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Details

Stereochemistry ACHIRAL
Molecular Formula 2C6H2O8S2.5Na.Sb.7H2O
Molecular Weight 895.226
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of STIBOPHEN

SMILES

O.O.O.O.O.O.O.[Na+].[Na+].[Na+].[Na+].[Na+].[Sb+3].[O-]C1=C([O-])C(=CC(=C1)S([O-])(=O)=O)S([O-])(=O)=O.[O-]C2=C([O-])C(=CC(=C2)S([O-])(=O)=O)S([O-])(=O)=O

InChI

InChIKey=ZDDUXABBRATYFS-UHFFFAOYSA-F
InChI=1S/2C6H6O8S2.5Na.7H2O.Sb/c2*7-4-1-3(15(9,10)11)2-5(6(4)8)16(12,13)14;;;;;;;;;;;;;/h2*1-2,7-8H,(H,9,10,11)(H,12,13,14);;;;;;7*1H2;/q;;5*+1;;;;;;;;+3/p-8

HIDE SMILES / InChI
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 C6H6O8S2
Molecular Weight 270.237
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula HO
Molecular Weight 17.0073
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
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
1468
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
8504
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8583
Fuadin

Approved Use

Schistosomiasis
PubMed

PubMed

TitleDatePubMed
Investigation on the pharmacological profile of 2,6-diacetylpyridine bis(benzoylhydrazone) derivatives and their antimony(III) and bismuth(III) complexes.
2012-07
Antimony impairs nucleotide excision repair: XPA and XPE as potential molecular targets.
2010-07-19
Purification, kinetics and inhibition by antimonials of recombinant phosphofructokinase from Schistosoma mansoni.
1996-10-30
[Substantiation of maximum permissible levels of antimony trioxide and pentasulide in the atmospheric air of inhabitated places].
1989-04
Current chemotherapy of schistosomiasis japonica in the Philippines.
1976-06
Laboratory studies on the joint effects of certain tris (p-aminophenyl) carbonium salts and antimonials as antischistosomal drugs.
1965
Evaluation of fuadin therapy in schistosomiasis japonica.
1951-04
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 Mon Mar 31 21:07:22 GMT 2025
Edited
by admin
on Mon Mar 31 21:07:22 GMT 2025
Record UNII
6CM08O30EH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CORYSTIBIN
Preferred Name English
STIBOPHEN
MI   WHO-DD  
Common Name English
NEOANTIMOSAN
Common Name English
(T-4)-BIS(4,5-DI(HYDROXY-.KAPPA.O)-1,3-BENZENEDISULFONATO(4-))ANTIMONATE(5-) SODIUM HYDRATE (1:5:7)
Systematic Name English
ANTIMONY BIS(PYROCATECHOL-2,4-DISULFONATE) HEPTAHYDRATE
Common Name English
STIBOPHEN [MI]
Common Name English
Stibophen [WHO-DD]
Common Name English
FOUADIN
Brand Name English
TRIMON
Brand Name English
ANTIMONATE(5-), BIS(4,5-DI(HYDROXY-.KAPPA.O)-1,3-BENZENEDISULFONATO(4-))-, SODIUM, HYDRATE (1:5:7), (T-4)-
Systematic Name English
FUADIN
Brand Name English
STIBOFEN
Common Name English
FANTORIN
Brand Name English
STIBOPHEN HEPTAHYDRATE
Common Name English
REPODRAL
Brand Name English
PYROSTIB
Brand Name English
SDT-91
Code English
Classification Tree Code System Code
WHO-ATC P02BX03
Created by admin on Mon Mar 31 21:07:22 GMT 2025 , Edited by admin on Mon Mar 31 21:07:22 GMT 2025
Code System Code Type Description
CAS
7357-75-7
Created by admin on Mon Mar 31 21:07:22 GMT 2025 , Edited by admin on Mon Mar 31 21:07:22 GMT 2025
SUPERSEDED
DRUG BANK
DB13236
Created by admin on Mon Mar 31 21:07:22 GMT 2025 , Edited by admin on Mon Mar 31 21:07:22 GMT 2025
PRIMARY
EVMPD
SUB15388MIG
Created by admin on Mon Mar 31 21:07:22 GMT 2025 , Edited by admin on Mon Mar 31 21:07:22 GMT 2025
PRIMARY
FDA UNII
6CM08O30EH
Created by admin on Mon Mar 31 21:07:22 GMT 2025 , Edited by admin on Mon Mar 31 21:07:22 GMT 2025
PRIMARY
WIKIPEDIA
STIBOPHEN
Created by admin on Mon Mar 31 21:07:22 GMT 2025 , Edited by admin on Mon Mar 31 21:07:22 GMT 2025
PRIMARY
DRUG CENTRAL
4712
Created by admin on Mon Mar 31 21:07:22 GMT 2025 , Edited by admin on Mon Mar 31 21:07:22 GMT 2025
PRIMARY
MERCK INDEX
m10212
Created by admin on Mon Mar 31 21:07:22 GMT 2025 , Edited by admin on Mon Mar 31 21:07:22 GMT 2025
PRIMARY Merck Index
CAS
15489-16-4
Created by admin on Mon Mar 31 21:07:22 GMT 2025 , Edited by admin on Mon Mar 31 21:07:22 GMT 2025
PRIMARY
CAS
16028-21-0
Created by admin on Mon Mar 31 21:07:22 GMT 2025 , Edited by admin on Mon Mar 31 21:07:22 GMT 2025
SUPERSEDED
EPA CompTox
DTXSID10165755
Created by admin on Mon Mar 31 21:07:22 GMT 2025 , Edited by admin on Mon Mar 31 21:07:22 GMT 2025
PRIMARY
CAS
6902-32-5
Created by admin on Mon Mar 31 21:07:22 GMT 2025 , Edited by admin on Mon Mar 31 21:07:22 GMT 2025
SUPERSEDED
CAS
14481-57-3
Created by admin on Mon Mar 31 21:07:22 GMT 2025 , Edited by admin on Mon Mar 31 21:07:22 GMT 2025
SUPERSEDED
PUBCHEM
16683008
Created by admin on Mon Mar 31 21:07:22 GMT 2025 , Edited by admin on Mon Mar 31 21:07:22 GMT 2025
PRIMARY
Related Record Type Details
Structure of STIBOPHEN ANHYDROUS
ANHYDROUS->SOLVATE
Related Record Type Details
Structure of ANTIMONY CATION (3+)
ACTIVE MOIETY
NIH
NCATS
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