C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/472.2, 260/5
C07D 295/18 (2006.01) C07D 211/16 (2006.01) C07D 211/32 (2006.01) C07D 211/46 (2006.01) C07D 211/60 (2006.01) C07D 211/90 (2006.01) C07D 295/185 (2006.01) A61K 38/00 (2006.01)
Patent
CA 1073914
TITLE OF THE INVENTION: N2-NAPHTHALENESULFONYL-L-ARGININE DERIVATIVES, AND THE PHARMACEUTICALLY ACCEPTABLE ACID ADDITION SALTS THEREOF ABSTRACT OF THE DISCLOSURE: N2-naphthalenesulfonyl-L-arginine esters and amides having the formula Image I or the acid addition salts thereof with a pharmaceutically acceptable acid, wherein R is selected from the class consisting of (1) alkoxy, alkenyloxy, cycloalkoxy and halogenated alkoxy, respectively containing not more than 10 carbon atoms, aralkyloxy of not more than 15 carbon atoms, and alkoxy of not more than 10 carbon atoms substi- tured with an alkoxy group of not more than 10 carbon atoms; (2) Image , wherein R1 and R2 are members selected from the class consisting of hydrogen, alkyl, aryl, alkenyl and cycloalkyl, respectively containing not more than 10 carbon atoms, and aralkyl and cycloalkylalkyl, respectively contain- ing not more than 15 carbon atoms, and substituted alkyl containing not more than 20 carbon atoms, said substituent being selected from the class consisting of alkoxy, alkoxy- carbonyl, acyl, acyloxy, arylcarbamoyl and N,N-polymethylene- carbamoyl, respectively containing not more than 10 carbon atoms, and carboxy; and (3) Image , wherein Z is a divalent group containing up to 20 carbon atoms, which consists of - 1 - more than one group selected from the class consisting of methylene -CH2-, monosubstituted methylene Image , wherein R3 is selected from the class consisting of alkyl, acyl, alkoxy, and alkoxycarbonyl, respectively containing not more than 10 carbon atoms, and carbamoyl; and disubstituted methylene Image , wherein R4 and R5 are alkyl groups of not more than 10 carbon atoms, and which may further contain at least one member selected from the class consisting of oxy-O-, thio -S-, cycloalkylene of not more than 10 carbon atoms, imino -?-, alkyl-substituted imino Image , wherein R6 is an alkyl group of not more than 10 carbon atoms, acyl-substituted imino Image , wherein R7 is an alkyl group of not more than 10 carbon atoms, and phenylene Image , which may be arranged in any order and complete the Image ring together with the said methylene, monosubstituted methylene or disubstituted methylene; and R' is a member selected from the class consist- ing of 5,6,7,8-tetrahydro-1-naphthyl, 5,6,7,8-tetrahydro-2- naphthyl, 1-naphthyl, 2-naphthyl, 1-naphthyl substituted with halogen, nitro, cyano, hydroxy, alkyl containing not: more than 10 carbon atoms, 2-, 3-, 4-, 6-, 7- or 8-dialkyl- amino, respectively, containing not more than 20 carbon atoms, 5-dialkylamino containing 3 - 20 carbon atoms, alkoxy or alkoxycarbonyloxy, respectively containing not more than 10 carbon atoms; and 2-naphthyl substituted with halogen, nitro, cyano, hydroxy, alkyl containing not more than 10 carbon atoms dialkylamino containing not more than 20 carbon atoms, alkoxy -2- or alkoxycarbonyloxy, respectively containing not more than 10 carbon atoms. These new and useful products are of special value as antithrombotic agents.
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Hijikata Akiko
Kikumoto Ryoji
Ohkubo Kazuo
Okamoto Shosuke
Tamao Yoshikuni
Mitsubishi Chemical Industries Limited
Na
Okamoto Shosuke
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