Gabexate

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]

Gabexate

Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	none
Identifiers
IUPAC name ethyl 4-[6-(diaminomethylideneamino)hexanoyloxy]benzoate
CAS Number	39492-01-8
PubChem CID	3447
IUPHAR/BPS	7863
ChemSpider	3329
UNII	4V7M9137X9
KEGG	D08004
ChEMBL	ChEMBL87563
CompTox Dashboard (EPA)	DTXSID9048566
Chemical and physical data
Formula	C16H23N3O4
Molar mass	321.377 g·mol^−1
3D model (JSmol)	Interactive image
SMILES O=C(Oc1ccc(cc1)C(=O)OCC)CCCCC/N=C(\N)N
InChI InChI=1S/C16H23N3O4/c1-2-22-15(21)12-7-9-13(10-8-12)23-14(20)6-4-3-5-11-19-16(17)18/h7-10H,2-6,11H2,1H3,(H4,17,18,19) Key:YKGYIDJEEQRWQH-UHFFFAOYSA-N
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References

1. Yuksel M, Okajima K, Uchiba M, Okabe H (2003). "Gabexate mesilate, a synthetic protease inhibitor, inhibits lipopolysaccharide-induced tumor necrosis factor-alpha production by inhibiting activation of both nuclear factor-kappaB and activator protein-1 in human monocytes". J. Pharmacol. Exp. Ther. 305 (1): 298–305. doi:10.1124/jpet.102.041988. PMID 12649382.
2. Cavallini G, Tittobello A, Frulloni L, Masci E, Mariana A, Di Francesco V (1996). "Gabexate for the prevention of pancreatic damage related to endoscopic retrograde cholangiopancreatography. Gabexate in digestive endoscopy--Italian Group". N. Engl. J. Med. 335 (13): 919–23. doi:10.1056/NEJM199609263351302. PMID 8786777.