JP2003516994A5 - - Google Patents
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- Publication number
- JP2003516994A5 JP2003516994A5 JP2001544740A JP2001544740A JP2003516994A5 JP 2003516994 A5 JP2003516994 A5 JP 2003516994A5 JP 2001544740 A JP2001544740 A JP 2001544740A JP 2001544740 A JP2001544740 A JP 2001544740A JP 2003516994 A5 JP2003516994 A5 JP 2003516994A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- atoms
- nitrogen
- optionally
- halogen
- 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.)
- Withdrawn
Links
- 125000000217 alkyl group Chemical group 0.000 description 57
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 48
- 229910052757 nitrogen Inorganic materials 0.000 description 42
- 229910052760 oxygen Inorganic materials 0.000 description 34
- 229910052717 sulfur Inorganic materials 0.000 description 33
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 31
- 239000011593 sulfur Substances 0.000 description 31
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 30
- 239000001301 oxygen Substances 0.000 description 30
- 125000004433 nitrogen atom Chemical group N* 0.000 description 29
- 125000003545 alkoxy group Chemical group 0.000 description 26
- 229910052736 halogen Inorganic materials 0.000 description 25
- 150000002367 halogens Chemical class 0.000 description 25
- 125000001072 heteroaryl group Chemical group 0.000 description 25
- 125000004429 atom Chemical class 0.000 description 21
- -1 nitro, cyano, amino, methyl Chemical group 0.000 description 19
- 229910052739 hydrogen Inorganic materials 0.000 description 18
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 18
- 125000003342 alkenyl group Chemical group 0.000 description 16
- 125000003118 aryl group Chemical group 0.000 description 16
- 125000005842 heteroatom Chemical group 0.000 description 14
- 239000001257 hydrogen Substances 0.000 description 14
- 125000000304 alkynyl group Chemical group 0.000 description 12
- 125000005843 halogen group Chemical group 0.000 description 12
- 150000002431 hydrogen Chemical class 0.000 description 11
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 description 10
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 description 10
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 9
- 125000005133 alkynyloxy group Chemical group 0.000 description 9
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 description 8
- 125000004448 alkyl carbonyl group Chemical group 0.000 description 8
- 229910052799 carbon Inorganic materials 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 125000004076 pyridyl group Chemical group 0.000 description 8
- 125000001424 substituent group Chemical group 0.000 description 8
- 125000004043 oxo group Chemical group O=* 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 6
- 125000000753 cycloalkyl group Chemical group 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- 125000006413 ring segment Chemical group 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 125000003302 alkenyloxy group Chemical group 0.000 description 5
- 125000002947 alkylene group Chemical group 0.000 description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 150000001204 N-oxides Chemical class 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000004093 cyano group Chemical group *C#N 0.000 description 3
- 125000000623 heterocyclic group Chemical group 0.000 description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 3
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 3
- 125000003831 tetrazolyl group Chemical class 0.000 description 3
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 description 2
- 125000003320 C2-C6 alkenyloxy group Chemical group 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 2
- 125000002541 furyl group Chemical group 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 125000002757 morpholinyl group Chemical group 0.000 description 2
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 2
- 125000004193 piperazinyl group Chemical group 0.000 description 2
- 125000003386 piperidinyl group Chemical group 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 125000003373 pyrazinyl group Chemical group 0.000 description 2
- 125000002098 pyridazinyl group Chemical group 0.000 description 2
- 125000000714 pyrimidinyl group Chemical group 0.000 description 2
- 238000002560 therapeutic procedure Methods 0.000 description 2
- 125000001544 thienyl group Chemical group 0.000 description 2
- 125000004568 thiomorpholinyl group Chemical group 0.000 description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 2
- 208000024827 Alzheimer disease Diseases 0.000 description 1
- 0 CN(CCN1*)CC1=O Chemical compound CN(CCN1*)CC1=O 0.000 description 1
- 208000028698 Cognitive impairment Diseases 0.000 description 1
- 230000003930 cognitive ability Effects 0.000 description 1
- 208000010877 cognitive disease Diseases 0.000 description 1
- 230000001149 cognitive effect Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9929569.3A GB9929569D0 (en) | 1999-12-14 | 1999-12-14 | Therapeutic agents |
| GB9929569.3 | 1999-12-14 | ||
| PCT/GB2000/004752 WO2001044250A1 (en) | 1999-12-14 | 2000-12-11 | SUBSTITUTED 1,2,3-TRIAZOLO[1,5-a]QUINAZOLINES FOR ENHANCING COGNITION |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2003516994A JP2003516994A (ja) | 2003-05-20 |
| JP2003516994A5 true JP2003516994A5 (https=) | 2008-01-31 |
Family
ID=10866311
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001544740A Withdrawn JP2003516994A (ja) | 1999-12-14 | 2000-12-11 | 認知能力を向上させるための置換１，２，３−トリアゾロ［１，５−ａ］キナゾリン |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US7144887B2 (https=) |
| EP (1) | EP1242423A1 (https=) |
| JP (1) | JP2003516994A (https=) |
| AU (1) | AU780554B2 (https=) |
| CA (1) | CA2392955A1 (https=) |
| GB (1) | GB9929569D0 (https=) |
| WO (1) | WO2001044250A1 (https=) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0108475D0 (en) * | 2001-04-04 | 2001-05-23 | Merck Sharp & Dohme | New compounds |
| MX2011000755A (es) * | 2008-07-28 | 2011-02-24 | Hoffmann La Roche | Derivados de diazepan y piperazina moduladores de receptores de quimiocina. |
| WO2012068149A1 (en) * | 2010-11-15 | 2012-05-24 | Agenebio, Inc. | Benzodiazepine derivatives, compositions and methods for treating cognitive impairment |
| EP3034079B1 (en) | 2010-11-15 | 2018-01-10 | Agenebio, Inc. | Pyridazine derivatives, compositions and methods for treating cognitive impairment |
| US20150374705A1 (en) | 2012-02-14 | 2015-12-31 | Shanghai Institues for Biological Sciences | Substances for treatment or relief of pain |
| RU2014150494A (ru) * | 2012-05-30 | 2016-07-20 | Ф. Хоффманн-Ля Рош Аг | Пирролидиногетероциклы |
| EP3083569B1 (en) | 2013-12-20 | 2022-01-26 | Agenebio, Inc. | Benzodiazepine derivatives, compositions, and methods for treating cognitive impairment |
| JP6987384B2 (ja) | 2015-06-19 | 2021-12-22 | エージンバイオ， インコーポレイテッド | ベンゾジアゼピン誘導体、組成物、および認知障害を処置するための方法 |
| CN107344937A (zh) * | 2016-05-06 | 2017-11-14 | 如东赛默罗生物科技有限公司 | 三唑并[1,5-a]喹唑啉类衍生物、其制备方法、药物组合物和用途 |
| US20180170941A1 (en) | 2016-12-19 | 2018-06-21 | Agenebio, Inc. | Benzodiazepine derivatives, compositions, and methods for treating cognitive impairment |
| US11505555B2 (en) | 2016-12-19 | 2022-11-22 | Agenebio, Inc. | Benzodiazepine derivatives, compositions, and methods for treating cognitive impairment |
| US11414425B2 (en) | 2018-06-19 | 2022-08-16 | Agenebio, Inc. | Benzodiazepine derivatives, compositions, and methods for treating cognitive impairment |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI81350C (fi) * | 1982-01-18 | 1990-10-10 | Lepetit Spa | Analogfoerfarande foer framstaellning av nya, farmakologiskt aktiva 6-substituerade s-triatsolo/3,4-a/ ftalazinderivat. |
| US5306819A (en) * | 1992-08-27 | 1994-04-26 | Neurogen Corporation | Certain aryl a cycloalkyl fused imidazopyrazinols; and new class of GABA brain receptor ligands |
| DE19617862A1 (de) | 1996-04-23 | 1997-10-30 | Schering Ag | Phthalazinderivate, deren Herstellung und Verwendung als Arzneimittel |
| ES2194205T3 (es) * | 1996-07-25 | 2003-11-16 | Merck Sharp & Dohme | Derivados de triazolo-piridazina sustituidos como ligandos para los receptores gaba. |
| EP0986562B1 (en) * | 1997-05-08 | 2002-08-07 | MERCK SHARP & DOHME LTD. | Substituted 1,2,4-triazolo 3,4-a]phthalazine derivatives as gaba alpha 5 ligands |
| GB9813006D0 (en) * | 1998-06-16 | 1998-08-12 | Merck Sharp & Dohme | Therapeutic agents |
| GB9929687D0 (en) * | 1999-12-15 | 2000-02-09 | Merck Sharp & Dohme | Therapeutic agents |
-
1999
- 1999-12-14 GB GBGB9929569.3A patent/GB9929569D0/en not_active Ceased
-
2000
- 2000-12-11 JP JP2001544740A patent/JP2003516994A/ja not_active Withdrawn
- 2000-12-11 CA CA002392955A patent/CA2392955A1/en not_active Abandoned
- 2000-12-11 US US10/149,852 patent/US7144887B2/en not_active Expired - Fee Related
- 2000-12-11 AU AU21954/01A patent/AU780554B2/en not_active Ceased
- 2000-12-11 EP EP00985541A patent/EP1242423A1/en not_active Withdrawn
- 2000-12-11 WO PCT/GB2000/004752 patent/WO2001044250A1/en not_active Ceased