CA2023312A1 - Pyrido [3,4-b] [1,4]benzoxazepines, procede de preparation et leur utilisation comme medicaments - Google Patents

Pyrido [3,4-b] [1,4]benzoxazepines, procede de preparation et leur utilisation comme medicaments

Info

Publication number: CA2023312A1
Authority: CA; Canada
Prior art keywords: formula; compound; group; hydrogen; loweralkyl
Prior art date: 1989-08-16
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.): Abandoned

Application number

CA 2023312

Other languages

English (en)

Inventor

Richard C. Effland

Joseph T. Klein

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Aventis Pharmaceuticals Inc

Original Assignee

Individual

Priority date (The priority date 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 date listed.)

1989-08-16

Filing date

1990-08-15

Publication date

1991-02-17

1990-08-15 Application filed by Individual filed Critical Individual

1990-08-15 Priority to CA 2023312 priority Critical patent/CA2023312A1/fr

1991-02-17 Publication of CA2023312A1 publication Critical patent/CA2023312A1/fr

Status Abandoned legal-status Critical Current

Links

238000002360 preparation method Methods 0.000 title claims abstract description 11
239000003814 drug Substances 0.000 title claims abstract description 7
238000000034 method Methods 0.000 title claims abstract description 6
230000008569 process Effects 0.000 title claims abstract description 4
UWXIKAZQXAYFPT-UHFFFAOYSA-N 1,4-benzoxazepine Chemical class O1C=CN=CC2=CC=CC=C12 UWXIKAZQXAYFPT-UHFFFAOYSA-N 0.000 title description 5
150000001875 compounds Chemical class 0.000 claims abstract description 55
230000000202 analgesic effect Effects 0.000 claims abstract description 5
230000000694 effects Effects 0.000 claims abstract description 5
230000001430 anti-depressive effect Effects 0.000 claims abstract description 4
239000000935 antidepressant agent Substances 0.000 claims abstract description 4
229940005513 antidepressants Drugs 0.000 claims abstract description 4
230000007074 memory dysfunction Effects 0.000 claims abstract description 4
229910052739 hydrogen Inorganic materials 0.000 claims description 29
229910052799 carbon Inorganic materials 0.000 claims description 20
-1 loweralkyl Chemical class 0.000 claims description 18
239000001257 hydrogen Substances 0.000 claims description 15
150000003839 salts Chemical class 0.000 claims description 14
150000002431 hydrogen Chemical class 0.000 claims description 8
230000003287 optical effect Effects 0.000 claims description 7
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 claims description 6
229910000102 alkali metal hydride Inorganic materials 0.000 claims description 5
150000008046 alkali metal hydrides Chemical class 0.000 claims description 5
150000001721 carbon Chemical group 0.000 claims description 3
229910052736 halogen Inorganic materials 0.000 claims description 3
150000002367 halogens Chemical class 0.000 claims description 3
229910052760 oxygen Inorganic materials 0.000 claims description 3
PVOAHINGSUIXLS-UHFFFAOYSA-N 1-Methylpiperazine Chemical compound CN1CCNCC1 PVOAHINGSUIXLS-UHFFFAOYSA-N 0.000 claims description 2
150000008064 anhydrides Chemical class 0.000 claims description 2
239000002585 base Substances 0.000 claims description 2
125000001246 bromo group Chemical group Br* 0.000 claims description 2
125000001309 chloro group Chemical group Cl* 0.000 claims description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
229910052740 iodine Inorganic materials 0.000 claims description 2
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OTIWZRSSVJSWJW-UHFFFAOYSA-N 1-(6h-pyrido[3,4-b][1,4]benzoxazepin-5-yl)ethanone Chemical compound CC(=O)N1CC2=CC=CC=C2OC2=CN=CC=C12 OTIWZRSSVJSWJW-UHFFFAOYSA-N 0.000 claims 1
VHAWXKDZKGYOOU-UHFFFAOYSA-N 5-[2-(dimethylamino)ethyl]pyrido[3,4-b][1,4]benzoxazepin-6-one Chemical compound O=C1N(CCN(C)C)C2=CC=NC=C2OC2=CC=CC=C21 VHAWXKDZKGYOOU-UHFFFAOYSA-N 0.000 claims 1
XEDCOEBMIKZBDH-UHFFFAOYSA-N 5-methylpyrido[3,4-b][1,4]benzoxazepin-6-one Chemical compound O=C1N(C)C2=CC=NC=C2OC2=CC=CC=C21 XEDCOEBMIKZBDH-UHFFFAOYSA-N 0.000 claims 1
239000004480 active ingredient Substances 0.000 claims 1
230000002152 alkylating effect Effects 0.000 claims 1
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150000003512 tertiary amines Chemical class 0.000 claims 1
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VIKLRYNBOIWKMX-UHFFFAOYSA-N pyrido[2,3-i][1,2]benzoxazepine Chemical class O1N=CC=CC2=CC=C(N=CC=C3)C3=C12 VIKLRYNBOIWKMX-UHFFFAOYSA-N 0.000 description 10
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NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 description 1
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ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
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QGVNJRROSLYGKF-UHFFFAOYSA-N thiobarbital Chemical compound CCC1(CC)C(=O)NC(=S)NC1=O QGVNJRROSLYGKF-UHFFFAOYSA-N 0.000 description 1
JFALSRSLKYAFGM-UHFFFAOYSA-N uranium(0) Chemical compound [U] JFALSRSLKYAFGM-UHFFFAOYSA-N 0.000 description 1
239000008215 water for injection Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Landscapes

Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

CA 2023312 1989-08-16 1990-08-15 Pyrido [3,4-b] [1,4]benzoxazepines, procede de preparation et leur utilisation comme medicaments Abandoned CA2023312A1 (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA 2023312 CA2023312A1 (fr)	1989-08-16	1990-08-15	Pyrido [3,4-b] [1,4]benzoxazepines, procede de preparation et leur utilisation comme medicaments

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US394,613		1989-08-16
CA 2023312 CA2023312A1 (fr)	1989-08-16	1990-08-15	Pyrido [3,4-b] [1,4]benzoxazepines, procede de preparation et leur utilisation comme medicaments

Publications (1)

Publication Number	Publication Date
CA2023312A1 true CA2023312A1 (fr)	1991-02-17

Family

ID=4145736

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2023312 Abandoned CA2023312A1 (fr)	1989-08-16	1990-08-15	Pyrido [3,4-b] [1,4]benzoxazepines, procede de preparation et leur utilisation comme medicaments

Country Status (1)

Country	Link
CA (1)	CA2023312A1 (fr)

1990
- 1990-08-15 CA CA 2023312 patent/CA2023312A1/fr not_active Abandoned

Legal Events

Date	Code	Title	Description
1994-02-15	FZDE	Dead

Publication	Publication Date	Title
EP0711280B1 (fr)	1998-09-23	Derives de perhydroisoindole comme antagonistes de la substance p
EP0607864B1 (fr)	2003-09-17	Composés hétérocycliques condensés tricydiques pour le traitement de la démence sénile
EP0381422B1 (fr)	1996-10-23	Dérivés de tétrahydrobenzimidazole
PL172754B1 (pl)	1997-11-28	Nowe pochodne perhydroizoindolu oraz sposób ich otrzymywania PL PL PL PL PL
JPH11507947A (ja)	1999-07-13	新規方法
HUT70051A (en)	1995-09-28	Novel tricyclic-cyclic amines as cholinesterase inhibitors, pharmaceutical compositions containing them and process for preparing them
HU200761B (en)	1990-08-28	Process for producing chromone derivatives and pharmaceutical compositions comprising same as active ingredient
JP2519734B2 (ja)	1996-07-31	新規置換ピリド〔２，３−ｂ〕〔１，４〕ベンゾジアゼピン−６−オン，その製法及びその化合物を含む医薬
WO1999054303A1 (fr)	1999-10-28	Derives tetrahydrobenzindoles actifs au plan optique
JPH10237073A (ja)	1998-09-08	新規な置換グアニジン誘導体およびその製法
US4940704A (en)	1990-07-10	Pyrido[3,4-b][1,4]benzoxazepines
AU664165B2 (en)	1995-11-09	9-aminotetrahydroacridines and related compounds
CS248020B2 (en)	1987-01-15	Production method of the (+)-enantiomere or (+-)-racemical 4a,9b-trans-hexahydro-1h-pyridoindole derivatives
CA2023312A1 (fr)	1991-02-17	Pyrido [3,4-b] [1,4]benzoxazepines, procede de preparation et leur utilisation comme medicaments
US5344927A (en)	1994-09-06	Tetrahydrobenzimidazole derivatives and pharmaceutical compositions containing same
JPH0240381A (ja)	1990-02-09	新規縮合ジアゼピノン類、それらの製造方法及びこれらの化合物を含有する医薬組成物
US6057340A (en)	2000-05-02	Oxazole derivatives as serotonin-1A receptor agonists
FI89801B (fi)	1993-08-13	Foerfarande foer framstaellning av terapeutiskt aktiva kinolinderivat
US4652567A (en)	1987-03-24	Benzo(c)-1,5-naphthyridines useful for treating a patient having drug induced memory impairment in need of memory enhancement
RU2024516C1 (ru)	1994-12-15	Способ получения производного тетрагидробензимидазола или его фармацевтически приемлемой соли
KR100190782B1 (ko)	1999-06-01	헥사하이드로-1h-퀴노4,3,2-ef1,4벤즈옥사제핀및이의관련화합물,이의제조방버브이의중간체및이를함유하는약제학적조성물
FR2639944A1 (fr)	1990-06-08	Nouveaux derives de l'indole, leur procede de preparation et les compositions pharmaceutiques qui les contiennent
JPH0676401B2 (ja)	1994-09-28	キノリン誘導体及びこれを含有する医薬
CN118930553A (zh)	2024-11-12	5,6,7,8-四氢呋喃[3,4-g]异喹啉-3(1H)-酮化合物及其制备方法、药物组合物和用途
US5112829A (en)	1992-05-12	Hexahydro-1H-quino[4,3,2-ef][1,4]benzoxazepines and related compounds