NO132095B - - Google Patents

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Info

Publication number: NO132095B
Authority: NO; Norway
Prior art keywords: formula; compound; compounds; carried out; reaction
Prior art date: 1970-12-23

Application number

NO3496/71A

Other languages

English (en)

Norwegian (no)

Other versions

NO132095C (pt

Inventor

J V Earley

R I Fryer

R Ye-Fong-Ning

L H Sternbach

Original Assignee

Hoffmann La Roche

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.)

1970-12-23

Filing date

1971-09-21

Publication date

1975-06-09

1971-09-21 Application filed by Hoffmann La Roche filed Critical Hoffmann La Roche

1975-06-09 Publication of NO132095B publication Critical patent/NO132095B/no

1975-09-17 Publication of NO132095C publication Critical patent/NO132095C/no

Links

150000001875 compounds Chemical class 0.000 claims description 14
229910052736 halogen Inorganic materials 0.000 claims description 4
150000002367 halogens Chemical class 0.000 claims description 4
229910052739 hydrogen Inorganic materials 0.000 claims description 4
239000001257 hydrogen Substances 0.000 claims description 4
238000000034 method Methods 0.000 claims description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
229940053197 benzodiazepine derivative antiepileptics Drugs 0.000 claims description 2
125000004432 carbon atom Chemical group C* 0.000 claims description 2
150000002431 hydrogen Chemical class 0.000 claims description 2
238000004519 manufacturing process Methods 0.000 claims description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
230000008707 rearrangement Effects 0.000 description 5
239000002904 solvent Substances 0.000 description 5
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
238000010438 heat treatment Methods 0.000 description 4
239000011541 reaction mixture Substances 0.000 description 4
239000007858 starting material Substances 0.000 description 4
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 4
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
239000012442 inert solvent Substances 0.000 description 3
238000002844 melting Methods 0.000 description 3
230000008018 melting Effects 0.000 description 3
239000000203 mixture Substances 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 3
238000010992 reflux Methods 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
239000003208 petroleum Substances 0.000 description 2
239000000047 product Substances 0.000 description 2
-1 7-chloro-2-methoxy-5-phenyl-1,4-benzodiazepine Chemical compound 0.000 description 1
FHGUFGWOUJMMFE-UHFFFAOYSA-N 7-chloro-2-methoxy-5-phenyl-3h-1,4-benzodiazepine Chemical compound N=1CC(OC)=NC2=CC=C(Cl)C=C2C=1C1=CC=CC=C1 FHGUFGWOUJMMFE-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
229940125681 anticonvulsant agent Drugs 0.000 description 1
239000001961 anticonvulsive agent Substances 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
150000001557 benzodiazepines Chemical class 0.000 description 1
238000009835 boiling Methods 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
238000010828 elution Methods 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
230000020169 heat generation Effects 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
229940035363 muscle relaxants Drugs 0.000 description 1
239000003158 myorelaxant agent Substances 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
229940125723 sedative agent Drugs 0.000 description 1
239000000932 sedative agent Substances 0.000 description 1
238000007669 thermal treatment Methods 0.000 description 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

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)

NO3496/71A 1970-12-23 1971-09-21 NO132095C (pt)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US10118870A	1970-12-23	1970-12-23

Publications (2)

Publication Number	Publication Date
NO132095B true NO132095B (pt)	1975-06-09
NO132095C NO132095C (pt)	1975-09-17

Family

ID=22283420

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO3496/71A NO132095C (pt)	1970-12-23	1971-09-21

Country Status (18)

Country	Link
US (1)	US3681341A (pt)
JP (1)	JPS5531150B1 (pt)
AT (1)	AT319251B (pt)
AU (1)	AU3399171A (pt)
BE (1)	BE772818A (pt)
BR (1)	BR7106876D0 (pt)
CH (1)	CH562811A5 (pt)
DE (1)	DE2147283A1 (pt)
ES (1)	ES395622A1 (pt)
FR (1)	FR2119069B1 (pt)
GB (1)	GB1294776A (pt)
IE (1)	IE35669B1 (pt)
IL (1)	IL37776A0 (pt)
NL (1)	NL7113708A (pt)
NO (1)	NO132095C (pt)
SE (1)	SE373137B (pt)
YU (1)	YU34525B (pt)
ZA (1)	ZA716358B (pt)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4056525A (en) *	1975-06-02	1977-11-01	American Home Products Corporation	2,3-dialkoxy-3h-1,4-benzodiazepines
US5438035A (en) *	1994-06-24	1995-08-01	American Cyanamid Company	Methods for controlling undesirable plant species with benzodiazepine compounds
BRPI0518152A (pt) *	2004-10-13	2008-11-04	Hoffmann La Roche	pirazolbenzodiazepinas dissubstituìdas úteis como inibidores para cdk2 e angiogênese e para o tratamento de cánceres de mama, cólon, pulmão e próstata
JP2009511535A (ja) *	2005-10-14	2009-03-19	エフ．ホフマン−ラロシュアーゲー	５−（２−クロロフェニル）−１，２−ジヒドロ−７−フルオロ−８−メトキシ−３−メチル−ピラゾロ［３，４−ｂ］［１，４］ベンゾジアゼピン
EP3174299B1 (en)	2011-11-02	2018-09-12	Tagivan Ii Llc	Video coding method, and video coder

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3462418A (en) *	1963-10-29	1969-08-19	Hoffmann La Roche	Preparation of 1,4-benzodiazepin-2-one-4-oxide from 2-lower alkoxy-1,4-benzodiazepine-4-oxide

1970
- 1970-12-23 US US101188A patent/US3681341A/en not_active Expired - Lifetime
1971
- 1971-09-17 CH CH1360171A patent/CH562811A5/xx not_active IP Right Cessation
- 1971-09-20 AT AT814271A patent/AT319251B/de not_active IP Right Cessation
- 1971-09-20 BE BE772818A patent/BE772818A/xx unknown
- 1971-09-20 SE SE7111876A patent/SE373137B/xx unknown
- 1971-09-21 NO NO3496/71A patent/NO132095C/no unknown
- 1971-09-22 DE DE19712147283 patent/DE2147283A1/de active Pending
- 1971-09-22 ZA ZA716358A patent/ZA716358B/xx unknown
- 1971-09-24 IL IL37776A patent/IL37776A0/xx unknown
- 1971-09-27 IE IE1200/71A patent/IE35669B1/xx unknown
- 1971-09-27 GB GB45004/71A patent/GB1294776A/en not_active Expired
- 1971-09-29 AU AU33991/71A patent/AU3399171A/en not_active Expired
- 1971-10-02 ES ES395622A patent/ES395622A1/es not_active Expired
- 1971-10-06 NL NL7113708A patent/NL7113708A/xx not_active Application Discontinuation
- 1971-10-08 YU YU2559/71A patent/YU34525B/xx unknown
- 1971-10-15 JP JP8100471A patent/JPS5531150B1/ja active Pending
- 1971-10-15 BR BR6876/71A patent/BR7106876D0/pt unknown
- 1971-12-23 FR FR7146454A patent/FR2119069B1/fr not_active Expired

Also Published As

Publication number	Publication date
GB1294776A (en)	1972-11-01
DE2147283A1 (de)	1972-07-13
US3681341A (en)	1972-08-01
YU34525B (en)	1979-09-10
NO132095C (pt)	1975-09-17
JPS5531150B1 (pt)	1980-08-15
FR2119069B1 (pt)	1975-06-13
ES395622A1 (es)	1973-11-16
CH562811A5 (pt)	1975-06-13
YU255971A (en)	1979-02-28
BR7106876D0 (pt)	1973-07-12
IL37776A0 (en)	1971-11-29
ZA716358B (en)	1972-08-30
SE373137B (pt)	1975-01-27
BE772818A (fr)	1972-03-20
AT319251B (de)	1974-12-10
IE35669B1 (en)	1976-04-14
AU3399171A (en)	1973-04-05
IE35669L (en)	1972-06-23
NL7113708A (pt)	1972-06-27
FR2119069A1 (pt)	1972-08-04

Publication	Publication Date	Title
Carboni et al.	1967	Aromatic azapentalenes. I. dibenzo-1, 3a, 4, 6a-tetraazapentalene and dibenzo-1, 3a, 6, 6a-tetraazapentalene. New heteroaromatic systems
Habraken et al.	1971	Pyrazoles. VIII. Rearrangement of N-nitropyrazoles. Formation of 3-nitropyrazoles
NO121015B (pt)	1971-01-04
Cook et al.	1961	Bromination Studies of Alkyl-Substituted 2-Pyridones and 2-Quinolones1
Reid et al.	1973	Cyclisation of α-(o-alkenylaryl) diazoalkanes: a route to 2, 3-benzodiazepines via a novel 1, 7-electrocyclic ring closure
NO118914B (pt)	1970-03-02
NO132095B (pt)	1975-06-09
Johnston	1968	Friedel-crafts cyclizations—I: The influence of nuclear substituents on the polyphosphoric acid-catalysed isomerization of cinnamanilide to 4-phenyl-3, 4-dihydrocarbostyril
Schmidt et al.	2015	Base-catalyzed addition of ketones to alkynes as a key step in the one-pot synthesis of 1-formyl-2-pyrazolines
Jefferson et al.	1992	Studies of formal [1, 5]-sigmatropic thermal rearrangements of dimethyl 3-alkyl-3-methyl-3H-pyrazole-4, 5-dicarboxylates and dimethyl 4-alkyl-5-methyl-4H-pyrazole-3, 4-dicarboxylates
Jones et al.	1955	Nucleophilic substitution in vinylic halides
Pilli et al.	1983	Reaction of N-(p-tolylsulfonyl) diphenylcyclopropenimine with pyridinium and isoquinolinium ylides
Fryer et al.	1969	Quinazolines and 1, 4-benzodiazepines. XLIV. Formation of isoindoles by the ring contraction of 1-alkyl-1, 4-benzodiazepines
US3203954A (en)	1965-08-31	Novel 3, 5-disubstituted-1, 2, 6-(2h)-thiadiazine-1, 1-dioxides
US3257382A (en)	1966-06-21	Preparation of 1, 3-dihydro-5-phenyl-2h-1, 4-benzodiazepin-2-one 4-oxide compounds
Mukai	1958	On the Bromination Reaction of Tropone and its Bromine Compounds
Mukai	1959	Reaction of 2-Chloro-3-phenyltropone and 2-Chloro-7-phenyltropone with Ammonia and Amines
Buu-Hoï et al.	1946	180. Side-chain bromination of some alkylnaphthalenes with N-bromosuccinimide
US2953598A (en)	1960-09-20	Acyl hydrazines
Elliott et al.	1972	A new synthesis of 4 H-1, 3, 4-benzoxadiazines
NO165419B (no)	1990-10-29	Innretning for laasing og frigjoering av gjenstander beregnet for offentlig bruk, saasom bagasjetraller.
Norris et al.	1985	Some Studies on the Reversibility of the Association Step in SRN 1 Reactions
US3849434A (en)	1974-11-19	Process for preparing triazolobenzodiazepines
Sasaki et al.	1968	Studies on Heteroaromaticity. XVII. Photorearrangement of N-(2-Oxo-3-indolylidene)-aniline N-Oxides
US3426068A (en)	1969-02-04	Crystalline 2,2-alkylidene-bis(p-benzamide) inclusion compounds