Gabexate

Title: Gabexate
CAS Registry Number: 39492-01-8
CAS Name: 4-[[6-[(Aminoiminomethyl)amino]-1-oxohexyl]oxy]benzoic acid ethyl ester
Additional Names: p-hydroxybenzoic acid ethyl ester 6-guanidinohexanoate; p-carbethoxyphenyl e-guanidinocaproate
Molecular Formula: C16H23N3O4
Molecular Weight: 321.37
Percent Composition: C 59.80%, H 7.21%, N 13.08%, O 19.91%
Literature References: Non-peptide proteolytic enzyme inhibitor which also inhibits the hydrolytic effects of thrombin, plasmin, and kallikrein, trypsin but not chymotrypsin; cf. aprotinin. Prepn as the p-toluenesulfonate salt: S. Fujii, T. Watanabe, DE 2050484; eidem, US 3751447 (1971, 1973 both to Ono). Enzyme inhibition: M. Muramatu, S. Fujii, Biochim. Biophys. Acta 268, 221 (1972); S. Tamura et al., ibid. 484, 417 (1977). Pharmacology: T. Okegada et al., Nippon Yakurigaku Zasshi 71, 71 (1975), C.A. 84, 218m (1976). Metabolism: M. Sugiyama et al., Oyo Yakuri 9, 733 (1975), C.A. 83, 188145s (1975). Metabolism of inhibitory effect on platelet aggregation: G. Kosaki et al., Thromb. Res. 20, 587 (1980). Beneficial action in traumatic shock: A. M. Lefer et al., IRCS Med. Sci. Libr. Compend. 8, 278 (1980); in exptl acute pancreatitis: J. R. Wisner et al., Pancreas 2, 181 (1987). Comparative clinical study in acute pancreatitis: N. Tanaka et al., Adv. Exp. Med. Biol. 120, 367 (1979). Teratology and toxicity study: T. Fujita et al., Oyo Yakuri 9, 743 (1975), C.A. 83, 188322x (1975).
Derivative Type: Methanesulfonate
CAS Registry Number: 56974-61-9
Additional Names: Gabexate mesylate
Trademarks: FOY (Ono); Megacert (Wakamoto)
Molecular Formula: C16H23N3O4.CH3SO3H
Molecular Weight: 417.48
Percent Composition: C 48.91%, H 6.52%, N 10.07%, O 26.83%, S 7.68%
Properties: White crystals. Sol in water, ethanol, chloroform. Slightly sol in acetone. Practically insol in ether. pH of soln (1:100): 4.0-5.0. LD50 in mice (mg/kg): 8000 orally; 4700 s.c.; 25 i.v. (Fujita).
Toxicity data: LD50 in mice (mg/kg): 8000 orally; 4700 s.c.; 25 i.v. (Fujita)
Therap-Cat: Enzyme inhibitor (proteinase).
Keywords: Protease Inhibitor.
Gaboxadol Gadobenate Dimeglumine Gadodiamide Gadofosveset Gadopentetic Acid

Gabexate
Gabexate.svg
Systematic (IUPAC) name
ethyl 4-[6-(diaminomethylideneamino)hexanoyloxy]benzoate
Clinical data
AHFS/Drugs.com International Drug Names
Legal status  ?
Identifiers
CAS number 39492-01-8 YesY
ATC code None
PubChem CID 3447
ChemSpider 3329 N
UNII 4V7M9137X9 YesY
KEGG D08004 YesY
ChEMBL CHEMBL87563 N
Chemical data
Formula C16H23N3O4 
Mol. mass 311.37 g/mol
 N (what is this?)  (verify)

Gabexate is a serine protease inhibitor which is used therapeutically (as gabexate mesilate) in the treatment of pancreatitis, disseminated intravascular coagulation,[1] and as a regional anticoagulant for haemodialysis.[2]