RU2005111589A - Производные 1-пиридин-4-илмочевины - Google Patents
Производные 1-пиридин-4-илмочевины Download PDFInfo
- Publication number
- RU2005111589A RU2005111589A RU2005111589/04A RU2005111589A RU2005111589A RU 2005111589 A RU2005111589 A RU 2005111589A RU 2005111589/04 A RU2005111589/04 A RU 2005111589/04A RU 2005111589 A RU2005111589 A RU 2005111589A RU 2005111589 A RU2005111589 A RU 2005111589A
- Authority
- RU
- Russia
- Prior art keywords
- urea
- pyrrolidin
- general formula
- methylquinolin
- alkyl
- Prior art date
Links
- 125000000217 alkyl group Chemical group 0.000 claims 37
- 150000001875 compounds Chemical class 0.000 claims 29
- 125000003118 aryl group Chemical group 0.000 claims 25
- 239000001257 hydrogen Substances 0.000 claims 21
- 229910052739 hydrogen Inorganic materials 0.000 claims 21
- 229910052757 nitrogen Inorganic materials 0.000 claims 16
- 150000002431 hydrogen Chemical class 0.000 claims 15
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 15
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 12
- 206010012601 diabetes mellitus Diseases 0.000 claims 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 6
- 208000035475 disorder Diseases 0.000 claims 6
- 206010019280 Heart failures Diseases 0.000 claims 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 4
- 208000006673 asthma Diseases 0.000 claims 4
- 125000004549 quinolin-4-yl group Chemical group N1=CC=C(C2=CC=CC=C12)* 0.000 claims 4
- 206010012289 Dementia Diseases 0.000 claims 3
- 206010020772 Hypertension Diseases 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 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 claims 2
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 206010002383 Angina Pectoris Diseases 0.000 claims 2
- 208000019901 Anxiety disease Diseases 0.000 claims 2
- 200000000007 Arterial disease Diseases 0.000 claims 2
- 201000001320 Atherosclerosis Diseases 0.000 claims 2
- 206010004446 Benign prostatic hyperplasia Diseases 0.000 claims 2
- 201000004569 Blindness Diseases 0.000 claims 2
- 201000006474 Brain Ischemia Diseases 0.000 claims 2
- 206010006458 Bronchitis chronic Diseases 0.000 claims 2
- 206010007559 Cardiac failure congestive Diseases 0.000 claims 2
- 206010008120 Cerebral ischaemia Diseases 0.000 claims 2
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 2
- 206010010904 Convulsion Diseases 0.000 claims 2
- 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 claims 2
- 108010036949 Cyclosporine Proteins 0.000 claims 2
- 206010011878 Deafness Diseases 0.000 claims 2
- 206010012335 Dependence Diseases 0.000 claims 2
- 208000010228 Erectile Dysfunction Diseases 0.000 claims 2
- 206010016654 Fibrosis Diseases 0.000 claims 2
- 208000010412 Glaucoma Diseases 0.000 claims 2
- 206010018364 Glomerulonephritis Diseases 0.000 claims 2
- 208000019695 Migraine disease Diseases 0.000 claims 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 208000002193 Pain Diseases 0.000 claims 2
- 208000004403 Prostatic Hyperplasia Diseases 0.000 claims 2
- 206010037423 Pulmonary oedema Diseases 0.000 claims 2
- 208000003782 Raynaud disease Diseases 0.000 claims 2
- 208000012322 Raynaud phenomenon Diseases 0.000 claims 2
- 208000001647 Renal Insufficiency Diseases 0.000 claims 2
- 206010038419 Renal colic Diseases 0.000 claims 2
- 206010063897 Renal ischaemia Diseases 0.000 claims 2
- 206010040047 Sepsis Diseases 0.000 claims 2
- 208000032851 Subarachnoid Hemorrhage Diseases 0.000 claims 2
- 102000012327 Urotensin II receptors Human genes 0.000 claims 2
- 108050002984 Urotensin II receptors Proteins 0.000 claims 2
- -1 [1,8] naphthyridin-4-yl Chemical group 0.000 claims 2
- 239000002671 adjuvant Substances 0.000 claims 2
- 206010001902 amaurosis Diseases 0.000 claims 2
- 238000002399 angioplasty Methods 0.000 claims 2
- 239000005557 antagonist Substances 0.000 claims 2
- 230000036506 anxiety Effects 0.000 claims 2
- 206010003119 arrhythmia Diseases 0.000 claims 2
- 206010006451 bronchitis Diseases 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 206010008118 cerebral infarction Diseases 0.000 claims 2
- 208000007451 chronic bronchitis Diseases 0.000 claims 2
- 208000020832 chronic kidney disease Diseases 0.000 claims 2
- 229960001265 ciclosporin Drugs 0.000 claims 2
- 230000007882 cirrhosis Effects 0.000 claims 2
- 208000019425 cirrhosis of liver Diseases 0.000 claims 2
- 208000018631 connective tissue disease Diseases 0.000 claims 2
- 239000012050 conventional carrier Substances 0.000 claims 2
- 229930182912 cyclosporin Natural products 0.000 claims 2
- 230000006870 function Effects 0.000 claims 2
- 230000010370 hearing loss Effects 0.000 claims 2
- 231100000888 hearing loss Toxicity 0.000 claims 2
- 208000016354 hearing loss disease Diseases 0.000 claims 2
- 201000001881 impotence Diseases 0.000 claims 2
- 201000006370 kidney failure Diseases 0.000 claims 2
- 206010027599 migraine Diseases 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 208000031225 myocardial ischemia Diseases 0.000 claims 2
- 210000000056 organ Anatomy 0.000 claims 2
- 208000007232 portal hypertension Diseases 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 201000004240 prostatic hypertrophy Diseases 0.000 claims 2
- 208000005333 pulmonary edema Diseases 0.000 claims 2
- 208000005069 pulmonary fibrosis Diseases 0.000 claims 2
- 208000037803 restenosis Diseases 0.000 claims 2
- 201000000980 schizophrenia Diseases 0.000 claims 2
- 208000007056 sickle cell anemia Diseases 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 210000001685 thyroid gland Anatomy 0.000 claims 2
- 230000002792 vascular Effects 0.000 claims 2
- CSJXSJKKACKVQN-UHFFFAOYSA-N 1-(1-benzylpyrrolidin-3-yl)-3-(2-methylquinolin-4-yl)urea Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(=O)NC(C1)CCN1CC1=CC=CC=C1 CSJXSJKKACKVQN-UHFFFAOYSA-N 0.000 claims 1
- AVXTWBHRXGTMNK-XMMPIXPASA-N 1-(2,6-dimethylpyridin-4-yl)-3-[(3r)-1-(1,3-diphenylpropan-2-yl)pyrrolidin-3-yl]urea Chemical compound CC1=NC(C)=CC(NC(=O)N[C@H]2CN(CC2)C(CC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 AVXTWBHRXGTMNK-XMMPIXPASA-N 0.000 claims 1
- DAWSENUBSHJCQD-HSZRJFAPSA-N 1-(2,6-dimethylpyridin-4-yl)-3-[(3r)-1-(2-hydroxy-2,2-diphenylethyl)pyrrolidin-3-yl]urea Chemical compound CC1=NC(C)=CC(NC(=O)N[C@H]2CN(CC(O)(C=3C=CC=CC=3)C=3C=CC=CC=3)CC2)=C1 DAWSENUBSHJCQD-HSZRJFAPSA-N 0.000 claims 1
- ZTLMHQHOFUJVPJ-XMMPIXPASA-N 1-(2,6-dimethylpyridin-4-yl)-3-[(3r)-1-(3,3-diphenylpropyl)pyrrolidin-3-yl]urea Chemical compound CC1=NC(C)=CC(NC(=O)N[C@H]2CN(CCC(C=3C=CC=CC=3)C=3C=CC=CC=3)CC2)=C1 ZTLMHQHOFUJVPJ-XMMPIXPASA-N 0.000 claims 1
- AVXTWBHRXGTMNK-DEOSSOPVSA-N 1-(2,6-dimethylpyridin-4-yl)-3-[(3s)-1-(1,3-diphenylpropan-2-yl)pyrrolidin-3-yl]urea Chemical compound CC1=NC(C)=CC(NC(=O)N[C@@H]2CN(CC2)C(CC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 AVXTWBHRXGTMNK-DEOSSOPVSA-N 0.000 claims 1
- CQQYYZAJXUOHTN-QHCPKHFHSA-N 1-(2,6-dimethylpyridin-4-yl)-3-[(3s)-1-(2,2-diphenylethyl)pyrrolidin-3-yl]urea Chemical compound CC1=NC(C)=CC(NC(=O)N[C@@H]2CN(CC(C=3C=CC=CC=3)C=3C=CC=CC=3)CC2)=C1 CQQYYZAJXUOHTN-QHCPKHFHSA-N 0.000 claims 1
- DAWSENUBSHJCQD-QHCPKHFHSA-N 1-(2,6-dimethylpyridin-4-yl)-3-[(3s)-1-(2-hydroxy-2,2-diphenylethyl)pyrrolidin-3-yl]urea Chemical compound CC1=NC(C)=CC(NC(=O)N[C@@H]2CN(CC(O)(C=3C=CC=CC=3)C=3C=CC=CC=3)CC2)=C1 DAWSENUBSHJCQD-QHCPKHFHSA-N 0.000 claims 1
- ZTLMHQHOFUJVPJ-DEOSSOPVSA-N 1-(2,6-dimethylpyridin-4-yl)-3-[(3s)-1-(3,3-diphenylpropyl)pyrrolidin-3-yl]urea Chemical compound CC1=NC(C)=CC(NC(=O)N[C@@H]2CN(CCC(C=3C=CC=CC=3)C=3C=CC=CC=3)CC2)=C1 ZTLMHQHOFUJVPJ-DEOSSOPVSA-N 0.000 claims 1
- VMIZAIMXAFAAJC-QHCPKHFHSA-N 1-(2-methylquinolin-4-yl)-3-[(3s)-1-[(2-phenylphenyl)methyl]pyrrolidin-3-yl]urea Chemical compound C([C@@H](C1)NC(=O)NC=2C=C(N=C3C=CC=CC3=2)C)CN1CC1=CC=CC=C1C1=CC=CC=C1 VMIZAIMXAFAAJC-QHCPKHFHSA-N 0.000 claims 1
- DPDDVTVONRJHBM-UHFFFAOYSA-N 1-(2-methylquinolin-4-yl)-3-[1-(1-phenylethyl)pyrrolidin-3-yl]urea Chemical compound C1CC(NC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)CN1C(C)C1=CC=CC=C1 DPDDVTVONRJHBM-UHFFFAOYSA-N 0.000 claims 1
- OBNSKGHLBBYGFD-UHFFFAOYSA-N 1-(2-methylquinolin-4-yl)-3-[1-(3-phenylpropyl)pyrrolidin-3-yl]urea Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(=O)NC(C1)CCN1CCCC1=CC=CC=C1 OBNSKGHLBBYGFD-UHFFFAOYSA-N 0.000 claims 1
- UEXAKODCCRGVKK-UHFFFAOYSA-N 1-(2-methylquinolin-4-yl)-3-[1-(4-phenylcyclohexyl)pyrrolidin-3-yl]urea Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(=O)NC(C1)CCN1C(CC1)CCC1C1=CC=CC=C1 UEXAKODCCRGVKK-UHFFFAOYSA-N 0.000 claims 1
- NSSFGHRLJFJRDV-UHFFFAOYSA-N 1-(2-methylquinolin-4-yl)-3-[1-(naphthalen-1-ylmethyl)pyrrolidin-3-yl]urea Chemical compound C1=CC=CC2=NC(C)=CC(NC(=O)NC3CN(CC=4C5=CC=CC=C5C=CC=4)CC3)=C21 NSSFGHRLJFJRDV-UHFFFAOYSA-N 0.000 claims 1
- XISUXQPUSTXGNA-UHFFFAOYSA-N 1-(2-methylquinolin-4-yl)-3-[1-(naphthalen-2-ylmethyl)pyrrolidin-3-yl]urea Chemical compound C1=CC=CC2=NC(C)=CC(NC(=O)NC3CN(CC=4C=C5C=CC=CC5=CC=4)CC3)=C21 XISUXQPUSTXGNA-UHFFFAOYSA-N 0.000 claims 1
- LZZUZEUKHIXPFM-UHFFFAOYSA-N 1-(2-methylquinolin-4-yl)-3-[1-[(3-phenylphenyl)methyl]pyrrolidin-3-yl]urea Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(=O)NC(C1)CCN1CC(C=1)=CC=CC=1C1=CC=CC=C1 LZZUZEUKHIXPFM-UHFFFAOYSA-N 0.000 claims 1
- NQNGYSXJFKNLEU-UHFFFAOYSA-N 1-(2-methylquinolin-4-yl)-3-[1-[(4-phenylphenyl)methyl]pyrrolidin-3-yl]urea Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(=O)NC(C1)CCN1CC(C=C1)=CC=C1C1=CC=CC=C1 NQNGYSXJFKNLEU-UHFFFAOYSA-N 0.000 claims 1
- YAMBRNOLFOVLAX-UHFFFAOYSA-N 1-(2-methylquinolin-4-yl)-3-pyrrolidin-3-ylurea Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(=O)NC1CCNC1 YAMBRNOLFOVLAX-UHFFFAOYSA-N 0.000 claims 1
- HQKNRZGCWMSVKG-NRWPOFLRSA-N 1-[(3r)-1-(1,1-diphenylpropan-2-yl)pyrrolidin-3-yl]-3-(2-methylquinolin-4-yl)urea Chemical compound C([C@@H](CC1)NC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)N1C(C)C(C=1C=CC=CC=1)C1=CC=CC=C1 HQKNRZGCWMSVKG-NRWPOFLRSA-N 0.000 claims 1
- ALXDTSKWSQIQBV-RUZDIDTESA-N 1-[(3r)-1-(1,3-diphenylpropan-2-yl)pyrrolidin-3-yl]-3-(2-methylquinolin-4-yl)urea Chemical compound C([C@H](C1)NC(=O)NC=2C=C(N=C3C=CC=CC3=2)C)CN1C(CC=1C=CC=CC=1)CC1=CC=CC=C1 ALXDTSKWSQIQBV-RUZDIDTESA-N 0.000 claims 1
- SIEDSGWYFKYBTE-XMMPIXPASA-N 1-[(3r)-1-(2-hydroxy-2,2-diphenylethyl)pyrrolidin-3-yl]-3-(2-methylquinolin-4-yl)urea Chemical compound C([C@H](C1)NC(=O)NC=2C=C(N=C3C=CC=CC3=2)C)CN1CC(O)(C=1C=CC=CC=1)C1=CC=CC=C1 SIEDSGWYFKYBTE-XMMPIXPASA-N 0.000 claims 1
- UQOCWXTYTANLFQ-RUZDIDTESA-N 1-[(3r)-1-(3,3-diphenylpropyl)pyrrolidin-3-yl]-3-(2-methylquinolin-4-yl)urea Chemical compound C([C@H](C1)NC(=O)NC=2C=C(N=C3C=CC=CC3=2)C)CN1CCC(C=1C=CC=CC=1)C1=CC=CC=C1 UQOCWXTYTANLFQ-RUZDIDTESA-N 0.000 claims 1
- LYSDRQQEDWTEPV-AREMUKBSSA-N 1-[(3r)-1-(3-cyano-3,3-diphenylpropyl)pyrrolidin-3-yl]-3-(2-methylquinolin-4-yl)urea Chemical compound C([C@H](C1)NC(=O)NC=2C=C(N=C3C=CC=CC3=2)C)CN1CCC(C#N)(C=1C=CC=CC=1)C1=CC=CC=C1 LYSDRQQEDWTEPV-AREMUKBSSA-N 0.000 claims 1
- CSJXSJKKACKVQN-GOSISDBHSA-N 1-[(3r)-1-benzylpyrrolidin-3-yl]-3-(2-methylquinolin-4-yl)urea Chemical compound C([C@H](C1)NC(=O)NC=2C=C(N=C3C=CC=CC3=2)C)CN1CC1=CC=CC=C1 CSJXSJKKACKVQN-GOSISDBHSA-N 0.000 claims 1
- HQKNRZGCWMSVKG-TUXUZCGSSA-N 1-[(3s)-1-(1,1-diphenylpropan-2-yl)pyrrolidin-3-yl]-3-(2-methylquinolin-4-yl)urea Chemical compound C([C@H](CC1)NC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)N1C(C)C(C=1C=CC=CC=1)C1=CC=CC=C1 HQKNRZGCWMSVKG-TUXUZCGSSA-N 0.000 claims 1
- VASZNWWWMQOFBM-VWLOTQADSA-N 1-[(3s)-1-(1,3-diphenylpropan-2-yl)pyrrolidin-3-yl]-3-(2-ethyl-6-methylpyridin-4-yl)urea Chemical compound CC1=NC(CC)=CC(NC(=O)N[C@@H]2CN(CC2)C(CC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 VASZNWWWMQOFBM-VWLOTQADSA-N 0.000 claims 1
- DHDWSFLSMAUIST-SANMLTNESA-N 1-[(3s)-1-(1,3-diphenylpropan-2-yl)pyrrolidin-3-yl]-3-(2-methyl-6-propylpyridin-4-yl)urea Chemical compound CC1=NC(CCC)=CC(NC(=O)N[C@@H]2CN(CC2)C(CC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 DHDWSFLSMAUIST-SANMLTNESA-N 0.000 claims 1
- ALXDTSKWSQIQBV-VWLOTQADSA-N 1-[(3s)-1-(1,3-diphenylpropan-2-yl)pyrrolidin-3-yl]-3-(2-methylquinolin-4-yl)urea Chemical compound C([C@@H](C1)NC(=O)NC=2C=C(N=C3C=CC=CC3=2)C)CN1C(CC=1C=CC=CC=1)CC1=CC=CC=C1 ALXDTSKWSQIQBV-VWLOTQADSA-N 0.000 claims 1
- CYWRXQDEQUAXFP-DEOSSOPVSA-N 1-[(3s)-1-(2,2-diphenylethyl)pyrrolidin-3-yl]-3-(2-ethyl-6-methylpyridin-4-yl)urea Chemical compound CC1=NC(CC)=CC(NC(=O)N[C@@H]2CN(CC(C=3C=CC=CC=3)C=3C=CC=CC=3)CC2)=C1 CYWRXQDEQUAXFP-DEOSSOPVSA-N 0.000 claims 1
- GXPLWDIDYGQCKQ-VWLOTQADSA-N 1-[(3s)-1-(2,2-diphenylethyl)pyrrolidin-3-yl]-3-(2-methyl-6-propylpyridin-4-yl)urea Chemical compound CC1=NC(CCC)=CC(NC(=O)N[C@@H]2CN(CC(C=3C=CC=CC=3)C=3C=CC=CC=3)CC2)=C1 GXPLWDIDYGQCKQ-VWLOTQADSA-N 0.000 claims 1
- HVEANDTZNLHJIQ-QFIPXVFZSA-N 1-[(3s)-1-(2,2-diphenylethyl)pyrrolidin-3-yl]-3-[2-(methylamino)pyridin-4-yl]urea Chemical compound C1=NC(NC)=CC(NC(=O)N[C@@H]2CN(CC(C=3C=CC=CC=3)C=3C=CC=CC=3)CC2)=C1 HVEANDTZNLHJIQ-QFIPXVFZSA-N 0.000 claims 1
- IMDOYOHUOKYNCY-DEOSSOPVSA-N 1-[(3s)-1-(2,2-diphenylethyl)pyrrolidin-3-yl]-3-[2-(propylamino)pyridin-4-yl]urea Chemical compound C1=NC(NCCC)=CC(NC(=O)N[C@@H]2CN(CC(C=3C=CC=CC=3)C=3C=CC=CC=3)CC2)=C1 IMDOYOHUOKYNCY-DEOSSOPVSA-N 0.000 claims 1
- WCXCZVCXNBWKOL-OQDGBJHPSA-N 1-[(3s)-1-(2,2-diphenylethyl)pyrrolidin-3-yl]-3-[2-[(e)-2-(4-fluorophenyl)ethenyl]-6-methylpyridin-4-yl]urea Chemical compound C([C@@H](C1)NC(=O)NC=2C=C(N=C(\C=C\C=3C=CC(F)=CC=3)C=2)C)CN1CC(C=1C=CC=CC=1)C1=CC=CC=C1 WCXCZVCXNBWKOL-OQDGBJHPSA-N 0.000 claims 1
- IXJGJLGZEGYBFK-PMERELPUSA-N 1-[(3s)-1-(2,2-diphenylethyl)pyrrolidin-3-yl]-3-[2-[2-(4-fluorophenyl)ethyl]-6-methylpyridin-4-yl]urea Chemical compound C([C@@H](C1)NC(=O)NC=2C=C(N=C(CCC=3C=CC(F)=CC=3)C=2)C)CN1CC(C=1C=CC=CC=1)C1=CC=CC=C1 IXJGJLGZEGYBFK-PMERELPUSA-N 0.000 claims 1
- VUTISFXPLPGWAS-PMERELPUSA-N 1-[(3s)-1-(2,2-diphenylethyl)pyrrolidin-3-yl]-3-[2-methyl-6-(2-phenylethyl)pyridin-4-yl]urea Chemical compound C([C@@H](C1)NC(=O)NC=2C=C(N=C(CCC=3C=CC=CC=3)C=2)C)CN1CC(C=1C=CC=CC=1)C1=CC=CC=C1 VUTISFXPLPGWAS-PMERELPUSA-N 0.000 claims 1
- SIEDSGWYFKYBTE-DEOSSOPVSA-N 1-[(3s)-1-(2-hydroxy-2,2-diphenylethyl)pyrrolidin-3-yl]-3-(2-methylquinolin-4-yl)urea Chemical compound C([C@@H](C1)NC(=O)NC=2C=C(N=C3C=CC=CC3=2)C)CN1CC(O)(C=1C=CC=CC=1)C1=CC=CC=C1 SIEDSGWYFKYBTE-DEOSSOPVSA-N 0.000 claims 1
- DBMMTKKCTNZCIH-VWLOTQADSA-N 1-[(3s)-1-(3,3-diphenylpropyl)pyrrolidin-3-yl]-3-(2-ethyl-6-methylpyridin-4-yl)urea Chemical compound CC1=NC(CC)=CC(NC(=O)N[C@@H]2CN(CCC(C=3C=CC=CC=3)C=3C=CC=CC=3)CC2)=C1 DBMMTKKCTNZCIH-VWLOTQADSA-N 0.000 claims 1
- WDIFRXXJMMXIHN-SANMLTNESA-N 1-[(3s)-1-(3,3-diphenylpropyl)pyrrolidin-3-yl]-3-(2-methyl-6-propylpyridin-4-yl)urea Chemical compound CC1=NC(CCC)=CC(NC(=O)N[C@@H]2CN(CCC(C=3C=CC=CC=3)C=3C=CC=CC=3)CC2)=C1 WDIFRXXJMMXIHN-SANMLTNESA-N 0.000 claims 1
- UQOCWXTYTANLFQ-VWLOTQADSA-N 1-[(3s)-1-(3,3-diphenylpropyl)pyrrolidin-3-yl]-3-(2-methylquinolin-4-yl)urea Chemical compound C([C@@H](C1)NC(=O)NC=2C=C(N=C3C=CC=CC3=2)C)CN1CCC(C=1C=CC=CC=1)C1=CC=CC=C1 UQOCWXTYTANLFQ-VWLOTQADSA-N 0.000 claims 1
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- 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
- C07D403/12—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 chain containing hetero atoms as chain links
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- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Diabetes (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Pulmonology (AREA)
- Urology & Nephrology (AREA)
- Endocrinology (AREA)
- Ophthalmology & Optometry (AREA)
- Hospice & Palliative Care (AREA)
- Hematology (AREA)
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- Reproductive Health (AREA)
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- Gynecology & Obstetrics (AREA)
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EPPCT/EP02/10417 | 2002-09-17 | ||
| EP0210417 | 2002-09-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2005111589A true RU2005111589A (ru) | 2006-01-20 |
Family
ID=32010909
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2005111589/04A RU2005111589A (ru) | 2002-09-17 | 2003-09-12 | Производные 1-пиридин-4-илмочевины |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US20060094716A1 (enExample) |
| EP (1) | EP1554249A2 (enExample) |
| JP (1) | JP2006505533A (enExample) |
| KR (1) | KR20050043967A (enExample) |
| CN (1) | CN1681789A (enExample) |
| AU (1) | AU2003270186A1 (enExample) |
| BR (1) | BR0314353A (enExample) |
| CA (1) | CA2496624A1 (enExample) |
| MX (1) | MXPA05002839A (enExample) |
| NO (1) | NO20050932L (enExample) |
| RU (1) | RU2005111589A (enExample) |
| WO (1) | WO2004026836A2 (enExample) |
| ZA (1) | ZA200502009B (enExample) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GEP20115290B (en) | 2002-11-27 | 2011-09-26 | Incyte Corp | 3-aminopyrrolidine derivatives as modulators of chemokine receptors |
| AU2004212985B2 (en) | 2003-02-20 | 2010-10-14 | Encysive Pharmaceuticals Inc. | Phenylenediamine urotensin-II receptor antagonists and CCR-9 antagonists |
| US7288538B2 (en) | 2003-02-20 | 2007-10-30 | Encysive Pharmaceuticals, Inc. | Phenylenediamine urotensin-II receptor antagonists and CCR-9 antagonists |
| US7320989B2 (en) | 2003-02-28 | 2008-01-22 | Encysive Pharmaceuticals, Inc. | Pyridine, pyrimidine, quinoline, quinazoline, and naphthalene urotensin-II receptor antagonists |
| WO2004078114A2 (en) | 2003-02-28 | 2004-09-16 | Encysive Pharmaceuticals Inc. | Pyridine, pyrimidine, quinoline, quinazoline, and naphthalene urotensin-ii receptor antagonists. |
| ATE440835T1 (de) | 2003-03-06 | 2009-09-15 | Glaxo Group Ltd | Heterozyklische harnstoff-derivate für die behandlung von schmerzen. |
| WO2004078744A2 (en) * | 2003-03-07 | 2004-09-16 | Glaxo Group Limited | Urea derivatives and their use as vanilloid receptor antagonists in the treatment of pain |
| GB0305426D0 (en) | 2003-03-08 | 2003-04-16 | Glaxo Group Ltd | Novel compounds |
| EP1608319A4 (en) | 2003-04-03 | 2007-02-28 | Univ California | IMPROVED HEMMER FOR SOLUBLE EPOXY HYDROLASE |
| CN1856305B (zh) * | 2003-09-26 | 2010-04-28 | 埃科特莱茵药品有限公司 | 用作尾加压素ⅱ拮抗剂的吡啶衍生物 |
| CA2559665A1 (en) | 2004-03-16 | 2005-09-29 | The Regents Of The University Of California | Reducing nephropathy with inhibitors of soluble epoxide hydrolase and epoxyeicosanoids |
| CN101039930B (zh) * | 2004-10-12 | 2010-08-11 | 埃科特莱茵药品有限公司 | 作为结晶硫酸盐的1-[2-(4-甲苯基-4-羟基-哌啶-1-基)-乙基]-3-(2-甲基-喹啉-4-基)-脲 |
| ZA200703613B (en) | 2004-10-20 | 2009-05-27 | Univ California | Improved inhibitors for the soluble epoxide hydrolase |
| EP1928821B1 (en) | 2005-09-21 | 2009-01-07 | Pfizer Limited | Carboxamide derivatives as muscarinic receptor antagonists |
| TW200808723A (en) | 2006-03-13 | 2008-02-16 | Univ California | Conformationally restricted urea inhibitors of soluble epoxide hydrolase |
| US8258301B2 (en) * | 2007-05-15 | 2012-09-04 | Boehringer Ingelheim International Gmbh | Urotensin II receptor antagonists |
| TWI441830B (zh) * | 2008-06-03 | 2014-06-21 | Actelion Pharmaceuticals Ltd | 〔4-(1-胺基-乙基)-環己基〕-甲基胺及〔6-(1-胺基-乙基)-四氫-吡喃-3-基〕-甲基-胺衍生物 |
| US9296693B2 (en) | 2010-01-29 | 2016-03-29 | The Regents Of The University Of California | Acyl piperidine inhibitors of soluble epoxide hydrolase |
| MX2012010666A (es) * | 2010-03-31 | 2012-10-05 | Actelion Pharmaceuticals Ltd | Derivados de isoquinolin-3-ilurea antibacterianos. |
| CN105622431A (zh) * | 2011-01-28 | 2016-06-01 | 肯塔基大学研究基金会 | 茋类似物和治疗癌症的方法 |
| RU2017129757A (ru) | 2015-01-23 | 2019-02-25 | ДжиВиКей БИОСАЕНСЕЗ ПРАЙВИТ ЛИМИТЕД | ИНГИБИТОРЫ TrkA КИНАЗЫ |
| CN107056673B (zh) * | 2016-09-09 | 2019-10-29 | 南京工业大学 | 一种3,4-二芳基马来酰亚胺衍生物及其制备方法与应用 |
| CN106432039B (zh) * | 2016-09-27 | 2019-02-22 | 南京工业大学 | 3,4-二芳基马来酰亚胺衍生物及其制备方法与应用 |
| CN110862398B (zh) * | 2018-08-27 | 2021-04-06 | 北京赛特明强医药科技有限公司 | 脲取代的芳环连二噁烷并喹唑啉或喹啉类化合物、组合物及其应用 |
| FI4097099T3 (fi) | 2020-02-07 | 2024-07-30 | Gasherbrum Bio Inc | Heterosyklisiä glp-1-agonisteja |
| IL322686A (en) | 2023-02-16 | 2025-10-01 | Gasherbrum Bio Inc | Heterocyclic glp-1 agonists |
| CN119219821A (zh) * | 2024-12-03 | 2024-12-31 | 江苏金杉新材料有限公司 | 用于湿法冶金的苯乙烯系阴离子树脂及其制备方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR016817A1 (es) * | 1997-08-14 | 2001-08-01 | Smithkline Beecham Plc | Derivados de fenilurea o feniltiourea, procedimiento para su preparacion, coleccion de compuestos, compuestos intermediarios, composicion farmaceutica,metodo de tratamiento y uso de dichos compuestos para la manufactura de un medicamento |
| AUPP003197A0 (en) * | 1997-09-03 | 1997-11-20 | Fujisawa Pharmaceutical Co., Ltd. | New heterocyclic compounds |
| AU2804400A (en) * | 1999-02-12 | 2000-08-29 | Smithkline Beecham Plc | Phenyl urea and phenyl thiourea derivatives as orexin receptor antagonists |
| US6815451B2 (en) * | 2001-03-27 | 2004-11-09 | Actelion Pharmaceuticals Ltd. | 1,2,3,4-Tetrahydroisoquinolines derivatives as urotensin II receptor antagonists |
| CA2473892C (en) * | 2001-12-04 | 2010-09-21 | Actelion Pharmaceuticals Ltd | Novel quinoline derivatives |
-
2003
- 2003-09-12 KR KR1020057004455A patent/KR20050043967A/ko not_active Withdrawn
- 2003-09-12 AU AU2003270186A patent/AU2003270186A1/en not_active Abandoned
- 2003-09-12 US US10/528,043 patent/US20060094716A1/en not_active Abandoned
- 2003-09-12 RU RU2005111589/04A patent/RU2005111589A/ru not_active Application Discontinuation
- 2003-09-12 MX MXPA05002839A patent/MXPA05002839A/es unknown
- 2003-09-12 EP EP03750534A patent/EP1554249A2/en not_active Withdrawn
- 2003-09-12 CN CNA038219646A patent/CN1681789A/zh active Pending
- 2003-09-12 CA CA002496624A patent/CA2496624A1/en not_active Abandoned
- 2003-09-12 JP JP2004537065A patent/JP2006505533A/ja not_active Abandoned
- 2003-09-12 WO PCT/EP2003/010154 patent/WO2004026836A2/en not_active Ceased
- 2003-09-12 BR BR0314353-8A patent/BR0314353A/pt not_active IP Right Cessation
-
2005
- 2005-02-21 NO NO20050932A patent/NO20050932L/no not_active Application Discontinuation
- 2005-03-09 ZA ZA200502009A patent/ZA200502009B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN1681789A (zh) | 2005-10-12 |
| ZA200502009B (en) | 2005-11-01 |
| JP2006505533A (ja) | 2006-02-16 |
| US20060094716A1 (en) | 2006-05-04 |
| MXPA05002839A (es) | 2005-05-27 |
| AU2003270186A1 (en) | 2004-04-08 |
| CA2496624A1 (en) | 2004-04-01 |
| WO2004026836A2 (en) | 2004-04-01 |
| NO20050932L (no) | 2005-04-15 |
| BR0314353A (pt) | 2005-07-19 |
| WO2004026836A8 (en) | 2005-05-12 |
| EP1554249A2 (en) | 2005-07-20 |
| WO2004026836A3 (en) | 2005-01-20 |
| KR20050043967A (ko) | 2005-05-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA92 | Acknowledgement of application withdrawn (lack of supplementary materials submitted) |
Effective date: 20070924 |