GB1065602A - Novel substituted 5-(amino-propylidene)-dibenzo[a,d]-cyclohepta[1,4,6]trienes and the manufacture thereof - Google Patents

Novel substituted 5-(amino-propylidene)-dibenzo[a,d]-cyclohepta[1,4,6]trienes and the manufacture thereof

Info

Publication number
GB1065602A
GB1065602A GB2648964A GB2648964A GB1065602A GB 1065602 A GB1065602 A GB 1065602A GB 2648964 A GB2648964 A GB 2648964A GB 2648964 A GB2648964 A GB 2648964A GB 1065602 A GB1065602 A GB 1065602A
Authority
GB
United Kingdom
Prior art keywords
substituent
attached
propylidene
ring
acid addition
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
GB2648964A
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=25702636&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=GB1065602(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from US266807A external-priority patent/US3157640A/en
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of GB1065602A publication Critical patent/GB1065602A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D499/21—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring with a nitrogen atom directly attached in position 6 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
    • C07D499/44—Compounds with an amino radical acylated by carboxylic acids, attached in position 6
    • C07D499/48—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical
    • C07D499/58—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical
    • C07D499/64—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical by nitrogen atoms
    • C07D499/68—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical by nitrogen atoms with aromatic rings as additional substituents on the carbon chain
    • 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
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/425—Thiazoles
    • A61K31/429—Thiazoles condensed with heterocyclic ring systems
    • A61K31/43—Compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula, e.g. penicillins, penems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/687—Unsaturated compounds containing a keto groups being part of a ring containing halogen
    • C07C49/697—Unsaturated compounds containing a keto groups being part of a ring containing halogen containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/20—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
    • C07D211/22—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by oxygen atoms

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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

Novel compounds of formula <FORM:1065602/C2/1> wherein each of the symbols R represents a lower alkyl group, X and Y each represent a hydrocarbon substituent which, when alkyl, may be joined to one another directly or through an oxygen or nitrogen atom (which nitrogen atom may carry an alkyl, hydroxy or hydroxyalkyl substituent) to form a ring which includes the N-atom to which they are attached, or one of them may form a similar ring with one of the lower alkyl groups which may be attached to the propylidene chain, and Hal represents a 10- or 11-halogen substituent, and wherein the broken lines denote that the groups attached thereby are optional, and acid addition salts thereof, are prepared either by dehydrating the corresponding 5-aminopropyl compound having a hydroxy substituent in the 5-position of the tricyclic system or on the 1-position of the 5-aminopropyl substituent or, where the optional alkyl groups on the propylidene chain are not involved in ring formation, reacting the corresponding 5-halopropylidene or 5-propenylidene compound with an appropriate primary or secondary amine, and, in either case of required, converting the product into an acid addition salt. Therapeutic compositions having action on the central nervous system, narcosis potentiating, psychostimulating, adrenolytic, sedative, antihistaminic, antiemetic, antipyretic, local anaesthetic and hypothermic action, which may be administered enterally or parenterally, contain as active ingredients compounds of the formula given above.
GB2648964A 1963-03-21 1964-06-26 Novel substituted 5-(amino-propylidene)-dibenzo[a,d]-cyclohepta[1,4,6]trienes and the manufacture thereof Expired GB1065602A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US266807A US3157640A (en) 1963-03-21 1963-03-21 D-(-)-alpha-aminobenzylpenicillin trihydrate
CH800963A CH451120A (en) 1963-03-21 1963-06-28 Process for the preparation of tricyclic amines

Publications (1)

Publication Number Publication Date
GB1065602A true GB1065602A (en) 1967-04-19

Family

ID=25702636

Family Applications (6)

Application Number Title Priority Date Filing Date
GB1115564A Expired GB1011843A (en) 1963-03-21 1964-03-17 D-(-)-ª‡-aminobenzylpenicillin trihydrate
GB1190666A Expired GB1065606A (en) 1963-03-21 1964-06-26 Novel 5-(3-alkoxy-propylidene)-dibenzocycloheptatriene derivatives and a process for the preparation thereof
GB2648964A Expired GB1065602A (en) 1963-03-21 1964-06-26 Novel substituted 5-(amino-propylidene)-dibenzo[a,d]-cyclohepta[1,4,6]trienes and the manufacture thereof
GB1190266A Expired GB1065603A (en) 1963-03-21 1964-06-26 Novel 5-(amino-propyl)-dibenzocycloheptatriene derivatives and a process for the preparation thereof
GB1190466A Expired GB1065605A (en) 1963-03-21 1964-06-26 Novel 5-propenylidene-debenzocycloheptatriene derivatives and a process for the preparation thereof
GB1190366A Expired GB1065604A (en) 1963-03-21 1964-06-26 Novel 5-(chloro-propylidene)-dibenzocycloheptatriene derivatives and a process for the preparation thereof

Family Applications Before (2)

Application Number Title Priority Date Filing Date
GB1115564A Expired GB1011843A (en) 1963-03-21 1964-03-17 D-(-)-ª‡-aminobenzylpenicillin trihydrate
GB1190666A Expired GB1065606A (en) 1963-03-21 1964-06-26 Novel 5-(3-alkoxy-propylidene)-dibenzocycloheptatriene derivatives and a process for the preparation thereof

Family Applications After (3)

Application Number Title Priority Date Filing Date
GB1190266A Expired GB1065603A (en) 1963-03-21 1964-06-26 Novel 5-(amino-propyl)-dibenzocycloheptatriene derivatives and a process for the preparation thereof
GB1190466A Expired GB1065605A (en) 1963-03-21 1964-06-26 Novel 5-propenylidene-debenzocycloheptatriene derivatives and a process for the preparation thereof
GB1190366A Expired GB1065604A (en) 1963-03-21 1964-06-26 Novel 5-(chloro-propylidene)-dibenzocycloheptatriene derivatives and a process for the preparation thereof

Country Status (10)

Country Link
BE (2) BE645315A (en)
BR (1) BR6460323D0 (en)
CH (1) CH451120A (en)
DE (3) DE1768746A1 (en)
DK (2) DK119205C (en)
FR (1) FR3431M (en)
GB (6) GB1011843A (en)
IL (1) IL21558A (en)
NL (1) NL6407095A (en)
SE (2) SE337368B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0157399A2 (en) * 1984-04-05 1985-10-09 Merck & Co. Inc. 4-(5H-Dibenzo[a,d]cyclohepten-5-yl) piperidine compounds

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0157399A2 (en) * 1984-04-05 1985-10-09 Merck & Co. Inc. 4-(5H-Dibenzo[a,d]cyclohepten-5-yl) piperidine compounds
EP0157399A3 (en) * 1984-04-05 1986-02-05 Merck & Co. Inc. 4-(5h-dibenzoûa,d¨cyclohepten-5-yl) piperidine compounds

Also Published As

Publication number Publication date
CH451120A (en) 1968-05-15
BE645315A (en) 1964-09-17
GB1065605A (en) 1967-04-19
DK119205C (en) 1970-11-30
GB1065604A (en) 1967-04-19
NL6407095A (en) 1964-12-29
DE1768747A1 (en) 1972-04-20
GB1065603A (en) 1967-04-19
GB1011843A (en) 1965-12-01
FR3431M (en) 1965-07-12
DE1468034A1 (en) 1968-12-19
BE649716A (en) 1964-12-28
DE1768746A1 (en) 1972-05-10
SE328276B (en) 1970-09-14
BR6460323D0 (en) 1973-08-09
IL21558A (en) 1968-01-25
SE337368B (en) 1971-08-09
DK127058B (en) 1973-09-17
GB1065606A (en) 1967-04-19
DK119205B (en) 1970-11-30

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