HRP20100607T1 - Spojevi piperidinilamino-tieno(2,3-d) pirimidina - Google Patents
Spojevi piperidinilamino-tieno(2,3-d) pirimidina Download PDFInfo
- Publication number
- HRP20100607T1 HRP20100607T1 HR20100607T HRP20100607T HRP20100607T1 HR P20100607 T1 HRP20100607 T1 HR P20100607T1 HR 20100607 T HR20100607 T HR 20100607T HR P20100607 T HRP20100607 T HR P20100607T HR P20100607 T1 HRP20100607 T1 HR P20100607T1
- Authority
- HR
- Croatia
- Prior art keywords
- substituted
- alkyl
- pyrimidin
- hydrogen
- halogen
- Prior art date
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- ADSGKJVJNPJWJS-UHFFFAOYSA-N n-piperidin-1-ylthieno[2,3-d]pyrimidin-2-amine Chemical class C1CCCCN1NC1=NC=C(C=CS2)C2=N1 ADSGKJVJNPJWJS-UHFFFAOYSA-N 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 35
- 239000001257 hydrogen Substances 0.000 claims abstract 35
- 150000001875 compounds Chemical class 0.000 claims abstract 26
- 150000002431 hydrogen Chemical class 0.000 claims abstract 19
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 13
- 125000000217 alkyl group Chemical group 0.000 claims abstract 11
- 150000003839 salts Chemical class 0.000 claims abstract 11
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 10
- 150000007942 carboxylates Chemical class 0.000 claims abstract 9
- 150000002148 esters Chemical class 0.000 claims abstract 6
- 125000004953 trihalomethyl group Chemical group 0.000 claims abstract 5
- 150000001408 amides Chemical class 0.000 claims abstract 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims abstract 2
- 229910052736 halogen Inorganic materials 0.000 claims 30
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 26
- 150000002367 halogens Chemical class 0.000 claims 25
- 125000001072 heteroaryl group Chemical group 0.000 claims 25
- 125000003118 aryl group Chemical group 0.000 claims 19
- 101100516568 Caenorhabditis elegans nhr-7 gene Proteins 0.000 claims 12
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 11
- -1 cyano, amino Chemical group 0.000 claims 11
- 206010007559 Cardiac failure congestive Diseases 0.000 claims 10
- 206010019280 Heart failures Diseases 0.000 claims 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 9
- 125000001424 substituent group Chemical group 0.000 claims 9
- 206010004446 Benign prostatic hyperplasia Diseases 0.000 claims 8
- 208000002193 Pain Diseases 0.000 claims 8
- 208000004403 Prostatic Hyperplasia Diseases 0.000 claims 8
- 125000003545 alkoxy group Chemical group 0.000 claims 8
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 claims 8
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 8
- 125000004414 alkyl thio group Chemical group 0.000 claims 8
- 125000005843 halogen group Chemical group 0.000 claims 8
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 8
- 125000004442 acylamino group Chemical group 0.000 claims 7
- 125000005199 aryl carbonyloxy group Chemical group 0.000 claims 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 7
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 6
- 125000005110 aryl thio group Chemical group 0.000 claims 6
- 201000010099 disease Diseases 0.000 claims 6
- 125000001188 haloalkyl group Chemical group 0.000 claims 6
- 125000001054 5 membered carbocyclic group Chemical group 0.000 claims 5
- 125000004008 6 membered carbocyclic group Chemical group 0.000 claims 5
- 208000010228 Erectile Dysfunction Diseases 0.000 claims 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims 5
- 201000001881 impotence Diseases 0.000 claims 5
- 125000003107 substituted aryl group Chemical group 0.000 claims 5
- 206010000599 Acromegaly Diseases 0.000 claims 4
- 206010058019 Cancer Pain Diseases 0.000 claims 4
- 208000000094 Chronic Pain Diseases 0.000 claims 4
- 206010065390 Inflammatory pain Diseases 0.000 claims 4
- 208000019430 Motor disease Diseases 0.000 claims 4
- 208000008589 Obesity Diseases 0.000 claims 4
- 208000005298 acute pain Diseases 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 4
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims 4
- 125000004691 alkyl thio carbonyl group Chemical group 0.000 claims 4
- 125000000304 alkynyl group Chemical group 0.000 claims 4
- 150000001412 amines Chemical class 0.000 claims 4
- 208000006673 asthma Diseases 0.000 claims 4
- 208000002458 carcinoid tumor Diseases 0.000 claims 4
- 125000005842 heteroatom Chemical group 0.000 claims 4
- 208000013403 hyperactivity Diseases 0.000 claims 4
- 208000031424 hyperprolactinemia Diseases 0.000 claims 4
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 4
- 210000000111 lower esophageal sphincter Anatomy 0.000 claims 4
- 208000004296 neuralgia Diseases 0.000 claims 4
- 208000021722 neuropathic pain Diseases 0.000 claims 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 4
- 229910052757 nitrogen Inorganic materials 0.000 claims 4
- 235000020824 obesity Nutrition 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 201000011264 priapism Diseases 0.000 claims 4
- IENZFHBNCRQMNP-UHFFFAOYSA-N prx-08066 Chemical compound C1=C(C#N)C(F)=CC=C1CN1CCC(NC=2C=3C=C(Cl)SC=3N=CN=2)CC1 IENZFHBNCRQMNP-UHFFFAOYSA-N 0.000 claims 4
- 208000037803 restenosis Diseases 0.000 claims 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 208000001608 teratocarcinoma Diseases 0.000 claims 4
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 4
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 3
- 125000001960 7 membered carbocyclic group Chemical group 0.000 claims 3
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims 3
- 208000019695 Migraine disease Diseases 0.000 claims 3
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
- 125000002837 carbocyclic group Chemical group 0.000 claims 3
- 208000015114 central nervous system disease Diseases 0.000 claims 3
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 206010027599 migraine Diseases 0.000 claims 3
- 230000000414 obstructive effect Effects 0.000 claims 3
- 208000002815 pulmonary hypertension Diseases 0.000 claims 3
- 229940124530 sulfonamide Drugs 0.000 claims 3
- 150000003456 sulfonamides Chemical class 0.000 claims 3
- 208000037905 systemic hypertension Diseases 0.000 claims 3
- PQTKPMSGMUBWCG-UHFFFAOYSA-N 3-[[4-[(6-chlorothieno[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl]methyl]benzonitrile Chemical compound N1=CN=C2SC(Cl)=CC2=C1NC(CC1)CCN1CC1=CC=CC(C#N)=C1 PQTKPMSGMUBWCG-UHFFFAOYSA-N 0.000 claims 2
- 229940116892 5 Hydroxytryptamine 2B receptor antagonist Drugs 0.000 claims 2
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 208000019901 Anxiety disease Diseases 0.000 claims 2
- 208000010496 Heart Arrest Diseases 0.000 claims 2
- 206010020772 Hypertension Diseases 0.000 claims 2
- 208000018737 Parkinson disease Diseases 0.000 claims 2
- 230000036506 anxiety Effects 0.000 claims 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 210000001035 gastrointestinal tract Anatomy 0.000 claims 2
- 239000004615 ingredient Substances 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- OYRRZWATULMEPF-UHFFFAOYSA-N pyrimidin-4-amine Chemical compound NC1=CC=NC=N1 OYRRZWATULMEPF-UHFFFAOYSA-N 0.000 claims 2
- 210000002345 respiratory system Anatomy 0.000 claims 2
- 239000002891 serotonin 2B antagonist Substances 0.000 claims 2
- 208000019116 sleep disease Diseases 0.000 claims 2
- DYTQGJLVGDSCLF-UHFFFAOYSA-N thieno[2,3-d]pyrimidin-4-amine Chemical compound NC1=NC=NC2=C1C=CS2 DYTQGJLVGDSCLF-UHFFFAOYSA-N 0.000 claims 2
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims 1
- MJCIYSQEOMUHJS-UHFFFAOYSA-N 2-[4-[(5-phenylthieno[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl]-5-(trifluoromethyl)pyridin-3-ol Chemical compound OC1=CC(C(F)(F)F)=CN=C1N1CCC(NC=2C=3C(C=4C=CC=CC=4)=CSC=3N=CN=2)CC1 MJCIYSQEOMUHJS-UHFFFAOYSA-N 0.000 claims 1
- YYWUHAUEVNAXMN-UHFFFAOYSA-N 3-[[4-[(6-chlorothieno[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl]methyl]-4-fluorobenzonitrile Chemical compound FC1=CC=C(C#N)C=C1CN1CCC(NC=2C=3C=C(Cl)SC=3N=CN=2)CC1 YYWUHAUEVNAXMN-UHFFFAOYSA-N 0.000 claims 1
- VAEQQXGWJIWLQN-UHFFFAOYSA-N 3-[[4-[(6-chlorothieno[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl]methyl]-n,n-dimethylbenzamide Chemical compound CN(C)C(=O)C1=CC=CC(CN2CCC(CC2)NC=2C=3C=C(Cl)SC=3N=CN=2)=C1 VAEQQXGWJIWLQN-UHFFFAOYSA-N 0.000 claims 1
- MMRJZPXHVHMPKJ-UHFFFAOYSA-N 3-[[4-[(6-chlorothieno[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl]methyl]-n-methylbenzamide Chemical compound CNC(=O)C1=CC=CC(CN2CCC(CC2)NC=2C=3C=C(Cl)SC=3N=CN=2)=C1 MMRJZPXHVHMPKJ-UHFFFAOYSA-N 0.000 claims 1
- RTEJQWMBXQKGDT-UHFFFAOYSA-N 3-[[4-[(6-chlorothieno[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl]methyl]benzoic acid Chemical compound OC(=O)C1=CC=CC(CN2CCC(CC2)NC=2C=3C=C(Cl)SC=3N=CN=2)=C1 RTEJQWMBXQKGDT-UHFFFAOYSA-N 0.000 claims 1
- 102000006969 5-HT2B Serotonin Receptor Human genes 0.000 claims 1
- 108010072584 5-HT2B Serotonin Receptor Proteins 0.000 claims 1
- GYQNXYQGNUDXME-UHFFFAOYSA-N 5-methyl-N-[1-(phenylmethyl)-4-piperidinyl]-4-thieno[2,3-d]pyrimidinamine Chemical compound C=12C(C)=CSC2=NC=NC=1NC(CC1)CCN1CC1=CC=CC=C1 GYQNXYQGNUDXME-UHFFFAOYSA-N 0.000 claims 1
- TVIJKKKOUAVCFE-UHFFFAOYSA-N 6-chloro-n-[1-(pyrimidin-5-ylmethyl)piperidin-4-yl]thieno[2,3-d]pyrimidin-4-amine Chemical compound N1=CN=C2SC(Cl)=CC2=C1NC(CC1)CCN1CC1=CN=CN=C1 TVIJKKKOUAVCFE-UHFFFAOYSA-N 0.000 claims 1
- CMLCSTCLZSWWLM-UHFFFAOYSA-N 6-chloro-n-[1-[(2-fluorophenyl)methyl]piperidin-4-yl]thieno[2,3-d]pyrimidin-4-amine Chemical compound FC1=CC=CC=C1CN1CCC(NC=2C=3C=C(Cl)SC=3N=CN=2)CC1 CMLCSTCLZSWWLM-UHFFFAOYSA-N 0.000 claims 1
- ISMSFHINKJRNFM-UHFFFAOYSA-N 6-chloro-n-[1-[(3,5-difluorophenyl)methyl]piperidin-4-yl]-5-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4-amine Chemical compound C1=CC(F)=CC=C1C1=C(Cl)SC2=NC=NC(NC3CCN(CC=4C=C(F)C=C(F)C=4)CC3)=C12 ISMSFHINKJRNFM-UHFFFAOYSA-N 0.000 claims 1
- NLUJGBUOTQKCCU-UHFFFAOYSA-N 6-chloro-n-[1-[(3-chlorophenyl)methyl]piperidin-4-yl]thieno[2,3-d]pyrimidin-4-amine Chemical compound N1=CN=C2SC(Cl)=CC2=C1NC(CC1)CCN1CC1=CC=CC(Cl)=C1 NLUJGBUOTQKCCU-UHFFFAOYSA-N 0.000 claims 1
- VLRWZIVNYLXYQA-UHFFFAOYSA-N 6-chloro-n-[1-[(3-fluorophenyl)methyl]piperidin-4-yl]-5-propan-2-ylthieno[2,3-d]pyrimidin-4-amine Chemical compound C=12C(C(C)C)=C(Cl)SC2=NC=NC=1NC(CC1)CCN1CC1=CC=CC(F)=C1 VLRWZIVNYLXYQA-UHFFFAOYSA-N 0.000 claims 1
- WMARRSNBTGRLEN-UHFFFAOYSA-N 6-chloro-n-[1-[(3-methylsulfonylphenyl)methyl]piperidin-4-yl]thieno[2,3-d]pyrimidin-4-amine Chemical compound CS(=O)(=O)C1=CC=CC(CN2CCC(CC2)NC=2C=3C=C(Cl)SC=3N=CN=2)=C1 WMARRSNBTGRLEN-UHFFFAOYSA-N 0.000 claims 1
- UWHSVHVWEILMFV-UHFFFAOYSA-N 6-chloro-n-[1-[(4-fluoro-3-methoxyphenyl)methyl]piperidin-4-yl]thieno[2,3-d]pyrimidin-4-amine Chemical compound C1=C(F)C(OC)=CC(CN2CCC(CC2)NC=2C=3C=C(Cl)SC=3N=CN=2)=C1 UWHSVHVWEILMFV-UHFFFAOYSA-N 0.000 claims 1
- 208000020401 Depressive disease Diseases 0.000 claims 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical class OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- 208000027771 Obstructive airways disease Diseases 0.000 claims 1
- 206010064911 Pulmonary arterial hypertension Diseases 0.000 claims 1
- 230000006735 deficit Effects 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical group OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- KOSCCIRSBSGHIW-UHFFFAOYSA-N methyl 3-[[4-[(6-chlorothieno[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl]methyl]benzoate Chemical compound COC(=O)C1=CC=CC(CN2CCC(CC2)NC=2C=3C=C(Cl)SC=3N=CN=2)=C1 KOSCCIRSBSGHIW-UHFFFAOYSA-N 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- UUVLNXOVNYNPAB-UHFFFAOYSA-N n-(1-benzylpiperidin-4-yl)-5-phenylthieno[2,3-d]pyrimidin-4-amine Chemical compound C=1C=CC=CC=1CN(CC1)CCC1NC(C1=2)=NC=NC=2SC=C1C1=CC=CC=C1 UUVLNXOVNYNPAB-UHFFFAOYSA-N 0.000 claims 1
- VHNZPOZLUIMVIB-UHFFFAOYSA-N n-(1-benzylpiperidin-4-yl)thieno[2,3-d]pyrimidin-4-amine Chemical compound C1CC(NC=2C=3C=CSC=3N=CN=2)CCN1CC1=CC=CC=C1 VHNZPOZLUIMVIB-UHFFFAOYSA-N 0.000 claims 1
- RBRMAODJOLZWCV-UHFFFAOYSA-N n-[1-(1,3-benzodioxol-5-ylmethyl)piperidin-4-yl]-6-chlorothieno[2,3-d]pyrimidin-4-amine Chemical compound C1=C2OCOC2=CC(CN2CCC(CC2)NC2=C3C=C(SC3=NC=N2)Cl)=C1 RBRMAODJOLZWCV-UHFFFAOYSA-N 0.000 claims 1
- WQLXPUYRUPWTAS-UHFFFAOYSA-N n-[1-[1-(3-fluorophenyl)ethyl]piperidin-4-yl]-6-(2-methylpropyl)thieno[2,3-d]pyrimidin-4-amine Chemical compound N1=CN=C2SC(CC(C)C)=CC2=C1NC(CC1)CCN1C(C)C1=CC=CC(F)=C1 WQLXPUYRUPWTAS-UHFFFAOYSA-N 0.000 claims 1
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 229940044551 receptor antagonist Drugs 0.000 claims 1
- 239000002464 receptor antagonist Substances 0.000 claims 1
- 208000023504 respiratory system disease Diseases 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 claims 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
Classifications
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- 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
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- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
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- A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/06—Drugs for disorders of the endocrine system of the anterior pituitary hormones, e.g. TSH, ACTH, FSH, LH, PRL, GH
- A61P5/08—Drugs for disorders of the endocrine system of the anterior pituitary hormones, e.g. TSH, ACTH, FSH, LH, PRL, GH for decreasing, blocking or antagonising the activity of the anterior pituitary hormones
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- 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
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- 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
- A61P9/08—Vasodilators for multiple indications
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- 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
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- 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
- A61P9/12—Antihypertensives
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Application Number | Priority Date | Filing Date | Title |
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US10/947,995 US20050222175A1 (en) | 2004-03-31 | 2004-09-23 | New piperidinylamino-thieno[2,3-D] pyrimidine compounds |
US11/075,565 US7612078B2 (en) | 2003-03-31 | 2005-03-08 | Piperidinylamino-thieno[2,3-D] pyrimidine compounds |
PCT/US2005/034862 WO2006034511A1 (en) | 2004-09-23 | 2005-09-23 | Piperidinylamino-thieno[2,3-d] pyrimidine compounds |
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HRP20100607T1 true HRP20100607T1 (hr) | 2011-03-31 |
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HR20100607T HRP20100607T1 (hr) | 2004-09-23 | 2010-11-11 | Spojevi piperidinilamino-tieno(2,3-d) pirimidina |
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US (2) | US7612078B2 (de) |
EP (1) | EP1797099B1 (de) |
JP (1) | JP2008514643A (de) |
KR (1) | KR20070057970A (de) |
CN (1) | CN101048412A (de) |
AR (1) | AR054982A1 (de) |
AT (1) | ATE477257T1 (de) |
AU (1) | AU2005287898A1 (de) |
BR (1) | BRPI0515530A (de) |
CA (1) | CA2581175A1 (de) |
DE (1) | DE602005022897D1 (de) |
DK (1) | DK1797099T3 (de) |
HR (1) | HRP20100607T1 (de) |
IL (1) | IL182099A0 (de) |
MX (1) | MX2007003026A (de) |
NO (1) | NO20072037L (de) |
NZ (1) | NZ553886A (de) |
PL (1) | PL1797099T3 (de) |
PT (1) | PT1797099E (de) |
TW (1) | TW200628472A (de) |
WO (1) | WO2006034511A1 (de) |
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US20050222175A1 (en) * | 2004-03-31 | 2005-10-06 | Dhanoa Dale S | New piperidinylamino-thieno[2,3-D] pyrimidine compounds |
US7488736B2 (en) * | 2004-05-17 | 2009-02-10 | Epix Delaware, Inc. | Thienopyridinone compounds and methods of treatment |
US7407966B2 (en) * | 2004-10-07 | 2008-08-05 | Epix Delaware, Inc. | Thienopyridinone compounds and methods of treatment |
US7598265B2 (en) * | 2004-09-30 | 2009-10-06 | Epix Delaware, Inc. | Compositions and methods for treating CNS disorders |
US7576211B2 (en) * | 2004-09-30 | 2009-08-18 | Epix Delaware, Inc. | Synthesis of thienopyridinone compounds and related intermediates |
US7576080B2 (en) * | 2004-12-23 | 2009-08-18 | Memory Pharmaceuticals Corporation | Certain thienopyrimidine derivatives as phosphodiesterase 10 inhibitors |
NZ556761A (en) * | 2005-01-25 | 2011-04-29 | Galenea Corp | Substituted arylamine compounds and their use as 5-HT6 modulators |
US20070099941A1 (en) * | 2005-11-02 | 2007-05-03 | Cytovia, Inc. | N-arylalkyl-thienopyrimidin-4-amines and analogs as activators of caspases and inducers of apoptosis and the use thereof |
US20070213305A1 (en) * | 2005-11-02 | 2007-09-13 | Cytovia, Inc. | N-alkyl-N-aryl-thienopyrimidin-4-amines and analogs as activators of caspases and inducers of apoptosis and the use thereof |
WO2007056215A2 (en) * | 2005-11-02 | 2007-05-18 | Cytovia, Inc. | N-aryl-thienopyrimidin-4-amines and the use thereof |
US7939661B2 (en) * | 2006-09-11 | 2011-05-10 | Hoffman-La Roche Inc. | Pyridine, quinoline and pyrimidine derivatives |
WO2008061968A1 (en) * | 2006-11-22 | 2008-05-29 | Boehringer Ingelheim International Gmbh | Benzimidazolone derivates in the treatment of pulmonary arterial hypertension |
WO2008061966A2 (en) * | 2006-11-22 | 2008-05-29 | Boehringer Ingelheim International Gmbh | New use of flibanserin |
MX2010002523A (es) * | 2007-09-04 | 2010-08-31 | Epix Delaware Inc | Compuestos de piperidinilamino-tieno[2,3-d] pirimidina para tratar la fibrosis. |
EP2445877B1 (de) * | 2008-12-03 | 2014-07-23 | Nanotherapeutics, Inc. | Bicyclische verbindungen und verfahren zu deren herstellung und deren verwendung |
US8618116B2 (en) * | 2009-08-03 | 2013-12-31 | Daljit Singh Dhanoa | Deuterium-enriched pyrimidine compounds and derivatives |
CA2808432C (en) | 2010-07-23 | 2019-06-04 | President And Fellows Of Harvard College | Tricyclic proteasome activity enhancing compounds with thieno[2,3-d]pyrimidine core |
WO2012154009A2 (ko) * | 2011-05-12 | 2012-11-15 | 한국화학연구원 | 티에노피리미딘 유도체, 이의 약학적으로 허용가능한 이의 제조방법 및 이를 유효성분으로 함유하는 당뇨 관련 질환의 또는 치료용 약학적 조성물 |
JP2015504919A (ja) | 2012-01-25 | 2015-02-16 | プロテオステイシス セラピューティクス,インコーポレイテッド | プロテアソーム活性を調節する化合物 |
CN103467596A (zh) * | 2012-06-06 | 2013-12-25 | 北京大学 | 一个治疗肺动脉高压的新靶点 |
BR112015022602A2 (pt) * | 2013-03-13 | 2017-07-18 | Univ Michigan Regents | composições compreendendo compostos de tienopirimidina e tienopiridina e métodos de uso dos mesmos |
WO2016040330A1 (en) | 2014-09-09 | 2016-03-17 | The Regents Of The University Of Michigan | Thienopyrimidine and thienopyridine compounds and methods of use thereof |
CN104592248A (zh) * | 2014-12-31 | 2015-05-06 | 芜湖杨燕制药有限公司 | 一种4-氯-6-取代噻吩并[2,3-d]嘧啶化合物的制备方法 |
TWI703150B (zh) * | 2015-06-04 | 2020-09-01 | 美商庫拉腫瘤技術股份有限公司 | 用於抑制menin及mll蛋白之交互作用的方法及組合物 |
EP3302057A4 (de) | 2015-06-04 | 2018-11-21 | Kura Oncology, Inc. | Verfahren und zusammensetzungen zur hemmung der interaktion von menin mit mll-proteinen |
MA43823A (fr) | 2016-03-16 | 2018-11-28 | Kura Oncology Inc | Inhibiteurs bicycliques pontés de ménine-mll et méthodes d'utilisation |
IL261606B (en) | 2016-03-16 | 2022-09-01 | Kura Oncology Inc | Inhibitors of converted menin-mll and methods of use |
EP3512858B1 (de) * | 2016-09-14 | 2023-11-08 | Janssen Pharmaceutica NV | Kondensierte bicyclische inhibitoren der menin-mll-interaktion |
EP3512857B1 (de) | 2016-09-14 | 2021-02-24 | Janssen Pharmaceutica NV | Spiro-bizyklische inhibitoren von menin-mll-wechselwirkung |
AU2017376599B2 (en) | 2016-12-15 | 2021-10-07 | Janssen Pharmaceutica Nv | Azepane inhibitors of menin-MLL interaction |
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US11542248B2 (en) | 2017-06-08 | 2023-01-03 | Kura Oncology, Inc. | Methods and compositions for inhibiting the interaction of menin with MLL proteins |
TW201920170A (zh) | 2017-09-20 | 2019-06-01 | 美商庫拉腫瘤技術股份有限公司 | 經取代之menin-mll 抑制劑及使用方法 |
US11396517B1 (en) | 2017-12-20 | 2022-07-26 | Janssen Pharmaceutica Nv | Exo-aza spiro inhibitors of menin-MLL interaction |
CN110075109B (zh) * | 2019-03-28 | 2021-07-27 | 中国人民解放军军事科学院军事医学研究院 | 一种促进干细胞因子合成和分泌的化合物及其用途 |
CN114560843B (zh) * | 2022-04-02 | 2023-04-18 | 河南维诺生物科技有限公司 | 一种作为荧光探针的化合物及其合成方法和应用 |
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2005
- 2005-03-08 US US11/075,565 patent/US7612078B2/en not_active Expired - Fee Related
- 2005-09-23 NZ NZ553886A patent/NZ553886A/en unknown
- 2005-09-23 CN CNA2005800360646A patent/CN101048412A/zh active Pending
- 2005-09-23 WO PCT/US2005/034862 patent/WO2006034511A1/en active Application Filing
- 2005-09-23 BR BRPI0515530-4A patent/BRPI0515530A/pt not_active IP Right Cessation
- 2005-09-23 JP JP2007533765A patent/JP2008514643A/ja active Pending
- 2005-09-23 PT PT05800014T patent/PT1797099E/pt unknown
- 2005-09-23 AT AT05800014T patent/ATE477257T1/de active
- 2005-09-23 MX MX2007003026A patent/MX2007003026A/es unknown
- 2005-09-23 PL PL05800014T patent/PL1797099T3/pl unknown
- 2005-09-23 DK DK05800014.2T patent/DK1797099T3/da active
- 2005-09-23 DE DE602005022897T patent/DE602005022897D1/de active Active
- 2005-09-23 CA CA002581175A patent/CA2581175A1/en not_active Abandoned
- 2005-09-23 AU AU2005287898A patent/AU2005287898A1/en not_active Abandoned
- 2005-09-23 TW TW094133175A patent/TW200628472A/zh unknown
- 2005-09-23 EP EP05800014A patent/EP1797099B1/de active Active
- 2005-09-23 KR KR1020077009078A patent/KR20070057970A/ko not_active Application Discontinuation
- 2005-09-26 AR ARP050103996A patent/AR054982A1/es unknown
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2007
- 2007-03-21 IL IL182099A patent/IL182099A0/en unknown
- 2007-04-20 NO NO20072037A patent/NO20072037L/no not_active Application Discontinuation
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2009
- 2009-10-30 US US12/609,470 patent/US20100113485A1/en not_active Abandoned
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2010
- 2010-11-11 HR HR20100607T patent/HRP20100607T1/hr unknown
Also Published As
Publication number | Publication date |
---|---|
AR054982A1 (es) | 2007-08-01 |
WO2006034511A1 (en) | 2006-03-30 |
EP1797099B1 (de) | 2010-08-11 |
ATE477257T1 (de) | 2010-08-15 |
DK1797099T3 (da) | 2010-11-29 |
CA2581175A1 (en) | 2006-03-30 |
AU2005287898A1 (en) | 2006-03-30 |
US20100113485A1 (en) | 2010-05-06 |
EP1797099A1 (de) | 2007-06-20 |
PL1797099T3 (pl) | 2011-07-29 |
NZ553886A (en) | 2010-11-26 |
JP2008514643A (ja) | 2008-05-08 |
US7612078B2 (en) | 2009-11-03 |
US20050222176A1 (en) | 2005-10-06 |
PT1797099E (pt) | 2010-11-18 |
NO20072037L (no) | 2007-06-21 |
TW200628472A (en) | 2006-08-16 |
KR20070057970A (ko) | 2007-06-07 |
CN101048412A (zh) | 2007-10-03 |
BRPI0515530A (pt) | 2008-07-29 |
IL182099A0 (en) | 2007-07-24 |
DE602005022897D1 (de) | 2010-09-23 |
MX2007003026A (es) | 2007-12-04 |
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