NEOARSPHENAMINE

US Previously Marketed

First marketed in 1912

Details

Stereochemistry	ACHIRAL
Molecular Formula	C13H13As2N2O4S.Na
Molecular Weight	466.151
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Na+].NC1=CC(=CC=C1O)\[As]=[As]\C2=CC=C(O)C(NCOS[O-])=C2

InChI

InChIKey=CXFGBOZIEIIEIH-UHFFFAOYSA-M

InChI=1S/C13H14As2N2O4S.Na/c16-10-5-8(1-3-12(10)18)14-15-9-2-4-13(19)11(6-9)17-7-21-22-20;/h1-6,17-20H,7,16H2;/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula	Na
Molecular Weight	22.9898
Charge	1
Count

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

Molecular Formula	C13H13As2N2O4S
Molecular Weight	443.162
Charge	-1
Count

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

Description
Sources: https://collections.museumvictoria.com.au/items/259284 | https://annals.org/aim/article-abstract/673379/use-neoarsphenamine-treatment-amebic-dysentery | https://www.ncbi.nlm.nih.gov/pubmed/4225867

Neoarsphenamine and related compounds are sulfhydryl-binding agents which are tolerated by man. A large experience in the employment of this drug and its toxic manifestations exists as a result of its former use as an antisyphilitic agent. Tertiary syphilis was a common cause for mental health conditions. Also known as Neosalvarsan, it superseded Salvarsan due to its lower toxicity. Both arsenicals still carried significant risk of side-effects and were themselves replaced by penicillin in the 1940s. Neoarsphenamine was also used for the treatment of amebic dysentery.

Approval Year

PubMed

Title	Date	PubMed
Renal damage resulting from idiosyncrasy to neoarsphenamine.	1947 Jan	20278457

Sample Use Guides

In Vivo Use Guide

Intravenous injections of 0.3 g in the treatment of urinary tract infections and gonorrheal prostatitis

Route of Administration: Intravenous

In Vitro Use Guide

A buffered saline suspension containing approximately 2.5 x 10(7) cells/ml of M. sodonensis was made from a culture growing in log phase. The suspension was divided in half. To one portion neoarsphenamine was added to a concentration of 10(−3) M.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:10:04 UTC 2023` Edited by `admin` on `Fri Dec 15 15:10:04 UTC 2023`
Record UNII	O7K7R0O4BG
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NEOARSPHENAMINE

Official Name

English

neoarsphenamine [INN]

Common Name

English

Neoarsphenamine [WHO-DD]

Common Name

English

NEOSALVARSAN

Brand Name

English

NEOARSPHENAMINE [MI]

Common Name

English

NEOARSPHENAMINE [MART.]

Common Name

English

NOVARSENOL

Brand Name

English

SULFOXYLIC ACID, MONO(((5-((3-AMINO-4-HYDROXYPHENYL)DIARSENYL)-2-HYDROXYPHENYL)AMINO)METHYL) ESTER, SODIUM SALT (1:1)

Common Name

English

SODIUM P,P'-DIHYDROXY-M,M'-DIAMINOARSENOBENZENE-N-MONOMETHANOL SULFOXYLATE

Common Name

English

Code System Code Type Description

CAS

457-60-3