GB1303717A - - Google Patents

Info

Publication number
GB1303717A
GB1303717A GB5053670A GB5053670A GB1303717A GB 1303717 A GB1303717 A GB 1303717A GB 5053670 A GB5053670 A GB 5053670A GB 5053670 A GB5053670 A GB 5053670A GB 1303717 A GB1303717 A GB 1303717A
Authority
GB
United Kingdom
Prior art keywords
general formula
group
piperidino
tetrahydro
pyridyl
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
GB5053670A
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
Priority claimed from JP44088513A external-priority patent/JPS504672B1/ja
Priority claimed from JP1093070A external-priority patent/JPS4945872B1/ja
Priority claimed from JP3336270A external-priority patent/JPS5416504B1/ja
Application filed filed Critical
Publication of GB1303717A publication Critical patent/GB1303717A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D211/08—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
    • C07D211/26—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 nitrogen 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
    • C07D211/36—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
    • 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
    • C07D211/68—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 one double bond between ring members or between a ring member and a non-ring member
    • C07D211/70—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 one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • 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
    • C07D295/08—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 bound oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1303717 1 - Phenyl - 4 - (piperidino and tetrahydro - 1 - pyridyl) - 1 butanols SUMITOMO CHEMICAL CO Ltd 23 Oct 1970 [27 Oct 1969 4 Nov 1969 3 Feb 1970 6 Feb 1970 9 Feb 1970 17 April 1970] 50536/70 Heading C2C Novel 1 - phenyl - 4 - (piperidino and tetrahydro - 1 - pyridyl) - 1 - butanols of the general formula wherein A is a single or double bond linkage, R 1 is a hydrogen atom or a C 1-4 alkyl group; R 2 is present only when A is a single bond linkage and is a hydrogen atom or a hydroxyl or C 1-4 alkyl group; R 3 is a hydrogen atom or a piperidino, pyrrolidino, morpholino, furyl, thenyl, C 1-4 alkylamino or benzylamino group or a group of formula (in which R 4 and R 5 are each a hydrogen or halogen atom or a C 1-4 alkyl, C 1-4 alkoxy or trifluoromethyl group) or a group of formula (in which R 6 is a hydrogen atom or a C 1-4 alkyl group and each of R 7 and R 8 is a hydrogen or halogen atom or a C 1-4 alkyl or C 1-4 alkoxy group); and X is a hydrogen or halogen atom or a C 1-4 alkyl, C 1-4 -alkoxy or trifluoromethyl group; and acid addition salts thereof are prepared by reduction of a 1-(#-benzoylpropionyl)- piperidine of the general formula followed optionally by salification of the product. α - (Piperidino and tetrahydro - 1.- pyridyl)- butyrophenones of the general formula wherein A, R 1 , R 2 , R 3 and X are as defined above, except that R 2 may additionally be a C 1-4 alkoxy group, and acid addition salts thereof are prepared by oxidation of the corresponding 1 - phenyl - 4 - (piperidino or tetrahydro - 1- pyridyl).1.butanol of the first general formula above, followed optionally by salification of the product. 1 - (# - Benzoyl propionyl) - piperidines and - tetrahydropyridines of the second general formula above are prepared by reaction of a # - (X - substituted benzoyl) - propionic acid with ethyl chlorocarbonate, followed by a piperidine or tetrahydropyridine of the general formula Pharmaceutical compositions having antianxiety, anti-psychotonic, anti-emotional, anticonvulsive, anti-psychosis and analgesic activity comprise, as active ingredient, a novel 1- phenyl - 4 - (piperidino or tetrahydro - 1- pyridyl) - 1 - butanol of the first general formula above or an acid addition salt thereof, together with a pharmaceutically acceptable diluent or carrier, and may be administered orally.
GB5053670A 1969-10-27 1970-10-23 Expired GB1303717A (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
JP8617569 1969-10-27
JP44088513A JPS504672B1 (en) 1969-11-04 1969-11-04
JP968870 1970-02-03
JP1093070A JPS4945872B1 (en) 1970-02-06 1970-02-06
JP1162970 1970-02-16
JP3336270A JPS5416504B1 (en) 1970-04-17 1970-04-17

Publications (1)

Publication Number Publication Date
GB1303717A true GB1303717A (en) 1973-01-17

Family

ID=27548219

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5053670A Expired GB1303717A (en) 1969-10-27 1970-10-23

Country Status (12)

Country Link
BE (1) BE757994A (en)
CA (1) CA974240A (en)
CH (2) CH545785A (en)
DE (1) DE2065426A1 (en)
DK (1) DK131147B (en)
FI (1) FI54107C (en)
FR (1) FR2070166B1 (en)
GB (1) GB1303717A (en)
IL (1) IL35523A (en)
NL (1) NL7015554A (en)
NO (1) NO137050C (en)
SE (1) SE390301B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE792906A (en) * 1971-12-18 1973-06-18 Sumitomo Chemical Co ARYL-KETONES AND THEIR PREPARATION
JPS595587B2 (en) * 1974-04-18 1984-02-06 住友化学工業株式会社 Synkinabutylofenon Yudoutai Oyobi Sonoen no Seihou
HU211019B (en) * 1991-12-02 1995-09-28 Richter Gedeon Vegyeszet Process for producing new 1,2,3,6-tetrahydropyridine and piperidine derivatives substituted with n-(hydroxylalkyl) group and compositions comprising such compounds
WO2009034029A2 (en) * 2007-09-07 2009-03-19 Boehringer Ingelheim International Gmbh 1-substituted 4-heterocyclylpiperidines for use as cgrp antagonists

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL6709169A (en) * 1967-02-17 1968-08-19

Also Published As

Publication number Publication date
DE2065426A1 (en) 1973-07-19
DE2052537A1 (en) 1971-09-02
CH545785A (en) 1974-02-15
BE757994A (en) 1971-04-01
SE390301B (en) 1976-12-13
DE2065426C3 (en) 1979-11-29
FI54107C (en) 1978-10-10
NO137050B (en) 1977-09-12
FR2070166B1 (en) 1974-02-22
CH545287A (en) 1973-12-15
NO137050C (en) 1977-12-21
DK131147C (en) 1975-11-10
FI54107B (en) 1978-06-30
IL35523A0 (en) 1970-12-24
DE2065426B2 (en) 1979-04-05
DK131147B (en) 1975-06-02
CA974240A (en) 1975-09-09
DE2052537B2 (en) 1975-09-18
NL7015554A (en) 1971-04-29
FR2070166A1 (en) 1971-09-10
IL35523A (en) 1973-07-30

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee