GB1210340A - Derivatives of the 2-(lower alkyl)-3(lower alkyl)-4-aryl-3 and 4-cyclohexenecarbinols - Google Patents

Derivatives of the 2-(lower alkyl)-3(lower alkyl)-4-aryl-3 and 4-cyclohexenecarbinols

Info

Publication number
GB1210340A
GB1210340A GB24118/69A GB2411869A GB1210340A GB 1210340 A GB1210340 A GB 1210340A GB 24118/69 A GB24118/69 A GB 24118/69A GB 2411869 A GB2411869 A GB 2411869A GB 1210340 A GB1210340 A GB 1210340A
Authority
GB
United Kingdom
Prior art keywords
alkyl
methyl
ethyl
prepared
methanol
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
GB24118/69A
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.)
Ortho Pharmaceutical Corp
Original Assignee
Ortho Pharmaceutical Corp
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 Ortho Pharmaceutical Corp filed Critical Ortho Pharmaceutical Corp
Publication of GB1210340A publication Critical patent/GB1210340A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C07D213/80—Acids; Esters in position 3
    • 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
    • C07C41/26—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/14—Preparation of carboxylic acid esters from carboxylic acid halides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three 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
    • C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/56—Ring systems containing bridged rings
    • C07C2603/58—Ring systems containing bridged rings containing three rings
    • C07C2603/70—Ring systems containing bridged rings containing three rings containing only six-membered rings
    • C07C2603/74—Adamantanes

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)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

1,210,340. Derivatives of cyclohexenecarbinols. ORTHO PHARMACEUTICAL CORP. 12 May, 1969 [14 May, 1968], No. 24118/69. Heading C2C. Novel compounds I in which R is H, OH, C 1-8 alkoxy, C 1-8 alkyl, C 1-4 alkylamino or dialkylamino, acetoxy or isobutyryloxy; R<SP>1</SP> is C 1-20 alkyl, C 2-20 alkenyl, cycloalkyl-C 1-3 alkyl, adamantyl, pyridyl, furyl, C 2-6 carboxy-alkyl and alkali metal salts, esters and amides of said carboxy group; R<SP>11</SP> and R<SP>111</SP> are C 1-3 alkyl; and the dotted line represents a 3- or 4-double bond are prepared by esterification of the appropriate carbinol with R<SP>1</SP>COOH or a derivative thereof or by dehydration of compounds II Intermediates isolated are [2-methyl-3-ethyl-4- hydroxy - 4(o - anisyl) - cyclohex - 1 - yl]methanol, prepared by reduction of the appropriate cyclohexane carboxylic acid; [2-methyl-3-ethyl-4- hydroxy - 4(o - anisyl) - cyclohex - 1 - yl]methyl hexanoate, prepared from the first-named intermediate; and [2-methyl-3-ethyl-4-(p-hydroxy-phenyl) - 4 - cyclohexen - 1 - yl] methanol and [2- methyl - 3 - ethyl - 4 - (p - dimethylaminophenyl) - 3 - and 4 - cyclohexen - 1 - yl] methanol, prepared from the appropriate cyclohexene carboxylic acids. Pharmaceutical compositions comprise a compound I together with a suitable excipient, are administered orally or parenterally and have activity as reproduction-suppression agents.
GB24118/69A 1968-05-14 1969-05-12 Derivatives of the 2-(lower alkyl)-3(lower alkyl)-4-aryl-3 and 4-cyclohexenecarbinols Expired GB1210340A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US72890068A 1968-05-14 1968-05-14

Publications (1)

Publication Number Publication Date
GB1210340A true GB1210340A (en) 1970-10-28

Family

ID=24928724

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24118/69A Expired GB1210340A (en) 1968-05-14 1969-05-12 Derivatives of the 2-(lower alkyl)-3(lower alkyl)-4-aryl-3 and 4-cyclohexenecarbinols

Country Status (10)

Country Link
US (1) US3557129A (en)
AT (2) AT296272B (en)
BE (1) BE732961A (en)
BR (1) BR6908702D0 (en)
DE (1) DE1920865A1 (en)
FR (1) FR2008458A1 (en)
GB (1) GB1210340A (en)
IL (1) IL32216A0 (en)
NL (1) NL6907448A (en)
SU (1) SU368741A3 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE385883B (en) * 1972-04-10 1976-07-26 Ciba Geigy Ag PROCEDURE FOR PREPARING NEW PYRIDINCARBONIC ACID ESTERS
US3973024A (en) * 1972-08-16 1976-08-03 Ciba-Geigy Corporation Analgesic and anti-inflammatory anilino-phenylacetic acid-(2,3 or 4 pyridyl)-methyl esters and derivatives
CH579051A5 (en) * 1972-08-16 1976-08-31 Ciba Geigy Ag
CH578531A5 (en) * 1972-08-16 1976-08-13 Ciba Geigy Ag

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3344147A (en) * 1966-03-08 1967-09-26 Ortho Pharma Corp 2-(lower alkyl)-3-(lower alkyl)-4-phenyl-3-or-4-cyclohexenecarboxylic acids and derivatives thereof

Also Published As

Publication number Publication date
SU368741A3 (en) 1973-01-26
US3557129A (en) 1971-01-19
AT291230B (en) 1971-07-12
BR6908702D0 (en) 1973-02-22
BE732961A (en) 1969-11-13
FR2008458A1 (en) 1970-01-23
DE1920865A1 (en) 1969-11-27
AT296272B (en) 1972-02-10
NL6907448A (en) 1969-11-18
IL32216A0 (en) 1969-07-30

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PLNP Patent lapsed through nonpayment of renewal fees