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Details

Stereochemistry UNKNOWN
Molecular Formula 3C4H3O4S.6Li.Sb.9H2O
Molecular Weight 766.931
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ANTHIOLIMINE NONAHYDRATE

SMILES

[Li+].[Li+].[Li+].[Li+].[Li+].[Li+].O.O.O.O.O.O.O.O.O.[Sb+3].[O-]C(=O)CC([S-])C([O-])=O.[O-]C(=O)CC([S-])C([O-])=O.[O-]C(=O)CC([S-])C([O-])=O

InChI

InChIKey=FYBDVMKPGKKXEY-UHFFFAOYSA-E
InChI=1S/3C4H6O4S.6Li.9H2O.Sb/c3*5-3(6)1-2(9)4(7)8;;;;;;;;;;;;;;;;/h3*2,9H,1H2,(H,5,6)(H,7,8);;;;;;;9*1H2;/q;;;6*+1;;;;;;;;;;+3/p-9

HIDE SMILES / InChI
Molecular Formula C4H3O4S
Molecular Weight 147.129
Charge -3
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )
Molecular Formula Li
Molecular Weight 6.941
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula Sb
Molecular Weight 121.76
Charge 3
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=7ef48d40-6d63-440b-a73c-46d89f425936

Stibophen (Fuadin), an organic trivalent antimony compound, has been used for many years in the treatment of schistosomiasis. Stibophen is used as treatment of schistosomiasis by intramuscular injection. Stibophen is known to act by selectively inhibiting worm PFK.

Originator

Approval Year

1921
1467
Targets

Targets

Primary TargetPharmacologyConditionPotency
ATP-dependent 6-phosphofructokinase
21
Target ID: Q27778
Gene ID: NA
Gene Symbol: PFK
Target Organism: Schistosoma mansoni (Blood fluke)
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8429
Fuadin

Approved Use

Schistosomiasis
PubMed

PubMed

TitleDatePubMed
Evaluation of fuadin therapy in schistosomiasis japonica.
1951 Apr
Laboratory studies on the joint effects of certain tris (p-aminophenyl) carbonium salts and antimonials as antischistosomal drugs.
1965
Current chemotherapy of schistosomiasis japonica in the Philippines.
1976 Jun
[Substantiation of maximum permissible levels of antimony trioxide and pentasulide in the atmospheric air of inhabitated places].
1989 Apr
Purification, kinetics and inhibition by antimonials of recombinant phosphofructokinase from Schistosoma mansoni.
1996 Oct 30
Antimony impairs nucleotide excision repair: XPA and XPE as potential molecular targets.
2010 Jul 19
Investigation on the pharmacological profile of 2,6-diacetylpyridine bis(benzoylhydrazone) derivatives and their antimony(III) and bismuth(III) complexes.
2012 Jul
Patents

Patents

03976788
20
04062962
20
04197262
20
04562009
22
04596784
20
05025031
25
05463088
20
05656573
25
05776425
20
07713950
20
07737233
22
08268997
20
08354532
21
20080146527
20
20090076227
20
20090124802
20
7361689
20
7615300
20
US3085943
20
US3965016
20
US5232441
21

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:16:32 GMT 2023
Edited
by admin
on Sat Dec 16 09:16:32 GMT 2023
Record UNII
HGU43N6Q4L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ANTHIOLIMINE NONAHYDRATE
Common Name English
ANTHIOLIMINE ENNEAHYDRATE
MI  
Common Name English
BUTANEDIOIC ACID, 2,2',2''-(STIBYLIDYNETRIS(THIO))TRIS-, HEXALITHIUM SALT, NONAHYDRATE
Systematic Name English
ANTHIOLIMINE ENNEAHYDRATE [MI]
Common Name English
Code System Code Type Description
PUBCHEM
110797
Created by admin on Sat Dec 16 09:16:32 GMT 2023 , Edited by admin on Sat Dec 16 09:16:32 GMT 2023
PRIMARY
FDA UNII
HGU43N6Q4L
Created by admin on Sat Dec 16 09:16:32 GMT 2023 , Edited by admin on Sat Dec 16 09:16:32 GMT 2023
PRIMARY
EPA CompTox
DTXSID30977256
Created by admin on Sat Dec 16 09:16:32 GMT 2023 , Edited by admin on Sat Dec 16 09:16:32 GMT 2023
PRIMARY
CAS
6169-12-6
Created by admin on Sat Dec 16 09:16:32 GMT 2023 , Edited by admin on Sat Dec 16 09:16:32 GMT 2023
PRIMARY
Related Record Type Details
Structure of ANTHIOLIMINE
PARENT -> SALT/SOLVATE
Structure of ANTHIOLIMINE
ANHYDROUS->SOLVATE
Related Record Type Details
Structure of ANTIMONY CATION (3+)
ACTIVE MOIETY
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