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Details

Stereochemistry ACHIRAL
Molecular Formula C14H14N2O6S2
Molecular Weight 370.401
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 4,4'-DIAMINO-2,2'-STILBENEDISULFONIC ACID, (E)-

SMILES

NC1=CC(=C(\C=C\C2=CC=C(N)C=C2S(O)(=O)=O)C=C1)S(O)(=O)=O

InChI

InChIKey=REJHVSOVQBJEBF-OWOJBTEDSA-N
InChI=1S/C14H14N2O6S2/c15-11-5-3-9(13(7-11)23(17,18)19)1-2-10-4-6-12(16)8-14(10)24(20,21)22/h1-8H,15-16H2,(H,17,18,19)(H,20,21,22)/b2-1+

HIDE SMILES / InChI

Molecular Formula C14H14N2O6S2
Molecular Weight 370.401
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

4,4’-Diamino-2,2’-stilbenedisulfonic acid (also known as amsonic acid) is used in the synthesis of dyes and optical brighteners or fluorescent whitening agents. Amsonic acid possesses estrogenic activity, and thus provided a possible mechanistic explanation for the complaints of impotency in factory workers exposed to this compound. In the 2-year feed studies on rodents, there was no evidence of carcinogenic activity of amsonic acid, in male or female F344/N rats receiving 12,500 or 25,000 ppm. In addition, there was no evidence of carcinogenic activity of this compound in male or female B6C3F1 mice receiving 6,250 or 12,500 ppm.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Toxicology and Carcinogenesis Studies of 4,4'-Diamino-2,2'-Stilbenedisulfonic Acid Disodium Salt (CAS No. 7336-20-1) in F344 Rats and B6C3F1 Mice (Feed Studies).
1992 Aug

Sample Use Guides

Toxicology Studies in rodents: F344/N rats and B6C3F1 mice of each sex for 14 days, 13 weeks, and 2 years. Groups of five rats and five mice of each sex were given 0, 6,250, 12,500, 25,000, 50,000, or 100,000 ppm 4,4'-diamino-2,2'-stilbenedisulfonic acid, disodium salt, in feed for 14 days. Groups of 10 rats and 10 mice of each sex were given 0, 6,250, 12,500, 25,000, 50,000, or 100,000 ppm 4,4'-diamino-2,2'-stilbenedisulfonic acid, disodium salt, in feed for 13 weeks. Groups of 60 rats of each sex were given 0, 12,500 or 25,000 ppm and groups of 60 mice of each sex were given 0, 6,250, or 12,500 ppm 4,4'-diamino-2,2'-stilbenedisulfonic acid, disodium salt, in feed for up to 103 weeks.
Route of Administration: Oral
Genetic toxicology studies: 4,4'-Diamino-2,2'-stilbenedisulfonic acid was not mutagenic in Salmonella typhimurium strains TA100, TA1535, TA1537, or TA98 with or without S9 metabolic activation. 4,4'-Diamino-2,2'-stilbenedisulfonic acid did not induce sister chromatid exchanges or chromosomal aberrations in Chinese hamster ovary cells in the presence or absence of S9.
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:18:49 GMT 2023
Edited
by admin
on Sat Dec 16 05:18:49 GMT 2023
Record UNII
H68088WVJL
Record Status Validated (UNII)
Record Version
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Name Type Language
4,4'-DIAMINO-2,2'-STILBENEDISULFONIC ACID, (E)-
Common Name English
BENZENESULFONIC ACID, 2,2'-(1E)-1,2-ETHENEDIYLBIS(5-AMINO-
Common Name English
2,2'-STILBENEDISULFONIC ACID, 4,4'-DIAMINO-, (E)-
Common Name English
(E)-4,4'-DIAMINOSTILBENE-2,2'-DISULFONIC ACID
Systematic Name English
TRANS-4,4'-DIAMINOSTILBENE-2,2'-DISULFONIC ACID
Systematic Name English
BENZENESULFONIC ACID, 2,2'-(1,2-ETHENEDIYL)BIS(5-AMINO-, (E)-
Common Name English
4,4'-DIAMINOSTILBENE-2,2'-DISULFONIC ACID, (E)-
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID60182371
Created by admin on Sat Dec 16 05:18:49 GMT 2023 , Edited by admin on Sat Dec 16 05:18:49 GMT 2023
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FDA UNII
H68088WVJL
Created by admin on Sat Dec 16 05:18:49 GMT 2023 , Edited by admin on Sat Dec 16 05:18:49 GMT 2023
PRIMARY
CAS
28096-93-7
Created by admin on Sat Dec 16 05:18:49 GMT 2023 , Edited by admin on Sat Dec 16 05:18:49 GMT 2023
PRIMARY
PUBCHEM
5284378
Created by admin on Sat Dec 16 05:18:49 GMT 2023 , Edited by admin on Sat Dec 16 05:18:49 GMT 2023
PRIMARY