GB972967A - A process for the manufacture of benzodiazepine derivatives - Google Patents
A process for the manufacture of benzodiazepine derivativesInfo
- Publication number
- GB972967A GB972967A GB42405/60A GB4240560A GB972967A GB 972967 A GB972967 A GB 972967A GB 42405/60 A GB42405/60 A GB 42405/60A GB 4240560 A GB4240560 A GB 4240560A GB 972967 A GB972967 A GB 972967A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- group
- product
- alkyl
- nitro
- 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
- 238000000034 method Methods 0.000 title abstract 2
- 229940053197 benzodiazepine derivative antiepileptics Drugs 0.000 title 1
- 125000003310 benzodiazepinyl group Chemical class N1N=C(C=CC2=C1C=CC=C2)* 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000003839 salts Chemical class 0.000 abstract 5
- 239000002253 acid Substances 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- -1 hydroxy-aralkyl Chemical group 0.000 abstract 4
- 125000004442 acylamino group Chemical group 0.000 abstract 3
- 239000007858 starting material Substances 0.000 abstract 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 3
- 230000010933 acylation Effects 0.000 abstract 2
- 238000005917 acylation reaction Methods 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 abstract 2
- 239000012965 benzophenone Substances 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 125000006350 alkyl thio alkyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 150000008366 benzophenones Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 238000006396 nitration reaction Methods 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
- C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D243/14—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
- C07D243/16—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
- C07D243/18—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals substituted in position 2 by nitrogen, oxygen or sulfur atoms
- C07D243/24—Oxygen atoms
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/004—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with organometalhalides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/42—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrolysis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/16—Saturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
- C07C49/813—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/74—Quinazolines; Hydrogenated quinazolines with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached to ring carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
- C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D243/14—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
- C07D243/16—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
- C07D243/18—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals substituted in position 2 by nitrogen, oxygen or sulfur atoms
- C07D243/20—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
- C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D243/14—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
- C07D243/16—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
- C07D243/18—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals substituted in position 2 by nitrogen, oxygen or sulfur atoms
- C07D243/24—Oxygen atoms
- C07D243/26—Preparation from compounds already containing the benzodiazepine skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US85856459A | 1959-12-10 | 1959-12-10 | |
US260560A | 1960-01-15 | 1960-01-15 | |
US2468660A | 1960-04-26 | 1960-04-26 | |
US3873260A | 1960-06-27 | 1960-06-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB972967A true GB972967A (en) | 1964-10-21 |
Family
ID=27485190
Family Applications (13)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB42405/60A Expired GB972967A (en) | 1959-12-10 | 1960-12-09 | A process for the manufacture of benzodiazepine derivatives |
GB42401/60A Expired GB972963A (en) | 1959-12-10 | 1960-12-09 | A process for the manufacture of benzodiazepine derivatives |
GB20071/63A Expired GB972976A (en) | 1959-12-10 | 1960-12-09 | Novel trifluoromethyl-benzophenones and the preparation thereof |
GB42403/60A Expired GB972965A (en) | 1959-12-10 | 1960-12-09 | A process for the manufacture of benzodiazepine derivatives |
GB40978/62A Expired GB972972A (en) | 1959-12-10 | 1960-12-09 | Novel 2-amino-benzophenones and the preparation thereof |
GB42404/60A Expired GB972966A (en) | 1959-12-10 | 1960-12-09 | A process for the manufacture of benzodiazepine derivatives |
GB42408/60A Expired GB972968A (en) | 1959-12-10 | 1960-12-09 | Benzodiazepine derivatives |
GB42399/60A Expired GB972961A (en) | 1959-12-10 | 1960-12-09 | A process for the manufacture of benzodiazepine derivatives |
GB42400/60A Expired GB972962A (en) | 1959-12-10 | 1960-12-09 | A process for the manufacture of benzodiazepine derivatives |
GB40979/62A Expired GB972973A (en) | 1959-12-10 | 1960-12-09 | Novel trifluoromethyl-benzophenones and the preparation thereof |
GB42402/60A Expired GB972964A (en) | 1959-12-10 | 1960-12-09 | A process for the manufacture of benzodiazepine derivatives |
GB29834/62A Expired GB972970A (en) | 1959-12-10 | 1961-01-11 | Novel quinazoline 3-oxides and a process for the manufacture thereof |
GB1168/61A Expired GB972969A (en) | 1959-12-10 | 1961-01-11 | Benzodiazepine derivatives and a process for the manufacture of same |
Family Applications After (12)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB42401/60A Expired GB972963A (en) | 1959-12-10 | 1960-12-09 | A process for the manufacture of benzodiazepine derivatives |
GB20071/63A Expired GB972976A (en) | 1959-12-10 | 1960-12-09 | Novel trifluoromethyl-benzophenones and the preparation thereof |
GB42403/60A Expired GB972965A (en) | 1959-12-10 | 1960-12-09 | A process for the manufacture of benzodiazepine derivatives |
GB40978/62A Expired GB972972A (en) | 1959-12-10 | 1960-12-09 | Novel 2-amino-benzophenones and the preparation thereof |
GB42404/60A Expired GB972966A (en) | 1959-12-10 | 1960-12-09 | A process for the manufacture of benzodiazepine derivatives |
GB42408/60A Expired GB972968A (en) | 1959-12-10 | 1960-12-09 | Benzodiazepine derivatives |
GB42399/60A Expired GB972961A (en) | 1959-12-10 | 1960-12-09 | A process for the manufacture of benzodiazepine derivatives |
GB42400/60A Expired GB972962A (en) | 1959-12-10 | 1960-12-09 | A process for the manufacture of benzodiazepine derivatives |
GB40979/62A Expired GB972973A (en) | 1959-12-10 | 1960-12-09 | Novel trifluoromethyl-benzophenones and the preparation thereof |
GB42402/60A Expired GB972964A (en) | 1959-12-10 | 1960-12-09 | A process for the manufacture of benzodiazepine derivatives |
GB29834/62A Expired GB972970A (en) | 1959-12-10 | 1961-01-11 | Novel quinazoline 3-oxides and a process for the manufacture thereof |
GB1168/61A Expired GB972969A (en) | 1959-12-10 | 1961-01-11 | Benzodiazepine derivatives and a process for the manufacture of same |
Country Status (11)
Country | Link |
---|---|
BE (4) | BE598008A (enrdf_load_stackoverflow) |
BR (1) | BR6024755D0 (enrdf_load_stackoverflow) |
CH (9) | CH414653A (enrdf_load_stackoverflow) |
CY (1) | CY324A (enrdf_load_stackoverflow) |
DE (5) | DE1290143B (enrdf_load_stackoverflow) |
ES (2) | ES263123A1 (enrdf_load_stackoverflow) |
GB (13) | GB972967A (enrdf_load_stackoverflow) |
MY (1) | MY6500178A (enrdf_load_stackoverflow) |
NL (2) | NL6412251A (enrdf_load_stackoverflow) |
OA (7) | OA00817A (enrdf_load_stackoverflow) |
SE (2) | SE310887B (enrdf_load_stackoverflow) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1795231C3 (de) * | 1963-05-29 | 1978-07-13 | American Home Products Corp., New York, N.Y. (V.St.A.) | Verfahren zur Herstellung von 5-Aryl-1,2-dihydro -3H-1,4-benzodiazepin-2-on-4-oxyden |
GB1333501A (en) * | 1971-03-05 | 1973-10-10 | Ravizza Spa | Process for the preparation of 7-chlorobenzodiazepine de rivatives |
CA1332410C (en) * | 1984-06-26 | 1994-10-11 | Roger M. Freidinger | Benzodiazepine analogs |
US4820834A (en) * | 1984-06-26 | 1989-04-11 | Merck & Co., Inc. | Benzodiazepine analogs |
IL159105A0 (en) | 2001-06-07 | 2004-05-12 | Neuro3D | Cyclic nucleotide phosphodiesterase inhibitors, preparation and uses thereof |
EP2402310A1 (en) * | 2002-05-24 | 2012-01-04 | Millennium Pharmaceuticals, Inc. | CCR9 inhibitors and methods of use thereof |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2893992A (en) * | 1959-07-07 | I ii i i |
-
1960
- 1960-12-02 CH CH1349560A patent/CH414653A/de unknown
- 1960-12-02 CH CH1230565A patent/CH408045A/de unknown
- 1960-12-02 CH CH1348960A patent/CH408940A/de unknown
- 1960-12-02 CH CH1349060A patent/CH411910A/de unknown
- 1960-12-02 CH CH1349260A patent/CH418341A/de unknown
- 1960-12-02 CH CH1349160A patent/CH408029A/de unknown
- 1960-12-02 CH CH1349360A patent/CH418342A/de unknown
- 1960-12-02 CH CH1349460A patent/CH414652A/de unknown
- 1960-12-07 DE DEH41138A patent/DE1290143B/de active Pending
- 1960-12-07 DE DEH41139A patent/DE1288610B/de active Pending
- 1960-12-07 BR BR124755/60A patent/BR6024755D0/pt unknown
- 1960-12-07 DE DEH41137A patent/DE1288609B/de active Pending
- 1960-12-09 GB GB42405/60A patent/GB972967A/en not_active Expired
- 1960-12-09 BE BE598008A patent/BE598008A/fr unknown
- 1960-12-09 GB GB42401/60A patent/GB972963A/en not_active Expired
- 1960-12-09 GB GB20071/63A patent/GB972976A/en not_active Expired
- 1960-12-09 BE BE598015A patent/BE598015A/fr unknown
- 1960-12-09 GB GB42403/60A patent/GB972965A/en not_active Expired
- 1960-12-09 GB GB40978/62A patent/GB972972A/en not_active Expired
- 1960-12-09 GB GB42404/60A patent/GB972966A/en not_active Expired
- 1960-12-09 BE BE598013A patent/BE598013A/fr unknown
- 1960-12-09 ES ES0263123A patent/ES263123A1/es not_active Expired
- 1960-12-09 GB GB42408/60A patent/GB972968A/en not_active Expired
- 1960-12-09 GB GB42399/60A patent/GB972961A/en not_active Expired
- 1960-12-09 GB GB42400/60A patent/GB972962A/en not_active Expired
- 1960-12-09 GB GB40979/62A patent/GB972973A/en not_active Expired
- 1960-12-09 GB GB42402/60A patent/GB972964A/en not_active Expired
- 1960-12-09 BE BE598012A patent/BE598012A/fr unknown
- 1960-12-09 ES ES0263124A patent/ES263124A1/es not_active Expired
- 1960-12-13 CH CH1389960A patent/CH396016A/de unknown
- 1960-12-19 DE DE19601445073 patent/DE1445073A1/de active Pending
-
1961
- 1961-01-11 GB GB29834/62A patent/GB972970A/en not_active Expired
- 1961-01-11 GB GB1168/61A patent/GB972969A/en not_active Expired
-
1964
- 1964-09-10 DE DE19641445908 patent/DE1445908A1/de active Pending
- 1964-10-21 NL NL6412251A patent/NL6412251A/xx unknown
- 1964-10-21 NL NL6412250A patent/NL6412250A/xx unknown
- 1964-12-16 OA OA50896A patent/OA00817A/xx unknown
- 1964-12-16 OA OA50895A patent/OA00816A/xx unknown
- 1964-12-26 OA OA51053A patent/OA00958A/xx unknown
- 1964-12-26 OA OA51048A patent/OA00953A/xx unknown
- 1964-12-26 OA OA51054A patent/OA00959A/xx unknown
-
1965
- 1965-09-17 SE SE12149/65A patent/SE310887B/xx unknown
- 1965-11-03 CY CY32465A patent/CY324A/xx unknown
- 1965-12-31 MY MY1965178A patent/MY6500178A/xx unknown
-
1967
- 1967-03-30 OA OA52849A patent/OA02384A/xx unknown
- 1967-03-30 OA OA52850A patent/OA02385A/xx unknown
- 1967-11-15 SE SE1570567A patent/SE318283B/xx unknown
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