GB1071757A - 5,6-dihydro-11,h-pyrido-[2,3-d] [1,5]-benzodiazepines - Google Patents
5,6-dihydro-11,h-pyrido-[2,3-d] [1,5]-benzodiazepinesInfo
- Publication number
- GB1071757A GB1071757A GB8456/65A GB845665A GB1071757A GB 1071757 A GB1071757 A GB 1071757A GB 8456/65 A GB8456/65 A GB 8456/65A GB 845665 A GB845665 A GB 845665A GB 1071757 A GB1071757 A GB 1071757A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbon atoms
- pyrido
- dihydro
- substituted
- benzodiazepine
- 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.)
- Expired
Links
- ZVAPWJGRRUHKGP-UHFFFAOYSA-N 1h-1,5-benzodiazepine Chemical class N1C=CC=NC2=CC=CC=C12 ZVAPWJGRRUHKGP-UHFFFAOYSA-N 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 14
- 125000000217 alkyl group Chemical group 0.000 abstract 10
- 125000005843 halogen group Chemical group 0.000 abstract 7
- 125000003545 alkoxy group Chemical group 0.000 abstract 6
- -1 cyclic secondary aliphatic amine Chemical class 0.000 abstract 6
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 5
- 239000002253 acid Substances 0.000 abstract 4
- 229910052757 nitrogen Inorganic materials 0.000 abstract 4
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 4
- HRGUEPKMEFOQTK-UHFFFAOYSA-N 6,11-dihydro-5h-pyrido[3,2-c][1,5]benzodiazepine Chemical compound C1NC2=CC=CC=C2NC2=NC=CC=C12 HRGUEPKMEFOQTK-UHFFFAOYSA-N 0.000 abstract 3
- SFRAVXBSPHJEBZ-UHFFFAOYSA-N 6,11-dihydropyrido[3,2-c][1,5]benzodiazepin-5-one Chemical class O=C1NC2=CC=CC=C2NC2=NC=CC=C12 SFRAVXBSPHJEBZ-UHFFFAOYSA-N 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 150000001340 alkali metals Chemical class 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 230000002152 alkylating effect Effects 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 239000012442 inert solvent Substances 0.000 abstract 2
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 239000000932 sedative agent Substances 0.000 abstract 2
- XANHWEMIFZSWKK-UHFFFAOYSA-N 8,9-dimethyl-6,11-dihydro-5H-pyrido[3,2-c][1,5]benzodiazepine Chemical compound CC=1C(=CC2=C(NCC3=C(N2)N=CC=C3)C1)C XANHWEMIFZSWKK-UHFFFAOYSA-N 0.000 abstract 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 abstract 1
- 239000005751 Copper oxide Substances 0.000 abstract 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000000954 anitussive effect Effects 0.000 abstract 1
- 230000003474 anti-emetic effect Effects 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 230000001741 anti-phlogistic effect Effects 0.000 abstract 1
- 230000001754 anti-pyretic effect Effects 0.000 abstract 1
- 230000000891 anti-reserpine Effects 0.000 abstract 1
- 239000002221 antipyretic Substances 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- HNYOPLTXPVRDBG-UHFFFAOYSA-N barbituric acid Chemical compound O=C1CC(=O)NC(=O)N1 HNYOPLTXPVRDBG-UHFFFAOYSA-N 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 239000002775 capsule Substances 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 229910000423 chromium oxide Inorganic materials 0.000 abstract 1
- OROGSEYTTFOCAN-DNJOTXNNSA-N codeine Chemical class C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC OROGSEYTTFOCAN-DNJOTXNNSA-N 0.000 abstract 1
- 229910000431 copper oxide Inorganic materials 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 230000001558 histaminolytic effect Effects 0.000 abstract 1
- 229960002163 hydrogen peroxide Drugs 0.000 abstract 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Substances OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 1
- 239000012280 lithium aluminium hydride Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 229940125723 sedative agent Drugs 0.000 abstract 1
- 230000001624 sedative effect Effects 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- 239000000829 suppository Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1964T0025723 DE1251767B (de) | 1964-02-28 | 1964-02-28 | Verfahren zur Herstellung von neuen m 6 Stellung substituierten 5 6 Dihydro-5oxo HH pyrido[2,3-b] [l,5]benzodiazepinen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1071757A true GB1071757A (en) | 1967-06-14 |
Family
ID=7552265
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8456/65A Expired GB1071757A (en) | 1964-02-28 | 1965-02-26 | 5,6-dihydro-11,h-pyrido-[2,3-d] [1,5]-benzodiazepines |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3326900A (https=) |
| CH (1) | CH453374A (https=) |
| DE (1) | DE1251767B (https=) |
| FR (2) | FR1458125A (https=) |
| GB (1) | GB1071757A (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH438343A (de) * | 1962-11-08 | 1967-06-30 | Thomae Gmbh Dr K | Verfahren zur Herstellung von 5,6-Dihydro-6-oxo-11H-pyrido (2,3-b) (1,4)-benzodiazepinen |
| GB1156781A (en) * | 1965-04-07 | 1969-07-02 | Lab U P S A | New Heterocyclic Compounds |
| US3475414A (en) * | 1966-12-05 | 1969-10-28 | Miles Lab | Tetrahydro-1-benzazepin-2(1h)-one derivatives |
| FI50242C (fi) * | 1969-07-18 | 1976-01-12 | Thomae Gmbh Dr K | Menetelmä valmistaa farmakologisesti aktiivisia uusia diallyyliaminoal kanoyylidibenso- tai pyridobenso-diatsepiineja ja niiden happoadditios uoloja. |
| US5602113A (en) * | 1991-02-07 | 1997-02-11 | Boehringer Ingelheim Pharmaceuticals, Inc. | Pyridobenzo- and pyridiothieno-diazepines useful for the treatment of HIV infection |
| US5686445A (en) * | 1993-07-29 | 1997-11-11 | American Cyanamid Company | Pyridobenzoxazepine and pyridobenzothiazepine vasopressin antagonists |
| BR9811559A (pt) * | 1997-07-30 | 2000-09-12 | American Home Prod | Agonistas tricìclicos de vasopressina |
| US7138393B2 (en) * | 1998-07-24 | 2006-11-21 | Wyeth | Biologically active vasopressin agonist metabolites |
| FR2850654A1 (fr) * | 2003-02-03 | 2004-08-06 | Servier Lab | Nouveaux derives d'azepines tricycliques, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| FR3025246B1 (fr) | 2014-08-29 | 2016-12-09 | Snecma | Roue aubagee a calages variables |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA658624A (en) * | 1963-02-26 | Schmutz Jean | Diazepine derivatives | |
| US3038896A (en) * | 1958-05-30 | 1962-06-12 | Cilag Chemie | 1-(di-lower alkyl amino lower alkyl thio lower alkyl)-aza-[2, 3:5, 6]-dibenzocycloheptadiene compounds |
| US3150125A (en) * | 1959-09-22 | 1964-09-22 | Wander Ag Dr A | 5-(basic substituted)-10, 11-dihydro-11-oxo-5h-dibenzo[b, e][1, 4]diazepine compounds |
-
1964
- 1964-02-28 DE DE1964T0025723 patent/DE1251767B/de active Pending
-
1965
- 1965-02-23 US US434666A patent/US3326900A/en not_active Expired - Lifetime
- 1965-02-24 CH CH248765A patent/CH453374A/de unknown
- 1965-02-24 FR FR6891A patent/FR1458125A/fr not_active Expired
- 1965-02-26 GB GB8456/65A patent/GB1071757A/en not_active Expired
- 1965-05-07 FR FR16186A patent/FR4999M/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US3326900A (en) | 1967-06-20 |
| FR4999M (https=) | 1967-04-17 |
| DE1251767B (de) | 1968-04-18 |
| FR1458125A (fr) | 1966-11-10 |
| CH453374A (de) | 1968-06-14 |
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