CA1236480B - N-naphthoylglycine derivatives - Google Patents

N-naphthoylglycine derivatives

Info

Publication number
CA1236480B
CA1236480B CA000509682A CA509682A CA1236480B CA 1236480 B CA1236480 B CA 1236480B CA 000509682 A CA000509682 A CA 000509682A CA 509682 A CA509682 A CA 509682A CA 1236480 B CA1236480 B CA 1236480B
Authority
CA
Canada
Prior art keywords
compound
hydrogen
lower alkyl
alkoxy
trihalomethyl
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 - Lifetime
Application number
CA000509682A
Other languages
French (fr)
Other versions
CA1236480A (en
Inventor
Kazimir Sestanj
Nedumparambil Abraham Abraham
Francesco Bellini
Adi Treasurywala
Leslie George Humber
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.)
Wyeth Canada Inc
Original Assignee
Ayerst Mckenna and Harrison 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 of CA1236480B publication Critical patent/CA1236480B/en
Priority claimed from CA000372119A external-priority patent/CA1176269A/en
Application filed by Ayerst Mckenna and Harrison Inc filed Critical Ayerst Mckenna and Harrison Inc
Priority to CA 509682 priority Critical patent/CA1236480A/en
Application granted granted Critical
Publication of CA1236480A publication Critical patent/CA1236480A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/21—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups
    • C07C65/24—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups polycyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/33—Polycyclic acids
    • C07C63/337—Polycyclic acids with carboxyl groups bound to condensed ring systems
    • C07C63/34—Polycyclic acids with carboxyl groups bound to condensed ring systems containing two condensed rings
    • C07C63/36—Polycyclic acids with carboxyl groups bound to condensed ring systems containing two condensed rings containing one carboxyl group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/68—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings containing halogen
    • C07C63/72—Polycyclic acids

Abstract

compound of formula I < IMG > (I) wherein R1 is hydrogen, lower alkyl, lower alkenyl or phenylmethyl; R2 is hydrogen or lower alkyl; R3 is hydrogen or a substituent at position 4, 5 or 8 of the naphthalene ring, the substituent being selected from the group consisting of lower alkyl, lower alkoxy, halo, cyano, nitro and trihalomethyl, and R4 is hydrogen; or R3 and R4 each is a substituent at different positions selected from positions 3 to 7 of the naphthalene ring, the substituents being selected from the group consisting of lower alkyl, lower alkoxy, halo, trihalomethyl, (lower) alkoxy(lower)alkoxy, phenylmethoxy and phenylmethoxy substituted on the phenyl portion with a lower alkyl, lower alkoxy, halo or trihalomethyl; or a therapeutically acceptable salt with an organic or inorganic base of the compound of formula I wherein R2 is hydrogen. The preparation of this compound is also disclosed. Compounds of this type have pharmacology properties which render them beneficial for the treatment of diabetes mellitus and associated conditions. Also disclosed is an amidoester of formula II < IMG > (II) wherein R1, R3, R4 are as defined above and R is lower alkyl. Compound II is useful for the preparation of a compound I. The preparation of compound II is also disclosed.
CA 509682 1981-03-02 1986-05-21 N-naphthoylglycine derivatives Expired CA1236480A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA 509682 CA1236480A (en) 1981-03-02 1986-05-21 N-naphthoylglycine derivatives

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CA000372119A CA1176269A (en) 1981-03-02 1981-03-02 N-naphthoylglycine derivatives
CA 509682 CA1236480A (en) 1981-03-02 1986-05-21 N-naphthoylglycine derivatives

Publications (2)

Publication Number Publication Date
CA1236480B true CA1236480B (en)
CA1236480A CA1236480A (en) 1988-05-10

Family

ID=25669268

Family Applications (1)

Application Number Title Priority Date Filing Date
CA 509682 Expired CA1236480A (en) 1981-03-02 1986-05-21 N-naphthoylglycine derivatives

Country Status (1)

Country Link
CA (1) CA1236480A (en)

Also Published As

Publication number Publication date
CA1236480A (en) 1988-05-10

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Legal Events

Date Code Title Description
NARE Reissued
MKEX Expiry