EP0052311A1
Expired / Lapsed
EP
⏱️ 0.0 years remaining
1-((Benzoylphenyl) - lower-alkyl) piperidines and carbinol analogs and preparation thereof
Assignee: STWB Inc
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Filing: 1981-11-05
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Granted: —
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Expires: 2001-11-05
Abstract
Abstract 1-[(3- or 4-Benzoylphenyl)-lower-alkyl]-[(CH2)n-N=B]-substituted-piperidines or α-hydroxy(3-or 4-benzyl), analogs thereof, useful as anti-asthmatic, anti-allergic, anti-cholinergic, bronchodilator and anti-inflammatory agents, are prepared by alkylation of an appropriate substituted piperidine with a (3- or 4-benzoyl-phenyl)-lower-alkyl halide or tosylate; by reaction of a 1-[2-(3- or 4-lithiophenyl)-lower-alkyl]-[(CH 2 ) n -N=B]-substituted-piperidine with benzonitrile and hydrolysis of the resulting benzimidoyl compound; or by reduction of a 1-[a-(3- or 4-benzoylphenyl)-lower-alkanoyl]-[(CH 2 ) n -N=B]-substituted-piperidine. The analogous carbinols are prepared by reduction, with an alkali metal borohydride, of the ketone.
Inventors
- 👤 Bernard Leon Zenitz
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-09 03:55
CPC Classifications
C; C07; C07D; C07D309/00; C07D309/02; C07D309/08; C07D309/14; C07C; C07C29/00; C07C29/132; C07C29/136; C07C29/14; C07C309/00; C07C309/63; C07C309/72; C07C309/73; C07C45/00; C07D211/00; C07D211/04; C07D211/06; C07D211/08; C07D211/18; C07D211/26; C07D211/36; C07D211/56; C07D211/58; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/36; C07D213/38
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
134 words
A compound having the formula where R is hydrogen or lower-alkyl; m is 0 or 1; n is 0 or 1; N=B is 1-piperidinyl, 4-morpholinyl, amino, di-lower- alkylamino, lower-alkanoylamino, N-lower-alkyl-N-lower-alkanoylamino, cycloalkanecarbonylamino or benzoylamino, or benzoylamino substituted in the phenyl ring by lower-alkyl, halogen or lower-alkoxy; the group C=X represents C=O or CHOH and where the Phenyl-C=X moiety of the [Phenyl-(C=X)-Phenyl]-CHRCH 2 group is attached either to the 3-or 4-position of the phenyl ring when m is 1 but only to the 3-position when m is 0; and the (CH 2 ) n -N=B group is attached either to the 2-, 3- or 4-position of the piperidine ring; with the further proviso that when m is 0, n is 1, R is lower-alkyl, and N= B is 1-piperidinyl or 4-morpholinyl; or an acid-addition salt thereof.
Claim 2
Dependent Claim
134 words
A compound having the formula where R is hydrogen or lower-alkyl; m is 0 or 1; n is 0 or 1; N=B is 1-piperidinyl, 4-morpholinyl, amino, di-lower- alkylamino, lower-alkanoylamino, N-lower-alkyl-N-lower-alkanoylamino, cycloalkanecarbonylamino or benzoylamino, or benzoylamino substituted in the phenyl ring by lower-alkyl, halogen or lower-alkoxy; the group C=X represents C=O or CHOH and where the Phenyl-C=X moiety of the [Phenyl-(C=X)-Phenyl]-CHRCH 2 group is attached either to the 3-or 4-position of the phenyl ring when m is 1 but only to the 3-position when m is 0; and the (CH 2 ) n -N=B group is attached either to the 2-, 3- or 4-position of the piperidine ring; with the further proviso that when m is 0, n is 1, R is lower-alkyl, and N= B is 1-piperidinyl or 4-morpholinyl; or an acid-addition salt thereof.
Claim 3
Dependent Claim
26 words
A compound according to claim 1, wherein R is lower-alkyl; m is 1; n is 0; C=X is C=O; arid N=B is lower-alkanoylamino, cycloalkanecarbonylamino or benzoylamino.
Claim 4
Dependent Claim
2 words
1-[2-(3-Benzoylphenyl)propyl]-4-acetylaminopiperidine hydrochloride.
Claim 5
Dependent Claim
2 words
1-[2-(3-Benzoylphenyl)propyl]-4-acetylaminopiperidine hydrochloride.
Claim 6
Dependent Claim
2 words
1-[2-(4-Benzoylphenyl)propyl]-4-acetylaminopiperidine hydrochloride.
Claim 7
Dependent Claim
2 words
1-[2-(4-Benzoylphenyl)propyl]-4-acetylaminopiperidine hydrochloride.
Claim 8
Dependent Claim
2 words
1-[2-(4-Benzoylphenyl)propyl]-4-butyrylamino- piperidine.
Claim 9
Dependent Claim
2 words
1-[2-(4-Benzoylphenyl)propyl]-4-butyrylamino- piperidine.
Claim 10
Dependent Claim
2 words
l-[2-(4-Benzoylphenyl)propyl]-4-propionyl- aminopiperidine.
Claim 11
Dependent Claim
2 words
l-[2-(4-Benzoylphenyl)propyl]-4-propionyl- aminopiperidine.
Claim 12
Dependent Claim
2 words
l-[2-(4-Benzoylphenyl)propyl]-4-cyclopropane- carbonylaminopiperidine.
Claim 13
Dependent Claim
2 words
l-[2-(4-Benzoylphenyl)propyl]-4-cyclopropane- carbonylaminopiperidine.
Claim 14
Dependent Claim
2 words
1-[2-(4-Benzoylphenyl)propyl)-4-cyclobutane- carbonylaminopiperidine.
Claim 15
Dependent Claim
2 words
1-[2-(4-Benzoylphenyl)propyl)-4-cyclobutane- carbonylaminopiperidine.
Claim 16
Dependent Claim
2 words
1-[2-(4-Benzoylphenyl)propyl]-4-benzoylamino- piperidine.
Claim 17
Dependent Claim
2 words
1-[2-(4-Benzoylphenyl)propyl]-4-benzoylamino- piperidine.
Claim 18
Dependent Claim
2 words
1-(2-(4-Benzoylphenyl)propyl]-4-cyclohexane- carbonylaminopiperidine.
Claim 19
Dependent Claim
2 words
1-(2-(4-Benzoylphenyl)propyl]-4-cyclohexane- carbonylaminopiperidine.
References Cited (Backward Citations)
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