Metisazone

Metisazone
Names
	IUPAC name [(1-Methyl-2-oxoindol-3-ylidene)amino]thiourea
	Other names Metisazone
Identifiers
CAS Number	1910-68-5 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1512080 ;
ChemSpider	5259074;
ECHA InfoCard	100.016.016
EC Number	217-616-2;
KEGG	D02496;
MeSH	D008720
PubChem CID	6861563;
UNII	K3QML4J07E ;
CompTox Dashboard (EPA)	DTXSID7046413 ;
	InChI InChI=1S/C10H10N4OS/c1-14-7-5-3-2-4-6(7)8(9(14)15)12-13-10(11)16/h2-5H,1H3,(H3,11,13,16)/b12-8- Key: DLGSOJOOYHWROO-WQLSENKSSA-N; InChI=1/C10H10N4OS/c1-14-7-5-3-2-4-6(7)8(9(14)15)12-13-10(11)16/h2-5H,1H3,(H3,11,13,16)/b12-8- Key: DLGSOJOOYHWROO-WQLSENKSBL;
	SMILES CN1C2=CC=CC=C2C(=NNC(=S)N)C1=O;
Properties
Chemical formula	C10H10N4OS
Molar mass	234.28 g/mol
Pharmacology
ATC code	J05AA01 (WHO)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Methisazone (USAN) or metisazone (INN)^[1] is an antiviral drug that works by inhibiting mRNA and protein synthesis, especially in pox viruses. It has been used in the past to treat smallpox.^[2]

Methisazone has been described as being used in prophylaxis since at least 1965.^[3]^[4]

The condensation of N-methylisatin with thiosemicarbazide leads to methisazone.

References

^ Aromatic thiosemicarbazones, their antiviral action and interferon. 1. The decreasing of adenovirus type 1 resistance against interferon by methisazone in vitro, Yuriy V. Patskovsky*, Emma N. Negrebetskaya, Alexandra A. Chernomaz, Tamara P. Voloshchuk, Eugeniy L. Rubashevsky, Oleg E. Kitam, Mikhail I. Tereshchenko, Lidiya N. Nosach, Anatoliy I. Potopalsky
^ Methisazone Archived 2012-07-10 at archive.today, Merriam-Webster's Medical Dictionary
^ do Valle, LA; de Melo, PR; de Gomes, LF; Proença, LM (13 Nov 1965). "Methisazone in prevention of variola minor among contacts". Lancet. 2 (7420): 976–8. doi:10.1016/s0140-6736(65)92840-0. PMID 4159212.
^ Weiss MM, Weiss PD, Mathisen G, Guze P (December 2004). "Rethinking smallpox". Clin. Infect. Dis. 39 (11): 1668–73. doi:10.1086/425745. PMID 15578369.

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