GB945892A - Phenylalanines - Google Patents

Phenylalanines

Info

Publication number
GB945892A
GB945892A GB6521/61A GB652161A GB945892A GB 945892 A GB945892 A GB 945892A GB 6521/61 A GB6521/61 A GB 6521/61A GB 652161 A GB652161 A GB 652161A GB 945892 A GB945892 A GB 945892A
Authority
GB
United Kingdom
Prior art keywords
reacting
alkyl radical
compound
phenylalanines
ketone
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
GB6521/61A
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.)
Merck and Co Inc
Original Assignee
Merck and Co 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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB945892A publication Critical patent/GB945892A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
    • C07D233/72—Two oxygen atoms, e.g. hydantoin
    • C07D233/76—Two oxygen atoms, e.g. hydantoin with substituted hydrocarbon radicals attached to the third ring carbon atom
    • C07D233/78—Radicals substituted by oxygen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Preparation (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises phenylalanines of the general formula: <FORM:0945892/C2/1> and their acid addition salts, where each of R1 and R2 is a hydrogen atom or a methyl radical, R3 is a C2-5 alkyl radical and R4 is a hydrogen atom or a C1-5 alkyl radical and the preparation thereof, wherein R1 and R2 are each methyl radicals, by reacting a compound of the formula: <FORM:0945892/C2/2> with a base in aqueous medium and, when R1 and R2 are both hydrogen atoms hydrolysing the dimethyl ether with aqueous hydrobromic acid at a temperature between 90 DEG C. and reflux temperature and neutralising the resulting compound. The processes may be combined with one wherein the starting material is prepared by reacting a ketone: <FORM:0945892/C2/3> with ammonium carbonate and a water soluble cyanide salt in a aqueous medium and also a process wherein the ketone may be prepared by reacting 3-dimethoxyphenylacetonitrile with a compound R3COOR5 where R5 is a C1-5 alkyl radical and reacting the product with an acid. Pharmaceutical compositions comprise the phenylalanines of the invention together with a non-toxic pharmaceutical diluent or carrier, preferably in the form of a capsule, tablet aqueous suspension or sterile injectable solution. The compositions are useful in the treatment of hypertension.
GB6521/61A 1960-02-29 1961-02-22 Phenylalanines Expired GB945892A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US1149960A 1960-02-29 1960-02-29

Publications (1)

Publication Number Publication Date
GB945892A true GB945892A (en) 1964-01-08

Family

ID=21750651

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6521/61A Expired GB945892A (en) 1960-02-29 1961-02-22 Phenylalanines

Country Status (4)

Country Link
BE (1) BE600673A (en)
CH (1) CH389639A (en)
FR (1) FR1450360A (en)
GB (1) GB945892A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3329710A (en) * 1962-07-28 1967-07-04 Bayer Ag Preparation of alpha-methyl-beta-(3, 4-dihydroxyphenyl)-alanine

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3329710A (en) * 1962-07-28 1967-07-04 Bayer Ag Preparation of alpha-methyl-beta-(3, 4-dihydroxyphenyl)-alanine

Also Published As

Publication number Publication date
BE600673A (en) 1961-08-28
CH389639A (en) 1965-03-31
FR1450360A (en) 1966-06-24

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