GB1173833A - N-Aminoalkyl-N-Benzylamides - Google Patents

N-Aminoalkyl-N-Benzylamides

Info

Publication number
GB1173833A
GB1173833A GB3419167A GB3419167A GB1173833A GB 1173833 A GB1173833 A GB 1173833A GB 3419167 A GB3419167 A GB 3419167A GB 3419167 A GB3419167 A GB 3419167A GB 1173833 A GB1173833 A GB 1173833A
Authority
GB
United Kingdom
Prior art keywords
phenyl
phenylpiperidine
benzylamine
piperidyl
hydroxy
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
GB3419167A
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.)
Bayer Corp
Original Assignee
Miles Laboratories Inc
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 Miles Laboratories Inc filed Critical Miles Laboratories Inc
Publication of GB1173833A publication Critical patent/GB1173833A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic 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
    • C07D211/10—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 radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
    • C07D211/14—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 radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
    • 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
    • C07D211/36—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/40—Oxygen atoms
    • C07D211/44—Oxygen atoms attached in position 4
    • C07D211/52—Oxygen atoms attached in position 4 having an aryl radical as the second substituent in position 4

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Hydrogenated Pyridines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1,173,833. N,N-Disubstituted amides. MILES LABORATORIES Inc. 25 July, 1967 [1 Aug., 1966], No. 34191/67. Heading C2C. Novel N,N-disubstituted amides of the formula wherein R 1 is C 1-6 alkyl, C 3-6 cycloalkyl, aryl or heterocyclic radical; one of R 2 and R 3 is H, and the other is aryl; and B is an unsubstituted or phenyl- and/or hydroxy - substituted nitrogenous heterocyclic radical connected to the adjacent CH group through a nitrogen atom, and acid addition salts thereof are prepared by acylating the corresponding amines of the formulµ C 6 H 5 CH 2 -NH-CH(R 2 )-CH 2 B or C 6 H 5 CH 2 -NH-CH 2 -CH(R 3 )-B N - (1 - Phenyl - 2 - (4 - phenyl - 1 - piperidyl)- ethyl]-benzylamine is prepared by reducing with LiAlH 4 1 - [α - (benzylamino) phenylacetyl] - 4- phenylpiperidine, obtained by reacting benzylamine with 1 - (α - chlorophenylacetyl)-4-phenylpiperidine, resulting from the treatment of α- chlorophenylacetyl chloride with 4-phenylpiperidine under Shotten-Baumann conditions. N - [1 - Phenyl - 2 - (4 - hydroxy - 4 - -phenyl - 1- piperidyl) ethylbenzylamine is made by reducing with L 1 AlH 4 1 - [α - (benzylamino) phenylacetyl] - 4 - hydroxy - 4 - phenylpiperidine obtained by refluxing 1-(α-chlorophenylacetyl)-4- hydroxy-4-phenylpiperidine with benzylamine. N - [2 - Phenyl - 2 - (4 - phenyl - 1 - piperidyl) ethyl] benzylamine is obtained by reducing with LiAlH 4 N - benzyl - 2 - phenyl - 2 - (4 - phenyl - 1 - piperidyl) acetamide, obtained by refluxing 4- phenylpiperidine with N-benzyl-α-chloro - phenylacetamide, resulting from the reaction of α- chloro-phenylacetyl chloride with benzylamine. Pharmaceutical compositions having analgesic activity comprise as the active ingredients the above novel N,N-disubstituted amides or acid addition salts thereof together with pharmaceutically acceptable carriers or diluents.
GB3419167A 1966-08-01 1967-07-25 N-Aminoalkyl-N-Benzylamides Expired GB1173833A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US56904766A 1966-08-01 1966-08-01

Publications (1)

Publication Number Publication Date
GB1173833A true GB1173833A (en) 1969-12-10

Family

ID=24273875

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3419167A Expired GB1173833A (en) 1966-08-01 1967-07-25 N-Aminoalkyl-N-Benzylamides

Country Status (6)

Country Link
AT (1) AT273969B (en)
BE (1) BE702091A (en)
DE (1) DE1695442A1 (en)
ES (1) ES343610A1 (en)
GB (1) GB1173833A (en)
NL (1) NL6710562A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993010073A1 (en) * 1991-11-12 1993-05-27 Pfizer Inc. Acyclic ethylenediamine derivatives as substance p receptor antagonists
US6403577B1 (en) 1993-11-17 2002-06-11 Eli Lilly And Company Hexamethyleneiminyl tachykinin receptor antagonists

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE789025A (en) * 1971-09-23 1973-03-20 Allen & Hanburys Ltd NEW ETHYLENE DIAMINES SUBSTITUTES

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993010073A1 (en) * 1991-11-12 1993-05-27 Pfizer Inc. Acyclic ethylenediamine derivatives as substance p receptor antagonists
US5521220A (en) * 1991-11-12 1996-05-28 Pfizer Inc. Acyclic ethylenediamine derivatives
US6403577B1 (en) 1993-11-17 2002-06-11 Eli Lilly And Company Hexamethyleneiminyl tachykinin receptor antagonists

Also Published As

Publication number Publication date
DE1695442A1 (en) 1971-04-08
AT273969B (en) 1969-09-10
NL6710562A (en) 1968-02-02
BE702091A (en) 1968-01-02
ES343610A1 (en) 1968-12-01

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee