2-(1-Oxo-2(1H)-naphthalenylidene)-hydrazinecarboxamide

• CAT Number: R042119
• CAS Number: 15687-37-3
• Molecular Formula: C11H9N3O2
• Molecular Weight: 215.212
• Purity: ≥95%
• Synonyms: 2-Semicarbazone 1,2-Naphthoquinone; 1,2-Naphthaquinone 2-Semicarbazone; Etioven; Haemostop; Haemostop Injection; Karbinon; Karbinone; Mediaven; Naftazon; Naftazone
• Storage: -20°C
• IUPAC Name: [(E)-(1-oxonaphthalen-2-ylidene)amino]urea
• InChI: InChI=1S/C11H9N3O2/c12-11(16)14-13-9-6-5-7-3-1-2-4-8(7)10(9)15/h1-6H,(H3,12,14,16)/b13-9+
• InChIKey: TZGBBMBARSFJBG-UKTHLTGXSA-N
• SMILES: C1=CC=C2C(=C1)C=CC(=NNC(=O)N)C2=O

Naftazone (CAS 15687-37-3), also known as Etioven, is a vasoprotectant drug used for hemostasis. Naftazone is shown to accelerate human saphenous vein endothelial cell proliferation in vitro at concentrations which did not alter the hemostatic balance.

Reference

1: Rascol O, Ferreira J, Nègre-Pages L, Perez-Lloret S, Lacomblez L, Galitzky M, Lemarié JC, Corvol JC, Brotchie JM, Bossi L. A proof-of-concept, randomized, placebo-controlled, multiple cross-overs (n-of-1) study of naftazone in Parkinson/'s disease. Fundam Clin Pharmacol. 2012 Aug;26(4):557-64. doi: 10.1111/j.1472-8206.2011.00951.x. Epub 2011 May 18. PubMed PMID: 21585523.
2: Jeon DG, Song JG, Kim SK, Kim J. Epidural hematoma after thoracic epidural analgesia in a patient treated with ketorolac, mefenamic acid, and naftazone: a case report. Korean J Anesthesiol. 2014 Mar;66(3):240-3. doi: 10.4097/kjae.2014.66.3.240. Epub 2014 Mar 28. PubMed PMID: 24729848; PubMed Central PMCID: PMC3983422.
3: Walash MI, Belal F, El-Enany N, Eid M, El-Shaheny RN. Stability-indicating HPLC method for determination of naftazone in tablets. Application to degradation kinetics and content uniformity testing. J Chromatogr Sci. 2011 Aug;49(7):495-501. PubMed PMID: 21801479.
4: Durand P, Bloy C, Peltier-Pujol F, Blache D. In-vitro and ex-vivo inhibition of blood platelet aggregation by naftazone. J Pharm Pharmacol. 1996 Jun;48(6):566-72. PubMed PMID: 8832488.
5: Sogni P, Yang S, Pilette C, Moreau R, Gadano A, Avenard G, Bloy C, Lebrec D. Acute and chronic haemodynamic effects of naftazone in portal hypertensive rats. Eur J Pharmacol. 1998 Feb 26;344(1):37-43. PubMed PMID: 9570445.
6: Mattei C, Molgó J, Joseph X, Israel M, Bloy C. Naftazone reduces glutamate cerebro spinal fluid levels in rats and glutamate release from mouse cerebellum synaptosomes. Neurosci Lett. 1999 Aug 27;271(3):183-6. PubMed PMID: 10507699.
7: Herber R, Hercelin B, Van Cantfort J, De Graeve J, Fournel-Gigleux S, Taguchi T, Magdalou J. Reduction and glucuronidation of naftazone by human and rat liver microsomes. Drug Metab Dispos. 1995 Dec;23(12):1305-14. PubMed PMID: 8689937.
8: McGregor L, Chignier E, Bloy C, Rousselle C, Peltier-Pujol F, McGregor JL. Effect of naftazone on in vivo platelet function in the rat. Platelets. 1999;10(1):66-70. PubMed PMID: 16801074.
9: Klein-Soyer C, Bloy C, Archipoff G, Beretz A, Cazenave JP. Naftazone accelerates human saphenous vein endothelial cell proliferation in vitro. Nouv Rev Fr Hematol. 1995;37(3):187-92. PubMed PMID: 7567435.
10: Tadjerouni A, de Muylder JA, Flici O, Vekemans M, Soumenkoff G, Derouaux G, Hubinont PO. [Treatment of non-specific menometrorrhagia with naftazone]. J Gynecol Obstet Biol Reprod (Paris). 1984;13(4):459-62. French. PubMed PMID: 6384352.