411 cell activation Effects 0.000 description 1
- 230000005779 cell damage Effects 0.000 description 1
- 230000024245 cell differentiation Effects 0.000 description 1
- 208000037887 cell injury Diseases 0.000 description 1
- 230000004663 cell proliferation Effects 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- ZAIPMKNFIOOWCQ-UEKVPHQBSA-N cephalexin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C)C(O)=O)=CC=CC=C1 ZAIPMKNFIOOWCQ-UEKVPHQBSA-N 0.000 description 1
- 229940106164 cephalexin Drugs 0.000 description 1
- 229960003115 certolizumab pegol Drugs 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- OGEBRHQLRGFBNV-RZDIXWSQSA-N chembl2036808 Chemical compound C12=NC(NCCCC)=NC=C2C(C=2C=CC(F)=CC=2)=NN1C[C@H]1CC[C@H](N)CC1 OGEBRHQLRGFBNV-RZDIXWSQSA-N 0.000 description 1
- RCTCWZRPYFBGLQ-KVBIMOIYSA-N chembl2105639 Chemical compound C([C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H]([C@@H](C)O)C(O)=O)NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H](N)CC(O)=O)C(C)C)C(C)C)C1=CC=CC=C1 RCTCWZRPYFBGLQ-KVBIMOIYSA-N 0.000 description 1
- XMEVHPAGJVLHIG-FMZCEJRJSA-N chembl454950 Chemical compound [Cl-].C1=CC=C2[C@](O)(C)[C@H]3C[C@H]4[C@H]([NH+](C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O XMEVHPAGJVLHIG-FMZCEJRJSA-N 0.000 description 1
- 229910052729 chemical element Inorganic materials 0.000 description 1
- 239000002559 chemokine receptor antagonist Substances 0.000 description 1
- 238000002512 chemotherapy Methods 0.000 description 1
- 239000012829 chemotherapy agent Substances 0.000 description 1
- 229960004630 chlorambucil Drugs 0.000 description 1
- JCKYGMPEJWAADB-UHFFFAOYSA-N chlorambucil Chemical compound OC(=O)CCCC1=CC=C(N(CCCl)CCCl)C=C1 JCKYGMPEJWAADB-UHFFFAOYSA-N 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 229960003677 chloroquine Drugs 0.000 description 1
- WHTVZRBIWZFKQO-UHFFFAOYSA-N chloroquine Natural products ClC1=CC=C2C(NC(C)CCCN(CC)CC)=CC=NC2=C1 WHTVZRBIWZFKQO-UHFFFAOYSA-N 0.000 description 1
- 229960001480 chlorozotocin Drugs 0.000 description 1
- 229960001761 chlorpropamide Drugs 0.000 description 1
- 239000000544 cholinesterase inhibitor Substances 0.000 description 1
- DLGJWSVWTWEWBJ-HGGSSLSASA-N chondroitin Chemical compound CC(O)=N[C@@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1OC1[C@H](O)[C@H](O)C=C(C(O)=O)O1 DLGJWSVWTWEWBJ-HGGSSLSASA-N 0.000 description 1
- 210000000349 chromosome Anatomy 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 125000000259 cinnolinyl group Chemical group N1=NC(=CC2=CC=CC=C12)* 0.000 description 1
- 229960003405 ciprofloxacin Drugs 0.000 description 1
- DIOIOSKKIYDRIQ-UHFFFAOYSA-N ciprofloxacin hydrochloride Chemical compound Cl.C12=CC(N3CCNCC3)=C(F)C=C2C(=O)C(C(=O)O)=CN1C1CC1 DIOIOSKKIYDRIQ-UHFFFAOYSA-N 0.000 description 1
- 229960001229 ciprofloxacin hydrochloride Drugs 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229960004703 clobetasol propionate Drugs 0.000 description 1
- CBGUOGMQLZIXBE-XGQKBEPLSA-N clobetasol propionate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)CCl)(OC(=O)CC)[C@@]1(C)C[C@@H]2O CBGUOGMQLZIXBE-XGQKBEPLSA-N 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 229940053219 coal tar / salicylic acid Drugs 0.000 description 1
- 229940062807 coal tar / salicylic acid / sulfur Drugs 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 210000001072 colon Anatomy 0.000 description 1
- 238000002648 combination therapy Methods 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 239000002872 contrast media Substances 0.000 description 1
- 229940038717 copaxone Drugs 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- BMCQMVFGOVHVNG-TUFAYURCSA-N cortisol 17-butyrate Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)CO)(OC(=O)CCC)[C@@]1(C)C[C@@H]2O BMCQMVFGOVHVNG-TUFAYURCSA-N 0.000 description 1
- ALEXXDVDDISNDU-JZYPGELDSA-N cortisol 21-acetate Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)COC(=O)C)(O)[C@@]1(C)C[C@@H]2O ALEXXDVDDISNDU-JZYPGELDSA-N 0.000 description 1
- 229960004544 cortisone Drugs 0.000 description 1
- 229960003290 cortisone acetate Drugs 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 108010006226 cryptophycin Proteins 0.000 description 1
- PSNOPSMXOBPNNV-VVCTWANISA-N cryptophycin 1 Chemical compound C1=C(Cl)C(OC)=CC=C1C[C@@H]1C(=O)NC[C@@H](C)C(=O)O[C@@H](CC(C)C)C(=O)O[C@H]([C@H](C)[C@@H]2[C@H](O2)C=2C=CC=CC=2)C/C=C/C(=O)N1 PSNOPSMXOBPNNV-VVCTWANISA-N 0.000 description 1
- 108010090203 cryptophycin 8 Proteins 0.000 description 1
- PSNOPSMXOBPNNV-UHFFFAOYSA-N cryptophycin-327 Natural products C1=C(Cl)C(OC)=CC=C1CC1C(=O)NCC(C)C(=O)OC(CC(C)C)C(=O)OC(C(C)C2C(O2)C=2C=CC=CC=2)CC=CC(=O)N1 PSNOPSMXOBPNNV-UHFFFAOYSA-N 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000004148 curcumin Substances 0.000 description 1
- 229940109262 curcumin Drugs 0.000 description 1
- 235000012754 curcumin Nutrition 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000003678 cyclohexadienyl group Chemical group C1(=CC=CCC1)* 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000006547 cyclononyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- JMYVMOUINOAAPA-UHFFFAOYSA-N cyclopropanecarbaldehyde Chemical compound O=CC1CC1 JMYVMOUINOAAPA-UHFFFAOYSA-N 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 125000000131 cyclopropyloxy group Chemical group C1(CC1)O* 0.000 description 1
- 229940104302 cytosine Drugs 0.000 description 1
- 231100000433 cytotoxic Toxicity 0.000 description 1
- 230000001472 cytotoxic effect Effects 0.000 description 1
- 229960003901 dacarbazine Drugs 0.000 description 1
- 229960002806 daclizumab Drugs 0.000 description 1
- 229960000640 dactinomycin Drugs 0.000 description 1
- 229960005107 darunavir Drugs 0.000 description 1
- CJBJHOAVZSMMDJ-HEXNFIEUSA-N darunavir Chemical compound C([C@@H]([C@H](O)CN(CC(C)C)S(=O)(=O)C=1C=CC(N)=CC=1)NC(=O)O[C@@H]1[C@@H]2CCO[C@@H]2OC1)C1=CC=CC=C1 CJBJHOAVZSMMDJ-HEXNFIEUSA-N 0.000 description 1
- URLVCROWVOSNPT-QTTMQESMSA-N desacetyluvaricin Natural products O=C1C(CCCCCCCCCCCC[C@@H](O)[C@H]2O[C@@H]([C@@H]3O[C@@H]([C@@H](O)CCCCCCCCCC)CC3)CC2)=C[C@H](C)O1 URLVCROWVOSNPT-QTTMQESMSA-N 0.000 description 1
- 229960002593 desoximetasone Drugs 0.000 description 1
- VWVSBHGCDBMOOT-IIEHVVJPSA-N desoximetasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@@H](C)[C@H](C(=O)CO)[C@@]1(C)C[C@@H]2O VWVSBHGCDBMOOT-IIEHVVJPSA-N 0.000 description 1
- 229910052805 deuterium Inorganic materials 0.000 description 1
- XLMALTXPSGQGBX-GCJKJVERSA-N dextropropoxyphene Chemical compound C([C@](OC(=O)CC)([C@H](C)CN(C)C)C=1C=CC=CC=1)C1=CC=CC=C1 XLMALTXPSGQGBX-GCJKJVERSA-N 0.000 description 1
- 229960004193 dextropropoxyphene Drugs 0.000 description 1
- NIJJYAXOARWZEE-UHFFFAOYSA-N di-n-propyl-acetic acid Natural products CCCC(C(O)=O)CCC NIJJYAXOARWZEE-UHFFFAOYSA-N 0.000 description 1
- AAOVKJBEBIDNHE-UHFFFAOYSA-N diazepam Chemical compound N=1CC(=O)N(C)C2=CC=C(Cl)C=C2C=1C1=CC=CC=C1 AAOVKJBEBIDNHE-UHFFFAOYSA-N 0.000 description 1
- 229960003529 diazepam Drugs 0.000 description 1
- 125000005959 diazepanyl group Chemical group 0.000 description 1
- 125000002576 diazepinyl group Chemical group N1N=C(C=CC=C1)* 0.000 description 1
- NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 1
- 229940038472 dicalcium phosphate Drugs 0.000 description 1
- 229910000390 dicalcium phosphate Inorganic materials 0.000 description 1
- 229960002656 didanosine Drugs 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- HQWPLXHWEZZGKY-UHFFFAOYSA-N diethylzinc Chemical compound CC[Zn]CC HQWPLXHWEZZGKY-UHFFFAOYSA-N 0.000 description 1
- VFLDPWHFBUODDF-UHFFFAOYSA-N diferuloylmethane Natural products C1=C(O)C(OC)=CC(C=CC(=O)CC(=O)C=CC=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-UHFFFAOYSA-N 0.000 description 1
- 206010012818 diffuse large B-cell lymphoma Diseases 0.000 description 1
- FOCAHLGSDWHSAH-UHFFFAOYSA-N difluoromethanethione Chemical compound FC(F)=S FOCAHLGSDWHSAH-UHFFFAOYSA-N 0.000 description 1
- XYYVYLMBEZUESM-UHFFFAOYSA-N dihydrocodeine Natural products C1C(N(CCC234)C)C2C=CC(=O)C3OC2=C4C1=CC=C2OC XYYVYLMBEZUESM-UHFFFAOYSA-N 0.000 description 1
- 125000004852 dihydrofuranyl group Chemical group O1C(CC=C1)* 0.000 description 1
- 125000005043 dihydropyranyl group Chemical group O1C(CCC=C1)* 0.000 description 1
- 125000005057 dihydrothienyl group Chemical group S1C(CC=C1)* 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- GXGAKHNRMVGRPK-UHFFFAOYSA-N dimagnesium;dioxido-bis[[oxido(oxo)silyl]oxy]silane Chemical compound [Mg+2].[Mg+2].[O-][Si](=O)O[Si]([O-])([O-])O[Si]([O-])=O GXGAKHNRMVGRPK-UHFFFAOYSA-N 0.000 description 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 1
- 125000000532 dioxanyl group Chemical group 0.000 description 1
- HYPPXZBJBPSRLK-UHFFFAOYSA-N diphenoxylate Chemical compound C1CC(C(=O)OCC)(C=2C=CC=CC=2)CCN1CCC(C#N)(C=1C=CC=CC=1)C1=CC=CC=C1 HYPPXZBJBPSRLK-UHFFFAOYSA-N 0.000 description 1
- 229960004192 diphenoxylate Drugs 0.000 description 1
- MZNZKBJIWPGRID-UHFFFAOYSA-N diphenylphosphorylmethyl(diphenyl)phosphane Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)CP(C=1C=CC=CC=1)C1=CC=CC=C1 MZNZKBJIWPGRID-UHFFFAOYSA-N 0.000 description 1
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 1
- 229910000396 dipotassium phosphate Inorganic materials 0.000 description 1
- 235000019797 dipotassium phosphate Nutrition 0.000 description 1
- 229940042399 direct acting antivirals protease inhibitors Drugs 0.000 description 1
- 230000006806 disease prevention Effects 0.000 description 1
- 230000005750 disease progression Effects 0.000 description 1
- 239000007884 disintegrant Substances 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 230000009429 distress Effects 0.000 description 1
- 229960002563 disulfiram Drugs 0.000 description 1
- UFJGNEVQYHKAKE-UHFFFAOYSA-N dithian-3-ol Chemical compound OC1CCCSS1 UFJGNEVQYHKAKE-UHFFFAOYSA-N 0.000 description 1
- 125000005411 dithiolanyl group Chemical group S1SC(CC1)* 0.000 description 1
- 229960002311 dithranol Drugs 0.000 description 1
- 239000003534 dna topoisomerase inhibitor Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- XWAIAVWHZJNZQQ-UHFFFAOYSA-N donepezil hydrochloride Chemical compound [H+].[Cl-].O=C1C=2C=C(OC)C(OC)=CC=2CC1CC(CC1)CCN1CC1=CC=CC=C1 XWAIAVWHZJNZQQ-UHFFFAOYSA-N 0.000 description 1
- 229960003135 donepezil hydrochloride Drugs 0.000 description 1
- 229960003638 dopamine Drugs 0.000 description 1
- MVCOAUNKQVWQHZ-UHFFFAOYSA-N doramapimod Chemical compound C1=CC(C)=CC=C1N1C(NC(=O)NC=2C3=CC=CC=C3C(OCCN3CCOCC3)=CC=2)=CC(C(C)(C)C)=N1 MVCOAUNKQVWQHZ-UHFFFAOYSA-N 0.000 description 1
- 229960002918 doxorubicin hydrochloride Drugs 0.000 description 1
- 239000008298 dragée Substances 0.000 description 1
- NOTIQUSPUUHHEH-UXOVVSIBSA-N dromostanolone propionate Chemical compound C([C@@H]1CC2)C(=O)[C@H](C)C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H](OC(=O)CC)[C@@]2(C)CC1 NOTIQUSPUUHHEH-UXOVVSIBSA-N 0.000 description 1
- 229960004242 dronabinol Drugs 0.000 description 1
- 229950004683 drostanolone propionate Drugs 0.000 description 1
- 229940000406 drug candidate Drugs 0.000 description 1
- 239000000890 drug combination Substances 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- JWJOTENAMICLJG-QWBYCMEYSA-N dutasteride Chemical compound O=C([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)N[C@@H]4CC3)C)CC[C@@]21C)NC1=CC(C(F)(F)F)=CC=C1C(F)(F)F JWJOTENAMICLJG-QWBYCMEYSA-N 0.000 description 1
- 229960004199 dutasteride Drugs 0.000 description 1
- 239000003221 ear drop Substances 0.000 description 1
- 229940047652 ear drops Drugs 0.000 description 1
- 229960002224 eculizumab Drugs 0.000 description 1
- FSIRXIHZBIXHKT-MHTVFEQDSA-N edatrexate Chemical compound C=1N=C2N=C(N)N=C(N)C2=NC=1CC(CC)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FSIRXIHZBIXHKT-MHTVFEQDSA-N 0.000 description 1
- 229950006700 edatrexate Drugs 0.000 description 1
- 229960000284 efalizumab Drugs 0.000 description 1
- XPOQHMRABVBWPR-ZDUSSCGKSA-N efavirenz Chemical compound C([C@]1(C2=CC(Cl)=CC=C2NC(=O)O1)C(F)(F)F)#CC1CC1 XPOQHMRABVBWPR-ZDUSSCGKSA-N 0.000 description 1
- 229960003804 efavirenz Drugs 0.000 description 1
- 210000003162 effector t lymphocyte Anatomy 0.000 description 1
- VLCYCQAOQCDTCN-UHFFFAOYSA-N eflornithine Chemical compound NCCCC(N)(C(F)F)C(O)=O VLCYCQAOQCDTCN-UHFFFAOYSA-N 0.000 description 1
- 239000003602 elastase inhibitor Substances 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 229950000549 elliptinium acetate Drugs 0.000 description 1
- JUZYLCPPVHEVSV-LJQANCHMSA-N elvitegravir Chemical compound COC1=CC=2N([C@H](CO)C(C)C)C=C(C(O)=O)C(=O)C=2C=C1CC1=CC=CC(Cl)=C1F JUZYLCPPVHEVSV-LJQANCHMSA-N 0.000 description 1
- 229960003586 elvitegravir Drugs 0.000 description 1
- 229960000366 emtricitabine Drugs 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 229940073621 enbrel Drugs 0.000 description 1
- 229960002062 enfuvirtide Drugs 0.000 description 1
- PEASPLKKXBYDKL-FXEVSJAOSA-N enfuvirtide Chemical compound C([C@@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(N)=O)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(C)=O)[C@@H](C)O)[C@@H](C)CC)C1=CN=CN1 PEASPLKKXBYDKL-FXEVSJAOSA-N 0.000 description 1
- 239000002702 enteric coating Substances 0.000 description 1
- 238000009505 enteric coating Methods 0.000 description 1
- 229960004842 ephedrine sulfate Drugs 0.000 description 1
- 229960005139 epinephrine Drugs 0.000 description 1
- 229950002973 epitiostanol Drugs 0.000 description 1
- LJQQFQHBKUKHIS-WJHRIEJJSA-N esperamicin Chemical compound O1CC(NC(C)C)C(OC)CC1OC1C(O)C(NOC2OC(C)C(SC)C(O)C2)C(C)OC1OC1C(\C2=C/CSSSC)=C(NC(=O)OC)C(=O)C(OC3OC(C)C(O)C(OC(=O)C=4C(=CC(OC)=C(OC)C=4)NC(=O)C(=C)OC)C3)C2(O)C#C\C=C/C#C1 LJQQFQHBKUKHIS-WJHRIEJJSA-N 0.000 description 1
- 229960001842 estramustine Drugs 0.000 description 1
- FRPJXPJMRWBBIH-RBRWEJTLSA-N estramustine Chemical compound ClCCN(CCCl)C(=O)OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 FRPJXPJMRWBBIH-RBRWEJTLSA-N 0.000 description 1
- 229940011871 estrogen Drugs 0.000 description 1
- 239000000262 estrogen Substances 0.000 description 1
- 239000000328 estrogen antagonist Substances 0.000 description 1
- 102000015694 estrogen receptors Human genes 0.000 description 1
- 108010038795 estrogen receptors Proteins 0.000 description 1
- VUCAHVBMSFIGAI-ZFINNJDLSA-M estrone sodium sulfate Chemical compound [Na+].[O-]S(=O)(=O)OC1=CC=C2[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1 VUCAHVBMSFIGAI-ZFINNJDLSA-M 0.000 description 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 description 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
- QSRLNKCNOLVZIR-KRWDZBQOSA-N ethyl (2s)-2-[[2-[4-[bis(2-chloroethyl)amino]phenyl]acetyl]amino]-4-methylsulfanylbutanoate Chemical compound CCOC(=O)[C@H](CCSC)NC(=O)CC1=CC=C(N(CCCl)CCCl)C=C1 QSRLNKCNOLVZIR-KRWDZBQOSA-N 0.000 description 1
- IOLQWGVDEFWYNP-UHFFFAOYSA-N ethyl 2-bromo-2-methylpropanoate Chemical compound CCOC(=O)C(C)(C)Br IOLQWGVDEFWYNP-UHFFFAOYSA-N 0.000 description 1
- 229940093499 ethyl acetate Drugs 0.000 description 1
- 229940012017 ethylenediamine Drugs 0.000 description 1
- 229940009626 etidronate Drugs 0.000 description 1
- LIQODXNTTZAGID-OCBXBXKTSA-N etoposide phosphate Chemical compound COC1=C(OP(O)(O)=O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@H](C)OC[C@H]4O3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 LIQODXNTTZAGID-OCBXBXKTSA-N 0.000 description 1
- 229960000752 etoposide phosphate Drugs 0.000 description 1
- 210000000632 euchromatin Anatomy 0.000 description 1
- 210000003527 eukaryotic cell Anatomy 0.000 description 1
- 230000017188 evasion or tolerance of host immune response Effects 0.000 description 1
- CKSJXOVLXUMMFF-UHFFFAOYSA-N exalamide Chemical compound CCCCCCOC1=CC=CC=C1C(N)=O CKSJXOVLXUMMFF-UHFFFAOYSA-N 0.000 description 1
- 229950010333 exalamide Drugs 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 229960000255 exemestane Drugs 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000003889 eye drop Substances 0.000 description 1
- 229940012356 eye drops Drugs 0.000 description 1
- 229950003662 fenretinide Drugs 0.000 description 1
- 229960002428 fentanyl Drugs 0.000 description 1
- IVLVTNPOHDFFCJ-UHFFFAOYSA-N fentanyl citrate Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.C=1C=CC=CC=1N(C(=O)CC)C(CC1)CCN1CCC1=CC=CC=C1 IVLVTNPOHDFFCJ-UHFFFAOYSA-N 0.000 description 1
- 229960004039 finasteride Drugs 0.000 description 1
- DBEPLOCGEIEOCV-WSBQPABSSA-N finasteride Chemical compound N([C@@H]1CC2)C(=O)C=C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H](C(=O)NC(C)(C)C)[C@@]2(C)CC1 DBEPLOCGEIEOCV-WSBQPABSSA-N 0.000 description 1
- 229960000556 fingolimod Drugs 0.000 description 1
- KKGQTZUTZRNORY-UHFFFAOYSA-N fingolimod Chemical compound CCCCCCCCC1=CC=C(CCC(N)(CO)CO)C=C1 KKGQTZUTZRNORY-UHFFFAOYSA-N 0.000 description 1
- 235000011987 flavanols Nutrition 0.000 description 1
- LPEPZBJOKDYZAD-UHFFFAOYSA-N flufenamic acid Chemical compound OC(=O)C1=CC=CC=C1NC1=CC=CC(C(F)(F)F)=C1 LPEPZBJOKDYZAD-UHFFFAOYSA-N 0.000 description 1
- 229960004369 flufenamic acid Drugs 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 229960002650 fluprednidene acetate Drugs 0.000 description 1
- DEFOZIFYUBUHHU-IYQKUMFPSA-N fluprednidene acetate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1CC(=C)[C@@](C(=O)COC(=O)C)(O)[C@@]1(C)C[C@@H]2O DEFOZIFYUBUHHU-IYQKUMFPSA-N 0.000 description 1
- 229960002074 flutamide Drugs 0.000 description 1
- MKXKFYHWDHIYRV-UHFFFAOYSA-N flutamide Chemical compound CC(C)C(=O)NC1=CC=C([N+]([O-])=O)C(C(F)(F)F)=C1 MKXKFYHWDHIYRV-UHFFFAOYSA-N 0.000 description 1
- 229940014144 folate Drugs 0.000 description 1
- 150000002224 folic acids Chemical class 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 229960000193 formoterol fumarate Drugs 0.000 description 1
- 229940001490 fosamax Drugs 0.000 description 1
- 229960003142 fosamprenavir Drugs 0.000 description 1
- MLBVMOWEQCZNCC-OEMFJLHTSA-N fosamprenavir Chemical compound C([C@@H]([C@H](OP(O)(O)=O)CN(CC(C)C)S(=O)(=O)C=1C=CC(N)=CC=1)NC(=O)O[C@@H]1COCC1)C1=CC=CC=C1 MLBVMOWEQCZNCC-OEMFJLHTSA-N 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 229960003883 furosemide Drugs 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 108010074605 gamma-Globulins Proteins 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 229940020967 gemzar Drugs 0.000 description 1
- 238000001415 gene therapy Methods 0.000 description 1
- 230000002068 genetic effect Effects 0.000 description 1
- 229960004346 glimepiride Drugs 0.000 description 1
- WIGIZIANZCJQQY-RUCARUNLSA-N glimepiride Chemical compound O=C1C(CC)=C(C)CN1C(=O)NCCC1=CC=C(S(=O)(=O)NC(=O)N[C@@H]2CC[C@@H](C)CC2)C=C1 WIGIZIANZCJQQY-RUCARUNLSA-N 0.000 description 1
- 239000000174 gluconic acid Substances 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 229960002442 glucosamine Drugs 0.000 description 1
- 229960002849 glucosamine sulfate Drugs 0.000 description 1
- 235000001727 glucose Nutrition 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 229960002449 glycine Drugs 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229940076085 gold Drugs 0.000 description 1
- AZMMUMQYPBKXHS-UHFFFAOYSA-N gold sodium Chemical compound [Na].[Au] AZMMUMQYPBKXHS-UHFFFAOYSA-N 0.000 description 1
- 229960001743 golimumab Drugs 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
- 239000003966 growth inhibitor Substances 0.000 description 1
- 229940093915 gynecological organic acid Drugs 0.000 description 1
- 229960002383 halcinonide Drugs 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229960003878 haloperidol Drugs 0.000 description 1
- 231100000869 headache Toxicity 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 208000014951 hematologic disease Diseases 0.000 description 1
- 210000003494 hepatocyte Anatomy 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940022353 herceptin Drugs 0.000 description 1
- 125000005114 heteroarylalkoxy group Chemical group 0.000 description 1
- 125000004446 heteroarylalkyl group Chemical group 0.000 description 1
- 210000004458 heterochromatin Anatomy 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
- 229960002885 histidine Drugs 0.000 description 1
- 229960003911 histrelin acetate Drugs 0.000 description 1
- 230000013632 homeostatic process Effects 0.000 description 1
- 230000003054 hormonal effect Effects 0.000 description 1
- 231100000508 hormonal effect Toxicity 0.000 description 1
- 102000048362 human PDCD1 Human genes 0.000 description 1
- XGIHQYAWBCFNPY-AZOCGYLKSA-N hydrabamine Chemical class C([C@@H]12)CC3=CC(C(C)C)=CC=C3[C@@]2(C)CCC[C@@]1(C)CNCCNC[C@@]1(C)[C@@H]2CCC3=CC(C(C)C)=CC=C3[C@@]2(C)CCC1 XGIHQYAWBCFNPY-AZOCGYLKSA-N 0.000 description 1
- 229960001067 hydrocortisone acetate Drugs 0.000 description 1
- 229960001524 hydrocortisone butyrate Drugs 0.000 description 1
- 229960000631 hydrocortisone valerate Drugs 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229960001330 hydroxycarbamide Drugs 0.000 description 1
- 239000002471 hydroxymethylglutaryl coenzyme A reductase inhibitor Substances 0.000 description 1
- 230000003463 hyperproliferative effect Effects 0.000 description 1
- 230000000774 hypoallergenic effect Effects 0.000 description 1
- 229960000908 idarubicin Drugs 0.000 description 1
- 238000005417 image-selected in vivo spectroscopy Methods 0.000 description 1
- 125000003037 imidazol-2-yl group Chemical group [H]N1C([*])=NC([H])=C1[H] 0.000 description 1
- 125000002632 imidazolidinyl group Chemical group 0.000 description 1
- 230000036039 immunity Effects 0.000 description 1
- 230000005847 immunogenicity Effects 0.000 description 1
- 229940072221 immunoglobulins Drugs 0.000 description 1
- 229960003444 immunosuppressant agent Drugs 0.000 description 1
- 239000003018 immunosuppressive agent Substances 0.000 description 1
- DBIGHPPNXATHOF-UHFFFAOYSA-N improsulfan Chemical compound CS(=O)(=O)OCCCNCCCOS(C)(=O)=O DBIGHPPNXATHOF-UHFFFAOYSA-N 0.000 description 1
- 229950008097 improsulfan Drugs 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 description 1
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 description 1
- 229960001936 indinavir Drugs 0.000 description 1
- CBVCZFGXHXORBI-PXQQMZJSSA-N indinavir Chemical compound C([C@H](N(CC1)C[C@@H](O)C[C@@H](CC=2C=CC=CC=2)C(=O)N[C@H]2C3=CC=CC=C3C[C@H]2O)C(=O)NC(C)(C)C)N1CC1=CC=CN=C1 CBVCZFGXHXORBI-PXQQMZJSSA-N 0.000 description 1
- 125000003387 indolinyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 230000004968 inflammatory condition Effects 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007972 injectable composition Substances 0.000 description 1
- 229940102223 injectable solution Drugs 0.000 description 1
- 229940102213 injectable suspension Drugs 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical class N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 description 1
- 230000003914 insulin secretion Effects 0.000 description 1
- 238000012739 integrated shape imaging system Methods 0.000 description 1
- 108010021315 integrin beta7 Proteins 0.000 description 1
- 229940047124 interferons Drugs 0.000 description 1
- 229940117681 interleukin-12 Drugs 0.000 description 1
- 201000006334 interstitial nephritis Diseases 0.000 description 1
- 208000003243 intestinal obstruction Diseases 0.000 description 1
- 238000007917 intracranial administration Methods 0.000 description 1
- 238000010255 intramuscular injection Methods 0.000 description 1
- 239000007927 intramuscular injection Substances 0.000 description 1
- 238000007912 intraperitoneal administration Methods 0.000 description 1
- 238000007919 intrasynovial administration Methods 0.000 description 1
- 238000007913 intrathecal administration Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- HVTICUPFWKNHNG-UHFFFAOYSA-N iodoethane Chemical compound CCI HVTICUPFWKNHNG-UHFFFAOYSA-N 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229960005386 ipilimumab Drugs 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- OMEUGRCNAZNQLN-UHFFFAOYSA-N isis 5132 Chemical compound O=C1NC(=O)C(C)=CN1C1OC(COP(O)(=S)OC2C(OC(C2)N2C(NC(=O)C(C)=C2)=O)COP(O)(=S)OC2C(OC(C2)N2C3=NC=NC(N)=C3N=C2)COP(O)(=S)OC2C(OC(C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=S)OC2C(OC(C2)N2C(NC(=O)C(C)=C2)=O)COP(O)(=S)OC2C(OC(C2)N2C3=NC=NC(N)=C3N=C2)COP(O)(=S)OC2C(OC(C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)OC2C(OC(C2)N2C3=NC=NC(N)=C3N=C2)COP(O)(=S)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(S)(=O)OC2C(OC(C2)N2C(NC(=O)C(C)=C2)=O)COP(O)(=S)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=S)OC2C(OC(C2)N2C(NC(=O)C(C)=C2)=O)COP(O)(=S)OC2C(OC(C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)OC2C(OC(C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=S)OC2C(OC(C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)OC2C(OC(C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)OC2C(OC(C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)OC2C(OC(C2)N2C(NC(=O)C(C)=C2)=O)CO)C(O)C1 OMEUGRCNAZNQLN-UHFFFAOYSA-N 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- FMKOJHQHASLBPH-UHFFFAOYSA-N isopropyl iodide Chemical compound CC(C)I FMKOJHQHASLBPH-UHFFFAOYSA-N 0.000 description 1
- 125000005956 isoquinolyl group Chemical group 0.000 description 1
- 125000004628 isothiazolidinyl group Chemical group S1N(CCC1)* 0.000 description 1
- 125000001786 isothiazolyl group Chemical group 0.000 description 1
- 239000007951 isotonicity adjuster Substances 0.000 description 1
- 125000000842 isoxazolyl group Chemical group 0.000 description 1
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 229960004125 ketoconazole Drugs 0.000 description 1
- 201000010982 kidney cancer Diseases 0.000 description 1
- 229940054136 kineret Drugs 0.000 description 1
- 235000015095 lager Nutrition 0.000 description 1
- 229960001627 lamivudine Drugs 0.000 description 1
- JTEGQNOMFQHVDC-NKWVEPMBSA-N lamivudine Chemical compound O=C1N=C(N)C=CN1[C@H]1O[C@@H](CO)SC1 JTEGQNOMFQHVDC-NKWVEPMBSA-N 0.000 description 1
- GKWPCEFFIHSJOE-UHFFFAOYSA-N laquinimod Chemical compound OC=1C2=C(Cl)C=CC=C2N(C)C(=O)C=1C(=O)N(CC)C1=CC=CC=C1 GKWPCEFFIHSJOE-UHFFFAOYSA-N 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 229940115286 lentinan Drugs 0.000 description 1
- 230000021633 leukocyte mediated immunity Effects 0.000 description 1
- 208000002741 leukoplakia Diseases 0.000 description 1
- 229960004393 lidocaine hydrochloride Drugs 0.000 description 1
- YECIFGHRMFEPJK-UHFFFAOYSA-N lidocaine hydrochloride monohydrate Chemical compound O.[Cl-].CC[NH+](CC)CC(=O)NC1=C(C)C=CC=C1C YECIFGHRMFEPJK-UHFFFAOYSA-N 0.000 description 1
- 229960002397 linagliptin Drugs 0.000 description 1
- 239000008297 liquid dosage form Substances 0.000 description 1
- 239000006194 liquid suspension Substances 0.000 description 1
- 229960002701 liraglutide Drugs 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 208000019423 liver disease Diseases 0.000 description 1
- DHMTURDWPRKSOA-RUZDIDTESA-N lonafarnib Chemical compound C1CN(C(=O)N)CCC1CC(=O)N1CCC([C@@H]2C3=C(Br)C=C(Cl)C=C3CCC3=CC(Br)=CN=C32)CC1 DHMTURDWPRKSOA-RUZDIDTESA-N 0.000 description 1
- PGYPOBZJRVSMDS-UHFFFAOYSA-N loperamide hydrochloride Chemical compound Cl.C=1C=CC=CC=1C(C=1C=CC=CC=1)(C(=O)N(C)C)CCN(CC1)CCC1(O)C1=CC=C(Cl)C=C1 PGYPOBZJRVSMDS-UHFFFAOYSA-N 0.000 description 1
- 229960002983 loperamide hydrochloride Drugs 0.000 description 1
- YROQEQPFUCPDCP-UHFFFAOYSA-N losoxantrone Chemical compound OCCNCCN1N=C2C3=CC=CC(O)=C3C(=O)C3=C2C1=CC=C3NCCNCCO YROQEQPFUCPDCP-UHFFFAOYSA-N 0.000 description 1
- 229950008745 losoxantrone Drugs 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229960000994 lumiracoxib Drugs 0.000 description 1
- KHPKQFYUPIUARC-UHFFFAOYSA-N lumiracoxib Chemical compound OC(=O)CC1=CC(C)=CC=C1NC1=C(F)C=CC=C1Cl KHPKQFYUPIUARC-UHFFFAOYSA-N 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- RVFGKBWWUQOIOU-NDEPHWFRSA-N lurtotecan Chemical compound O=C([C@]1(O)CC)OCC(C(N2CC3=4)=O)=C1C=C2C3=NC1=CC=2OCCOC=2C=C1C=4CN1CCN(C)CC1 RVFGKBWWUQOIOU-NDEPHWFRSA-N 0.000 description 1
- 229950002654 lurtotecan Drugs 0.000 description 1
- 210000002751 lymph Anatomy 0.000 description 1
- 229960003646 lysine Drugs 0.000 description 1
- 125000003588 lysine group Chemical group [H]N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 description 1
- 229940124302 mTOR inhibitor Drugs 0.000 description 1
- 201000000564 macroglobulinemia Diseases 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910000386 magnesium trisilicate Inorganic materials 0.000 description 1
- 235000019793 magnesium trisilicate Nutrition 0.000 description 1
- 229940099273 magnesium trisilicate Drugs 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 201000004792 malaria Diseases 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 239000003628 mammalian target of rapamycin inhibitor Substances 0.000 description 1
- 229960002510 mandelic acid Drugs 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- MQXVYODZCMMZEM-ZYUZMQFOSA-N mannomustine Chemical compound ClCCNC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CNCCCl MQXVYODZCMMZEM-ZYUZMQFOSA-N 0.000 description 1
- 229950008612 mannomustine Drugs 0.000 description 1
- GSNHKUDZZFZSJB-QYOOZWMWSA-N maraviroc Chemical compound CC(C)C1=NN=C(C)N1[C@@H]1C[C@H](N2CC[C@H](NC(=O)C3CCC(F)(F)CC3)C=3C=CC=CC=3)CC[C@H]2C1 GSNHKUDZZFZSJB-QYOOZWMWSA-N 0.000 description 1
- 229960004710 maraviroc Drugs 0.000 description 1
- 229940099262 marinol Drugs 0.000 description 1
- 229950002736 marizomib Drugs 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229960002985 medroxyprogesterone acetate Drugs 0.000 description 1
- HYYBABOKPJLUIN-UHFFFAOYSA-N mefenamic acid Chemical compound CC1=CC=CC(NC=2C(=CC=CC=2)C(O)=O)=C1C HYYBABOKPJLUIN-UHFFFAOYSA-N 0.000 description 1
- 229960003464 mefenamic acid Drugs 0.000 description 1
- RQZAXGRLVPAYTJ-GQFGMJRRSA-N megestrol acetate Chemical compound C1=C(C)C2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(C)=O)(OC(=O)C)[C@@]1(C)CC2 RQZAXGRLVPAYTJ-GQFGMJRRSA-N 0.000 description 1
- 229960004296 megestrol acetate Drugs 0.000 description 1
- 230000021121 meiosis Effects 0.000 description 1
- 229960001924 melphalan Drugs 0.000 description 1
- SGDBTWWWUNNDEQ-LBPRGKRZSA-N melphalan Chemical compound OC(=O)[C@@H](N)CC1=CC=C(N(CCCl)CCCl)C=C1 SGDBTWWWUNNDEQ-LBPRGKRZSA-N 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 201000008350 membranous glomerulonephritis Diseases 0.000 description 1
- 230000002175 menstrual effect Effects 0.000 description 1
- 229960000901 mepacrine Drugs 0.000 description 1
- 229940051129 meperidine hydrochloride Drugs 0.000 description 1
- 229950009246 mepitiostane Drugs 0.000 description 1
- 229960005108 mepolizumab Drugs 0.000 description 1
- 208000030159 metabolic disease Diseases 0.000 description 1
- 230000029052 metamorphosis Effects 0.000 description 1
- XZWYZXLIPXDOLR-UHFFFAOYSA-N metformin Chemical compound CN(C)C(=N)NC(N)=N XZWYZXLIPXDOLR-UHFFFAOYSA-N 0.000 description 1
- 229960003105 metformin Drugs 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- QRMNENFZDDYDEF-GOSISDBHSA-N methyl (8s)-8-(bromomethyl)-2-methyl-4-(4-methylpiperazine-1-carbonyl)oxy-6-(5,6,7-trimethoxy-1h-indole-2-carbonyl)-7,8-dihydro-3h-pyrrolo[3,2-e]indole-1-carboxylate Chemical compound C1([C@H](CBr)CN(C1=C1)C(=O)C=2NC3=C(OC)C(OC)=C(OC)C=C3C=2)=C2C(C(=O)OC)=C(C)NC2=C1OC(=O)N1CCN(C)CC1 QRMNENFZDDYDEF-GOSISDBHSA-N 0.000 description 1
- OJLOPKGSLYJEMD-URPKTTJQSA-N methyl 7-[(1r,2r,3r)-3-hydroxy-2-[(1e)-4-hydroxy-4-methyloct-1-en-1-yl]-5-oxocyclopentyl]heptanoate Chemical compound CCCCC(C)(O)C\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC OJLOPKGSLYJEMD-URPKTTJQSA-N 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 230000011987 methylation Effects 0.000 description 1
- 238000007069 methylation reaction Methods 0.000 description 1
- PLBHSZGDDKCEHR-LFYFAGGJSA-N methylprednisolone acetate Chemical compound C([C@@]12C)=CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C)[C@@](O)(C(=O)COC(C)=O)CC[C@H]21 PLBHSZGDDKCEHR-LFYFAGGJSA-N 0.000 description 1
- 229960001293 methylprednisolone acetate Drugs 0.000 description 1
- 229950009831 methylprednisolone succinate Drugs 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 229960002853 midazolam hydrochloride Drugs 0.000 description 1
- PLYSCVSCYOQVRP-UHFFFAOYSA-N midazolam hydrochloride Chemical compound Cl.C12=CC(Cl)=CC=C2N2C(C)=NC=C2CN=C1C1=CC=CC=C1F PLYSCVSCYOQVRP-UHFFFAOYSA-N 0.000 description 1
- 229960001110 miglitol Drugs 0.000 description 1
- 206010027599 migraine Diseases 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- DYKFCLLONBREIL-KVUCHLLUSA-N minocycline Chemical compound C([C@H]1C2)C3=C(N(C)C)C=CC(O)=C3C(=O)C1=C(O)[C@@]1(O)[C@@H]2[C@H](N(C)C)C(O)=C(C(N)=O)C1=O DYKFCLLONBREIL-KVUCHLLUSA-N 0.000 description 1
- 229960004023 minocycline Drugs 0.000 description 1
- 229960005249 misoprostol Drugs 0.000 description 1
- CFCUWKMKBJTWLW-BKHRDMLASA-N mithramycin Chemical compound O([C@@H]1C[C@@H](O[C@H](C)[C@H]1O)OC=1C=C2C=C3C[C@H]([C@@H](C(=O)C3=C(O)C2=C(O)C=1C)O[C@@H]1O[C@H](C)[C@@H](O)[C@H](O[C@@H]2O[C@H](C)[C@H](O)[C@H](O[C@@H]3O[C@H](C)[C@@H](O)[C@@](C)(O)C3)C2)C1)[C@H](OC)C(=O)[C@@H](O)[C@@H](C)O)[C@H]1C[C@@H](O)[C@H](O)[C@@H](C)O1 CFCUWKMKBJTWLW-BKHRDMLASA-N 0.000 description 1
- 229960005485 mitobronitol Drugs 0.000 description 1
- 230000011278 mitosis Effects 0.000 description 1
- ZAHQPTJLOCWVPG-UHFFFAOYSA-N mitoxantrone dihydrochloride Chemical compound Cl.Cl.O=C1C2=C(O)C=CC(O)=C2C(=O)C2=C1C(NCCNCCO)=CC=C2NCCNCCO ZAHQPTJLOCWVPG-UHFFFAOYSA-N 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- VOWOEBADKMXUBU-UHFFFAOYSA-J molecular oxygen;tetrachlorite;hydrate Chemical compound O.O=O.[O-]Cl=O.[O-]Cl=O.[O-]Cl=O.[O-]Cl=O VOWOEBADKMXUBU-UHFFFAOYSA-J 0.000 description 1
- 229960001664 mometasone Drugs 0.000 description 1
- 239000002899 monoamine oxidase inhibitor Substances 0.000 description 1
- CQDGTJPVBWZJAZ-UHFFFAOYSA-N monoethyl carbonate Chemical compound CCOC(O)=O CQDGTJPVBWZJAZ-UHFFFAOYSA-N 0.000 description 1
- HDZGCSFEDULWCS-UHFFFAOYSA-N monomethylhydrazine Chemical compound CNN HDZGCSFEDULWCS-UHFFFAOYSA-N 0.000 description 1
- 229960004715 morphine sulfate Drugs 0.000 description 1
- GRVOTVYEFDAHCL-RTSZDRIGSA-N morphine sulfate pentahydrate Chemical compound O.O.O.O.O.OS(O)(=O)=O.O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O.O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O GRVOTVYEFDAHCL-RTSZDRIGSA-N 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 125000002757 morpholinyl group Chemical group 0.000 description 1
- 229960001521 motavizumab Drugs 0.000 description 1
- FABPRXSRWADJSP-MEDUHNTESA-N moxifloxacin Chemical compound COC1=C(N2C[C@H]3NCCC[C@H]3C2)C(F)=CC(C(C(C(O)=O)=C2)=O)=C1N2C1CC1 FABPRXSRWADJSP-MEDUHNTESA-N 0.000 description 1
- ZTFBIUXIQYRUNT-MDWZMJQESA-N mubritinib Chemical compound C1=CC(C(F)(F)F)=CC=C1\C=C\C1=NC(COC=2C=CC(CCCCN3N=NC=C3)=CC=2)=CO1 ZTFBIUXIQYRUNT-MDWZMJQESA-N 0.000 description 1
- 235000010460 mustard Nutrition 0.000 description 1
- 208000027531 mycobacterial infectious disease Diseases 0.000 description 1
- 229960004866 mycophenolate mofetil Drugs 0.000 description 1
- 229960000951 mycophenolic acid Drugs 0.000 description 1
- ZKKVUIPXPPDIRD-UHFFFAOYSA-N n-(3-chlorophenyl)quinazolin-4-amine Chemical compound ClC1=CC=CC(NC=2C3=CC=CC=C3N=CN=2)=C1 ZKKVUIPXPPDIRD-UHFFFAOYSA-N 0.000 description 1
- YCKACRNXVWJWBX-UHFFFAOYSA-N n-phenyl-7h-pyrrolo[2,3-d]pyrimidin-4-amine Chemical compound N=1C=NC=2NC=CC=2C=1NC1=CC=CC=C1 YCKACRNXVWJWBX-UHFFFAOYSA-N 0.000 description 1
- 229960004270 nabumetone Drugs 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- IXOXBSCIXZEQEQ-UHTZMRCNSA-N nelarabine Chemical compound C1=NC=2C(OC)=NC(N)=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O IXOXBSCIXZEQEQ-UHTZMRCNSA-N 0.000 description 1
- 229960000801 nelarabine Drugs 0.000 description 1
- 230000009251 neurologic dysfunction Effects 0.000 description 1
- 208000015015 neurological dysfunction Diseases 0.000 description 1
- 239000003900 neurotrophic factor Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229960000689 nevirapine Drugs 0.000 description 1
- 229950010203 nimotuzumab Drugs 0.000 description 1
- 229960001420 nimustine Drugs 0.000 description 1
- VFEDRRNHLBGPNN-UHFFFAOYSA-N nimustine Chemical compound CC1=NC=C(CNC(=O)N(CCCl)N=O)C(N)=N1 VFEDRRNHLBGPNN-UHFFFAOYSA-N 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- OSTGTTZJOCZWJG-UHFFFAOYSA-N nitrosourea Chemical compound NC(=O)N=NO OSTGTTZJOCZWJG-UHFFFAOYSA-N 0.000 description 1
- KGTDRFCXGRULNK-JYOBTZKQSA-N nogalamycin Chemical compound CO[C@@H]1[C@@](OC)(C)[C@@H](OC)[C@H](C)O[C@H]1O[C@@H]1C2=C(O)C(C(=O)C3=C(O)C=C4[C@@]5(C)O[C@H]([C@H]([C@@H]([C@H]5O)N(C)C)O)OC4=C3C3=O)=C3C=C2[C@@H](C(=O)OC)[C@@](C)(O)C1 KGTDRFCXGRULNK-JYOBTZKQSA-N 0.000 description 1
- 229950009266 nogalamycin Drugs 0.000 description 1
- 229940085033 nolvadex Drugs 0.000 description 1
- 231100000344 non-irritating Toxicity 0.000 description 1
- 102000037979 non-receptor tyrosine kinases Human genes 0.000 description 1
- 108091008046 non-receptor tyrosine kinases Proteins 0.000 description 1
- 239000012740 non-selective inhibitor Substances 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UMRZSTCPUPJPOJ-KNVOCYPGSA-N norbornane Chemical compound C1C[C@H]2CC[C@@H]1C2 UMRZSTCPUPJPOJ-KNVOCYPGSA-N 0.000 description 1
- 108020004707 nucleic acids Proteins 0.000 description 1
- 102000039446 nucleic acids Human genes 0.000 description 1
- 150000007523 nucleic acids Chemical class 0.000 description 1
- 210000001623 nucleosome Anatomy 0.000 description 1
- 210000004940 nucleus Anatomy 0.000 description 1
- 229950005751 ocrelizumab Drugs 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- KVWDHTXUZHCGIO-UHFFFAOYSA-N olanzapine Chemical compound C1CN(C)CCN1C1=NC2=CC=CC=C2NC2=C1C=C(C)S2 KVWDHTXUZHCGIO-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 229960000470 omalizumab Drugs 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229940035567 orencia Drugs 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 210000001672 ovary Anatomy 0.000 description 1
- 125000001715 oxadiazolyl group Chemical group 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 229960002739 oxaprozin Drugs 0.000 description 1
- OFPXSFXSNFPTHF-UHFFFAOYSA-N oxaprozin Chemical compound O1C(CCC(=O)O)=NC(C=2C=CC=CC=2)=C1C1=CC=CC=C1 OFPXSFXSNFPTHF-UHFFFAOYSA-N 0.000 description 1
- 125000005961 oxazepanyl group Chemical group 0.000 description 1
- 125000004287 oxazol-2-yl group Chemical group [H]C1=C([H])N=C(*)O1 0.000 description 1
- 125000000160 oxazolidinyl group Chemical group 0.000 description 1
- 125000003566 oxetanyl group Chemical group 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229960002085 oxycodone Drugs 0.000 description 1
- MUZQPDBAOYKNLO-RKXJKUSZSA-N oxycodone hydrochloride Chemical compound [H+].[Cl-].O=C([C@@H]1O2)CC[C@@]3(O)[C@H]4CC5=CC=C(OC)C2=C5[C@@]13CCN4C MUZQPDBAOYKNLO-RKXJKUSZSA-N 0.000 description 1
- 229950007318 ozogamicin Drugs 0.000 description 1
- 229960000402 palivizumab Drugs 0.000 description 1
- WLJNZVDCPSBLRP-UHFFFAOYSA-N pamoic acid Chemical compound C1=CC=C2C(CC=3C4=CC=CC=C4C=C(C=3O)C(=O)O)=C(O)C(C(O)=O)=CC2=C1 WLJNZVDCPSBLRP-UHFFFAOYSA-N 0.000 description 1
- 210000000496 pancreas Anatomy 0.000 description 1
- 229960005184 panobinostat Drugs 0.000 description 1
- FPOHNWQLNRZRFC-ZHACJKMWSA-N panobinostat Chemical compound CC=1NC2=CC=CC=C2C=1CCNCC1=CC=C(\C=C\C(=O)NO)C=C1 FPOHNWQLNRZRFC-ZHACJKMWSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 230000036281 parasite infection Effects 0.000 description 1
- 229960004662 parecoxib Drugs 0.000 description 1
- TZRHLKRLEZJVIJ-UHFFFAOYSA-N parecoxib Chemical compound C1=CC(S(=O)(=O)NC(=O)CC)=CC=C1C1=C(C)ON=C1C1=CC=CC=C1 TZRHLKRLEZJVIJ-UHFFFAOYSA-N 0.000 description 1
- 229960000987 paricalcitol Drugs 0.000 description 1
- BPKAHTKRCLCHEA-UBFJEZKGSA-N paricalcitol Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@@H](\C=C\[C@H](C)C(C)(C)O)C)=C\C=C1C[C@@H](O)C[C@H](O)C1 BPKAHTKRCLCHEA-UBFJEZKGSA-N 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 230000007170 pathology Effects 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 229960001218 pegademase Drugs 0.000 description 1
- 108010027841 pegademase bovine Proteins 0.000 description 1
- 229960001639 penicillamine Drugs 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000137 peptide hydrolase inhibitor Substances 0.000 description 1
- 238000013146 percutaneous coronary intervention Methods 0.000 description 1
- YEHCICAEULNIGD-MZMPZRCHSA-N pergolide Chemical compound C1=CC([C@H]2C[C@@H](CSC)CN([C@@H]2C2)CCC)=C3C2=CNC3=C1 YEHCICAEULNIGD-MZMPZRCHSA-N 0.000 description 1
- 229960004851 pergolide Drugs 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 229950003203 pexelizumab Drugs 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- FVZVCSNXTFCBQU-UHFFFAOYSA-N phosphanyl Chemical group [PH2] FVZVCSNXTFCBQU-UHFFFAOYSA-N 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 230000026731 phosphorylation Effects 0.000 description 1
- 238000006366 phosphorylation reaction Methods 0.000 description 1
- 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 229960001221 pirarubicin Drugs 0.000 description 1
- QYSPLQLAKJAUJT-UHFFFAOYSA-N piroxicam Chemical compound OC=1C2=CC=CC=C2S(=O)(=O)N(C)C=1C(=O)NC1=CC=CC=N1 QYSPLQLAKJAUJT-UHFFFAOYSA-N 0.000 description 1
- 229960003171 plicamycin Drugs 0.000 description 1
- 229940068582 podophyllin Drugs 0.000 description 1
- 239000002745 poly(ortho ester) Substances 0.000 description 1
- 229920000768 polyamine Chemical class 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 150000004804 polysaccharides Chemical class 0.000 description 1
- 229960004293 porfimer sodium Drugs 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000004302 potassium sorbate Substances 0.000 description 1
- 235000010241 potassium sorbate Nutrition 0.000 description 1
- 229940069338 potassium sorbate Drugs 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- FASDKYOPVNHBLU-ZETCQYMHSA-N pramipexole Chemical compound C1[C@@H](NCCC)CCC2=C1SC(N)=N2 FASDKYOPVNHBLU-ZETCQYMHSA-N 0.000 description 1
- DQKXQSGTHWVTAD-UHFFFAOYSA-N pramocaine Chemical compound C1=CC(OCCCC)=CC=C1OCCCN1CCOCC1 DQKXQSGTHWVTAD-UHFFFAOYSA-N 0.000 description 1
- 229960001896 pramocaine Drugs 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 229960004694 prednimustine Drugs 0.000 description 1
- 229960002943 prednisolone sodium phosphate Drugs 0.000 description 1
- VJZLQIPZNBPASX-OJJGEMKLSA-L prednisolone sodium phosphate Chemical compound [Na+].[Na+].O=C1C=C[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)COP([O-])([O-])=O)[C@@H]4[C@@H]3CCC2=C1 VJZLQIPZNBPASX-OJJGEMKLSA-L 0.000 description 1
- 229940063238 premarin Drugs 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 230000037452 priming Effects 0.000 description 1
- 230000000861 pro-apoptotic effect Effects 0.000 description 1
- MFDFERRIHVXMIY-UHFFFAOYSA-N procaine Chemical compound CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 MFDFERRIHVXMIY-UHFFFAOYSA-N 0.000 description 1
- 229960004919 procaine Drugs 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- HGVVOUNEGQIPMS-UHFFFAOYSA-N procyanidin Chemical compound O1C2=CC(O)=CC(O)=C2C(O)C(O)C1(C=1C=C(O)C(O)=CC=1)OC1CC2=C(O)C=C(O)C=C2OC1C1=CC=C(O)C(O)=C1 HGVVOUNEGQIPMS-UHFFFAOYSA-N 0.000 description 1
- 229920002414 procyanidin Polymers 0.000 description 1
- 230000002062 proliferating effect Effects 0.000 description 1
- XXPDBLUZJRXNNZ-UHFFFAOYSA-N promethazine hydrochloride Chemical compound Cl.C1=CC=C2N(CC(C)N(C)C)C3=CC=CC=C3SC2=C1 XXPDBLUZJRXNNZ-UHFFFAOYSA-N 0.000 description 1
- 229960002244 promethazine hydrochloride Drugs 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 150000005599 propionic acid derivatives Chemical class 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 210000002307 prostate Anatomy 0.000 description 1
- 229950008679 protamine sulfate Drugs 0.000 description 1
- 235000004252 protein component Nutrition 0.000 description 1
- 239000003909 protein kinase inhibitor Substances 0.000 description 1
- 230000004850 protein–protein interaction Effects 0.000 description 1
- WOLQREOUPKZMEX-UHFFFAOYSA-N pteroyltriglutamic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)NC(CCC(=O)NC(CCC(=O)NC(CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)C=C1 WOLQREOUPKZMEX-UHFFFAOYSA-N 0.000 description 1
- 230000006825 purine synthesis Effects 0.000 description 1
- 150000003212 purines Chemical class 0.000 description 1
- 229950010131 puromycin Drugs 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000002755 pyrazolinyl group Chemical group 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- ILVXOBCQQYKLDS-UHFFFAOYSA-N pyridine N-oxide Chemical compound [O-][N+]1=CC=CC=C1 ILVXOBCQQYKLDS-UHFFFAOYSA-N 0.000 description 1
- BWESROVQGZSBRX-UHFFFAOYSA-N pyrido[3,2-d]pyrimidine Chemical compound C1=NC=NC2=CC=CN=C21 BWESROVQGZSBRX-UHFFFAOYSA-N 0.000 description 1
- JOZPEVMCAKXSEY-UHFFFAOYSA-N pyrimido[5,4-d]pyrimidine Chemical compound N1=CN=CC2=NC=NC=C21 JOZPEVMCAKXSEY-UHFFFAOYSA-N 0.000 description 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 229960001285 quercetin Drugs 0.000 description 1
- 235000005875 quercetin Nutrition 0.000 description 1
- GPKJTRJOBQGKQK-UHFFFAOYSA-N quinacrine Chemical compound C1=C(OC)C=C2C(NC(C)CCCN(CC)CC)=C(C=CC(Cl)=C3)C3=NC2=C1 GPKJTRJOBQGKQK-UHFFFAOYSA-N 0.000 description 1
- DRYRBWIFRVMRPV-UHFFFAOYSA-N quinazolin-4-amine Chemical compound C1=CC=C2C(N)=NC=NC2=C1 DRYRBWIFRVMRPV-UHFFFAOYSA-N 0.000 description 1
- JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 description 1
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 125000005493 quinolyl group Chemical group 0.000 description 1
- XSCHRSMBECNVNS-UHFFFAOYSA-N quinoxaline Chemical compound N1=CC=NC2=CC=CC=C21 XSCHRSMBECNVNS-UHFFFAOYSA-N 0.000 description 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- WYZWZEOGROVVHK-GTMNPGAYSA-N radicicol Chemical compound C/1=C/C=C/C(=O)CC2=C(Cl)C(O)=CC(O)=C2C(=O)O[C@H](C)C[C@H]2O[C@@H]2\1 WYZWZEOGROVVHK-GTMNPGAYSA-N 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 238000001959 radiotherapy Methods 0.000 description 1
- CZFFBEXEKNGXKS-UHFFFAOYSA-N raltegravir Chemical compound O1C(C)=NN=C1C(=O)NC(C)(C)C1=NC(C(=O)NCC=2C=CC(F)=CC=2)=C(O)C(=O)N1C CZFFBEXEKNGXKS-UHFFFAOYSA-N 0.000 description 1
- 229960004742 raltegravir Drugs 0.000 description 1
- 229960003876 ranibizumab Drugs 0.000 description 1
- 229940099538 rapamune Drugs 0.000 description 1
- BMKDZUISNHGIBY-UHFFFAOYSA-N razoxane Chemical compound C1C(=O)NC(=O)CN1C(C)CN1CC(=O)NC(=O)C1 BMKDZUISNHGIBY-UHFFFAOYSA-N 0.000 description 1
- 229960000460 razoxane Drugs 0.000 description 1
- 208000002574 reactive arthritis Diseases 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 229940044601 receptor agonist Drugs 0.000 description 1
- 239000000018 receptor agonist Substances 0.000 description 1
- 229940044551 receptor antagonist Drugs 0.000 description 1
- 239000002464 receptor antagonist Substances 0.000 description 1
- 229940124617 receptor tyrosine kinase inhibitor Drugs 0.000 description 1
- 102000027426 receptor tyrosine kinases Human genes 0.000 description 1
- 108091008598 receptor tyrosine kinases Proteins 0.000 description 1
- 210000000664 rectum Anatomy 0.000 description 1
- 230000008844 regulatory mechanism Effects 0.000 description 1
- 229940116176 remicade Drugs 0.000 description 1
- 208000015347 renal cell adenocarcinoma Diseases 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000004043 responsiveness Effects 0.000 description 1
- 229940016667 resveratrol Drugs 0.000 description 1
- 235000021283 resveratrol Nutrition 0.000 description 1
- 150000004492 retinoid derivatives Chemical class 0.000 description 1
- 108091092562 ribozyme Proteins 0.000 description 1
- 229960002814 rilpivirine Drugs 0.000 description 1
- YIBOMRUWOWDFLG-ONEGZZNKSA-N rilpivirine Chemical compound CC1=CC(\C=C\C#N)=CC(C)=C1NC1=CC=NC(NC=2C=CC(=CC=2)C#N)=N1 YIBOMRUWOWDFLG-ONEGZZNKSA-N 0.000 description 1
- 229960001534 risperidone Drugs 0.000 description 1
- RAPZEAPATHNIPO-UHFFFAOYSA-N risperidone Chemical compound FC1=CC=C2C(C3CCN(CC3)CCC=3C(=O)N4CCCCC4=NC=3C)=NOC2=C1 RAPZEAPATHNIPO-UHFFFAOYSA-N 0.000 description 1
- 229960000311 ritonavir Drugs 0.000 description 1
- NCDNCNXCDXHOMX-XGKFQTDJSA-N ritonavir Chemical compound N([C@@H](C(C)C)C(=O)N[C@H](C[C@H](O)[C@H](CC=1C=CC=CC=1)NC(=O)OCC=1SC=NC=1)CC=1C=CC=CC=1)C(=O)N(C)CC1=CSC(C(C)C)=N1 NCDNCNXCDXHOMX-XGKFQTDJSA-N 0.000 description 1
- 229950004892 rodorubicin Drugs 0.000 description 1
- 229950010316 rontalizumab Drugs 0.000 description 1
- 229960004586 rosiglitazone Drugs 0.000 description 1
- VHXNKPBCCMUMSW-FQEVSTJZSA-N rubitecan Chemical compound C1=CC([N+]([O-])=O)=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 VHXNKPBCCMUMSW-FQEVSTJZSA-N 0.000 description 1
- HNMATTJJEPZZMM-BPKVFSPJSA-N s-[(2r,3s,4s,6s)-6-[[(2r,3s,4s,5r,6r)-5-[(2s,4s,5s)-5-[acetyl(ethyl)amino]-4-methoxyoxan-2-yl]oxy-6-[[(2s,5z,9r,13e)-13-[2-[[4-[(2e)-2-[1-[4-(4-amino-4-oxobutoxy)phenyl]ethylidene]hydrazinyl]-2-methyl-4-oxobutan-2-yl]disulfanyl]ethylidene]-9-hydroxy-12-(m Chemical compound C1[C@H](OC)[C@@H](N(CC)C(C)=O)CO[C@H]1O[C@H]1[C@H](O[C@@H]2C\3=C(NC(=O)OC)C(=O)C[C@@](C/3=C/CSSC(C)(C)CC(=O)N\N=C(/C)C=3C=CC(OCCCC(N)=O)=CC=3)(O)C#C\C=C/C#C2)O[C@H](C)[C@@H](NO[C@@H]2O[C@H](C)[C@@H](SC(=O)C=3C(=C(OC)C(O[C@H]4[C@@H]([C@H](OC)[C@@H](O)[C@H](C)O4)O)=C(I)C=3C)OC)[C@@H](O)C2)[C@@H]1O HNMATTJJEPZZMM-BPKVFSPJSA-N 0.000 description 1
- NGWSFRIPKNWYAO-SHTIJGAHSA-N salinosporamide A Chemical compound C([C@@H]1[C@H](O)[C@]23C(=O)O[C@]2([C@H](C(=O)N3)CCCl)C)CCC=C1 NGWSFRIPKNWYAO-SHTIJGAHSA-N 0.000 description 1
- NGWSFRIPKNWYAO-UHFFFAOYSA-N salinosporamide A Natural products N1C(=O)C(CCCl)C2(C)OC(=O)C21C(O)C1CCCC=C1 NGWSFRIPKNWYAO-UHFFFAOYSA-N 0.000 description 1
- 229960000953 salsalate Drugs 0.000 description 1
- 229960001852 saquinavir Drugs 0.000 description 1
- QWAXKHKRTORLEM-UGJKXSETSA-N saquinavir Chemical compound C([C@@H]([C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)C=1N=C2C=CC=CC2=CC=1)C1=CC=CC=C1 QWAXKHKRTORLEM-UGJKXSETSA-N 0.000 description 1
- QGJUIPDUBHWZPV-SGTAVMJGSA-N saxagliptin Chemical compound C1C(C2)CC(C3)CC2(O)CC13[C@H](N)C(=O)N1[C@H](C#N)C[C@@H]2C[C@@H]21 QGJUIPDUBHWZPV-SGTAVMJGSA-N 0.000 description 1
- 229960004937 saxagliptin Drugs 0.000 description 1
- 108010033693 saxagliptin Proteins 0.000 description 1
- 201000000980 schizophrenia Diseases 0.000 description 1
- 201000008407 sebaceous adenocarcinoma Diseases 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 230000003248 secreting effect Effects 0.000 description 1
- 239000000333 selective estrogen receptor modulator Substances 0.000 description 1
- WUWDLXZGHZSWQZ-WQLSENKSSA-N semaxanib Chemical compound N1C(C)=CC(C)=C1\C=C/1C2=CC=CC=C2NC\1=O WUWDLXZGHZSWQZ-WQLSENKSSA-N 0.000 description 1
- 208000013223 septicemia Diseases 0.000 description 1
- 229940035004 seroquel Drugs 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 229950008684 sibrotuzumab Drugs 0.000 description 1
- 230000007781 signaling event Effects 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229940068638 simponi Drugs 0.000 description 1
- 238000009097 single-agent therapy Methods 0.000 description 1
- 229950003804 siplizumab Drugs 0.000 description 1
- MFFMDFFZMYYVKS-SECBINFHSA-N sitagliptin Chemical compound C([C@H](CC(=O)N1CC=2N(C(=NN=2)C(F)(F)F)CC1)N)C1=CC(F)=C(F)C=C1F MFFMDFFZMYYVKS-SECBINFHSA-N 0.000 description 1
- 229960004034 sitagliptin Drugs 0.000 description 1
- 210000003491 skin Anatomy 0.000 description 1
- 210000000813 small intestine Anatomy 0.000 description 1
- 229910001467 sodium calcium phosphate Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 229960003787 sorafenib Drugs 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- VIDRYROWYFWGSY-UHFFFAOYSA-N sotalol hydrochloride Chemical compound Cl.CC(C)NCC(O)C1=CC=C(NS(C)(=O)=O)C=C1 VIDRYROWYFWGSY-UHFFFAOYSA-N 0.000 description 1
- OAVGBZOFDPFGPJ-UHFFFAOYSA-N sotrastaurin Chemical compound C1CN(C)CCN1C1=NC(C=2C(NC(=O)C=2C=2C3=CC=CC=C3NC=2)=O)=C(C=CC=C2)C2=N1 OAVGBZOFDPFGPJ-UHFFFAOYSA-N 0.000 description 1
- 241000894007 species Species 0.000 description 1
- FYGUBWKMMCWIKB-UHFFFAOYSA-N spiro[2.3]hexane Chemical compound C1CC11CCC1 FYGUBWKMMCWIKB-UHFFFAOYSA-N 0.000 description 1
- HEMCGZPSGYRIOL-UHFFFAOYSA-N spiro[2.4]heptane Chemical compound C1CC11CCCC1 HEMCGZPSGYRIOL-UHFFFAOYSA-N 0.000 description 1
- FOEYMRPOKBCNCR-UHFFFAOYSA-N spiro[2.5]octane Chemical compound C1CC11CCCCC1 FOEYMRPOKBCNCR-UHFFFAOYSA-N 0.000 description 1
- CTDQAGUNKPRERK-UHFFFAOYSA-N spirodecane Chemical compound C1CCCC21CCCCC2 CTDQAGUNKPRERK-UHFFFAOYSA-N 0.000 description 1
- 229950006315 spirogermanium Drugs 0.000 description 1
- ICXJVZHDZFXYQC-UHFFFAOYSA-N spongistatin 1 Natural products OC1C(O2)(O)CC(O)C(C)C2CCCC=CC(O2)CC(O)CC2(O2)CC(OC)CC2CC(=O)C(C)C(OC(C)=O)C(C)C(=C)CC(O2)CC(C)(O)CC2(O2)CC(OC(C)=O)CC2CC(=O)OC2C(O)C(CC(=C)CC(O)C=CC(Cl)=C)OC1C2C ICXJVZHDZFXYQC-UHFFFAOYSA-N 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229960001203 stavudine Drugs 0.000 description 1
- 210000004500 stellate cell Anatomy 0.000 description 1
- 239000008223 sterile water Substances 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 229960001052 streptozocin Drugs 0.000 description 1
- ZSJLQEPLLKMAKR-GKHCUFPYSA-N streptozocin Chemical compound O=NN(C)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O ZSJLQEPLLKMAKR-GKHCUFPYSA-N 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 238000010254 subcutaneous injection Methods 0.000 description 1
- 239000007929 subcutaneous injection Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 229960000894 sulindac Drugs 0.000 description 1
- MLKXDPUZXIRXEP-MFOYZWKCSA-N sulindac Chemical compound CC1=C(CC(O)=O)C2=CC(F)=CC=C2\C1=C/C1=CC=C(S(C)=O)C=C1 MLKXDPUZXIRXEP-MFOYZWKCSA-N 0.000 description 1
- 230000010741 sumoylation Effects 0.000 description 1
- WINHZLLDWRZWRT-ATVHPVEESA-N sunitinib Chemical compound CCN(CC)CCNC(=O)C1=C(C)NC(\C=C/2C3=CC(F)=CC=C3NC\2=O)=C1C WINHZLLDWRZWRT-ATVHPVEESA-N 0.000 description 1
- 229960001796 sunitinib Drugs 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 208000034223 susceptibility to 2 systemic lupus erythematosus Diseases 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 239000007916 tablet composition Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229950004218 talizumab Drugs 0.000 description 1
- FQZYTYWMLGAPFJ-OQKDUQJOSA-N tamoxifen citrate Chemical compound [H+].[H+].[H+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.C=1C=CC=CC=1C(/CC)=C(C=1C=CC(OCCN(C)C)=CC=1)/C1=CC=CC=C1 FQZYTYWMLGAPFJ-OQKDUQJOSA-N 0.000 description 1
- 229960003454 tamoxifen citrate Drugs 0.000 description 1
- 239000011269 tar Substances 0.000 description 1
- 238000002626 targeted therapy Methods 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- WRGVLTAWMNZWGT-VQSPYGJZSA-N taspoglutide Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)NC(C)(C)C(=O)N[C@@H](CCCNC(N)=N)C(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)C(C)(C)NC(=O)[C@@H](N)CC=1NC=NC=1)[C@@H](C)O)[C@@H](C)O)C(C)C)C1=CC=CC=C1 WRGVLTAWMNZWGT-VQSPYGJZSA-N 0.000 description 1
- 108010048573 taspoglutide Proteins 0.000 description 1
- 229950007151 taspoglutide Drugs 0.000 description 1
- 229940063683 taxotere Drugs 0.000 description 1
- 229960000565 tazarotene Drugs 0.000 description 1
- 229950001788 tefibazumab Drugs 0.000 description 1
- 229960001674 tegafur Drugs 0.000 description 1
- WFWLQNSHRPWKFK-ZCFIWIBFSA-N tegafur Chemical compound O=C1NC(=O)C(F)=CN1[C@@H]1OCCC1 WFWLQNSHRPWKFK-ZCFIWIBFSA-N 0.000 description 1
- 229960004964 temozolomide Drugs 0.000 description 1
- 229960000235 temsirolimus Drugs 0.000 description 1
- 229960004556 tenofovir Drugs 0.000 description 1
- VCMJCVGFSROFHV-WZGZYPNHSA-N tenofovir disoproxil fumarate Chemical compound OC(=O)\C=C\C(O)=O.N1=CN=C2N(C[C@@H](C)OCP(=O)(OCOC(=O)OC(C)C)OCOC(=O)OC(C)C)C=NC2=C1N VCMJCVGFSROFHV-WZGZYPNHSA-N 0.000 description 1
- 229960000331 teriflunomide Drugs 0.000 description 1
- UTNUDOFZCWSZMS-YFHOEESVSA-N teriflunomide Chemical compound C\C(O)=C(/C#N)C(=O)NC1=CC=C(C(F)(F)F)C=C1 UTNUDOFZCWSZMS-YFHOEESVSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 125000001935 tetracenyl group Chemical group C1(=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C12)* 0.000 description 1
- 229960004989 tetracycline hydrochloride Drugs 0.000 description 1
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
- 125000003039 tetrahydroisoquinolinyl group Chemical group C1(NCCC2=CC=CC=C12)* 0.000 description 1
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- 125000000147 tetrahydroquinolinyl group Chemical group N1(CCCC2=CC=CC=C12)* 0.000 description 1
- 125000005958 tetrahydrothienyl group Chemical group 0.000 description 1
- 125000004632 tetrahydrothiopyranyl group Chemical group S1C(CCCC1)* 0.000 description 1
- 125000005247 tetrazinyl group Chemical group N1=NN=NC(=C1)* 0.000 description 1
- 229960004559 theobromine Drugs 0.000 description 1
- 229960004674 theophylline anhydrous Drugs 0.000 description 1
- 125000004525 thiadiazinyl group Chemical group S1NN=C(C=C1)* 0.000 description 1
- 125000005307 thiatriazolyl group Chemical group S1N=NN=C1* 0.000 description 1
- 125000005308 thiazepinyl group Chemical group S1N=C(C=CC=C1)* 0.000 description 1
- 239000003451 thiazide diuretic agent Substances 0.000 description 1
- 125000004305 thiazinyl group Chemical group S1NC(=CC=C1)* 0.000 description 1
- 125000001984 thiazolidinyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 125000001583 thiepanyl group Chemical group 0.000 description 1
- 125000002053 thietanyl group Chemical group 0.000 description 1
- 125000004568 thiomorpholinyl group Chemical group 0.000 description 1
- RZWIIPASKMUIAC-VQTJNVASSA-N thromboxane Chemical compound CCCCCCCC[C@H]1OCCC[C@@H]1CCCCCCC RZWIIPASKMUIAC-VQTJNVASSA-N 0.000 description 1
- 229950009158 tipifarnib Drugs 0.000 description 1
- 229960000838 tipranavir Drugs 0.000 description 1
- SUJUHGSWHZTSEU-FYBSXPHGSA-N tipranavir Chemical compound C([C@@]1(CCC)OC(=O)C([C@H](CC)C=2C=C(NS(=O)(=O)C=3N=CC(=CC=3)C(F)(F)F)C=CC=2)=C(O)C1)CC1=CC=CC=C1 SUJUHGSWHZTSEU-FYBSXPHGSA-N 0.000 description 1
- XFYDIVBRZNQMJC-UHFFFAOYSA-N tizanidine Chemical compound ClC=1C=CC2=NSN=C2C=1NC1=NCCN1 XFYDIVBRZNQMJC-UHFFFAOYSA-N 0.000 description 1
- 229960000488 tizanidine Drugs 0.000 description 1
- UJLAWZDWDVHWOW-YPMHNXCESA-N tofacitinib Chemical compound C[C@@H]1CCN(C(=O)CC#N)C[C@@H]1N(C)C1=NC=NC2=C1C=CN2 UJLAWZDWDVHWOW-YPMHNXCESA-N 0.000 description 1
- 229960001350 tofacitinib Drugs 0.000 description 1
- 229960005371 tolbutamide Drugs 0.000 description 1
- 229940044693 topoisomerase inhibitor Drugs 0.000 description 1
- 229960005267 tositumomab Drugs 0.000 description 1
- 229960004380 tramadol Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- LLPOLZWFYMWNKH-UHFFFAOYSA-N trans-dihydrocodeinone Natural products C1C(N(CCC234)C)C2CCC(=O)C3OC2=C4C1=CC=C2OC LLPOLZWFYMWNKH-UHFFFAOYSA-N 0.000 description 1
- 239000006211 transdermal dosage form Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
- 229960000575 trastuzumab Drugs 0.000 description 1
- IUCJMVBFZDHPDX-UHFFFAOYSA-N tretamine Chemical compound C1CN1C1=NC(N2CC2)=NC(N2CC2)=N1 IUCJMVBFZDHPDX-UHFFFAOYSA-N 0.000 description 1
- 229950001353 tretamine Drugs 0.000 description 1
- 229960002117 triamcinolone acetonide Drugs 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- IHZAEIHJPNTART-UHFFFAOYSA-N tribromofluoromethane Chemical compound FC(Br)(Br)Br IHZAEIHJPNTART-UHFFFAOYSA-N 0.000 description 1
- KVSKGMLNBAPGKH-UHFFFAOYSA-N tribromosalicylanilide Chemical compound OC1=C(Br)C=C(Br)C=C1C(=O)NC1=CC=C(Br)C=C1 KVSKGMLNBAPGKH-UHFFFAOYSA-N 0.000 description 1
- 229950001807 tribromsalan Drugs 0.000 description 1
- 125000000165 tricyclic carbocycle group Chemical group 0.000 description 1
- IEDVJHCEMCRBQM-UHFFFAOYSA-N trimethoprim Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=NC(N)=NC=2)N)=C1 IEDVJHCEMCRBQM-UHFFFAOYSA-N 0.000 description 1
- 229960001082 trimethoprim Drugs 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- COIOYMYWGDAQPM-UHFFFAOYSA-N tris(2-methylphenyl)phosphane Chemical compound CC1=CC=CC=C1P(C=1C(=CC=CC=1)C)C1=CC=CC=C1C COIOYMYWGDAQPM-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910052722 tritium Inorganic materials 0.000 description 1
- 229960000875 trofosfamide Drugs 0.000 description 1
- UMKFEPPTGMDVMI-UHFFFAOYSA-N trofosfamide Chemical compound ClCCN(CCCl)P1(=O)OCCCN1CCCl UMKFEPPTGMDVMI-UHFFFAOYSA-N 0.000 description 1
- 201000008827 tuberculosis Diseases 0.000 description 1
- 230000004614 tumor growth Effects 0.000 description 1
- 230000005851 tumor immunogenicity Effects 0.000 description 1
- 239000002447 tumor necrosis factor alpha converting enzyme inhibitor Substances 0.000 description 1
- 229960003732 tyramine Drugs 0.000 description 1
- 229950009811 ubenimex Drugs 0.000 description 1
- 238000010798 ubiquitination Methods 0.000 description 1
- 230000034512 ubiquitination Effects 0.000 description 1
- 231100000397 ulcer Toxicity 0.000 description 1
- 229950008396 ulobetasol propionate Drugs 0.000 description 1
- BDSYKGHYMJNPAB-LICBFIPMSA-N ulobetasol propionate Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@H](C)[C@@](C(=O)CCl)(OC(=O)CC)[C@@]2(C)C[C@@H]1O BDSYKGHYMJNPAB-LICBFIPMSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- DRTQHJPVMGBUCF-UHFFFAOYSA-N uracil arabinoside Natural products OC1C(O)C(CO)OC1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-UHFFFAOYSA-N 0.000 description 1
- 229960001055 uracil mustard Drugs 0.000 description 1
- 229940045145 uridine Drugs 0.000 description 1
- 210000003932 urinary bladder Anatomy 0.000 description 1
- 229960003824 ustekinumab Drugs 0.000 description 1
- 210000004291 uterus Anatomy 0.000 description 1
- MSRILKIQRXUYCT-UHFFFAOYSA-M valproate semisodium Chemical compound [Na+].CCCC(C(O)=O)CCC.CCCC(C([O-])=O)CCC MSRILKIQRXUYCT-UHFFFAOYSA-M 0.000 description 1
- 229960000604 valproic acid Drugs 0.000 description 1
- 229940099039 velcade Drugs 0.000 description 1
- 230000029812 viral genome replication Effects 0.000 description 1
- WAEXFXRVDQXREF-UHFFFAOYSA-N vorinostat Chemical compound ONC(=O)CCCCCCC(=O)NC1=CC=CC=C1 WAEXFXRVDQXREF-UHFFFAOYSA-N 0.000 description 1
- 229960000237 vorinostat Drugs 0.000 description 1
- 230000003313 weakening effect Effects 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 229940053867 xeloda Drugs 0.000 description 1
- 229950000339 xinafoate Drugs 0.000 description 1
- 229960004764 zafirlukast Drugs 0.000 description 1
- 229960000523 zalcitabine Drugs 0.000 description 1
- 229950008250 zalutumumab Drugs 0.000 description 1
- 229960002555 zidovudine Drugs 0.000 description 1
- HBOMLICNUCNMMY-XLPZGREQSA-N zidovudine Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO)[C@@H](N=[N+]=[N-])C1 HBOMLICNUCNMMY-XLPZGREQSA-N 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229940002005 zometa Drugs 0.000 description 1
- 229940039925 zyprexa Drugs 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/337—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having four-membered rings, e.g. taxol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
- A61K31/551—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having two nitrogen atoms, e.g. dilazep
- A61K31/5513—1,4-Benzodiazepines, e.g. diazepam or clozapine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/06—Antigout agents, e.g. antihyperuricemic or uricosuric agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/16—Benzazepines; Hydrogenated benzazepines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
- C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D243/12—1,5-Benzodiazepines; Hydrogenated 1,5-benzodiazepines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
- C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D243/14—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
- C07D243/16—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
- C07D243/18—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals substituted in position 2 by nitrogen, oxygen or sulfur atoms
- C07D243/24—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D267/00—Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D267/02—Seven-membered rings
- C07D267/08—Seven-membered rings having the hetero atoms in positions 1 and 4
- C07D267/12—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D267/14—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems condensed with one six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Immunology (AREA)
- Pulmonology (AREA)
- Diabetes (AREA)
- Pain & Pain Management (AREA)
- Cardiology (AREA)
- Dermatology (AREA)
- Hematology (AREA)
- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Rheumatology (AREA)
- Oncology (AREA)
- Neurosurgery (AREA)
- Obesity (AREA)
- Endocrinology (AREA)
- Emergency Medicine (AREA)
- Gastroenterology & Hepatology (AREA)
- Transplantation (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Ophthalmology & Optometry (AREA)
- Vascular Medicine (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Description
本発明は、CBP/EP300のインヒビターとして有用な化合物およびかかるインヒビターを使用した癌の処置方法に関する。
クロマチンは、染色体を構成するDNAとタンパク質の複雑な組み合わせである。クロマチンは真核細胞の核内に見出され、ヘテロクロマチン形態(凝集型)とユークロマチン(弛緩型)形態に分類される。クロマチンの主な成分はDNAおよびタンパク質である。ヒストンは、クロマチンの主なタンパク質成分であり、DNAが巻き付くスプールとして作用する。クロマチンの機能は、細胞内で適合するようにDNAをより小さな体積にパッケージングし、DNAを強化して有糸分裂および減数分裂を可能にし、発現およびDNA複製の調節機構としての機能を果たすことである。クロマチン構造は、ヒストンタンパク質(特に、ヒストンH3およびH4、最も一般的にはコアヌクレオソーム構造を超えて伸長する「ヒストンテール」内)に対する一連の翻訳後修飾によって調節される。ヒストンテールは、タンパク質間相互作用を受けない傾向があり、最も翻訳後修飾を受ける傾向のあるヒストン部分でもある。これらの修飾には、アセチル化、メチル化、リン酸化、ユビキチン化、およびSUMO化が含まれる。これらのエピジェネティックマークは、ヒストンテール内の特異的残基上にタグを配置する特異的酵素によって書き込まれ、かつ消去され、それにより、エピジェネティック暗号を形成し、次いで、細胞によってクロマチン構造が遺伝子特異的に制御され、それにより転写されるように解釈される。
癌、免疫障害、および他のCBP/EP300ブロモドメイン関連疾患の処置が必要である。
1つの態様は、式(I):
Xは、NH、O、S、または−C(Ra)2−であり;
各々のRaは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、およびC3〜6カルボシクリルからなる群から独立して選択され;
A環は、6員ヘテロアリール環またはベンゾ環であり、A環は、Rc、−F、−Cl、−Br、−I、−NO2、−N(Rd)2、−CN、−C(O)−N(Rd)2、−S(O)−N(Rd)2、−S(O)2−N(Rd)2、−O−Rd、−S−Rd、−O−C(O)−Rd、−O−C(O)−O−Rd、−C(O)−Rd、−C(O)−O−Rd、−S(O)−Rd、−S(O)2−Rd、−O−C(O)−N(Rd)2、−N(Rd)−C(O)−ORd、−N(Rd)−C(O)−N(Rd)2、−N(Rd)−C(O)−Rd、−N(Rd)−S(O)−Rd、−N(Rd)−S(O)2−Rd、−N(Rd)−S(O)−N(Rd)2、−CH=C(Re)2、および−N(Rd)−S(O)2−N(Rd)2からなる群から独立して選択される1つまたは複数のRb基で任意選択的に置換され;
各々のRcは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜20員カルボシクリル、3〜20員ヘテロシクリルからなる群から独立して選択され、任意のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のRf基で任意選択的に置換され;
各々のRfは、オキソ、3〜20員カルボシクリル、3〜20員ヘテロシクリル、ハロ、−NO2、−N(Rg)2、−CN、−C(O)−N(Rg)2、−S(O)−N(Rg)2、−S(O)2−N(Rg)2、−O−Rg、−S−Rg、−O−C(O)−Rg、−C(O)−Rg、−C(O)−O−Rg、−S(O)−Rg、−S(O)2−Rg、−C(O)−N(Rg)2、−N(Rg)−C(O)−Rg、−Si(Rh)3、−N(Rg)−C(O)−O−Rg、−N(Rg)−S(O)−Rg、N(Rg)−S(O)2−Rg、およびC1〜6アルキルからなる群から独立して選択され、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜6アルキルは、1つまたは複数のRi基で任意選択的に置換され、
各々のRgは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のRj基で任意選択的に置換されるか、または、2つのRgが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換された3〜20員ヘテロシクリルを形成し;
各々のRhは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、およびC3〜6カルボシクリルからなる群から独立して選択され;
各々のRjは、オキソ、ハロ、アミノ、ヒドロキシル、−Si(Rk)3、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜C6アルキルからなる群から独立して選択され、任意の3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜C6アルキルは、オキソ、C1〜C4アルキル、およびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRkは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、およびC3〜6カルボシクリルからなる群から独立して選択され;
各々のRiは、オキソ、ハロ、C1〜6アルキル、シアノ、−N(Rl)2、−O−Rl、−S(O)−Rl、−S(O)2−Rl、−S(O)−N(Rl)2、−S(O)2−N(Rl)2、−N(Rl)−S(O)−Rl、−N(Rl)−C(O)−Rl、−N(Rl)−C(O)−O−Rl、−N(Rl)−S(O)2−Rl、3〜20員ヘテロシクリル、ならびにハロおよびC1〜6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換された3〜20員カルボシクリルからなる群から独立して選択され;
各々のRlは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のRm基で任意選択的に置換され;または、2つのRlが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換された3〜20員ヘテロシクリルを形成し;
各々のRmは、オキソ、ハロ、アミノ、ヒドロキシル、−Si(Rn)3、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜C6アルキルからなる群から独立して選択され、任意の3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜C6アルキルは、オキソ、C1〜C4アルキル、およびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRnは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、およびC3〜6カルボシクリルからなる群から独立して選択され;
各々のRdは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のRo基で任意選択的に置換されるか、または、2つのRdが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロから独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換された3〜20員ヘテロシクリルを形成し;
各々のRoは、オキソ、ハロ、アミノ、ヒドロキシル、シアノ、−O−Rp、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜C6アルキルからなる群から独立して選択され、任意のC1〜C6アルキル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、オキソ、C1〜C4アルキル、−O−Rq、およびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRpは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のRr基で任意選択的に置換され、
各々のRrは、オキソ、ハロ、アミノ、ヒドロキシル、−Si(Rs)3、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜C6アルキルからなる群から独立して選択され、任意の3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜C6アルキルは、オキソ、C1〜C4アルキル、およびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRsは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、およびC3〜6カルボシクリルからなる群から独立して選択され;
各々のRqは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のRt基で任意選択的に置換され、
各々のRtは、オキソ、ハロ、アミノ、ヒドロキシル、−Si(Ru)3、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜C6アルキルからなる群から独立して選択され、任意の3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜C6アルキルは、オキソ、C1〜C4アルキル、およびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRuは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、およびC3〜6カルボシクリルからなる群から独立して選択され;
2つのRe基が、それらが結合する炭素とともに、3〜20員カルボシクリルを形成する、
またはその塩)の化合物またはその塩を含む。
化合物および定義
定義および用語を以下により詳細に記載する。化学元素を、元素周期表、CASバージョン、Handbook of Chemistry and Physics,75th Edに従って同定する。
ある特定の実施形態では、XはNHである。
の化合物またはその塩である。
Xは、NH、O、または−CH2−であり;
Rcは、C2〜6アルケニル、C2〜6アルキニル、6〜10員アリール、および5〜14員ヘテロアリールであり、任意のC2〜6アルケニル、C2〜6アルキニル、6〜10員アリール、および5〜14員ヘテロアリールは、オキソ、3〜20員カルボシクリル、3〜20員ヘテロシクリル、ハロ、−NO2、−N(Rg)2、−CN、−C(O)−N(Rg)2、−S(O)−N(Rg)2、−S(O)2−N(Rg)2、−O−Rg、−S−Rg、−O−C(O)−Rg、−C(O)−Rg、−C(O)−O−Rg、−S(O)−Rg、−S(O)2−Rg、−C(O)−N(Rg)2、−N(Rg)−C(O)−Rg、−Si(Rh)3、−N(Rg)−C(O)−O−Rg、−N(Rg)−S(O)−Rg、N(Rg)−S(O)2−Rg、およびC1〜6アルキルからなる群から独立して選択される1つまたは複数のRf基で任意選択的に置換され、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜6アルキルは、オキソ、ハロ、C1〜6アルキル、シアノ、−N(Rl)2、−O−Rl、−S(O)−Rl、−S(O)2−Rl、−S(O)−N(Rl)2、−S(O)2−N(Rl)2、−N(Rl)−S(O)−Rl、−N(Rl)−C(O)−Rl、−N(Rl)−C(O)−O−Rl、−N(Rl)−S(O)2−Rl、3〜20員ヘテロシクリル、ならびにハロおよびC1〜6アルキルからなる群から独立して選択される1つまたは複数のRm基で任意選択的に置換された3〜20員カルボシクリルからなる群から独立して選択される1つまたは複数のRi基で任意選択的に置換され;
Rhは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、およびC3〜6カルボシクリルからなる群から独立して選択される)
の化合物またはその塩である。
Xは、NHまたはOであり;
Rdは、C1〜6アルキル、6〜10員アリール、または5〜10員ヘテロアリールであり、各々のC1〜6アルキル、6〜10員アリール、または5〜10員ヘテロアリールは、オキソ、ハロ、アミノ、ヒドロキシル、シアノ、−O−Rp、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜C6アルキルからなる群から独立して選択される1つまたは複数のRo基で任意選択的に置換され、任意のC1〜C6アルキル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、オキソ、C1〜C4アルキル、−O−Rq、およびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
Rpは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のハロで任意選択的に置換され;
Rqは、1つまたは複数のハロに任意選択的に置換されたC1〜6アルキルである)
の化合物またはその塩である。
Rcは、−(6〜10員アリール)−Y、−(6〜10員アリール)−Y、または5〜14員ヘテロアリールであり、任意の6〜10員アリールおよび5〜14員ヘテロアリールは、オキソ、3〜20員カルボシクリル、3〜20員ヘテロシクリル、ハロ、−NO2、−N(Rg)2、−CN、−C(O)−N(Rg)2、−S(O)−N(Rg)2、−S(O)2−N(Rg)2、−O−Rg、−S−Rg、−O−C(O)−Rg、−C(O)−Rg、−C(O)−O−Rg、−S(O)−Rg、−S(O)2−Rg、−C(O)−N(Rg)2、−N(Rg)−C(O)−Rg、−Si(Rh)3、−N(Rg)−C(O)−O−Rg、−N(Rg)−S(O)−Rg、N(Rg)−S(O)2−Rg、およびC1〜6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜6アルキルは、1つまたは複数のRi基で任意選択的に置換され;
Yは、1つまたは複数のRi基で任意選択的に置換された(6〜10員アリール)または(5〜14員ヘテロアリール)であり;
各々のRiは、オキソ、ハロ、C1〜6アルキル、シアノ、−N(Rl)2、−O−Rl、−S(O)−Rl、−S(O)2−Rl、−S(O)−N(Rl)2、−S(O)2−N(Rl)2、−N(Rl)−S(O)−Rl、−N(Rl)−C(O)−Rl、−N(Rl)−C(O)−O−Rl、−N(Rl)−S(O)2−Rl、3〜20員ヘテロシクリル、ならびにハロおよびC1〜6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換された3〜20員カルボシクリルからなる群から独立して選択され;
各々のRlは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のRm基で任意選択的に置換され;
各々のRmは、オキソ、ハロ、アミノ、ヒドロキシル、−Si(Rn)3、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜C6アルキルからなる群から独立して選択され、任意の3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜C6アルキルは、オキソ、C1〜C4アルキル、およびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRnは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、およびC3〜6カルボシクリルからなる群から独立して選択される)
の化合物またはその塩である。
D、E、およびFのうちの1つはNであり、D、E、およびFのうちの残りはCHであり;
Rbは6〜10員アリールまたは5〜14員ヘテロアリールであり、任意の6〜10員アリールおよび5〜14員ヘテロアリールは、オキソ、3〜20員カルボシクリル、3〜20員ヘテロシクリル、ハロ、−NO2、−N(Rg)2、−CN、−C(O)−N(Rg)2、−S(O)−N(Rg)2、−S(O)2−N(Rg)2、−O−Rg、−S−Rg、−O−C(O)−Rg、−C(O)−Rg、−C(O)−O−Rg、−S(O)−Rg、−S(O)2−Rg、−C(O)−N(Rg)2、−N(Rg)−C(O)−Rg、−Si(Rh)3、−N(Rg)−C(O)−O−Rg、−N(Rg)−S(O)−Rg、N(Rg)−S(O)2−Rg、およびC1〜6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC1〜6アルキルは、オキソ、ハロ、C1〜6アルキル、シアノ、−N(Rl)2、−O−Rl、−S(O)−Rl、−S(O)2−Rl、−S(O)−N(Rl)2、−S(O)2−N(Rl)2、−N(Rl)−S(O)−Rl、−N(Rl)−C(O)−Rl、−N(Rl)−C(O)−O−Rl、−N(Rl)−S(O)2−Rl、3〜20員ヘテロシクリル、ならびにハロおよびC1〜6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換された3〜20員カルボシクリルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される)
の化合物またはその塩である。
Xは、NH、O、S、または−C(Ra)2−であり;
Rbは−O−Rdであり;
RdはC1〜6アルキルであり、各々のC1〜6アルキルは、3〜20員カルボシクリルおよび3〜20員ヘテロシクリルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される)
の化合物である。
薬学的に許容され得る組成物
別の態様は、式(I)の化合物またはその薬学的に許容され得る塩を含む薬学的組成物を含む。1つの実施形態では、組成物は、薬学的に許容され得る担体、アジュバント、またはビヒクルをさらに含む。別の実施形態では、組成物は、CBPおよび/またはEP300のブロモドメインを測定可能に阻害するのに有効な量の化合物をさらに含む。ある特定の実施形態では、組成物を、必要とする患者へ投与するために製剤化する。
別の態様は、(in vitroまたはin vivoでの)ブロモドメインの阻害(例えば、in vitroまたはin vivoでのCBP/EP300のブロモドメインの阻害)のための式(I)の化合物またはその塩の使用を含む。
「CBPおよび/またはEP300媒介障害」は、障害の1つまたは複数の症状もしくは疾患マーカーの初発、発現、重症度、または進行におけるCBPおよび/またはEP300のブロモドメインの関与によって特徴付けられる。1つの実施形態では、ブロモドメイン媒介障害はCBPブロモドメイン媒介障害である。1つの実施形態では、ブロモドメイン媒介障害はEP300ブロモドメイン媒介障害である。
式(I)の化合物またはその塩を、単独または他の処置用薬剤と組み合わせて使用することができる。例えば、薬学的併用製剤または投薬レジメンの第2の薬剤は、式(I)の化合物に対して、相互に悪影響を及ぼさないような補完的活性を有し得る。化合物を、1単位の薬学的組成物で共に投与するか、または個別に投与することができる。1つの実施形態では、化合物または薬学的に許容され得る塩を、増殖性疾患および癌を処置するために細胞毒性剤と共投与することができる。
以下の実施例に示すように、ある特定の例示的な実施形態では、化合物を以下の一般的手順に従って調製する。本明細書中に記載のように、一般的方法には本発明のある特定の化合物の合成を示しているが、以下の一般的方法および当業者に公知の他の方法を全ての化合物ならびにこれらの各化合物のサブクラスおよび種に適用することができると理解されたい。
中間体AおよびBの一般的手順
(R)−3−((2−ブロモ−6−ニトロフェニル)アミノ)ブタン酸
工程2:
(R)−6−ブロモ−4−メチル−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
工程3:
(R)−4−メチル−6−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
実施例1
(4R)−4−メチル−6−[(E)−2−(3−ピリジル)ビニル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
(R)−4−メチル−6−ビニル−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
工程2:
(4R)−4−メチル−6−[(E)−2−(3−ピリジル)ビニル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
以下の化合物を実施例1に類似の様式で調製した:
(4R)−4−メチル−6−[(E)−2−(1−メチルピラゾール−4−イル)ビニル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
(R,E)−4−メチル−6−(2−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)ビニル)−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
工程2:
(4R)−4−メチル−6−[(E)−2−(1−メチルピラゾール−4−イル)ビニル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
N−[4−[(E)−2−[(4R)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−イル]ビニル]フェニル]アセトアミド
(R,E)−4−メチル−6−(4−ニトロスチリル)−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
工程2:
(R,E)−6−(4−アミノスチリル)−4−メチル−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
工程3:
N−[4−[(E)−2−[(4R)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−イル]ビニル]フェニル]アセトアミド
(4R)−6−(1−イソプロピルインドール−5−イル)−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
5−ブロモ−1−イソプロピル−1H−インドール
工程2:
1−イソプロピル−5−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)−1H−インドール
工程3
(4R)−6−(1−イソプロピルインドール−5−イル)−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
(4R)−6−(1−エチルインドール−2−イル)−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
1−エチル−1H−インドール
工程2:
(1−エチル−1H−インドール−2−イル)ボロン酸
工程3:
(4R)−6−(1−エチルインドール−2−イル)−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
(4R)−4−メチル−6−[1−メチル−3−(1−メチルピラゾール−4−イル)インダゾール−5−イル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
5−ブロモ−1−メチル−3−(1−メチル−1H−ピラゾール−4−イル)−1H−インダゾール
工程2:
1−メチル−3−(1−メチル−1H−ピラゾール−4−イル)−5−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)−1H−インダゾール
工程3:
(4R)−4−メチル−6−[1−メチル−3−(1−メチルピラゾール−4−イル)インダゾール−5−イル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例34
(4R)−4−メチル−6−[3−(1−メチルピラゾール−4−イル)−1H−インダゾール−5−イル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
5−ブロモ−3−ヨード−1H−インダゾール
工程2:
5−ブロモ−3−(1−メチル−1H−ピラゾール−4−イル)−1H−インダゾール
工程3:
3−(1−メチル−1H−ピラゾール−4−イル)−5−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)−1H−インダゾール
工程4:
(4R)−4−メチル−6−[3−(1−メチルピラゾール−4−イル)−1H−インダゾール−5−イル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例35
(4R)−6−[1−(2−ヒドロキシエチル)−3−(1−メチルピラゾール−4−イル)インダゾール−5−イル]−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
2−(3−(1−メチル−1H−ピラゾール−4−イル)−5−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)−1H−インダゾール−1−イル)エタノール
工程2:
(4R)−6−[1−(2−ヒドロキシエチル)−3−(1−メチルピラゾール−4−イル)インダゾール−5−イル]−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例36および37
(5−ブロモ−2−フルオロフェニル)(シクロプロピル)メタノール
工程2:
(5−ブロモ−2−フルオロフェニル)(シクロプロピル)メタノン
工程3:
5−ブロモ−3−シクロプロピル−1H−インダゾール
工程4:
5−ブロモ−1−(sec−ブチル)−3−シクロプロピル−1H−インダゾール
工程5:
1−(sec−ブチル)−3−シクロプロピル−5−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)−1H−インダゾール
工程6:
実施例38および39
3−(5−ブロモ−3−シクロプロピル−1H−インダゾール−1−イル)ブタンニトリル
工程2:
3−(3−シクロプロピル−5−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)−1H−インダゾール−1−イル)ブタンニトリル
工程3:
実施例40
(4R)−6−[1−(2−ヒドロキシ−1,1−ジメチル−エチル)ピラゾール−4−イル]−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
エチル2−メチル−2−(4−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)−1H−ピラゾール−1−イル)プロパノアート
工程2:
2−メチル−2−(4−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)−1H−ピラゾール−1−イル)プロパン−1−オール
工程3:
(4R)−6−[1−(2−ヒドロキシ−1,1−ジメチル−エチル)ピラゾール−4−イル]−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例41
(4R)−6−(3−シクロプロピル−1−メチル−ピラゾロ[3,4−b]ピリジン−5−イル)−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
(5−ブロモ−2−フルオロピリジン−3−イル)(シクロプロピル)メタノール
工程2:
5−ブロモ−2−フルオロピリジン−3−イル)(シクロプロピル)メタノン
工程3:
5−ブロモ−3−シクロプロピル−1−メチル−1H−ピラゾロ[3,4−b]ピリジン
工程4:
3−シクロプロピル−1−メチル−5−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)−1H−ピラゾロ[3,4−b]ピリジン
工程5:
(4R)−6−(3−シクロプロピル−1−メチル−ピラゾロ[3,4−b]ピリジン−5−イル)−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例42
(4R)−4−メチル−6−[1−(2−ピリジル)ピラゾール−4−イル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
2−(4−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)−1H−ピラゾール−1−イル)ピリジン
工程2:
(4R)−4−メチル−6−[1−(2−ピリジル)ピラゾール−4−イル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例43
(4R)−6−[1−(4−フルオロフェニル)スルホニルインドール−2−イル]−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
1−((4−フルオロフェニル)スルホニル)−1H−インドール
工程2:
(1−((4−フルオロフェニル)スルホニル)−1H−インドール−2−イル)ボロン酸
工程3:
(4R)−6−[1−(4−フルオロフェニル)スルホニルインドール−2−イル]−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例44
4−[(4R)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−イル]ベンゼンスルホンアミド
4−[(Z)−2−フルオロ−1−メチル−2−[(4R)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−イル]ビニル]ベンゾニトリル
(E)−4−(1−ブロモ−1−フルオロプロパ−1−エン−2−イル)ベンゾニトリル
工程2:
4−[(Z)−2−フルオロ−1−メチル−2−[(4R)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−イル]ビニル]ベンゾニトリル
(4R)−6−(1−ベンジル−5−メチル−ピラゾール−3−イル)−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
1−ベンジル−5−ブロモ−3−メチル−1H−ピラゾール
工程2:
(4R)−6−(1−ベンジル−5−メチル−ピラゾール−3−イル)−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
(4R)−4−メチル−6−(1−メチル−3−プロピル−インドール−2−イル)−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
(E)−1−メチル−3−(プロパ−1−エン−1−イル)−1H−インドール
工程2:
1−メチル−3−プロピル−1H−インドール
工程3:
2−ブロモ−1−メチル−3−プロピル−1H−インドール
工程4:
(4R)−4−メチル−6−(1−メチル−3−プロピル−インドール−2−イル)−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例56
(4R)−6−(1−tert−ブチル−3−メチル−インドール−2−イル)−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
2−(2−フルオロフェニル)−2−メチルオキシラン
工程2:
1−(tert−ブチル)−3−メチル−1H−インドール
工程3:
6−ブロモ−1−(tert−ブチル)−3−メチル−1H−インドール
工程4:
(4R)−6−(1−tert−ブチル−3−メチル−インドール−2−イル)−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例57
(4R)−6−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
5−ブロモ−3−シクロプロピル−1−メチル−1H−インダゾール
工程2:
(4R)−6−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例58
1−メチル−5−[(4R)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−イル]インダゾール−3−カルボキサミド
メチル5−ブロモ−1−メチル−1H−インダゾール−3−カルボキシラート
工程2:
5−ブロモ−1−メチル−1H−インダゾール−3−カルボキサミド
工程3:
1−メチル−5−[(4R)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−イル]インダゾール−3−カルボキサミド
実施例59
1−メチル−5−[(4R)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−イル]インダゾール−3−カルボニトリル
5−ブロモ−1−メチル−1H−インダゾール−3−カルボニトリル
工程2:
1−メチル−5−[(4R)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−イル]インダゾール−3−カルボニトリル
実施例60
(4R)−4−メチル−6−[1−メチル−6−(1−メチルピラゾール−4−イル)インドール−2−イル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
tert−ブチル6−ブロモ−1H−インドール−1−カルボキシラート
工程2:
tert−ブチル6−ブロモ−2−ヨード−1H−インドール−1−カルボキシラート
工程3:
6−ブロモ−2−ヨード−1H−インドール
工程4:
6−ブロモ−2−ヨード−1−メチル−1H−インドール
工程5:
(R)−6−(6−ブロモ−1−メチル−1H−インドール−2−イル)−4−メチル−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
工程6:
(4R)−4−メチル−6−[1−メチル−6−(1−メチルピラゾール−4−イル)インドール−2−イル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例61
(4R)−4−メチル−6−[1−メチル−7−(1−メチルピラゾール−4−イル)インドール−2−イル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
tert−ブチル7−ブロモ−1H−インドール−1−カルボキシラート
工程2:
tert−ブチル7−ブロモ−2−ヨード−1H−インドール−1−カルボキシラート
工程3:
7−ブロモ−2−ヨード−1H−インドール
工程4:
7−ブロモ−2−ヨード−1−メチル−1H−インドール
工程5:
(R)−6−(7−ブロモ−1−メチル−1H−インドール−2−イル)−4−メチル−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
工程6:
(4R)−4−メチル−6−[1−メチル−7−(1−メチルピラゾール−4−イル)インドール−2−イル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例62
(4R)−4−メチル−6−(1−メチル−4,5,6,7−テトラヒドロインダゾール−3−イル)−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
3−ヨード−4,5,6,7−テトラヒドロ−1H−インダゾール
工程2:
3−ヨード−1−メチル−4,5,6,7−テトラヒドロ−1H−インダゾール
工程3:
(4R)−4−メチル−6−(1−メチル−4,5,6,7−テトラヒドロインダゾール−3−イル)−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例63
(4R)−4−メチル−6−(1−フェニルピラゾール−4−イル)−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
4−ヨード−1−フェニル−1H−ピラゾール
工程2:
(4R)−4−メチル−6−(1−フェニルピラゾール−4−イル)−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
工程2:
(R)−メチル4−メチル−2−オキソ−2,3,4,5−テトラヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−6−カルボキシラート
工程3:
(R)−4−メチル−2−オキソ−2,3,4,5−テトラヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−6−カルボン酸
実施例66
(4R)−4−メチル−2−オキソ−N−[[2−(トリフルオロメトキシ)フェニル]メチル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−カルボキサミド
以下の化合物を実施例66に類似の様式で調製した:
(4R)−4−メチル−N−[3−(オキセタン−3−イルオキシ)フェニル]−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−カルボキサミド
3−(3−ニトロフェノキシ)オキセタン
工程2:
3−(オキセタン−3−イルオキシ)アニリン
工程3:
(4R)−4−メチル−N−[3−(オキセタン−3−イルオキシ)フェニル]−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−カルボキサミド
実施例77
(4R)−N−(5−イソプロポキシ−3−ピリジル)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−カルボキサミド
3−ブロモ−5−イソプロポキシピリジン
工程2:
tert−ブチル(5−イソプロポキシピリジン−3−イル)カルバマート
工程3:
5−イソプロポキシピリジン−3−アミン塩酸塩
工程4:
(4R)−N−(5−イソプロポキシ−3−ピリジル)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−カルボキサミド
実施例78
(4R)−N−(4−シアノフェニル)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−カルボキサミド
(R)−N−(4−ブロモフェニル)−4−メチル−2−オキソ−2,3,4,5−テトラヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−6−カルボキサミド
工程2:
(4R)−N−(4−シアノフェニル)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−カルボキサミド
実施例79
ベンジル(4R)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−カルボキシラート
中間体Dの一般的手順
4−ブロモ−3−フルオロ−2−ニトロアニリン
工程2:
1−ブロモ−4−クロロ−2−フルオロ−3−ニトロベンゼン
工程3:
(R)−3−((6−ブロモ−3−クロロ−2−ニトロフェニル)アミノ)ブタン酸
工程4:
(R)−6−ブロモ−9−クロロ−4−メチル−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
実施例80
(2R)−6−クロロ−9−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−2−メチル−1,2,3,5−テトラヒドロ−1,5−ベンゾジアゼピン−4−オン
3−シクロプロピル−1−メチル−5−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)−1H−インダゾール
工程2:
(2R)−6−クロロ−9−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−2−メチル−1,2,3,5−テトラヒドロ−1,5−ベンゾジアゼピン−4−オン
実施例83
(4R)−6−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−9−カルボニトリル
中間体Eの一般的手順
1−ブロモ−2,4−ジフルオロ−3−ニトロベンゼン
工程2:
(R)−3−((6−ブロモ−3−フルオロ−2−ニトロフェニル)アミノ)ブタン酸
工程3:
(R)−6−ブロモ−9−フルオロ−4−メチル−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
実施例84
(2R)−9−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−6−フルオロ−2−メチル−1,2,3,5−テトラヒドロ−1,5−ベンゾジアゼピン−4−オン
(2R)−9−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−6−フルオロ−2−メチル−1,2,3,5−テトラヒドロ−1,5−ベンゾジアゼピン−4−オン
(2R)−9−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−6−メトキシ−2−メチル−1,2,3,5−テトラヒドロ−1,5−ベンゾジアゼピン−4−オン
(R)−3−((6−ブロモ−3−メトキシ−2−ニトロフェニル)アミノ)ブタン酸
工程2:
(R)−6−ブロモ−9−メトキシ−4−メチル−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
工程3:
(2R)−9−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−6−メトキシ−2−メチル−1,2,3,5−テトラヒドロ−1,5−ベンゾジアゼピン−4−オン
中間体Fの一般的手順
(R)−3−((2−ブロモ−4−クロロ−6−ニトロフェニル)アミノ)ブタン酸
工程2:
(R)−6−ブロモ−8−クロロ−4−メチル−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
実施例87
(4R)−8−クロロ−6−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
以下の化合物を実施例87に類似の様式で調製した:
工程2:
(R)−メチル3−((3−ブロモ−5−ニトロピリジン−4−イル)アミノ)ブタノアート
工程3:
(R)−9−ブロモ−2−メチル−2,3−ジヒドロ−1H−ピリド[3,4−b][1,4]ジアゼピン−4(5H)−オン
実施例89
(2R)−9−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−2−メチル−1,2,3,5−テトラヒドロピリド[3,4−b][1,4]ジアゼピン−4−オン
(4R)−6−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−4−メチル−8−(トリフルオロメチル)−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
1−ブロモ−2−クロロ−3−ニトロ−5−(トリフルオロメチル)ベンゼン
工程2:
(R)−3−((2−ブロモ−6−ニトロ−4−(トリフルオロメチル)フェニル)アミノ)ブタン酸
工程3:
(R)−6−ブロモ−4−メチル−8−(トリフルオロメチル)−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
工程4:
(4R)−6−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−4−メチル−8−(トリフルオロメチル)−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例92
(4R)−6−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−8−フルオロ−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
1−ブロモ−2,5−ジフルオロ−3−ニトロベンゼン
工程2:
(R)−3−((2−ブロモ−4−フルオロ−6−ニトロフェニル)アミノ)ブタン酸
工程3:
(R)−6−ブロモ−4−メチル−8−フルオロ−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
工程4:
(4R)−6−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−8−フルオロ−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例93
(4R)−6−(1−ベンジルスルホニルインドール−2−イル)−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
N−(2−エチニルフェニル)−1−フェニルメタンスルホンアミド
工程2:
(4R)−6−(1−ベンジルスルホニルインドール−2−イル)−4−メチル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例94
(4R)−4−メチル−6−[1−メチル−3−(1−メチルピラゾール−4−イル)インダゾール−5−イル]−1,3,4,5−テトラヒドロピリド[3,4−b][1,4]ジアゼピン−2−オン
5−(3−フルオロ−4−ニトロピリジン−2−イル)−1−メチル−3−(1−メチル−1H−ピラゾール−4−イル)−1H−インダゾール
工程2:
(R)−メチル−3−((2−(1−メチル−3−(1−メチル−1H−ピラゾール−4−イル)−1H−インダゾール−5−イル)−4−ニトロピリジン−3−イル)アミノ)ブタノアート
工程3:
(4R)−4−メチル−6−[1−メチル−3−(1−メチルピラゾール−4−イル)インダゾール−5−イル]−1,3,4,5−テトラヒドロピリド[3,4−b][1,4]ジアゼピン−2−オン
中間体Hの一般的手順
メチル3−ニトロ−2−(ペンタ−4−エン−2−イルオキシ)ベンゾアート
工程2:
3−(2−(メトキシカルボニル)−6−ニトロフェノキシ)ブタン酸
工程3:
メチル2−メチル−4−オキソ−2,3,4,5−テトラヒドロベンゾ[b][1,4]オキサゼピン−9−カルボキシラート
実施例95
2−メチル−4−オキソ−N−フェニル−3,5−ジヒドロ−2H−1,5−ベンゾオキサゼピン−9−カルボキサミド
工程2:
(R)−3−(2−ブロモ−6−ニトロフェノキシ)ブタン酸
工程3:
(R)−9−ブロモ−2−メチル−2,3−ジヒドロベンゾ[b][1,4]オキサゼピン−4(5H)−オン
実施例100
(R,E)−9−(4−メトキシスチリル)−2−メチル−2,3−ジヒドロベンゾ[b][1,4]オキサゼピン−4(5H)−オン
中間体Jの一般的手順
メチル3−ニトロ−2−(ペンタ−4−エン−2−イルオキシ)ベンゾアート
工程2:
3−ニトロ−2−(ペンタ−4−エン−2−イルオキシ)安息香酸
工程3:
ベンジル3−ニトロ−2−(ペンタ−4−エン−2−イルオキシ)ベンゾアート
工程4:
3−(2−((ベンジルオキシ)カルボニル)−6−ニトロフェノキシ)ブタン酸
工程5:
2−メチル−4−オキソ−2,3,4,5−テトラヒドロベンゾ[b][1,4]オキサゼピン−9−カルボン酸
工程6:
2−メチル−4−オキソ−2,3,4,5−テトラヒドロベンゾ[b][1,4]オキサゼピン−9−カルボン酸
実施例105
N−(4−シアノフェニル)−2−メチル−4−オキソ−3,5−ジヒドロ−2H−1,5−ベンゾオキサゼピン−9−カルボキサミド
6−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−4−メチル−1,3,4,5−テトラヒドロ−1−ベンズアゼピン−2−オン
エチル4−(2−ブロモフェニル)−3−メチルブタ−2−エノアート
工程2:
エチル4−(2−ブロモフェニル)−3−メチルブタノアート
工程3:
4−(2−ブロモフェニル)−3−メチルブタン酸
工程4:
5−ブロモ−3−メチル−3,4−ジヒドロナフタレン−1(2H)−オン
工程5:
5−ブロモ−3−メチル−3,4−ジヒドロナフタレン−1(2H)−オンオキシム
工程6:
6−ブロモ−4−メチル−4,5−ジヒドロ−1H−ベンゾ[b]アゼピン−2(3H)−オン
工程7:
6−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−4−メチル−1,3,4,5−テトラヒドロ−1−ベンズアゼピン−2−オン
実施例108および109
(4R)−6−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−4−メチル−1,3,4,5−テトラヒドロ−1−ベンズアゼピン−2−オンおよび(4S)−6−(3−シクロプロピル−1−メチル−インダゾール−5−イル)−4−メチル−1,3,4,5−テトラヒドロ−1−ベンズアゼピン−2−オン
実施例110
(2R)−8−ヒドロキシ−2−メチル−3,5−ジヒドロ−2H−1,5−ベンゾオキサゼピン−4−オン
(R)−3−(5−(ベンジルオキシ)−2−ニトロフェノキシ)ブタン酸
工程2:
(R)−8−(ベンジルオキシ)−2−メチル−2,3−ジヒドロベンゾ[b][1,4]オキサゼピン−4(5H)−オン
工程3:
(2R)−8−ヒドロキシ−2−メチル−3,5−ジヒドロ−2H−1,5−ベンゾオキサゼピン−4−オン
実施例111
(2R)−2−メチル−8−[(1S)−1−フェニルエトキシ]−3,5−ジヒドロ−2H−1,5−ベンゾオキサゼピン−4−オン
(4R)−メチル−7−(1−フェニルエトキシ)−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
2−フルオロ−1−ニトロ−4−(1−フェニルエトキシ)ベンゼン
工程2:
(3R)−3−(2−ニトロ−5−(1−フェニルエトキシ)フェニルアミノ)ブタン酸
工程3:
(4R)−メチル−7−(1−フェニルエトキシ)−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
以下の化合物を実施例121に類似の様式で調製した:
(4R)−4−メチル−7−[(1R)−1−フェニルエトキシ]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
(R)−3−((5−ヒドロキシ−2−ニトロフェニル)アミノ)ブタン酸
工程2:
(R)−7−ヒドロキシ−4−メチル−1,3,4,5−テトラヒドロ−2H−ベンゾ[b][1,4]ジアゼピン−2−オン
工程3:
(4R)−4−メチル−7−[(1R)−1−フェニルエトキシ]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例124
(4R)−4−メチル−6−[(E)−スチリル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
3−メチル−1−(1−フェニルエチル)−4−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)−1H−ピラゾールおよび5−メチル−1−(1−フェニルエチル)−4−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)−1H−ピラゾールの混合物
工程2:
1−(1−フェニルエチル)−4−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)−1H−ピラゾール
2−ブロモ−1,3−ジメチル−1H−インドール
(E)−1−(ブロモメチレン)−1,2,3,4−テトラヒドロナフタレン
メチル1−メチル−3−[(4R)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−イル]インドール−6−カルボキシラート
工程2:
3−メチル−3,4−ジヒドロナフタレン−1(2H)−オン
工程3:
3−メチル−3,4−ジヒドロナフタレン−1(2H)−オンオキシム
工程4:
4−メチル−1,3,4,5−テトラヒドロ−1−ベンズアゼピン−2−オン
実施例196
(4R)−4−メチル−2−オキソ−N−フェニル−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−カルボキサミド
実施例197および198
(4R)−6−(2,3−ジヒドロベンゾフラン−2−イル)−4−メチル−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オンおよび(R)−6−(2−ヒドロキシフェネチル)−4−メチル−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
LCMS M/Z (M+H) 297.
実施例199
(2R)−9−エチニル−2−メチル−3,5−ジヒドロ−2H−1,5−ベンゾオキサゼピン−4−オン
実施例200
(2R)−9−(1H−インドール−2−イル)−2−メチル−3,5−ジヒドロ−2H−1,5−ベンゾオキサゼピン−4−オン
実施例201
(2R)−2−メチル−9−(1−メチルスルホニルインダゾール−5−イル)−3,5−ジヒドロ−2H−1,5−ベンゾオキサゼピン−4−オン
実施例202
(4R)−4−メチル−6−(2−フェニルエチル)−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
中間体Kの一般的手順
3−((2−(メトキシカルボニル)−6−ニトロフェニル)アミノ)ブタン酸
工程2:
3−((2−アミノ−6−(メトキシカルボニル)フェニル)アミノ)ブタン酸
工程3:
メチル4−メチル−2−オキソ−2,3,4,5−テトラヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−6−カルボキシラート
工程4:
4−メチル−2−オキソ−2,3,4,5−テトラヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−6−カルボン酸
実施例203
N−(2−メトキシフェニル)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−カルボキサミド
以下の化合物を実施例222に類似の様式で調製した:
(R)−N−(1,1’−ジメチル−1H,1’H−[4,4’−ビピラゾール]−3−イル)−4−メチル−2−オキソ−2,3,4,5−テトラヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−6−カルボキサミド
(R)−N−(4−ブロモ−1−メチル−1H−ピラゾール−3−イル)−4−メチル−2−オキソ−2,3,4,5−テトラヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−6−カルボキサミド
工程2:
(R)−N−(1,1’−ジメチル−1H,1’H−[4,4’−ビピラゾール]−3−イル)−4−メチル−2−オキソ−2,3,4,5−テトラヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−6−カルボキサミド
実施例229
(R)−6−(4−イソプロピルフェニル)−4−メチル−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
(4R)−メチル−6−[1−(1−フェニルエチル)ピラゾール−4−イル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オンおよび(4S)−メチル−6−[1−(1−フェニルエチル)ピラゾール−4−イル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例290
(R)−4−メチル−6−(6−(1−メチル−1H−ピラゾール−4−イル)−3,4−ジヒドロキノリン−1(2H)−イル)−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
6−(1−メチル−1H−ピラゾール−4−イル)−1,2,3,4−テトラヒドロキノリン
工程2:
(R)−4−メチル−6−(6−(1−メチル−1H−ピラゾール−4−イル)−3,4−ジヒドロキノリン−1(2H)−イル)−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
実施例291〜304
(4R)−6−[7−(ジフルオロメチル)−6−(1−メチルピラゾール−4−イル)−3,4−ジヒドロ−2H−キノリン−1−イル]−4−メチル−1,3,4,5−テトラヒドロピリド[3,4−b][1,4]ジアゼピン−2−オン
7−(ジフルオロメチル)−1−(3−フルオロ−4−ニトロピリジン−2−イル)−6−(1−メチル−1H−ピラゾール−4−イル)−1,2,3,4−テトラヒドロキノリン
工程2:
(R)−メチル3−((2−(7−(ジフルオロメチル)−6−(1−メチル−1H−ピラゾール−4−イル)−3,4−ジヒドロキノリン−1(2H)−イル)−4−ニトロピリジン−3−イル)アミノ)ブタノアート
工程3:
(4R)−6−[7−(ジフルオロメチル)−6−(1−メチルピラゾール−4−イル)−3,4−ジヒドロ−2H−キノリン−1−イル]−4−メチル−1,3,4,5−テトラヒドロピリド[3,4−b][1,4]ジアゼピン−2−オン
実施例306
1−メチル−4−[(4R)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−イル]−7−(1−メチルピラゾール−4−イル)−2,3−ジヒドロキノキサリン−6−カルボニトリル
2−ブロモ−4−フルオロ−5−ニトロベンゾニトリル
工程2:
2−ブロモ−4−((2−ヒドロキシエチル)(メチル)アミノ)−5−ニトロベンゾニトリル
工程3:
2−ブロモ−4−((2−クロロエチル)(メチル)アミノ)−5−ニトロベンゾニトリル
工程4:
5−アミノ−2−ブロモ−4−((2−クロロエチル)(メチル)アミノ)ベンゾニトリル
工程5:
7−ブロモ−1−メチル−1,2,3,4−テトラヒドロキノキサリン−6−カルボニトリル
工程6:
1−メチル−7−(1−メチル−1H−ピラゾール−4−イル)−1,2,3,4−テトラヒドロキノキサリン−6−カルボニトリル
工程7:
1−メチル−4−[(4R)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−イル]−7−(1−メチルピラゾール−4−イル)−2,3−ジヒドロキノキサリン−6−カルボニトリル
実施例307および308
2,2−ジフルオロ−2−(4−メチルキノリン−7−イル)−1−フェニルエタノン
工程2:
7−(ジフルオロメチル)−4−メチルキノリン
工程3:
7−(ジフルオロメチル)−4−メチル−1,2,3,4−テトラヒドロキノリン
工程4:
6−ブロモ−7−(ジフルオロメチル)−4−メチル−1,2,3,4−テトラヒドロキノリン
工程5:
7−(ジフルオロメチル)−4−メチル−6−(1−メチル−1H−ピラゾール−4−イル)−1,2,3,4−テトラヒドロキノリン
工程6:
実施例309および310
実施例311
5−[7−(ジフルオロメチル)−1−[(4R)−4−メチル−2−オキソ−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−6−イル]−3,4−ジヒドロ−2H−キノリン−6−イル]−N−メチル−ピリジン−2−カルボキサミド
7−(ジフルオロメチル)−1−(2−フルオロ−3−ニトロフェニル)−1,2,3,4−テトラヒドロキノリン
工程2:
6−ブロモ−7−(ジフルオロメチル)−1−(2−フルオロ−3−ニトロフェニル)−1,2,3,4−テトラヒドロキノリン
工程3:
(R)−3−((2−(6−ブロモ−7−(ジフルオロメチル)−3,4−ジヒドロキノリン−1(2H)−イル)−6−ニトロフェニル)アミノ)ブタン酸
工程4:
(R)−6−(6−ブロモ−7−(ジフルオロメチル)−3,4−ジヒドロキノリン−1(2H)−イル)−4−メチル−4,5−ジヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−2(3H)−オン
工程5:
(R)−5−(7−(ジフルオロメチル)−1−(4−メチル−2−オキソ−2,3,4,5−テトラヒドロ−1H−ベンゾ[b][1,4]ジアゼピン−6−イル)−1,2,3,4−テトラヒドロキノリン−6−イル)−N−メチルピコリンアミド
実施例312
(4R)−4−メチル−6−[3−(1−メチルピラゾール−4−イル)−8−イソキノリル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
8−クロロ−3−(1−メチル−1H−ピラゾール−4−イル)イソキノリン
工程2:
3−(1−メチル−1H−ピラゾール−4−イル)−8−(4,4,5,5−テトラメチル−1,3,2−ジオキサボロラン−2−イル)イソキノリン
工程3:
(4R)−4−メチル−6−[3−(1−メチルピラゾール−4−イル)−8−イソキノリル]−1,3,4,5−テトラヒドロ−1,5−ベンゾジアゼピン−2−オン
実施例313
CBP TR−FRET結合アッセイを使用したインヒビターのIC50測定
His/Flagエピトープタグ化BRD4 BD142−168をクローン化し、発現させ、まで精製した。BRD4の結合および阻害を、AlphaLisaテクノロジー(Perkin−Elmer)を使用したビオチン化H4−テトラアセチルペプチド(New England Peptide、NEP2069−1/13)と標的との結合をモニタリングすることによって評価した。具体的には、384ウェルProxiPlate中で、DMSO(最終濃度1.2%DMSO)または化合物のDMSO連続希釈物のいずれかの存在下にてBRD4(BD1)(最終濃度30nM)を、ペプチド(最終濃度200nM)を含む40mM HEPES(pH7.0)、40mM NaCl、1mM DTT、0.01%(w/v)BSA、および0.008%(w/v)Brij−35と組み合わせた。室温で20分間のインキュベーション後、AlphaストレプトアビジンドナービーズおよびAlphaLisa抗Flagアクセプタービーズを、それぞれの最終濃度が10ug/mLとなるように添加した。3時間の平衡後、プレートをEnvision装置で読み取り、4パラメーター非線形カーブフィットを使用してIC50を算出した。
QuantiGene 2.0 Reagentシステム、Affymetrix:HUMAN MYCN;V−myc骨髄球腫症ウイルス関連癌遺伝子、神経芽細胞腫由来(トリ);NM_005378 SA−15008。10,000個のMV−4−11細胞(GNEインハウス)を、75ulの以下の完全培地にプレートした:RPMI−1640(GNEインハウス)、10%FBS(Life Technologies、カタログ番号10082)、1%Pen−strep(GNEインハウス)を含む96ウェル透明平底プレート(Costar、カタログ番号3595)。3倍系列希釈を使用した10点用量応答(最終DMSO濃度=0.2%)において、25ulの化合物を37℃で4時間添加した。次いで、細胞を、アッセイキットのプロトコールに従って溶解させ、−80℃で凍結させた。翌日、適量のワーキングプローブセットを、以下の試薬を以下に列挙した順序で組み合わせることによって調製した:無ヌクレアーゼ水、溶解混合物、ブロッキング試薬、および2.0プローブセット(MYCまたはRPL19)。20ulのワーキングプローブセットを、捕捉プレート上の各アッセイウェル中に添加し、次いで、80ulのライセートを、アッセイプレート中に移した。捕捉プレートを、55℃のインキュベーターに一晩おいてハイブリダイゼーションさせた(16〜20時間)。翌日、製造者の指示に従って洗浄緩衝液を調製した。捕捉プレートを、300ul/ウェルの1×洗浄緩衝液で3回洗浄した。次いで、100ulのプレアンプリファイア(Pre-Amplifier)をプレートに添加し、55℃で60分間インキュベーションした。インキュベーション後、捕捉プレートを300ul/ウェルの1×洗浄緩衝液で3回洗浄し、100ulのアンプリファイア(Amplifier)をプレートに添加して55℃で60分間インキュベーションした。捕捉プレートを300ul/ウェルの1×洗浄緩衝液で3回再度洗浄し、100ulラベルプロープをプレートに添加して50℃で60分間インキュベーションした。次いで、捕捉プレートを、300ul/ウェルの1×洗浄緩衝液で3回洗浄し、100ulの2.0基質をプレートの各ウェルに添加した。プレートを、暗所にてRTで5分間インキュベーションし、Envisionにて積分時間を0.2秒に設定した発光プロトコールを使用して読み取った。
本発明の実施形態の一部の例は、以下の項目に示される。
(項目1)
式(I):
(式中、
Xは、NH、O、S、または−C(R a ) 2 −であり;
各々のR a は、H、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、およびC 3〜6 カルボシクリルからなる群から独立して選択され;
A環は、6員ヘテロアリール環またはベンゾ環であり、A環は、R c 、−F、−Cl、−Br、−I、−NO 2 、−N(R d ) 2 、−CN、−C(O)−N(R d ) 2 、−S(O)−N(R d ) 2 、−S(O) 2 −N(R d ) 2 、−O−R d 、−S−R d 、−O−C(O)−R d 、−O−C(O)−O−R d 、−C(O)−R d 、−C(O)−O−R d 、−S(O)−R d 、−S(O) 2 −R d 、−O−C(O)−N(R d ) 2 、−N(R d )−C(O)−OR d 、−N(R d )−C(O)−N(R d ) 2 、−N(R d )−C(O)−R d 、−N(R d )−S(O)−R d 、−N(R d )−S(O) 2 −R d 、−N(R d )−S(O)−N(R d ) 2 、−CH=C(R e ) 2 、および−N(R d )−S(O) 2 −N(R d ) 2 からなる群から独立して選択される1つまたは複数のR b 基で任意選択的に置換され;
各々のR c は、水素、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、3〜20員カルボシクリル、3〜20員ヘテロシクリルからなる群から独立して選択され、任意のC 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のR f 基で任意選択的に置換され;
各々のR f は、オキソ、3〜20員カルボシクリル、3〜20員ヘテロシクリル、ハロ、−NO 2 、−N(R g ) 2 、−CN、−C(O)−N(R g ) 2 、−S(O)−N(R g ) 2 、−S(O) 2 −N(R g ) 2 、−O−R g 、−S−R g 、−O−C(O)−R g 、−C(O)−R g 、−C(O)−O−R g 、−S(O)−R g 、−S(O) 2 −R g 、−C(O)−N(R g ) 2 、−N(R g )−C(O)−R g 、−Si(R h ) 3 、−N(R g )−C(O)−O−R g 、−N(R g )−S(O)−R g 、N(R g )−S(O) 2 −R g 、およびC 1〜6 アルキルからなる群から独立して選択され、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1〜6 アルキルは、1つまたは複数のR i 基で任意選択的に置換され、
各々のR g は、水素、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、各々のC 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、C 1〜6 アルコキシ、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つ以上のR j 基で任意選択的に置換されるか、または、2つのR g が、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC 1〜3 アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換された3〜20員ヘテロシクリルを形成し;
各々のR h は、H、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、およびC 3〜6 カルボシクリルからなる群から独立して選択され;
各々のR j は、オキソ、ハロ、アミノ、ヒドロキシル、−Si(R k ) 3 、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1 〜C 6 アルキルからなる群から独立して選択され、任意の3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1 〜C 6 アルキルは、オキソ、C 1 〜C 4 アルキル、およびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のR k は、H、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、およびC 3〜6 カルボシクリルからなる群から独立して選択され;
各々のR i は、オキソ、ハロ、C 1〜6 アルキル、シアノ、−N(R l ) 2 、−O−R l 、−S(O)−R l 、−S(O) 2 −R l 、−S(O)−N(R l ) 2 、−S(O) 2 −N(R l ) 2 、−N(R l )−S(O)−R l 、−N(R l )−C(O)−R l 、−N(R l )−C(O)−O−R l 、−N(R l )−S(O) 2 −R l 、3〜20員ヘテロシクリル、ならびにハロおよびC 1〜6 アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換された3〜20員カルボシクリルからなる群から独立して選択され;
各々のR l は、水素、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、
3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、各々のC 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、C 1〜6 アルコキシ、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のR m 基で任意選択的に置換されるか;または、2つのR l が、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC 1〜3 アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換された3〜20員ヘテロシクリルを形成し;
各々のR m は、オキソ、ハロ、アミノ、ヒドロキシル、−Si(R n ) 3 、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1 〜C 6 アルキルからなる群から独立して選択され、任意の3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1 〜C 6 アルキルは、オキソ、C 1 〜C 4 アルキル、およびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のR n は、H、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、およびC 3〜6 カルボシクリルからなる群から独立して選択され;
各々のR d は、水素、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、各々のC 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のR o 基で任意選択的に置換されるか、または、2つのR d が、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロから独立して選択される1つまたは複数の基で任意選択的に置換されたC 1〜3 アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換された3〜20員ヘテロシクリルを形成し;
各々のR o は、オキソ、ハロ、アミノ、ヒドロキシル、シアノ、−O−R p 、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1 〜C 6 アルキルからなる群から独立して選択され、任意のC 1 〜C 6 アルキル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、オキソ、C 1 〜C 4 アルキル、−O−R q 、およびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のR p は、水素、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、各々のC 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、C 1〜6 アルコキシ、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のR r 基に任意選択的に置換され、
各々のR r は、オキソ、ハロ、アミノ、ヒドロキシル、−Si(R s ) 3 、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1 〜C 6 アルキルからなる群から独立して選択され、任意の3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1 〜C 6 アルキルは、オキソ、C 1 〜C 4 アルキル、およびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のR s は、H、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、およびC 3〜6 カルボシクリルからなる群から独立して選択され;
各々のR q は、水素、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、各々のC 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、C 1〜6 アルコキシ、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のR t 基で任意選択的に置換され、
各々のR t は、オキソ、ハロ、アミノ、ヒドロキシル、−Si(R u ) 3 、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1 〜C 6 アルキルからなる群から独立して選択され、任意の3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1 〜C 6 アルキルは、オキソ、C 1 〜C 4 アルキル、およびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のR u は、H、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、およびC 3〜6 カルボシクリルからなる群から独立して選択され;
2つのR e 基が、それらが結合する炭素とともに、3〜20員カルボシクリルを形成する)
の化合物またはその塩。
(項目2)
XはNHである、項目1に記載の化合物またはその塩。
(項目3)
XはOである、項目1に記載の化合物またはその塩。
(項目4)
XはSである、項目1に記載の化合物またはその塩。
(項目5)
XはCH 2 である、項目1に記載の化合物またはその塩。
(項目6)
A環は、R c 、−F、−Cl、−Br、−I、−NO 2 、−N(R d ) 2 、−CN、−C(O)−N(R d ) 2 、−S(O)−N(R d ) 2 、−S(O) 2 −N(R d ) 2 、−O−R d 、−S−R d 、−O−C(O)−R d 、−O−C(O)−O−R d 、−C(O)−R d 、−C(O)−O−R d 、−S(O)−R d 、−S(O) 2 −R d 、−O−C(O)−N(R d ) 2 、−N(R d )−C(O)−OR d 、−N(R d )−C(O)−N(R d ) 2 、−N(R d )−C(O)−R d 、−N(R d )−S(O)−R d 、−N(R d )−S(O) 2 −R d 、−N(R d )−S(O)−N(R d ) 2 、−CH=C(R e ) 2 、および−N(R d )−S(O) 2 −N(R d ) 2 からなる群から独立して選択される1つまたは複数のR b 基で任意選択的に置換された6員ヘテロアリール環である、項目1〜5のいずれか1項に記載の化合物またはその塩。
(項目7)
A環は、R c 、−F、−Cl、−Br、−I、−C(O)−N(R d ) 2 、−O−R d 、および−CH=C(R e ) 2 からなる群から独立して選択される1つまたは複数のR b 基で任意選択的に置換された6員ヘテロアリール環である、項目1〜5のいずれか1項に記載の化合物またはその塩。
(項目8)
A環は、R c 、−F、−Cl、−Br、−I、−NO 2 、−N(R d ) 2 、−CN、−C(O)−N(R d ) 2 、−S(O)−N(R d ) 2 、−S(O) 2 −N(R d ) 2 、−O−R d 、−S−R d 、−O−C(O)−R d 、−O−C(O)−O−R d 、−C(O)−R d 、−C(O)−O−R d 、−S(O)−R d 、−S(O) 2 −R d 、−O−C(O)−N(R d ) 2 、−N(R d )−C(O)−OR d 、−N(R d )−C(O)−N(R d ) 2 、−N(R d )−C(O)−R d 、−N(R d )−S(O)−R d 、−N(R d )−S(O) 2 −R d 、−N(R d )−S(O)−N(R d ) 2 、−CH=C(R e ) 2 、および−N(R d )−S(O) 2 −N(R d ) 2 からなる群から独立して選択される1つまたは複数のR b 基で任意選択的に置換されたベンゾ環である、項目1〜5のいずれか1項に記載の化合物またはその塩。
(項目9)
A環は、R c 、−F、−Cl、−Br、−I、−C(O)−N(R d ) 2 、−O−R d 、および−CH=C(R e ) 2 からなる群から独立して選択される1つまたは複数のR b 基で任意選択的に置換されたベンゾ環である、項目1〜5のいずれか1項に記載の化合物またはその塩。
(項目10)
式(Ia):
(式中、A環は、R c 、−F、−Cl、−Br、−I、−NO 2 、−N(R d ) 2 、−CN、−C(O)−N(R d ) 2 、−S(O)−N(R d ) 2 、−S(O) 2 −N(R d ) 2 、−O−R d 、−S−R d 、−O−C(O)−R d 、−O−C(O)−O−R d 、−C(O)−R d 、−C(O)−O−R d 、−S(O)−R d 、−S(O) 2 −R d 、−O−C(O)−N(R d ) 2 、−N(R d )−C(O)−OR d 、−N(R d )−C(O)−N(R d ) 2 、−N(R d )−C(O)−R d 、−N(R d )−S(O)−R d 、−N(R d )−S(O) 2 −R d 、−N(R d )−S(O)−N(R d ) 2 、−CH=C(R e ) 2 、および−N(R d )−S(O) 2 −N(R d ) 2 からなる群から独立して選択される1つまたは複数のさらなるR b 基で任意選択的に置換される)
の化合物である、項目1に記載の化合物またはその塩。
(項目11)
A環は、R c 、−F、−Cl、−Br、−I、−C(O)−N(R d ) 2 、−O−R d 、および−CH=C(R e ) 2 からなる群から独立して選択される1つまたは複数のさらなるR b 基で任意選択的に置換される、項目10に記載の化合物またはその塩。
(項目12)
R b は、H、メチル エチル、エテニル、エチニル、
である、項目1〜10のいずれか1項に記載の化合物またはその塩。
(項目13)
式(Ib):
(式中、
Xは、NH、O、または−CH 2 −であり;
R c は、C 2〜6 アルケニル、C 2〜6 アルキニル、6〜10員アリール、および5〜14員ヘテロアリールであり、任意のC 2〜6 アルケニル、C 2〜6 アルキニル、6〜10員アリール、および5〜14員ヘテロアリールは、オキソ、3〜20員カルボシクリル、3〜20員ヘテロシクリル、ハロ、−NO 2 、−N(R g ) 2 、−CN、−C(O)−N(R g ) 2 、−S(O)−N(R g ) 2 、−S(O) 2 −N(R g ) 2 、−O−R g 、−S−R g 、−O−C(O)−R g 、−C(O)−R g 、−C(O)−O−R g 、−S(O)−R g 、−S(O) 2 −R g 、−C(O)−N(R g ) 2 、−N(R g )−C(O)−R g 、−Si(R h ) 3 、−N(R g )−C(O)−O−R g 、−N(R g )−S(O)−R g 、N(R g )−S(O) 2 −R g 、およびC 1〜6 アルキルからなる群から独立して選択される1つまたは複数のR f 基で任意選択的に置換され、該3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1〜6 アルキルは、オキソ、ハロ、C 1〜6 アルキル、シアノ、−N(R l ) 2 、−O−R l 、−S(O)−R l 、−S(O) 2 −R l 、−S(O)−N(R l ) 2 、−S(O) 2 −N(R l ) 2 、−N(R l )−S(O)−R l 、−N(R l )−C(O)−R l 、−N(R l )−C(O)−O−R l 、−N(R l )−S(O) 2 −R l 、3〜20員ヘテロシクリル、ならびにハロおよびC 1〜6 アルキルからなる群から独立して選択される1つまたは複数のR m 基で任意選択的に置換された3〜20員カルボシクリルからなる群から独立して選択される1つまたは複数のR i 基で任意選択的に置換され;
R h は、H、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、およびC 3〜6 カルボシクリルからなる群から独立して選択される)
の化合物である、項目1に記載の化合物またはその塩。
(項目14)
R c は、
である、項目13に記載の化合物またはその塩。
(項目15)
式(Ic):
(式中、
Xは、NHまたはOであり;
R d は、C 1〜6 アルキル、6〜10員アリール、または5〜10員ヘテロアリールであり、各々のC 1〜6 アルキル、6〜10員アリール、または5〜10員ヘテロアリールは、オキソ、ハロ、アミノ、ヒドロキシル、シアノ、−O−R p 、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1 〜C 6 アルキルからなる群から独立して選択される1つまたは複数のR o 基で任意選択的に置換され、任意のC 1 〜C 6 アルキル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、オキソ、C 1 〜C 4 アルキル、−O−R q 、およびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
R p は、水素、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、各々のC 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、C 1〜6 アルコキシ、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のハロで任意選択的に置換され;
R q は、1つまたは複数のハロに任意選択的に置換されたC 1〜6 アルキルである)
の化合物である、項目1に記載の化合物またはその塩。
(項目16)
R d は、
である、項目15に記載の化合物またはその塩。
(項目17)
式(Id):
(式中、
R c は、−(6〜10員アリール)−Y、−(6〜10員アリール)−Y、または5〜14員ヘテロアリールであり、任意の6〜10員アリールおよび5〜14員ヘテロアリールは、オキソ、3〜20員カルボシクリル、3〜20員ヘテロシクリル、ハロ、−NO 2 、−N(R g ) 2 、−CN、−C(O)−N(R g ) 2 、−S(O)−N(R g ) 2 、−S(O) 2 −N(R g ) 2 、−O−R g 、−S−R g 、−O−C(O)−R g 、−C(O)−R g 、−C(O)−O−R g 、−S(O)−R g 、−S(O) 2 −R g 、−C(O)−N(R g ) 2 、−N(R g )−C(O)−R g 、−Si(R h ) 3 、−N(R g )−C(O)−O−R g 、−N(R g )−S(O)−R g 、N(R g )−S(O) 2 −R g 、およびC 1〜6 アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、該3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1〜6 アルキルは、1つまたは複数のR i 基で任意選択的に置換され;
Yは、1つまたは複数のR i 基で任意選択的に置換された(6〜10員アリール)または(5〜14員ヘテロアリール)であり;
各々のR i は、オキソ、ハロ、C 1〜6 アルキル、シアノ、−N(R l ) 2 、−O−R l 、−S(O)−R l 、−S(O) 2 −R l 、−S(O)−N(R l ) 2 、−S(O) 2 −N(R l ) 2 、−N(R l )−S(O)−R l 、−N(R l )−C(O)−R l 、−N(R l )−C(O)−O−R l 、−N(R l )−S(O) 2 −R l 、3〜20員ヘテロシクリル、ならびにハロおよびC 1〜6 アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換された3〜20員カルボシクリルからなる群から独立して選択され;
各々のR l は、水素、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、各々のC 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、C 1〜6 アルコキシ、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のR m 基で任意選択的に置換され;
各々のR m は、オキソ、ハロ、アミノ、ヒドロキシル、−Si(R n ) 3 、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1 〜C 6 アルキルからなる群から独立して選択され、任意の3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1 〜C 6 アルキルは、オキソ、C 1 〜C 4 アルキル、およびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のR n は、H、C 1〜6 アルキル、C 2〜6 アルケニル、C 2〜6 アルキニル、およびC 3〜6 カルボシクリルからなる群から独立して選択される)
の化合物である、項目1に記載の化合物またはその塩。
(項目18)
R c は、
である、項目17のいずれか一項に記載の化合物またはその塩。
(項目19)
式(Ie):
(式中、
D、E、およびFのうちの1つはNであり、D、E、およびFのうちの残りはCHであり;
R b は6〜10員アリールまたは5〜14員ヘテロアリールであり、任意の6〜10員アリールおよび5〜14員ヘテロアリールは、オキソ、3〜20員カルボシクリル、3〜20員ヘテロシクリル、ハロ、−NO 2 、−N(R g ) 2 、−CN、−C(O)−N(R g ) 2 、−S(O)−N(R g ) 2 、−S(O) 2 −N(R g ) 2 、−O−R g 、−S−R g 、−O−C(O)−R g 、−C(O)−R g 、−C(O)−O−R g 、−S(O)−R g 、−S(O) 2 −R g 、−C(O)−N(R g ) 2 、−N(R g )−C(O)−R g 、−Si(R h ) 3 、−N(R g )−C(O)−O−R g 、−N(R g )−S(O)−R g 、N(R g )−S(O) 2 −R g 、およびC 1〜6 アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、該3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1〜6 アルキルは、オキソ、ハロ、C 1〜6 アルキル、シアノ、−N(R l ) 2 、−O−R l 、−S(O)−R l 、−S(O) 2 −R l 、−S(O)−N(R l ) 2 、−S(O) 2 −N(R l ) 2 、−N(R l )−S(O)−R l 、−N(R l )−C(O)−R l 、−N(R l )−C(O)−O−R l 、−N(R l )−S(O) 2 −R l 、3〜20員ヘテロシクリル、ならびにハロおよびC 1〜6 アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換された3〜20員カルボシクリルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される)
の化合物である、項目1に記載の化合物またはその塩。
(項目20)
R b は、
である、項目19に記載の化合物またはその塩。
(項目21)
R b は、
である、項目19に記載の化合物またはその塩。
(項目22)
式(If):
(式中、
Xは、NH、O、S、または−C(R a ) 2 −であり;
R b は−O−R d であり;
R d はC 1〜6 アルキルであり、各々のC 1〜6 アルキルは、3〜20員カルボシクリルおよび3〜20員ヘテロシクリルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される)
の化合物である、項目1に記載の化合物。
(項目23)
R b は、
である、項目22に記載の化合物。
(項目24)
R b は、
である、項目1〜10のいずれか1項に記載の化合物。
(項目25)
ならびにその塩からなる群から選択される、項目1に記載の化合物。
(項目26)
項目1〜25のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩および薬学的に許容され得るアジュバント、担体、またはビヒクルを含む組成物。
(項目27)
さらなる治療剤と組み合わせた項目26に記載の組成物。
(項目28)
前記さらなる治療剤が化学療法剤である、項目27に記載の組成物。
(項目29)
動物におけるCBPおよび/またはEP300媒介障害を処置する方法であって、項目1〜25のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩を該動物に投与する工程を含む、方法。
(項目30)
前記障害が、癌、炎症性障害、または自己免疫疾患である、項目29に記載の方法。
(項目31)
前記癌が、聴神経腫、急性白血病、急性リンパ球性白血病、急性骨髄球性白血病、急性T細胞白血病、基底細胞癌腫、胆管癌腫、膀胱癌、脳癌、乳癌、気管支原性癌腫、子宮頸癌、軟骨肉腫、脊索腫、絨毛癌腫、慢性白血病、慢性リンパ球性白血病、慢性骨髄球性白血病、慢性骨髄性白血病、結腸癌、結腸直腸癌、頭蓋咽頭腫、嚢胞腺癌腫、びまん性大細胞型B細胞リンパ腫、増殖異常性変化、胎児性癌腫、子宮内膜癌、内皮肉腫、上衣腫、上皮癌腫、赤白血病、食道癌、エストロゲン−受容体陽性乳癌、本態性血小板血症、ユーイング腫瘍、線維肉腫、濾胞性リンパ腫、生殖細胞精巣癌、神経膠腫、膠芽腫、神経膠肉腫、重鎖病、頭頸部癌、血管芽細胞腫、ヘパトーム、肝細胞癌、ホルモン非感受性前立腺癌、平滑筋肉腫、白血病、脂肪肉腫、肺癌、リンパ管内皮肉腫、リンパ管肉腫、リンパ芽球性白血病、リンパ腫、T細胞またはB細胞起源のリンパ系悪性疾患、髄様癌腫、髄芽腫、黒色腫、髄膜腫、中皮腫、多発性骨髄腫、骨髄性白血病、骨髄腫、粘液肉腫、神経芽細胞腫、NUTミッドラインカルシノーマ(NMC)、非小細胞肺癌、乏突起膠腫、口腔癌、骨原性肉腫、卵巣癌、膵臓癌、乳頭腺癌腫、乳頭状癌腫、松果体腫、真性赤血球増加症、前立腺癌、直腸癌、腎細胞癌腫、網膜芽細胞腫、横紋筋肉腫、肉腫、脂腺癌腫、セミノーマ、皮膚癌、小細胞性肺癌腫、固形腫瘍(癌腫および肉腫)、小細胞肺癌、胃癌、扁平上皮癌腫、滑膜腫、汗腺癌腫、甲状腺癌、ワルデンシュトレームマクログロブリン血症、精巣腫瘍、子宮癌、およびウィルムス腫瘍から選択される、項目30に記載の方法。
(項目32)
前記癌が、肺癌、乳癌、膵臓癌、結腸直腸癌、および黒色腫から選択される、項目30に記載の方法。
(項目33)
前記炎症性障害または前記自己免疫疾患が、アジソン病、急性痛風、強直性脊椎炎、喘息、アテローム性動脈硬化症、ベーチェット病、水疱性皮膚疾患、慢性閉塞性肺疾患、クローン病、皮膚炎、湿疹、巨細胞動脈炎、線維症、糸球体腎炎、肝血管閉塞、肝炎、下垂体炎、免疫不全症候群、炎症性腸疾患、川崎病、ループス腎炎、多発性硬化症、心筋炎、筋炎、腎炎、移植臓器拒絶、骨関節炎、膵臓炎、心膜炎、結節性多発性動脈炎、肺臓炎、原発性胆汁性肝硬変、乾癬、乾癬性関節炎、関節リウマチ、強膜炎、硬化性胆管炎、敗血症、全身性エリテマトーデス、高安動脈炎、中毒性ショック、甲状腺炎、I型糖尿病、潰瘍性大腸炎、ブドウ膜炎、白斑、脈管炎、およびウェゲナー肉芽腫症から選択される、項目30に記載の方法。
(項目34)
医薬療法における使用のための、項目1〜25のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩。
(項目35)
CBPおよび/またはEP300媒介障害の予防的処置または治療的処置のための、項目1〜25のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩。
(項目36)
動物におけるCBPおよび/またはEP300媒介障害を処置するための医薬を調製するための、項目1〜25のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩の使用。
(項目37)
動物における細胞毒性剤を含む癌処置の有効性を増大させる方法であって、有効量の項目1〜25のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩を該動物に投与することを含む、方法。
(項目38)
前記細胞毒性剤を前記動物に投与することをさらに含む、項目37に記載の方法。
(項目39)
動物における癌治療に対する応答の持続時間を延長させる方法であって、項目1〜25のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩を、該癌治療を受けている動物に投与することを含み、該式(I)の化合物またはその薬学的に許容され得る塩を投与したときの該癌治療に対する応答の持続時間が、該式(I)の化合物またはその薬学的に許容され得る塩の投与がない該癌治療に対する応答の持続時間を超えて延長される、方法。
(項目40)
個体における癌を処置する方法であって、(a)項目1〜25のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩、および(b)細胞毒性剤を該個体に投与することを含む、方法。
(項目41)
前記細胞毒性剤が、抗微小管剤、白金配位錯体、アルキル化剤、抗生物質製剤、トポイソメラーゼIIインヒビター、代謝拮抗物質、トポイソメラーゼIインヒビター、ホルモンおよびホルモンアナログ、シグナル伝達経路インヒビター、非受容体チロシンキナーゼ血管形成インヒビター、免疫治療剤、アポトーシス促進剤、LDH−Aのインヒビター、脂肪酸生合成のインヒビター、細胞周期シグナル伝達インヒビター、HDACインヒビター、プロテアソームインヒビター、および癌代謝のインヒビターから選択される、項目40に記載の方法。
(項目42)
前記細胞毒性剤がタキサンである、項目40に記載の方法。
(項目43)
前記タキサンがパクリタキセルまたはドセタキセルである、項目42に記載の方法。
(項目44)
前記細胞毒性剤が白金製剤である、項目40に記載の方法。
(項目45)
前記細胞毒性剤がEGFRのアンタゴニストである、項目40に記載の方法。
(項目46)
前記EGFRのアンタゴニストがN−(3−エチニルフェニル)−6,7−ビス(2−メトキシエトキシ)キナゾリン−4−アミンまたはその薬学的に許容され得る塩である、項目45に記載の方法。
(項目47)
前記細胞毒性剤がRAFインヒビターである、項目40に記載の方法。
(項目48)
前記RAFインヒビターがBRAFインヒビターまたはCRAFインヒビターである、項目47に記載の方法。
(項目49)
前記RAFインヒビターがベムラフェニブである、項目47に記載の方法。
(項目50)
前記細胞毒性剤がPI3Kインヒビターである、項目40に記載の方法。
Claims (42)
- 式(Ia)、(Ib)、(Ic)、(Id)、(Ie)、または(If)
(式中、
Rbは、エチル、エテニル、エチニル、
であり、
Xは、NH、O、または−CH2−であり;
Rcは、C2〜6アルケニル、C2〜6アルキニル、6〜10員アリール、および5〜14員ヘテロアリールであり、Rcの任意のC2〜6アルケニルおよびC2〜6アルキニルは、オキソ、3〜20員カルボシクリル、3〜20員ヘテロシクリル、ハロ、−NO2、−N(Rg)2、−CN、−C(O)−N(Rg)2、−S(O)−N(Rg)2、−S(O)2−N(Rg)2、−O−Rg、−S−Rg、−O−C(O)−Rg、−C(O)−Rg、−C(O)−O−Rg、−S(O)−Rg、−S(O)2−Rg、−C(O)−N(Rg)2、−N(Rg)−C(O)−Rg、−Si(Rh)3、−N(Rg)−C(O)−O−Rg、−N(Rg)−S(O)−Rg、およびN(Rg)−S(O)2−Rg からなる群から独立して選択される1つまたは複数のRf基で必要に応じて置換され、該3〜20員カルボシクリルおよび3〜20員ヘテロシクリルは、オキソ、ハロ、C1〜6アルキル、シアノ、−N(Rl)2、−O−Rl、−S(O)−Rl、−S(O)2−Rl、−S(O)−N(Rl)2、−S(O)2−N(Rl)2、−N(Rl)−S(O)−Rl、−N(Rl)−C(O)−Rl、−N(Rl)−C(O)−O−Rl、−N(Rl)−S(O)2−Rl、3〜20員ヘテロシクリル、ならびにハロおよびC1〜6アルキルからなる群から独立して選択される1つまたは複数のRm基で必要に応じて置換された3〜20員カルボシクリルからなる群から独立して選択される1つまたは複数のRi基で必要に応じて置換され、Rcの任意のC6〜10員アリールおよび5〜14員ヘテロアリールは、オキソ、3〜20員カルボシクリル、3〜20員ヘテロシクリル、ハロ、−NO 2 、−N(R g ) 2 、−CN、−C(O)−N(R g ) 2 、−S(O)−N(R g ) 2 、−S(O) 2 −N(R g ) 2 、−O−R g 、−S−R g 、−O−C(O)−R g 、−C(O)−R g 、−C(O)−O−R g 、−S(O)−R g 、−S(O) 2 −R g 、−C(O)−N(R g ) 2 、−N(R g )−C(O)−R g 、−Si(R h ) 3 、−N(R g )−C(O)−O−R g 、−N(R g )−S(O)−R g 、N(R g )−S(O) 2 −R g 、およびC 1〜6 アルキルからなる群から独立して選択される1つまたは複数のR f 基で必要に応じて置換され、該3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1〜6 アルキルは、オキソ、ハロ、C 1〜6 アルキル、シアノ、−N(R l ) 2 、−O−R l 、−S(O)−R l 、−S(O) 2 −R l 、−S(O)−N(R l ) 2 、−S(O) 2 −N(R l ) 2 、−N(R l )−S(O)−R l 、−N(R l )−C(O)−R l 、−N(R l )−C(O)−O−R l 、−N(R l )−S(O) 2 −R l 、3〜20員ヘテロシクリル、ならびにハロおよびC 1〜6 アルキルからなる群から独立して選択される1つまたは複数のR m 基で必要に応じて置換された3〜20員カルボシクリルからなる群から独立して選択される1つまたは複数のR i 基で必要に応じて置換され;
各々のRgは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、R g の各々のC1〜6アルキル、C2〜6アルケニル、およびC2〜6アルキニルは、オキソ、ハロ、アミノ、ヒドロキシル、−Si(R k ) 3 、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択される1つ以上のRj基で必要に応じて置換され、任意の3〜20員カルボシクリルおよび3〜20員ヘテロシクリルは、オキソ、C 1 〜C 4 アルキル、およびハロからなる群から独立して選択される1つまたは複数の基で必要に応じて置換され、各々の3〜20員カルボシクリルおよび3〜20員ヘテロシクリルは、オキソ、ハロ、アミノ、ヒドロキシル、−Si(R k ) 3 、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1〜6 アルキルからなる群から独立して選択される1つ以上のR j 基で必要に応じて置換され、任意の3〜20員カルボシクリルおよび3〜20員ヘテロシクリルは、オキソ、C 1 〜C 4 アルキル、およびハロからなる群から独立して選択される1つまたは複数の基で必要に応じて置換され、C 1〜6 アルキルは、オキソおよびハロからなる群から独立して選択される1つまたは複数の基で必要に応じて置換されるか、または、2つのRgが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で必要に応じて置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で必要に応じて置換された3〜20員ヘテロシクリルを形成し;
Rhは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、およびC3〜6カルボシクリルからなる群から独立して選択され;
各々のRkは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、およびC3〜6カルボシクリルからなる群から独立して選択され;
各々のRlは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、R l の各々のC1〜6アルキル、C2〜6アルケニル、およびC2〜6アルキニルは、ハロからなる群から独立して選択される1つまたは複数のRm基で必要に応じて置換され、R l の各々の3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、ハロおよびC 1 〜C 6 アルキルからなる群から独立して選択される1つまたは複数のR m 基で必要に応じて置換されるか;または、2つのRlが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で必要に応じて置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で必要に応じて置換された3〜20員ヘテロシクリルを形成し;
Xcは、NHまたはOであり;
Rdは、C1〜6アルキル、6〜10員アリール、または5〜10員ヘテロアリールであり、RdのC1〜6アルキルは、オキソ、ハロ、アミノ、ヒドロキシル、シアノ、−O−Rp、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択される1つまたは複数のRo基で必要に応じて置換され、任意の3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、オキソ、C1〜C4アルキル、−O−Rq、およびハロからなる群から独立して選択される1つまたは複数の基で必要に応じて置換され、Rdの各々の6〜10員アリールまたは5〜10員ヘテロアリールは、オキソ、ハロ、アミノ、ヒドロキシル、シアノ、−O−R p 、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1 〜C 6 アルキルからなる群から独立して選択される1つまたは複数のR o 基で必要に応じて置換され、任意のC 1 〜C 6 アルキル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、オキソ、C 1 〜C 4 アルキル、−O−R q 、およびハロからなる群から独立して選択される1つまたは複数の基で必要に応じて置換され;
Rpは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、1つまたは複数のハロで必要に応じて置換され;
Rqは、1つまたは複数のハロで必要に応じて置換されたC1〜6アルキルであり、
Rcdは、−(6〜10員アリール)−Y、または5〜14員ヘテロアリールであり、任意の6〜10員アリールおよび5〜14員ヘテロアリールは、オキソ、3〜20員カルボシクリル、3〜20員ヘテロシクリル、ハロ、−NO2、−N(Rg)2、−CN、−C(O)−N(Rg)2、−S(O)−N(Rg)2、−S(O)2−N(Rg)2、−O−Rg、−S−Rg、−O−C(O)−Rg、−C(O)−Rg、−C(O)−O−Rg、−S(O)−Rg、−S(O)2−Rg、−C(O)−N(Rg)2、−N(Rg)−C(O)−Rg、−Si(Rh)3、−N(Rg)−C(O)−O−Rg、−N(Rg)−S(O)−Rg、N(Rg)−S(O)2−Rg、およびC1〜6アルキルからなる群から独立して選択される1つまたは複数のRcd * 基で必要に応じて置換され、Rcd * の3〜20員カルボシクリルおよび3〜20員ヘテロシクリルは、オキソ、ハロ、C 1〜6 アルキル、シアノ、−N(R l ) 2 、−O−R l 、−S(O)−R l 、−S(O) 2 −R l 、−S(O)−N(R l ) 2 、−S(O) 2 −N(R l ) 2 、−N(R l )−S(O)−R l 、−N(R l )−C(O)−R l 、−N(R l )−C(O)−O−R l 、−N(R l )−S(O) 2 −R l 、3〜20員ヘテロシクリル、ならびにハロおよびC 1〜6 アルキルからなる群から独立して選択される1つまたは複数のR m 基で必要に応じて置換された3〜20員カルボシクリルからなる群から独立して選択される1つまたは複数のRi基で必要に応じて置換され、Rcd * のC 1〜6 アルキルは、オキソ、ハロ、シアノ、−N(R l ) 2 、−O−R l 、−S(O)−R l 、−S(O) 2 −R l 、−S(O)−N(R l ) 2 、−S(O) 2 −N(R l ) 2 、−N(R l )−S(O)−R l 、−N(R l )−C(O)−R l 、−N(R l )−C(O)−O−R l 、−N(R l )−S(O) 2 −R l 、3〜20員ヘテロシクリル、ならびにハロおよびC 1〜6 アルキルからなる群から独立して選択される1つまたは複数のR m 基で必要に応じて置換された3〜20員カルボシクリルからなる群から独立して選択される1つまたは複数のR i 基で必要に応じて置換され;
Yは、1つまたは複数のRid基で必要に応じて置換された(6〜10員アリール)または(5〜14員ヘテロアリール)であり;
各々のRidは、オキソ、ハロ、C1〜6アルキル、シアノ、−N(Rld)2、−O−Rld、−S(O)−Rld、−S(O)2−Rld、−S(O)−N(Rld)2、−S(O)2−N(Rld)2、−N(Rld)−S(O)−Rld、−N(Rld)−C(O)−Rld、−N(Rld)−C(O)−O−Rld、−N(Rld)−S(O)2−Rld、3〜20員ヘテロシクリル、ならびにハロおよびC1〜6アルキルからなる群から独立して選択される1つまたは複数の基で必要に応じて置換された3〜20員カルボシクリルからなる群から独立して選択され;
各々のRldは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択され、R ld の各々のC1〜6アルキル、C2〜6アルケニル、およびC2〜6アルキニルは、オキソ、ハロ、アミノ、ヒドロキシル、−Si(R nd ) 3 、3〜20員カルボシクリル、および3〜20員ヘテロシクリルからなる群から独立して選択される1つまたは複数のRmd基で必要に応じて置換され、任意の3〜20員カルボシクリルおよび3〜20員ヘテロシクリルは、オキソ、C 1 〜C 4 アルキル、およびハロからなる群から独立して選択される1つまたは複数の基で必要に応じて置換され、R ld の各々の3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、オキソ、ハロ、アミノ、ヒドロキシル、−Si(R nd ) 3 、3〜20員カルボシクリル、3〜20員ヘテロシクリル、およびC 1 〜C 6 アルキルからなる群から独立して選択される1つまたは複数のR md 基で必要に応じて置換され、任意の3〜20員カルボシクリル、および3〜20員ヘテロシクリルは、オキソ、C 1 〜C 4 アルキル、およびハロからなる群から独立して選択される1つまたは複数の基で必要に応じて置換され、C 1〜6 アルキルは、オキソおよびハロからなる群から独立して選択される1つまたは複数の基で必要に応じて置換され;
各々のRndは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、およびC3〜6カルボシクリルからなる群から独立して選択され;
D、E、およびFのうちの1つはNであり、D、E、およびFのうちの残りはCHであり;
Rbeは6〜10員アリールまたは5〜14員ヘテロアリールであり、任意の6〜10員アリールおよび5〜14員ヘテロアリールは、オキソ、3〜20員カルボシクリル、3〜20員ヘテロシクリル、ハロ、−NO2、−N(Rg)2、−CN、−C(O)−N(Rg)2、−S(O)−N(Rg)2、−S(O)2−N(Rg)2、−O−Rg、−S−Rg、−O−C(O)−Rg、−C(O)−Rg、−C(O)−O−Rg、−S(O)−Rg、−S(O)2−Rg、−C(O)−N(Rg)2、−N(Rg)−C(O)−Rg、−Si(Rh)3、−N(Rg)−C(O)−O−Rg、−N(Rg)−S(O)−Rg、N(Rg)−S(O)2−Rg、およびC1〜6アルキルからなる群から独立して選択される1つまたは複数のRbe * 基で必要に応じて置換され、Rbe * の3〜20員カルボシクリルおよび3〜20員ヘテロシクリルは、オキソ、ハロ、C1〜6アルキル、シアノ、−N(Rl)2、−O−Rl、−S(O)−Rl、−S(O)2−Rl、−S(O)−N(Rl)2、−S(O)2−N(Rl)2、−N(Rl)−S(O)−Rl、−N(Rl)−C(O)−Rl、−N(Rl)−C(O)−O−Rl、−N(Rl)−S(O)2−Rl、3〜20員ヘテロシクリル、ならびにハロおよびC1〜6アルキルからなる群から独立して選択される1つまたは複数の基で必要に応じて置換された3〜20員カルボシクリルからなる群から独立して選択される1つまたは複数の基で必要に応じて置換され、Rbe * のC 1〜6 アルキルは、オキソ、ハロ、シアノ、−N(R l ) 2 、−O−R l 、−S(O)−R l 、−S(O) 2 −R l 、−S(O)−N(R l ) 2 、−S(O) 2 −N(R l ) 2 、−N(R l )−S(O)−R l 、−N(R l )−C(O)−R l 、−N(R l )−C(O)−O−R l 、−N(R l )−S(O) 2 −R l 、3〜20員ヘテロシクリル、ならびにハロおよびC 1〜6 アルキルからなる群から独立して選択される1つまたは複数の基で必要に応じて置換された3〜20員カルボシクリルからなる群から独立して選択される1つまたは複数の基で必要に応じて置換され;
Xfは、NH、O、S、または−C(Raf)2−であり;
各々のRafは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、およびC3〜6カルボシクリルからなる群から独立して選択され;
Rbfは、
である)
の化合物またはその塩。 - XはNHである、請求項1に記載の化合物またはその塩。
- XはOである、請求項1に記載の化合物またはその塩。
- XはCH2である、請求項1に記載の化合物またはその塩。
- 式(Ia)の化合物である、請求項1に記載の化合物またはその塩。
- 式(Ib)の化合物である、請求項1に記載の化合物またはその塩。
- 式(Ic)の化合物である、請求項1に記載の化合物またはその塩。
- 式(Id)の化合物である、請求項1に記載の化合物またはその塩。
- 式(Ie)の化合物である、請求項1に記載の化合物またはその塩。
- 式(If)の化合物である、請求項1に記載の化合物。
- 請求項1〜17のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩および薬学的に許容され得るアジュバント、担体、またはビヒクルを含む組成物。
- さらなる治療剤と組み合わせた請求項18に記載の組成物。
- 前記さらなる治療剤が化学療法剤である、請求項19に記載の組成物。
- 動物におけるCBPおよび/またはEP300媒介障害を処置するための、請求項1〜17のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩を含む、組成物。
- 前記障害が、癌、炎症性障害、または自己免疫疾患である、請求項21に記載の組成物。
- 前記癌が、聴神経腫、急性白血病、急性リンパ球性白血病、急性骨髄球性白血病、急性T細胞白血病、基底細胞癌腫、胆管癌腫、膀胱癌、脳癌、乳癌、気管支原性癌腫、子宮頸癌、軟骨肉腫、脊索腫、絨毛癌腫、慢性白血病、慢性リンパ球性白血病、慢性骨髄球性白血病、慢性骨髄性白血病、結腸癌、結腸直腸癌、頭蓋咽頭腫、嚢胞腺癌腫、びまん性大細胞型B細胞リンパ腫、増殖異常性変化、胎児性癌腫、子宮内膜癌、内皮肉腫、上衣腫、上皮癌腫、赤白血病、食道癌、エストロゲン−受容体陽性乳癌、本態性血小板血症、ユーイング腫瘍、線維肉腫、濾胞性リンパ腫、生殖細胞精巣癌、神経膠腫、膠芽腫、神経膠肉腫、重鎖病、頭頸部癌、血管芽細胞腫、ヘパトーム、肝細胞癌、ホルモン非感受性前立腺癌、平滑筋肉腫、白血病、脂肪肉腫、肺癌、リンパ管内皮肉腫、リンパ管肉腫、リンパ芽球性白血病、リンパ腫、T細胞またはB細胞起源のリンパ系悪性疾患、髄様癌腫、髄芽腫、黒色腫、髄膜腫、中皮腫、多発性骨髄腫、骨髄性白血病、骨髄腫、粘液肉腫、神経芽細胞腫、NUTミッドラインカルシノーマ(NMC)、非小細胞肺癌、乏突起膠腫、口腔癌、骨原性肉腫、卵巣癌、膵臓癌、乳頭腺癌腫、乳頭状癌腫、松果体腫、真性赤血球増加症、前立腺癌、直腸癌、腎細胞癌腫、網膜芽細胞腫、横紋筋肉腫、肉腫、脂腺癌腫、セミノーマ、皮膚癌、小細胞性肺癌腫、固形腫瘍(癌腫および肉腫)、小細胞肺癌、胃癌、扁平上皮癌腫、滑膜腫、汗腺癌腫、甲状腺癌、ワルデンシュトレームマクログロブリン血症、精巣腫瘍、子宮癌、およびウィルムス腫瘍から選択される、請求項22に記載の組成物。
- 前記癌が、肺癌、乳癌、膵臓癌、結腸直腸癌、および黒色腫から選択される、請求項22に記載の組成物。
- 前記炎症性障害または前記自己免疫疾患が、アジソン病、急性痛風、強直性脊椎炎、喘息、アテローム性動脈硬化症、ベーチェット病、水疱性皮膚疾患、慢性閉塞性肺疾患、クローン病、皮膚炎、湿疹、巨細胞動脈炎、線維症、糸球体腎炎、肝血管閉塞、肝炎、下垂体炎、免疫不全症候群、炎症性腸疾患、川崎病、ループス腎炎、多発性硬化症、心筋炎、筋炎、腎炎、移植臓器拒絶、骨関節炎、膵臓炎、心膜炎、結節性多発性動脈炎、肺臓炎、原発性胆汁性肝硬変、乾癬、乾癬性関節炎、関節リウマチ、強膜炎、硬化性胆管炎、敗血症、全身性エリテマトーデス、高安動脈炎、中毒性ショック、甲状腺炎、I型糖尿病、潰瘍性大腸炎、ブドウ膜炎、白斑、脈管炎、およびウェゲナー肉芽腫症から選択される、請求項22に記載の組成物。
- 医薬療法における使用のための、請求項1〜17のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩を含む組成物。
- CBPおよび/またはEP300媒介障害の予防的処置または治療的処置のための、請求項1〜17のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩を含む組成物。
- 動物におけるCBPおよび/またはEP300媒介障害を処置するための医薬を調製するための、請求項1〜17のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩の使用。
- 動物における細胞毒性剤を含む癌処置の有効性を増大させるための、有効量の請求項1〜17のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩を含む、組成物。
- 前記組成物が、前記細胞毒性剤と前記動物に対して共投与されることを特徴とする、請求項29に記載の組成物。
- 動物における癌治療に対する応答の持続時間を延長させるための、請求項1〜17のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩を含む組成物であって、該組成物が、該癌治療を受けている動物に投与され、該組成物を投与したときの該癌治療に対する応答の持続時間が、該組成物の投与がない該癌治療に対する応答の持続時間を超えて延長されることを特徴とする、組成物。
- 個体における癌を処置するための、請求項1〜17のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩を含む組成物であって、該組成物は、細胞毒性剤と該個体に対して共投与されることを特徴とする、組成物。
- 前記細胞毒性剤が、抗微小管剤、白金配位錯体、アルキル化剤、抗生物質製剤、トポイソメラーゼIIインヒビター、代謝拮抗物質、トポイソメラーゼIインヒビター、ホルモンおよびホルモンアナログ、シグナル伝達経路インヒビター、非受容体チロシンキナーゼ血管形成インヒビター、免疫治療剤、アポトーシス促進剤、LDH−Aのインヒビター、脂肪酸生合成のインヒビター、細胞周期シグナル伝達インヒビター、HDACインヒビター、プロテアソームインヒビター、および癌代謝のインヒビターから選択される、請求項32に記載の組成物。
- 前記細胞毒性剤がタキサンである、請求項32に記載の組成物。
- 前記タキサンがパクリタキセルまたはドセタキセルである、請求項34に記載の組成物。
- 前記細胞毒性剤が白金製剤である、請求項32に記載の組成物。
- 前記細胞毒性剤がEGFRのアンタゴニストである、請求項32に記載の組成物。
- 前記EGFRのアンタゴニストがN−(3−エチニルフェニル)−6,7−ビス(2−メトキシエトキシ)キナゾリン−4−アミンまたはその薬学的に許容され得る塩である、請求項37に記載の組成物。
- 前記細胞毒性剤がRAFインヒビターである、請求項32に記載の組成物。
- 前記RAFインヒビターがBRAFインヒビターまたはCRAFインヒビターである、請求項39に記載の組成物。
- 前記RAFインヒビターがベムラフェニブである、請求項39に記載の組成物。
- 前記細胞毒性剤がPI3Kインヒビターである、請求項32に記載の組成物。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CNPCT/CN2014/088315 | 2014-10-10 | ||
CN2014088315 | 2014-10-10 | ||
PCT/CN2015/091614 WO2016055028A1 (en) | 2014-10-10 | 2015-10-10 | Therapeutic compounds and uses thereof |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2017530176A JP2017530176A (ja) | 2017-10-12 |
JP2017530176A5 JP2017530176A5 (ja) | 2018-11-22 |
JP6820254B2 true JP6820254B2 (ja) | 2021-01-27 |
Family
ID=55652608
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2017518804A Active JP6820254B2 (ja) | 2014-10-10 | 2015-10-10 | 治療用化合物およびその使用 |
Country Status (6)
Country | Link |
---|---|
US (1) | US10206931B2 (ja) |
EP (1) | EP3204360B1 (ja) |
JP (1) | JP6820254B2 (ja) |
CN (1) | CN107108512B (ja) |
HK (1) | HK1243073A1 (ja) |
WO (1) | WO2016055028A1 (ja) |
Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107108613B (zh) * | 2014-11-10 | 2020-02-25 | 基因泰克公司 | 布罗莫结构域抑制剂及其用途 |
CR20180413A (es) | 2016-02-05 | 2018-12-04 | Denali Therapeutics Inc | Inhibidores de la proteína quinasa 1 que interactua con el receptor |
EP3464270B1 (en) * | 2016-05-24 | 2022-02-23 | Genentech, Inc. | Heterocyclic inhibitors of cbp/ep300 and their use in the treatment of cancer |
EP3487993A1 (en) | 2016-07-25 | 2019-05-29 | Epizyme, Inc. | Crebbp related cancer therapy |
WO2018107060A1 (en) | 2016-12-09 | 2018-06-14 | Denali Therapeutics Inc. | Compounds, compositions and methods |
CN110291089B (zh) | 2017-01-17 | 2022-05-27 | 海帕瑞吉尼克斯股份有限公司 | 用于促进肝再生或者减少或预防肝细胞死亡的蛋白激酶抑制剂 |
CN107325092B (zh) * | 2017-08-07 | 2021-01-08 | 山东鲁宁药业有限公司 | 一种阿奇沙坦的制备新工艺 |
CN107643405B (zh) * | 2017-09-19 | 2020-07-17 | 上海市肺科医院 | 一种基于自身抗体检测的肺癌诊断试剂盒及其应用 |
WO2019070742A1 (en) * | 2017-10-03 | 2019-04-11 | Sidecar Therapeutics, Inc. | APOPTOSIS SIGNAL REGULATION KINASE 1 (ASK 1) INHIBITORS COMPOUNDS |
CN112165944B (zh) | 2018-03-29 | 2024-04-09 | 德州大学系统董事会 | 转录激活蛋白的咪唑并哌嗪抑制剂 |
WO2019195846A1 (en) | 2018-04-06 | 2019-10-10 | Board Of Regents, The University Of Texas System | Imidazopiperazinone inhibitors of transcription activating proteins |
WO2020173440A1 (en) * | 2019-02-27 | 2020-09-03 | Cullgen (Shanghai), Inc. | Cyclic-amp response element binding protein (cbp) and/or adenoviral e1a binding protein of 300 kda (p300) degradation compounds and methods of use |
EP3956330A4 (en) | 2019-04-18 | 2023-01-18 | The Johns Hopkins University | SUBSTITUTED 2-AMINO-PYRAZOLYL-[1,2,4]TRIAZOLO[1,5A]PYRIDINE DERIVATIVES AND THEIR USE |
JP2022537521A (ja) * | 2019-06-18 | 2022-08-26 | ダナ-ファーバー キャンサー インスティテュート,インコーポレイテッド | 小分子標的ブロモ/アセチルタンパク質およびその使用 |
CN110170052B (zh) * | 2019-06-21 | 2020-07-10 | 复旦大学 | Cbp-p300抑制剂在肠道损伤疾病中的应用 |
TW202120095A (zh) * | 2019-08-05 | 2021-06-01 | 美商美國禮來大藥廠 | 7,8-二氫-4H-吡唑并[4,3-c]氮呯-6-酮化合物 |
CN115397822B (zh) * | 2020-04-25 | 2024-04-16 | 南京药石科技股份有限公司 | Cbp/ep300抑制剂及其用途 |
IL298760A (en) | 2020-06-05 | 2023-02-01 | Kinnate Biopharma Inc | Fibroblast growth factor receptor kinase inhibitors |
US20230250088A1 (en) * | 2020-07-15 | 2023-08-10 | Ifm Due, Inc. | Compounds and compositions for treating conditions associated with sting activity |
EP4277897A1 (en) * | 2021-01-12 | 2023-11-22 | Chengdu Anticancer Bioscience, Ltd. | Fused azepine compounds and their use in the treatment of cancer |
WO2023088420A1 (en) * | 2021-11-19 | 2023-05-25 | Chengdu Anticancer Bioscience, Ltd. | 1h-benzo[b]azepin-2(3h)-one compounds, compositions and methods of treating cancer |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3203952A (en) * | 1962-12-04 | 1965-08-31 | Upjohn Co | Chloromethylsulfonamides of cyclic diamines |
US3361750A (en) * | 1963-03-21 | 1968-01-02 | Squibb & Sons Inc | Benzothiazepines |
DE3800386A1 (de) * | 1988-01-09 | 1989-07-20 | Bayer Ag | Verfahren zur herstellung von benzothiazepinon-derivaten |
EP1820799A1 (en) * | 2004-11-10 | 2007-08-22 | Wakamoto Pharmaceutical Co., Ltd. | 2,3,4,5-tetrahydro-1h-1,5-benzodiazepine derivative and medicinal composition |
DE102006051796A1 (de) * | 2006-11-03 | 2008-05-08 | Merck Patent Gmbh | Triaza-benzo[e]azulenderivate |
US9422292B2 (en) * | 2011-05-04 | 2016-08-23 | Constellation Pharmaceuticals, Inc. | Bromodomain inhibitors and uses thereof |
-
2015
- 2015-10-10 CN CN201580066923.XA patent/CN107108512B/zh active Active
- 2015-10-10 WO PCT/CN2015/091614 patent/WO2016055028A1/en active Application Filing
- 2015-10-10 EP EP15848282.8A patent/EP3204360B1/en active Active
- 2015-10-10 JP JP2017518804A patent/JP6820254B2/ja active Active
-
2017
- 2017-04-07 US US15/482,581 patent/US10206931B2/en active Active
-
2018
- 2018-02-22 HK HK18102569.7A patent/HK1243073A1/zh unknown
Also Published As
Publication number | Publication date |
---|---|
CN107108512A (zh) | 2017-08-29 |
US10206931B2 (en) | 2019-02-19 |
WO2016055028A1 (en) | 2016-04-14 |
US20170312292A1 (en) | 2017-11-02 |
EP3204360A4 (en) | 2018-03-28 |
EP3204360A1 (en) | 2017-08-16 |
HK1243073A1 (zh) | 2018-07-06 |
EP3204360B1 (en) | 2020-08-26 |
CN107108512B (zh) | 2021-05-04 |
JP2017530176A (ja) | 2017-10-12 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6820254B2 (ja) | 治療用化合物およびその使用 | |
JP7160688B2 (ja) | Cbp/ep300の複素環式インヒビターおよびがんの処置におけるそれらの使用 | |
JP7014736B2 (ja) | がんの処置のためのピラゾロピリジン誘導体 | |
JP6771464B2 (ja) | Cbpおよび/またはep300インヒビターとしての、4,5,6,7−テトラヒドロ−1h−ピラゾロ[4,3−c]ピリジン−3−アミン化合物 | |
JP6847844B2 (ja) | 治療用ピリダジン化合物およびその使用 | |
JP6669744B2 (ja) | ブロモドメインのインヒビターとしての置換ピロロピリジン | |
CN107108614B (zh) | 作为布罗莫结构域抑制剂的取代的吡咯并吡啶 | |
JP6767969B2 (ja) | がんの処置における使用のためのpcafおよびgcn5阻害剤としての式(i)のフタラジン誘導体 | |
JP6814730B2 (ja) | 治療用化合物およびその使用 | |
JP6659703B2 (ja) | ピリダジノン誘導体および癌の処置におけるそれらの使用 | |
JP2018507191A (ja) | 治療用化合物およびその使用 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20181009 |
|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20181009 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20190620 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20190627 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20190925 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20191126 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20191227 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20200515 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20200915 |
|
C60 | Trial request (containing other claim documents, opposition documents) |
Free format text: JAPANESE INTERMEDIATE CODE: C60 Effective date: 20200915 |
|
A911 | Transfer to examiner for re-examination before appeal (zenchi) |
Free format text: JAPANESE INTERMEDIATE CODE: A911 Effective date: 20200925 |
|
C21 | Notice of transfer of a case for reconsideration by examiners before appeal proceedings |
Free format text: JAPANESE INTERMEDIATE CODE: C21 Effective date: 20200928 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20201202 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20210104 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 6820254 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |