CZ45897A3 - Novel n-substituted naphthocondensated lactams - Google Patents
Novel n-substituted naphthocondensated lactams Download PDFInfo
- Publication number
- CZ45897A3 CZ45897A3 CZ97458A CZ45897A CZ45897A3 CZ 45897 A3 CZ45897 A3 CZ 45897A3 CZ 97458 A CZ97458 A CZ 97458A CZ 45897 A CZ45897 A CZ 45897A CZ 45897 A3 CZ45897 A3 CZ 45897A3
- Authority
- CZ
- Czechia
- Prior art keywords
- alkyl
- oxo
- naphtho
- tetrahydro
- amino
- Prior art date
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- 150000003951 lactams Chemical class 0.000 title abstract description 9
- 150000001875 compounds Chemical class 0.000 claims abstract description 47
- 239000000122 growth hormone Substances 0.000 claims abstract description 41
- 102000018997 Growth Hormone Human genes 0.000 claims abstract description 40
- 108010051696 Growth Hormone Proteins 0.000 claims abstract description 40
- 150000003839 salts Chemical class 0.000 claims abstract description 19
- 206010056438 Growth hormone deficiency Diseases 0.000 claims abstract description 6
- -1 azepin-3-yl Chemical group 0.000 claims description 70
- 229910052739 hydrogen Inorganic materials 0.000 claims description 25
- 239000001257 hydrogen Substances 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 24
- 239000002904 solvent Substances 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 18
- 239000000126 substance Substances 0.000 claims description 15
- 229910052736 halogen Inorganic materials 0.000 claims description 13
- 150000002367 halogens Chemical class 0.000 claims description 13
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- DNSISZSEWVHGLH-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O DNSISZSEWVHGLH-UHFFFAOYSA-N 0.000 claims description 11
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 10
- 150000002431 hydrogen Chemical class 0.000 claims description 9
- 125000001424 substituent group Chemical group 0.000 claims description 9
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims description 6
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims description 6
- 206010062767 Hypophysitis Diseases 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000003937 drug carrier Substances 0.000 claims description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
- 210000003635 pituitary gland Anatomy 0.000 claims description 6
- 230000000638 stimulation Effects 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 239000003814 drug Substances 0.000 claims description 5
- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical compound C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 claims description 5
- PAJPWUMXBYXFCZ-UHFFFAOYSA-N 1-aminocyclopropanecarboxylic acid Chemical compound OC(=O)C1(N)CC1 PAJPWUMXBYXFCZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000004480 active ingredient Substances 0.000 claims description 4
- 230000037396 body weight Effects 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
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- 230000004936 stimulating effect Effects 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
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- 230000008569 process Effects 0.000 claims description 3
- 150000003536 tetrazoles Chemical class 0.000 claims description 3
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 claims description 3
- 150000003852 triazoles Chemical class 0.000 claims description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- 125000003282 alkyl amino group Chemical group 0.000 claims description 2
- 201000010099 disease Diseases 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- 230000002685 pulmonary effect Effects 0.000 claims description 2
- 125000004299 tetrazol-5-yl group Chemical group [H]N1N=NC(*)=N1 0.000 claims description 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000006564 (C4-C8) cycloalkyl group Chemical group 0.000 claims 1
- FKASFBLJDCHBNZ-UHFFFAOYSA-N 1,3,4-oxadiazole Chemical group C1=NN=CO1 FKASFBLJDCHBNZ-UHFFFAOYSA-N 0.000 claims 1
- 229910052685 Curium Inorganic materials 0.000 claims 1
- 210000004556 brain Anatomy 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 238000001802 infusion Methods 0.000 claims 1
- 238000002347 injection Methods 0.000 claims 1
- 239000007924 injection Substances 0.000 claims 1
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- 239000000243 solution Substances 0.000 description 32
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
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- JUNTXRSHMXBNOU-UHFFFAOYSA-N 3-amino-1,2,3,5-tetrahydrobenzo[g][1]benzazepin-4-one Chemical compound N1C(=O)C(N)CCC2=C1C=CC1=CC=CC=C21 JUNTXRSHMXBNOU-UHFFFAOYSA-N 0.000 description 8
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- 230000000694 effects Effects 0.000 description 6
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- DYNCBEBRDXRBGI-UHFFFAOYSA-N 3-azido-1,2,3,5-tetrahydrobenzo[g][1]benzazepin-4-one Chemical compound N1C(=O)C(N=[N+]=[N-])CCC2=C1C=CC1=CC=CC=C21 DYNCBEBRDXRBGI-UHFFFAOYSA-N 0.000 description 5
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- 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
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- 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
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DK95294 | 1994-08-17 | ||
| PCT/DK1995/000332 WO1996005195A1 (en) | 1994-08-17 | 1995-08-17 | Novel n-substituted naphthofused lactams |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CZ45897A3 true CZ45897A3 (en) | 1997-10-15 |
Family
ID=8099355
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CZ97458A CZ45897A3 (en) | 1994-08-17 | 1995-08-17 | Novel n-substituted naphthocondensated lactams |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US5817654A (cg-RX-API-DMAC7.html) |
| EP (1) | EP0777668A1 (cg-RX-API-DMAC7.html) |
| JP (1) | JPH10504293A (cg-RX-API-DMAC7.html) |
| CN (1) | CN1158127A (cg-RX-API-DMAC7.html) |
| AU (1) | AU697003B2 (cg-RX-API-DMAC7.html) |
| BR (1) | BR9508805A (cg-RX-API-DMAC7.html) |
| CA (1) | CA2196877A1 (cg-RX-API-DMAC7.html) |
| CZ (1) | CZ45897A3 (cg-RX-API-DMAC7.html) |
| HU (1) | HUT76645A (cg-RX-API-DMAC7.html) |
| IL (1) | IL114955A (cg-RX-API-DMAC7.html) |
| MX (1) | MX9701187A (cg-RX-API-DMAC7.html) |
| NO (1) | NO970684L (cg-RX-API-DMAC7.html) |
| PL (1) | PL318633A1 (cg-RX-API-DMAC7.html) |
| TW (1) | TW321640B (cg-RX-API-DMAC7.html) |
| WO (1) | WO1996005195A1 (cg-RX-API-DMAC7.html) |
| ZA (1) | ZA956869B (cg-RX-API-DMAC7.html) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6211174B1 (en) | 1997-10-31 | 2001-04-03 | Merck & Co., Inc. | Naphtho-fused lactams promote release of growth hormone |
| US6380184B1 (en) | 1998-10-28 | 2002-04-30 | Bristol-Myers Squibb Co. | Benzoazepines and analogs thereof useful as growth hormone secretagogues |
| JP2002542151A (ja) | 1999-02-18 | 2002-12-10 | 科研製薬株式会社 | 成長ホルモン分泌促進物質としての新規なアミド誘導体 |
| US6518292B1 (en) | 1999-03-12 | 2003-02-11 | Bristol-Myers Squibb Co. | Heterocyclic aromatic compounds usefuls as growth hormone secretagogues |
| US6525203B1 (en) | 1999-03-12 | 2003-02-25 | Bristol-Myers Squibb Company | Heterocyclic aromatic compounds useful as growth hormone secretagogues |
| AU782661B2 (en) * | 1999-06-30 | 2005-08-18 | Hamilton Civic Hospitals Research Development, Inc. | Heparin compositions that inhibit clot associated coagulation factors |
| ATE310728T1 (de) | 2000-05-11 | 2005-12-15 | Bristol Myers Squibb Co | Tetrahydroisochinolin-analoga als wachstumshormon-sekretagoga |
| HUP0300939A2 (hu) * | 2000-09-08 | 2003-09-29 | Hamilton Civic Hospitals Research Development, Inc. | Antitrombotikus készítmények |
| AU2002357692A1 (en) | 2001-11-09 | 2003-05-26 | Bristol-Myers Squibb Company | Tetrahydroisoquinoline analogs as modulators of chemokine receptor activity |
| WO2013190520A2 (en) | 2012-06-22 | 2013-12-27 | The General Hospital Corporation | Gh-releasing agents in the treatment of vascular stenosis and associated conditions |
| US9119832B2 (en) | 2014-02-05 | 2015-09-01 | The Regents Of The University Of California | Methods of treating mild brain injury |
| WO2017075535A1 (en) | 2015-10-28 | 2017-05-04 | Oxeia Biopharmaceuticals, Inc. | Methods of treating neurodegenerative conditions |
| EA201891620A1 (ru) | 2016-02-05 | 2019-02-28 | Денали Терапьютикс Инк. | Ингибиторы взаимодействующей с рецептором протеинкиназы 1 |
| EP3552017B1 (en) | 2016-12-09 | 2022-02-23 | Denali Therapeutics Inc. | Compounds useful as ripk1 inhibitors |
| KR20240132504A (ko) | 2022-01-12 | 2024-09-03 | 데날리 테라퓨틱스 인크. | (s)-5-벤질-n-(5-메틸-4-옥소-2,3,4,5-테트라하이드로피리도 [3,2-b][1,4]옥사제핀-3-일)-4h-1,2,4-트리아졸-3-카복사미드의 결정질 형태 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5206235A (en) * | 1991-03-20 | 1993-04-27 | Merck & Co., Inc. | Benzo-fused lactams that promote the release of growth hormone |
| US5583130A (en) * | 1992-09-25 | 1996-12-10 | Merck & Co., Inc. | Benzo-fused lactams promote release of growth hormone |
-
1995
- 1995-08-16 IL IL11495595A patent/IL114955A/xx active IP Right Grant
- 1995-08-17 CN CN95195133A patent/CN1158127A/zh active Pending
- 1995-08-17 ZA ZA956869A patent/ZA956869B/xx unknown
- 1995-08-17 HU HU9701234A patent/HUT76645A/hu unknown
- 1995-08-17 MX MX9701187A patent/MX9701187A/es unknown
- 1995-08-17 CA CA002196877A patent/CA2196877A1/en not_active Abandoned
- 1995-08-17 AU AU31618/95A patent/AU697003B2/en not_active Ceased
- 1995-08-17 JP JP8506935A patent/JPH10504293A/ja active Pending
- 1995-08-17 CZ CZ97458A patent/CZ45897A3/cs unknown
- 1995-08-17 PL PL95318633A patent/PL318633A1/xx unknown
- 1995-08-17 WO PCT/DK1995/000332 patent/WO1996005195A1/en not_active Ceased
- 1995-08-17 BR BR9508805A patent/BR9508805A/pt not_active Application Discontinuation
- 1995-08-17 EP EP95927662A patent/EP0777668A1/en not_active Ceased
- 1995-09-15 TW TW084109669A patent/TW321640B/zh active
-
1997
- 1997-01-29 US US08/790,133 patent/US5817654A/en not_active Expired - Fee Related
- 1997-02-14 NO NO970684A patent/NO970684L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CA2196877A1 (en) | 1996-02-22 |
| PL318633A1 (en) | 1997-06-23 |
| NO970684L (no) | 1997-04-17 |
| WO1996005195A1 (en) | 1996-02-22 |
| MX9701187A (es) | 1997-05-31 |
| AU3161895A (en) | 1996-03-07 |
| IL114955A (en) | 1999-12-22 |
| AU697003B2 (en) | 1998-09-24 |
| ZA956869B (en) | 1996-04-10 |
| BR9508805A (pt) | 1998-01-06 |
| IL114955A0 (en) | 1995-12-08 |
| NO970684D0 (no) | 1997-02-14 |
| TW321640B (cg-RX-API-DMAC7.html) | 1997-12-01 |
| CN1158127A (zh) | 1997-08-27 |
| EP0777668A1 (en) | 1997-06-11 |
| US5817654A (en) | 1998-10-06 |
| JPH10504293A (ja) | 1998-04-28 |
| HUT76645A (en) | 1997-10-28 |
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