GB1001827A - Araliphatic amines, a process for their manufacture and pharmaceutical preparations containing them - Google Patents

Araliphatic amines, a process for their manufacture and pharmaceutical preparations containing them

Info

Publication number
GB1001827A
GB1001827A GB40587/61A GB4058761A GB1001827A GB 1001827 A GB1001827 A GB 1001827A GB 40587/61 A GB40587/61 A GB 40587/61A GB 4058761 A GB4058761 A GB 4058761A GB 1001827 A GB1001827 A GB 1001827A
Authority
GB
United Kingdom
Prior art keywords
reducing
phenyl
formula
amine
reacting
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
GB40587/61A
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.)
Hoechst AG
Original Assignee
Hoechst AG
Farbwerke Hoechst 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 Hoechst AG, Farbwerke Hoechst AG filed Critical Hoechst AG
Publication of GB1001827A publication Critical patent/GB1001827A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/46Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C215/48Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups
    • C07C215/54Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups linked by carbon chains having at least three carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/13Amines
    • A61K31/135Amines having aromatic rings, e.g. ketamine, nortriptyline
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/54Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C217/56Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
    • C07C217/62Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms linked by carbon chains having at least three carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring

Abstract

The invention comprises compounds of the general formula <FORM:1001827/C2/1> (wherein R1 represents a hydrogen or halogen atom, R2 represents a benzyl group, which may be substituted in the phenyl nucleus by a C1- 4 alkyl or C1- 4 alkoxy radical, or a cyclopentyl or cyclohexyl group, and X represents a saturated hydrocarbon radical containing 1 or 2 carbon atoms) and physiologically tolerable acid addition salts thereof, pharmaceutical preparations containing them; and their preparation by (a) reducing phenylacetone in the presence of an amine of the formula (I) <FORM:1001827/C2/2> or reacting phenylacetone with the amine and reducing the product, (b) reacting an amine (I) with a 1-phenyl-2-halopropane or 1-phenyl-2-halopropene and hydrogenating the aliphatic double bond (if present) in the product, (c) reducing an aldehyde of the formula <FORM:1001827/C2/3> (wherein Y represents a direct linkage or a methylene group) in the presence of 1-phenyl-2-aminopropane, or reacting the aldehyde with 1-phenyl-2-aminopropane and reducing the product, (d) reducing an amide of the formula <FORM:1001827/C2/4> or (e) hydrogenating a compound of the formula <FORM:1001827/C2/5> optionally followed in each case by acid addition salt formation. The starting materials are prepared by standard methods. The compounds of the invention exhibit heart and blood circulation activity, and may be administered orally or parenterally in the form of pharmaceutical preparations (e.g. tablets, dragees and solutions) containing them together with a carrier. Specification 811,659 is referred to.
GB40587/61A 1960-11-12 1961-11-13 Araliphatic amines, a process for their manufacture and pharmaceutical preparations containing them Expired GB1001827A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF32534A DE1181233B (en) 1960-11-12 1960-11-12 Process for the production of cardiovascular and araliphatic amines

Publications (1)

Publication Number Publication Date
GB1001827A true GB1001827A (en) 1965-08-18

Family

ID=7094673

Family Applications (1)

Application Number Title Priority Date Filing Date
GB40587/61A Expired GB1001827A (en) 1960-11-12 1961-11-13 Araliphatic amines, a process for their manufacture and pharmaceutical preparations containing them

Country Status (7)

Country Link
BE (1) BE610231A (en)
CH (5) CH412923A (en)
DE (1) DE1181233B (en)
FR (1) FR1753M (en)
GB (1) GB1001827A (en)
NL (1) NL271206A (en)
OA (1) OA01975A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2482956A1 (en) * 1980-05-22 1981-11-27 Synthelabo Cardiovascular phenyl or cycloalkyl-cyclohexyl-alkylamine derivs. - which increase coronary flow but not cardiac work e.g. n-alpha-methyl-beta-phenyl:ethyl 2-cyclohexyl 2-phenyl ethylamine

Also Published As

Publication number Publication date
DE1181233B (en) 1964-11-12
CH449041A (en) 1967-12-31
NL271206A (en)
FR1753M (en) 1963-04-01
BE610231A (en) 1962-05-14
CH449038A (en) 1967-12-31
CH449040A (en) 1967-12-31
CH449037A (en) 1967-12-31
OA01975A (en) 1970-05-05
CH412923A (en) 1966-05-15

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