GB1029741A - Substituted 1,4-benzodiazepines and a process for their manufacture - Google Patents

Substituted 1,4-benzodiazepines and a process for their manufacture

Info

Publication number
GB1029741A
GB1029741A GB8156/64A GB815664A GB1029741A GB 1029741 A GB1029741 A GB 1029741A GB 8156/64 A GB8156/64 A GB 8156/64A GB 815664 A GB815664 A GB 815664A GB 1029741 A GB1029741 A GB 1029741A
Authority
GB
United Kingdom
Prior art keywords
benzodiazepin
phenyl
cyclopropylmethyl
halo
benzodiazepines
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
Application number
GB8156/64A
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.)
Warner Lambert Co LLC
Original Assignee
Warner Lambert Pharmaceutical Co
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.)
Filing date
Publication date
Priority claimed from US262846A external-priority patent/US3192200A/en
Application filed by Warner Lambert Pharmaceutical Co filed Critical Warner Lambert Pharmaceutical Co
Publication of GB1029741A publication Critical patent/GB1029741A/en
Expired legal-status Critical Current

Links

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
    • 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

Abstract

The invention comprises 1-cycloalkylmethyl-5-phenyl-7-halo-1H-1,4-benzodiazepin-2(3H)-ones and the preparation thereof by reacting the corresponding N1 unsubstituted compound with a cycloalkylmethylating agent. The preferred compound is 1-cyclopropylmethyl-5-phenyl-7-chloro - 1H - 1,4 - benzodiazepin - 2(3H)-one, which is prepared using e.g. cyclopropylmethyl bromide, cyclopropylmethyl b -naphthalenesulphonate or cyclopropyl tosylate. The reaction is preferably carried out in the presence of a strong base, e.g. sodium hydride. Therapeutic compositions, which are useful as tranquilizers and which may be administered as tablets, capsules, elixirs or suspensions, or parenterally, comprise as active ingredient the 1 - cycloalkylmethy' - 5 - phenyl - 7 - halo - 1H - 1,4 - benzodiazepin - 2(3H) - ones described above.
GB8156/64A 1963-03-05 1964-02-27 Substituted 1,4-benzodiazepines and a process for their manufacture Expired GB1029741A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US262846A US3192200A (en) 1963-03-05 1963-03-05 1-cycloalkyl methyl derivatives of 1, 4-benzodiazepine
US410790A US3326757A (en) 1963-03-05 1964-11-12 Compositions and method for producing skeletal muscle relaxation

Publications (1)

Publication Number Publication Date
GB1029741A true GB1029741A (en) 1966-05-18

Family

ID=26949494

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8156/64A Expired GB1029741A (en) 1963-03-05 1964-02-27 Substituted 1,4-benzodiazepines and a process for their manufacture

Country Status (8)

Country Link
US (1) US3326757A (en)
BE (1) BE644705A (en)
BR (1) BR6457243D0 (en)
CH (1) CH427830A (en)
DE (1) DE1470422A1 (en)
FR (1) FR3452M (en)
GB (1) GB1029741A (en)
SE (1) SE309779B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8778264B2 (en) 2010-10-28 2014-07-15 Guy L. McClung, III Fluid treatment systems
US8911676B2 (en) 2010-10-21 2014-12-16 Guy L. McClung, III Treatment systems for fluids

Also Published As

Publication number Publication date
CH427830A (en) 1967-01-15
US3326757A (en) 1967-06-20
DE1470422A1 (en) 1969-11-13
BE644705A (en) 1964-09-04
FR3452M (en) 1965-07-26
SE309779B (en) 1969-04-08
BR6457243D0 (en) 1973-07-17

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