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Details

Stereochemistry ACHIRAL
Molecular Formula C15H24N4O2S2
Molecular Weight 356.507
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of PROSULTIAMINE

SMILES

CCCSS\C(CCO)=C(/C)N(CC1=C(N)N=C(C)N=C1)C=O

InChI

InChIKey=UDCIYVVYDCXLSX-SDNWHVSQSA-N
InChI=1S/C15H24N4O2S2/c1-4-7-22-23-14(5-6-20)11(2)19(10-21)9-13-8-17-12(3)18-15(13)16/h8,10,20H,4-7,9H2,1-3H3,(H2,16,17,18)/b14-11+

HIDE SMILES / InChI
Prosultiamine (Alinamin®), a well-known thiamine derivative, was first developed by Takeda Pharmaceutical Company in Japan in the 1950s. The drug is a homolog of allithiamine produced by thiol-type vitamin B1 and allicin. Prosultiamine is converted to vitamin B1 after absorption from the gut. The drug thus enables a long-lasting high blood concentration of vitamin B1, resulting in efficient access of vitamin B1 to nervous tissue. Prosultiamine has cured many patients with vitamin B1 deficiency resulting in beriberi neuropathy and Wernicke’s encephalopathy. Prosultiamine is also a potential treatment for HTLV, since it has been shown to reduce viral load and symptoms.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Alinamin

Approved Use

Vitamin b deficiency
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Disulfide-mediated apoptosis of human T-lymphotrophc virus type-I (HTLV-I)-infected cells in patients with HTLV-I-associated myelopathy/tropical spastic paraparesis.
2009
Therapeutic benefits of an oral vitamin B1 derivative for human T lymphotropic virus type I-associated myelopathy/tropical spastic paraparesis (HAM/TSP).
2013 Aug 15
Patents

Sample Use Guides

Oral administration of prosultiamine at dosages of 300mg daily for 12 weeks
Route of Administration: Oral
Prosultiamine (5uM) in vitro treatment against peripheral blood CD4(+) T-cells of HAM/TSP patients induced a significant decrease of HTLV-I proviral copy numbers by apoptosis of HTLV-I-infected cells
Name Type Language
PROSULTIAMINE
INN   JAN   MART.   MI   WHO-DD  
INN  
Official Name English
TAKETRON
Brand Name English
BINOVA
Brand Name English
prosultiamine [INN]
Common Name English
THIAMINE PROPYL DISULPHIDE
Common Name English
PROSULTIAMINE [MI]
Common Name English
Prosultiamine [WHO-DD]
Common Name English
THIOBETA
Brand Name English
ALINAMIN
Brand Name English
THIAMINE PROPYL DISULFIDE
Common Name English
N-((4-AMINO-2-METHYLPYRIMIDIN-5-YL)METHYL)-N-((1E)-4-HYDROXY-1-METHYL-2-(PROPYLDISULFANYL)BUT-1-EN-1-YL)FORMAMIDE
Systematic Name English
PROSULTIAMINE [JAN]
Common Name English
N-((4-AMINO-2-METHYL-5-PYRIMIDINYL)METHYL)-N-(4-HYDROXY-1-METHYL-2-(PROPYLDITHIO)-1-BUTENYL)FORMAMIDE
Systematic Name English
PROSULTIAMINE [MART.]
Common Name English
NSC-23893
Code English
JUBEDEL
Brand Name English
Classification Tree Code System Code
NCI_THESAURUS C45812
Created by admin on Fri Dec 15 15:34:53 GMT 2023 , Edited by admin on Fri Dec 15 15:34:53 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID1046633
Created by admin on Fri Dec 15 15:34:53 GMT 2023 , Edited by admin on Fri Dec 15 15:34:53 GMT 2023
PRIMARY
NSC
23893
Created by admin on Fri Dec 15 15:34:53 GMT 2023 , Edited by admin on Fri Dec 15 15:34:53 GMT 2023
PRIMARY
MESH
C013294
Created by admin on Fri Dec 15 15:34:53 GMT 2023 , Edited by admin on Fri Dec 15 15:34:53 GMT 2023
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SMS_ID
100000080853
Created by admin on Fri Dec 15 15:34:53 GMT 2023 , Edited by admin on Fri Dec 15 15:34:53 GMT 2023
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WIKIPEDIA
Prosultiamine
Created by admin on Fri Dec 15 15:34:53 GMT 2023 , Edited by admin on Fri Dec 15 15:34:53 GMT 2023
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INN
1275
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PRIMARY
CAS
59-58-5
Created by admin on Fri Dec 15 15:34:53 GMT 2023 , Edited by admin on Fri Dec 15 15:34:53 GMT 2023
PRIMARY
ChEMBL
CHEMBL1442890
Created by admin on Fri Dec 15 15:34:53 GMT 2023 , Edited by admin on Fri Dec 15 15:34:53 GMT 2023
PRIMARY
CAS
1086824-76-1
Created by admin on Fri Dec 15 15:34:53 GMT 2023 , Edited by admin on Fri Dec 15 15:34:53 GMT 2023
ALTERNATIVE
FDA UNII
UI32MM3XE3
Created by admin on Fri Dec 15 15:34:53 GMT 2023 , Edited by admin on Fri Dec 15 15:34:53 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-436-3
Created by admin on Fri Dec 15 15:34:53 GMT 2023 , Edited by admin on Fri Dec 15 15:34:53 GMT 2023
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EVMPD
SUB10135MIG
Created by admin on Fri Dec 15 15:34:53 GMT 2023 , Edited by admin on Fri Dec 15 15:34:53 GMT 2023
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MERCK INDEX
m9263
Created by admin on Fri Dec 15 15:34:53 GMT 2023 , Edited by admin on Fri Dec 15 15:34:53 GMT 2023
PRIMARY Merck Index
PUBCHEM
5355019
Created by admin on Fri Dec 15 15:34:53 GMT 2023 , Edited by admin on Fri Dec 15 15:34:53 GMT 2023
PRIMARY
NCI_THESAURUS
C82256
Created by admin on Fri Dec 15 15:34:53 GMT 2023 , Edited by admin on Fri Dec 15 15:34:53 GMT 2023
PRIMARY