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US4139545A Expired / Lapsed US ⏱️ 0.0 years remaining

Aralkyl carboxylic acid compounds

Assignee: Takeda Pharmaceutical Co Ltd
•
Filing: 1975-04-30
•
Granted: 1979-02-13
•
Expires: 1995-04-30
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Abstract

Abstract Novel compounds of the formulae ##STR1## wherein R represents lower alkyl or lower alkoxy, A represents --CH 2 --, --CO-- or ##STR2## n represents an integer of 1 to 8, X represents hydrogen or hydroxyl which may be protected and Y represents hydroxyl which may be protected, and their esters show an excellent action on the lysosomal membranes of cells, and exhibit excellent pharmacological activities such as physiologic host defense control activity, especially immuno-potentiating activity.

Inventors

  • 👤 Hiroshi Morimoto
  • 👤 Isuke Imada
  • 👤 Masazumi Watanabe
  • 👤 Mitsuru Kawada

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 19:36
CPC Classifications
C; C07; C07C; C07C66/00; A; A61; A61P; A61P37/00; A61P37/02; A61P37/04; A61P37/06; C07C37/00; C07C37/001; C07C37/002; C07C37/50; C07C39/00; C07C39/02; C07C39/11; C07C45/00; C07C45/51; C07C45/54; C07C45/61; C07C45/67; C07C45/673; C07C46/00; C07C46/02; C07C46/06; C07C49/00; C07C49/76; C07C49/82; C07C49/84; C07C50/00; C07C50/26; C07C50/28; C07C50/38; C07C59/00; C07C59/40; C07C59/42; C07C59/52; C07C59/58; C07C59/64; C07C59/76; C07C59/90; C07C65/00; C07C65/32; C07C65/40

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 165 words
A compound selected from the group consisting of compounds of the formula ##STR15## wherein R represents alkyl of 1-4 carbon atoms or alkoxy of 1-4 carbon atoms, A represents --CH 2 --, --CO-- or ##STR16## and n represents an integer of from 1 to 8 when A is --CO-- or ##STR17## when both A is --CH 2 -- and R is alkoxy of 1-4 carbon atoms and an integer of from 4 to 8 when both A is --CH 2 -- and R is alkyl of 1-4 carbon atoms, alkyl esters of said compounds wherein the alkyl moiety of said alkyl esters has 1-4 carbon atoms, aryl esters of said compounds wherein the aryl moiety of said aryl esters has 6-7 carbon atoms, and aralkyl esters of said compounds wherein the aralkyl moiety of said aralkyl esters has 7-8 carbon atoms, said alkyl, aryl amd aralkyl moieties of said esters being unsubstituted or substituted by at least one of sulfo, carboxyl, formyl, hydroxyl and amino.
Claim 2
Dependent Claim 165 words
A compound selected from the group consisting of compounds of the formula ##STR15## wherein R represents alkyl of 1-4 carbon atoms or alkoxy of 1-4 carbon atoms, A represents --CH 2 --, --CO-- or ##STR16## and n represents an integer of from 1 to 8 when A is --CO-- or ##STR17## when both A is --CH 2 -- and R is alkoxy of 1-4 carbon atoms and an integer of from 4 to 8 when both A is --CH 2 -- and R is alkyl of 1-4 carbon atoms, alkyl esters of said compounds wherein the alkyl moiety of said alkyl esters has 1-4 carbon atoms, aryl esters of said compounds wherein the aryl moiety of said aryl esters has 6-7 carbon atoms, and aralkyl esters of said compounds wherein the aralkyl moiety of said aralkyl esters has 7-8 carbon atoms, said alkyl, aryl amd aralkyl moieties of said esters being unsubstituted or substituted by at least one of sulfo, carboxyl, formyl, hydroxyl and amino.
Claim 3
Dependent Claim 13 words
A compound as claimed in claim 1, wherein A is --CH 2 --.
Claim 4
Dependent Claim 11 words
A compound as claimed in claim 1, wherein A is --CO--.
Claim 5
Dependent Claim 11 words
A compound as claimed in claim 1, wherein A is ##STR18##
Claim 6
Dependent Claim 15 words
A compound as claimed in claim 1, wherein R is alkyl of 1-4 carbon atoms.
Claim 7
Dependent Claim 13 words
A compound as claimed in claim 5, wherein n is 4 or 5.
Claim 8
Dependent Claim 11 words
A compound as claimed in claim 5, wherein R is methyl.
Claim 9
Dependent Claim 15 words
A compound as claimed in claim 1, wherein R is alkoxy of 1-4 carbon atoms.
Claim 10
Dependent Claim 11 words
A compound as claimed in claim 8, wherein R is methoxy.
Claim 11
Dependent Claim 52 words
A compound as claimed in claim 1, wherein the compound is in the form of an alkyl ester in which the alkyl moiety of said alkyl ester has 1-4 carbon atoms, said alkyl moiety of said ester being unsubstituted or substituted by at least one of sulfo, carboxyl, formyl, hydroxyl and amino.
Claim 12
Dependent Claim 52 words
A compound as claimed in claim 1, wherein the compound is in the form of an aryl ester in which the aryl moiety of said aryl ester has 6-7 carbon atoms, said aryl moiety of said ester being unsubstituted or substituted by at least one of sulfo, carboxyl, formyl, hydroxyl and amino.
Claim 13
Dependent Claim 52 words
A compound as claimed in claim 1, wherein the compound is in the form of an aralkyl ester in which the aralkyl moiety of said aralkyl ester has 7-8 carbon atoms, said aralkyl moiety of said ester being unsubstituted or substituted by at least one of sulfo, carboxyl, formyl, hydroxyl and amino.
Claim 14
Dependent Claim 12 words
The compound as claimed in claim 1, wherein the compound is 2,3,5-trimethyl-6-[5'-(o-carboxyphenyloxycarbonyl)pentyl]-1,4-benzoquinone
Claim 15
Dependent Claim 12 words
The compound as claimed in claim 1, wherein the compound is 2,3,5-trimethyl-6-(5'-carboxypentyl)-1,4-benzoquinone.
Claim 16
Dependent Claim 12 words
The compound as claimed in claim 1, wherein the compound is 2,3,5-trimethyl-6-(9'-carboxynonyl)-1,4-benzoquinone.
Claim 17
Dependent Claim 12 words
The compound as claimed in claim 1, wherein the compound is 2,3-dimethoxy-5-methyl-6-(2'-carboxyethyl)-1,4-benzoquinone.
Claim 18
Dependent Claim 12 words
The compound as claimed in claim 1, wherein the compound is 2,3-dimethoxy-5-methyl-6-(9'-carboxynonyl)-1,4-benzoquinone.
Claim 19
Dependent Claim 12 words
The compound as claimed in claim 1, wherein the compound is 2,3,5-trimethyl-6-(5'-ethoxycarbonylpentyl)-1,4-benzoquinone.
Claim 20
Dependent Claim 12 words
The compound as claimed in claim 1, wherein the compound is 2,3,5-trimethyl-6-(5'-carboxy-1'-oxopentyl)-1,4-benzoquinone.
Claim 21
Dependent Claim 12 words
The compound as claimed in claim 1, wherein the compound is 2,3-dimethoxy-5-methyl-6-(5'-carboxy-1'-oxopentyl)-1,4-benzoquinone.
Claim 22
Dependent Claim 12 words
The compound as claimed in claim 1, wherein the compound is 2,3,5-trimethyl-6-(5'-carboxy-1'-hydroxypentyl)-1,4-benzoquinone.

References Cited (Backward Citations)

US3728363A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-02-12 1982-08-14 1983-02-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-02-12 1986-08-14 1987-02-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-02-12 1990-08-14 1991-02-13 $7700.00 Window Closed / Lapsed

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