METHISAZONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H10N4OS
Molecular Weight	234.278
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C(=O)\C(=N\NC(N)=S)C2=CC=CC=C12

InChI

InChIKey=DLGSOJOOYHWROO-XYOKQWHBSA-N

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+

HIDE SMILES / InChI

Molecular Formula	C10H10N4OS
Molecular Weight	234.278
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/14171075 | https://www.ncbi.nlm.nih.gov/pubmed/15578369/

Methisazone is N-methyl-isatin beta-thiosemicarbazone. This is one of a series of isatin beta-thiosemicarbazones which have been shown in the laboratory to have antiviral activity against vaccinia and variola viruses. It has been reported to be effective for smallpox prophylaxis.

Approval Year

PubMed

Title	Date	PubMed
Potential antiviral therapeutics for smallpox, monkeypox and other orthopoxvirus infections.	2003-01	12615299
Cidofovir in the treatment of poxvirus infections.	2002-07	12076747
Inhibition of human immunodeficiency virus by N-methylisatin-beta 4':4'-diethylthiosemicarbazone and N-allylisatin-beta-4':4'-diallythiosemicarbazone.	1994-08	7993075
Inactivation of herpes simplex virus by thiosemicarbazones and certain cations.	1974-04	15825395
Antiviral agents. 5H-as-Triazino(5,6-b) indoles.	1972-03	4333824
Antiviral activity of 9-beta-D-arabinofuranosyladenine. V. Activity against intracerebral Vaccinia virus infections in mice.	1968	4309849

Patents

Sample Use Guides

In Vivo Use Guide

The present recommendations are that adults should receive 6 g. methisazone (four capsules of Marboran) a day, taken 3 g. in the morning and 3 g. in the evening. Dosage is halved for children between 3 and 10 and proportionately reduced still further for infants.

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:49:00 GMT 2025` Edited by `admin` on `Mon Mar 31 17:49:00 GMT 2025`
Record UNII	K3QML4J07E
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

METHISAZONE

Official Name

English

METISAZONE

Preferred Name

English

BW-33-T-57

Code

English

NSC-69811

Code

English

metisazone [INN]

Common Name

English

1-Methylindole-2,3-dione 3-(thiosemicarbazone)

Systematic Name

English

METISAZONE [MART.]

Common Name

English

METHISAZONE [MI]

Common Name

English

BW 33-T-57

Code

English

Metisazone [WHO-DD]

Common Name

English

METHISAZONE [USAN]

Common Name

English

NSC-70969

Code

English

Classification Tree Code System Code

WHO-VATC

QJ05AA01