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Details

Stereochemistry ACHIRAL
Molecular Formula C12H10As2N2O2.2Na
Molecular Weight 410.0427
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of SODIUM ARSPHENAMINE

SMILES

[Na+].[Na+].NC1=CC(=CC=C1[O-])\[As]=[As]\C2=CC=C([O-])C(N)=C2

InChI

InChIKey=AHXJGEBYGJABES-UHFFFAOYSA-L
InChI=1S/C12H12As2N2O2.2Na/c15-9-5-7(1-3-11(9)17)13-14-8-2-4-12(18)10(16)6-8;;/h1-6,17-18H,15-16H2;;/q;2*+1/p-2

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 C12H10As2N2O2
Molecular Weight 364.0632
Charge -2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Arsphenamine (brand name Salvarsan), a drug contains arsenic, was used to treat syphilis, but then it was substituted by the more active and less toxic agent.

Originator

Curator's Comment: Alfred Bertheim, and tested on spirochaetes by Ehrlich's assistants

Approval Year

PubMed

PubMed

TitleDatePubMed
The introduction of 'chemotherapy' using arsphenamine - the first magic bullet.
2009 Aug
History of antibiotics. From salvarsan to cephalosporins.
2012 Apr
[Evolution of treatment of syphilis through history].
2018 Dec
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:54:43 GMT 2023
Edited
by admin
on Fri Dec 15 18:54:43 GMT 2023
Record UNII
7M91W8X059
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SODIUM ARSPHENAMINE
MI  
Common Name English
4,4'-(1,2-DIARSENEDIYL)BIS(2-AMINOPHENOL) DISODIUM SALT SALT
Common Name English
ARSPHENAMINE SODIUM
WHO-DD  
Common Name English
Arsphenamine sodium [WHO-DD]
Common Name English
SODIUM ARSPHENAMINE [MI]
Common Name English
Code System Code Type Description
FDA UNII
7M91W8X059
Created by admin on Fri Dec 15 18:54:43 GMT 2023 , Edited by admin on Fri Dec 15 18:54:43 GMT 2023
PRIMARY
EPA CompTox
DTXSID20941042
Created by admin on Fri Dec 15 18:54:43 GMT 2023 , Edited by admin on Fri Dec 15 18:54:43 GMT 2023
PRIMARY
SMS_ID
100000077455
Created by admin on Fri Dec 15 18:54:43 GMT 2023 , Edited by admin on Fri Dec 15 18:54:43 GMT 2023
PRIMARY
CAS
1936-28-3
Created by admin on Fri Dec 15 18:54:43 GMT 2023 , Edited by admin on Fri Dec 15 18:54:43 GMT 2023
PRIMARY
EVMPD
SUB12944MIG
Created by admin on Fri Dec 15 18:54:43 GMT 2023 , Edited by admin on Fri Dec 15 18:54:43 GMT 2023
PRIMARY
PUBCHEM
121223
Created by admin on Fri Dec 15 18:54:43 GMT 2023 , Edited by admin on Fri Dec 15 18:54:43 GMT 2023
PRIMARY
MERCK INDEX
m930
Created by admin on Fri Dec 15 18:54:43 GMT 2023 , Edited by admin on Fri Dec 15 18:54:43 GMT 2023
PRIMARY Merck Index