SK15592000A3 - N,n-disubstituované amidy, ktoré inhibujú viazanie integrínov na ich receptory - Google Patents
N,n-disubstituované amidy, ktoré inhibujú viazanie integrínov na ich receptory Download PDFInfo
- Publication number
- SK15592000A3 SK15592000A3 SK1559-2000A SK15592000A SK15592000A3 SK 15592000 A3 SK15592000 A3 SK 15592000A3 SK 15592000 A SK15592000 A SK 15592000A SK 15592000 A3 SK15592000 A3 SK 15592000A3
- Authority
- SK
- Slovakia
- Prior art keywords
- amino
- carbonyl
- group
- thienylmethyl
- compound
- Prior art date
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- 102000006495 integrins Human genes 0.000 title claims description 28
- 108010044426 integrins Proteins 0.000 title claims description 28
- 150000001408 amides Chemical class 0.000 title claims description 6
- 102000005962 receptors Human genes 0.000 title abstract description 3
- 108020003175 receptors Proteins 0.000 title abstract description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 119
- 238000000034 method Methods 0.000 claims abstract description 67
- -1 alkylheterocyclyl Chemical group 0.000 claims description 321
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 178
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 127
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 60
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 57
- 235000019260 propionic acid Nutrition 0.000 claims description 55
- 125000000217 alkyl group Chemical group 0.000 claims description 43
- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 claims description 43
- 125000003118 aryl group Chemical group 0.000 claims description 30
- 125000000623 heterocyclic group Chemical group 0.000 claims description 29
- 229910052739 hydrogen Inorganic materials 0.000 claims description 28
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 25
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 25
- 239000001257 hydrogen Substances 0.000 claims description 25
- 229910052760 oxygen Inorganic materials 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 22
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 21
- 229910052717 sulfur Inorganic materials 0.000 claims description 18
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 17
- 125000001424 substituent group Chemical group 0.000 claims description 17
- 150000001412 amines Chemical class 0.000 claims description 16
- 239000002253 acid Substances 0.000 claims description 15
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
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- 150000002431 hydrogen Chemical class 0.000 claims description 12
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 11
- 239000008194 pharmaceutical composition Substances 0.000 claims description 10
- 239000000651 prodrug Substances 0.000 claims description 10
- 229940002612 prodrug Drugs 0.000 claims description 10
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims description 8
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims description 8
- 125000003282 alkyl amino group Chemical group 0.000 claims description 7
- 125000001188 haloalkyl group Chemical group 0.000 claims description 7
- 230000002401 inhibitory effect Effects 0.000 claims description 7
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- JKBZMTSDZVYNFY-PMACEKPBSA-N (3s)-3-[[(2s)-1-[bis(thiophen-2-ylmethyl)amino]-1-oxohexan-2-yl]carbamoylamino]-3-thiophen-2-ylpropanoic acid Chemical compound C1([C@H](CC(O)=O)NC(=O)N[C@@H](CCCC)C(=O)N(CC=2SC=CC=2)CC=2SC=CC=2)=CC=CS1 JKBZMTSDZVYNFY-PMACEKPBSA-N 0.000 claims description 2
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- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- KVWOTUDBCFBGFJ-UHFFFAOYSA-N tert-butyl 2-methylpropanoate Chemical compound CC(C)C(=O)OC(C)(C)C KVWOTUDBCFBGFJ-UHFFFAOYSA-N 0.000 description 1
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- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
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- 125000000335 thiazolyl group Chemical group 0.000 description 1
- YUKQRDCYNOVPGJ-UHFFFAOYSA-N thioacetamide Chemical compound CC(N)=S YUKQRDCYNOVPGJ-UHFFFAOYSA-N 0.000 description 1
- DLFVBJFMPXGRIB-UHFFFAOYSA-N thioacetamide Natural products CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 1
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- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-O triethylammonium ion Chemical compound CC[NH+](CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-O 0.000 description 1
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- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
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Applications Claiming Priority (2)
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US8201998P | 1998-04-16 | 1998-04-16 | |
PCT/US1999/008302 WO1999052898A1 (en) | 1998-04-16 | 1999-04-15 | N,n-disubstituted amides that inhibit the binding of integrins to their receptors |
Publications (1)
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SK15592000A3 true SK15592000A3 (sk) | 2001-12-03 |
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Application Number | Title | Priority Date | Filing Date |
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SK1560-2000A SK15602000A3 (sk) | 1998-04-16 | 1999-04-15 | Zlúčeniny, ktoré inhibujú viazanie integrínov na ich receptory |
SK1559-2000A SK15592000A3 (sk) | 1998-04-16 | 1999-04-15 | N,n-disubstituované amidy, ktoré inhibujú viazanie integrínov na ich receptory |
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SK1560-2000A SK15602000A3 (sk) | 1998-04-16 | 1999-04-15 | Zlúčeniny, ktoré inhibujú viazanie integrínov na ich receptory |
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EP (2) | EP1079825B1 (hu) |
JP (2) | JP4753403B2 (hu) |
KR (2) | KR20010087125A (hu) |
CN (2) | CN1305473A (hu) |
AT (2) | ATE474573T1 (hu) |
AU (2) | AU3748399A (hu) |
BR (2) | BR9909625A (hu) |
CA (2) | CA2328234C (hu) |
DE (2) | DE69942610D1 (hu) |
ES (2) | ES2345471T3 (hu) |
HU (2) | HUP0103752A3 (hu) |
ID (1) | ID28658A (hu) |
IL (2) | IL138972A0 (hu) |
NO (2) | NO20005161L (hu) |
NZ (1) | NZ507534A (hu) |
PL (2) | PL343770A1 (hu) |
SK (2) | SK15602000A3 (hu) |
TR (2) | TR200100139T2 (hu) |
WO (2) | WO1999052493A2 (hu) |
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KR20010087125A (ko) | 1998-04-16 | 2001-09-15 | 데이비드 비. 맥윌리암스 | 인테그린 수용체에 대한 인테그린의 결합을 억제하는 화합물 |
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1999
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- 1999-04-15 CN CN99807342A patent/CN1305473A/zh active Pending
- 1999-04-15 AT AT99917544T patent/ATE474573T1/de not_active IP Right Cessation
- 1999-04-15 KR KR1020007011423A patent/KR20010042704A/ko not_active Application Discontinuation
- 1999-04-15 CN CN99808487A patent/CN1311676A/zh active Pending
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- 1999-04-15 WO PCT/US1999/008305 patent/WO1999052493A2/en not_active Application Discontinuation
- 1999-04-15 SK SK1560-2000A patent/SK15602000A3/sk not_active Application Discontinuation
- 1999-04-15 ES ES99919856T patent/ES2308839T3/es not_active Expired - Lifetime
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- 1999-04-15 WO PCT/US1999/008302 patent/WO1999052898A1/en not_active Application Discontinuation
- 1999-04-15 DE DE69942610T patent/DE69942610D1/de not_active Expired - Lifetime
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- 1999-04-15 AU AU35637/99A patent/AU3563799A/en not_active Abandoned
- 1999-04-15 AT AT99919856T patent/ATE402170T1/de not_active IP Right Cessation
- 1999-04-15 PL PL99346220A patent/PL346220A1/xx unknown
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- 1999-10-14 US US09/417,857 patent/US6194448B1/en not_active Expired - Lifetime
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2000
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