SYNTHESIS AND PHYSICOCHEMICAL PROPERTIES OF SULFAMATE DERIVATIVES AS TOPICAL ANTIGLAUCOMA AGENTS

被引：78

作者：

LO, YS

NOLAN, JC

MAREN, TH

WELSTEAD, WJ

GRIPSHOVER, DF

SHAMBLEE, DA

机构：

[1] AH ROBINS CO,RES & DEV,RICHMOND,VA 23261

[2] UNIV FLORIDA,COLL MED,DEPT PHARMACOL & THERAPEUT,GAINESVILLE,FL 32610

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1992年 / 35卷 / 26期

关键词：

D O I：

10.1021/jm00104a003

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Several imidazolylphenyl sulfamate and (imidazolylphenoxy)alkyl sulfamate derivatives were synthesized and evaluated as topically active carbonic anhydrase inhibitors. Water solubility, pK(a), carbonic anhydrase inhibition, and partition coefficient for the compounds were measured. Sulfamic acid 2-[4-(1H-imidazol-1-yl)phenoxy]ethyl ester monohydrochloride (16) has the beet combination of properties and showed excellent topical activity in lowering the intraocular pressure in New Zealand white rabbits.

引用

页码：4790 / 4794

页数：5

共 16 条

[1]

ALBERT A, 1962, IONIZATION CONSTANTS, P16

[2] HYDRAZINSULFONSAURE-AMIDE .1. UBER DAS HYDRAZODISULFAMID [J].

APPEL, R ;

BERGER, G .

CHEMISCHE BERICHTE-RECUEIL, 1958, 91 (06) :1339-1341

[3]

BALDWIN J J, 1990, Drugs of the Future, V15, P350

[4] THIENOTHIOPYRAN-2-SULFONAMIDES - NOVEL TOPICALLY ACTIVE CARBONIC-ANHYDRASE INHIBITORS FOR THE TREATMENT OF GLAUCOMA [J].

BALDWIN, JJ ;

PONTICELLO, GS ;

ANDERSON, PS ;

CHRISTY, ME ;

MURCKO, MA ;

RANDALL, WC ;

SCHWAM, H ;

SUGRUE, MF ;

SPRINGER, JP ;

GAUTHERON, P ;

GROVE, J ;

MALLORGA, P ;

VIADER, MP ;

MCKEEVER, BM ;

NAVIA, MA .

JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (12) :2510-2513

[5]

BRECHUE WF, IN PRESS J PHARM EXP

[6] SULFAMOYL CHLORIDE, SULFAMIDES AND SULFIMIDE [J].

COHEN, E ;

KLARBERG, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (10) :1994-&

[7] CARBONIC-ANHYDRASE INHIBITOR SIDE-EFFECTS - SERUM CHEMICAL-ANALYSIS [J].

EPSTEIN, DL ;

GRANT, WM .

ARCHIVES OF OPHTHALMOLOGY, 1977, 95 (08) :1378-1382

[8]

HIGGINBOTHAM EJ, 1989, OPHTHALMOL CLIN N AM, V2, P113

[9]

KAKEYA N, 1969, CHEM PHARM BULL, V17, P1010

[10] PREPARATION AND REACTIONS OF ARYLOXYSULFONYL ISOCYANATES [J].

LOHAUS, G .

CHEMISCHE BERICHTE-RECUEIL, 1972, 105 (09) :2791-&

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