ES346885A1 - Novel Tricyclic Amines and a Process for the Manufacture Thereof - Google Patents

Novel Tricyclic Amines and a Process for the Manufacture Thereof

Info

Publication number
ES346885A1
ES346885A1 ES346885A ES346885A ES346885A1 ES 346885 A1 ES346885 A1 ES 346885A1 ES 346885 A ES346885 A ES 346885A ES 346885 A ES346885 A ES 346885A ES 346885 A1 ES346885 A1 ES 346885A1
Authority
ES
Spain
Prior art keywords
dibenzo
cycloheptene
general formula
substituted
reaction
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
ES346885A
Other languages
Spanish (es)
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
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of ES346885A1 publication Critical patent/ES346885A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/30—Preparation of ethers by reactions not forming ether-oxygen bonds by increasing the number of carbon atoms, e.g. by oligomerisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/68—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings containing halogen
    • C07C63/72—Polycyclic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/68—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings containing halogen
    • C07C63/74—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings containing halogen having unsaturation outside the aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/18—Systems containing only non-condensed rings with a ring being at least seven-membered

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Novel dibenzo[a,d]cycloheptene derivatives of the general formula wherein R is a chlorine or fluorine atom, R1 is a methyl group, R2 and R3 are each a chlorine or fluorine atom and X is an ethylene group or a vinylene group which may be substituted by a halogen atom and the broken lines denote optional bonds, and acid addition salts thereof are prepared (i) by reduction or dehydration of a hydroxy compound of the general formula wherein one of Y1 and Y2 is a hydrogen atom and the other is a hydroxy group (ii) reaction of a 5-halo-substituted dibenzo[a,d]cycloheptene of the general formula wherein W is a halogen atom, with a dimethylaminopropyl magnesium halide or (iii) by treatment of a 5-substituted dibenzo[a,d]cycloheptene of the general formula wherein Z is a halogen atom or a substituted sulphonyloxy residue, with methylamine or dimethylamine followed optionally by demethylation of a dimethylamino compound by reaction with cyanogen bromide and treatment of the resulting N-cyamo-N-methylamino compound with glacial acetic acid, water and concentrated hydrochloric acid under reflux and followed optionally by conversion of the basic product into an acid addition salt thereof. 5 - Substituted dibenzo[a,d]cycloheptenes of the fourth general formula above are prepared by reaction of the corresponding dibenzo[a,d]- cyclohepten-5-one with a 3-methoxypropylmagnesium halide, treatment of the resulting 5 - hydroxy - 5 - (3 - methoxypropyl) - dibenzo [a,d]cycloheptene with methanolic hydrogen chloride and reaction of the obtained 5-(3-methoxypropylidene) - dibenzo[a,d]cycloheptene with boron trichloride. Pharmaceutical compositions, having antidepressive, narcosis-potentiating, adrenolytic, sedative, anti-histamine-like and local anaesthetic activity, comprise, as active ingredient, a dibenzo[a,d]cycloheptene derivative of the first general formula above or a pharmaceutically acceptable acid addition salt thereof in association with a compatible pharmaceutical carrier, and may be administered enterally, percutaneously or parenterally.
ES346885A 1966-11-08 1967-11-07 Novel Tricyclic Amines and a Process for the Manufacture Thereof Expired ES346885A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1614466A CH484044A (en) 1966-11-08 1966-11-08 Process for the preparation of tricyclic amines
CH165167 1967-02-02

Publications (1)

Publication Number Publication Date
ES346885A1 true ES346885A1 (en) 1969-05-16

Family

ID=25688271

Family Applications (1)

Application Number Title Priority Date Filing Date
ES346885A Expired ES346885A1 (en) 1966-11-08 1967-11-07 Novel Tricyclic Amines and a Process for the Manufacture Thereof

Country Status (12)

Country Link
JP (1) JPS5015791B1 (en)
BE (1) BE706089A (en)
CA (1) CA968351A (en)
CH (1) CH484044A (en)
DE (1) DE1668208C3 (en)
ES (1) ES346885A1 (en)
FR (2) FR1583624A (en)
GB (2) GB1182639A (en)
GR (1) GR37775B (en)
IL (1) IL28854A (en)
NL (1) NL157799B (en)
SE (1) SE356741B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58168318U (en) * 1982-05-06 1983-11-10 株式会社レマン skin cleanser
JPS58188029U (en) * 1982-06-10 1983-12-14 株式会社レマン skin cleanser
JPS58188030U (en) * 1982-06-10 1983-12-14 株式会社レマン skin cleanser

Also Published As

Publication number Publication date
FR1583624A (en) 1969-11-21
CA968351A (en) 1975-05-27
NL6715103A (en) 1968-05-09
GB1182639A (en) 1970-02-25
IL28854A (en) 1972-08-30
FR8358M (en) 1971-02-08
BE706089A (en) 1968-05-06
CH484044A (en) 1970-01-15
NL157799B (en) 1978-09-15
SE356741B (en) 1973-06-04
DE1668208B2 (en) 1980-11-06
JPS5015791B1 (en) 1975-06-07
DE1668208A1 (en) 1971-09-02
DE1668208C3 (en) 1981-06-25
GB1182640A (en) 1970-02-25
GR37775B (en) 1969-07-14

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