GB889641A - Improvements in or relating to n-monosubstituted-2,2-dialkyl-1,3-propanediol dicarbamates - Google Patents

Improvements in or relating to n-monosubstituted-2,2-dialkyl-1,3-propanediol dicarbamates

Info

Publication number
GB889641A
GB889641A GB33881/59A GB3388159A GB889641A GB 889641 A GB889641 A GB 889641A GB 33881/59 A GB33881/59 A GB 33881/59A GB 3388159 A GB3388159 A GB 3388159A GB 889641 A GB889641 A GB 889641A
Authority
GB
United Kingdom
Prior art keywords
methyl
ethyl
butyl
isopropyl
propyl
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
GB33881/59A
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.)
Carter Products Inc
Original Assignee
Carter Products 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 Carter Products Inc filed Critical Carter Products Inc
Publication of GB889641A publication Critical patent/GB889641A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids

Landscapes

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

Abstract

The invention comprises dicarbamates of the formula <FORM:0889641/IV (b)/1> wherein X, R and R1 have the following values .X.R.R1 .propyl.methyl.ethyl .isopropyl.methyl.ethyl .n-butyl.methyl.ethyl .allyl.methyl.ethyl .propargyl.methyl.propyl .isopropyl.methyl.isopropyl .n-butyl.methyl.isopropyl .allyl.methyl.isopropyl .methyl.methyl.n-butyl .propyl.methyl.n-butyl .isopropyl.methyl.n-butyl .allyl.methyl.n-butyl .propargyl.methyl.n-butyl .propyl.methyl.sec-butyl .isopropyl.methyl.sec-butyl .allyl.methyl.sec-butyl .propargyl.methyl.sec-butyl .propyl.ethyl.ethyl .isopropyl.ethyl.ethyl .allyl.ethyl.ethyl .isopropyl.ethyl.propyl .isopropyl.ethyl.isopropyl .methyl.ethyl.n-butyl .propargyl.ethyl.n-butyl and their preparation by reacting a monocarbamate of the formula <FORM:0889641/IV (b)/2> (wherein Z is H or X) with, when Z is H, an aliphatic isocyanate XNCO, phosgene followed by the amine XNH2 or phenyl chlorocarbonate following by the amine XNH2, or with, when Z is X, cyanic acid, a carbamate of a low boiling alcohol, or phosgene followed by ammonia. Examples are given and the muscle relaxing properties of the compounds of the invention are compared with those of other similar 2-mono-substituted and 2,2-disubstituted 1,3-propane diol dicarbamates containing alkyl, alkenyl, alkynyl, aryl or aralkyl substituents on one or both of the nitrogen atoms. Monocarbamates of the second general formula above are prepared by reacting the appropriate 2,2-dialkyl-1,3-propanediol with diethyl carbonate to give a 5,5-dialkyl-2-m-dioxanone and reacting this with ammonia or an amine NH2X; or by the controlled action of phosgene on the diol followed by reaction with ammonia or the amine NH2X. 2 - Methyl - 2 - sec. - butyl - 1, 3 - propanediol is prepared by reduction of diethyl sec-butylmethyl-malonate. 2-Ethyl-2-propyl-1,3-propanediol is prepared similarly. Specification 751,841 also is referred to.ALSO:Pharmaceutical compositions comprise dicarbamates of the formula <FORM:0889641/VI/1> wherein X, R and R1 have the following values: .X.R.R1 .propyl.methyl.ethyl .isopropyl.methyl.ethyl .n-butyl.methyl.ethyl .allyl.methyl.ethyl .propargyl.methyl.propyl .isopropyl.methyl.isopropyl .n-butyl.methyl.isopropyl .allyl.methyl.isopropyl .methyl.methyl.n-butyl .propyl.methyl.n-butyl .isopropyl.methyl.n-butyl .allyl.methyl.n-butyl .propargyl.methyl.n-butyl .propyl.methyl.sec.-butyl .isopropyl.methyl.sec.-butyl .allyl.methyl.sec.-butyl .propargyl.methyl.sec.-butyl .propyl.ethyl.ethyl .isopropyl.ethyl.ethyl .allyl.ethyl.ethyl .isopropyl.ethyl.propyl .isopropyl.ethyl.isopropyl .methyl.ethyl.n-butyl .propargyl.ethyl.n-butyl and carriers therefor. They may take the form of pills, tablets, capsules or solutions. Specification 751,841 also is referred to.
GB33881/59A 1959-06-11 1959-10-06 Improvements in or relating to n-monosubstituted-2,2-dialkyl-1,3-propanediol dicarbamates Expired GB889641A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US889641XA 1959-06-11 1959-06-11

Publications (1)

Publication Number Publication Date
GB889641A true GB889641A (en) 1962-02-21

Family

ID=22214538

Family Applications (1)

Application Number Title Priority Date Filing Date
GB33881/59A Expired GB889641A (en) 1959-06-11 1959-10-06 Improvements in or relating to n-monosubstituted-2,2-dialkyl-1,3-propanediol dicarbamates

Country Status (2)

Country Link
GB (1) GB889641A (en)
MY (1) MY6200079A (en)

Also Published As

Publication number Publication date
MY6200079A (en) 1962-12-31

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