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Details

Stereochemistry ACHIRAL
Molecular Formula C15H24N4O2S2.ClH
Molecular Weight 392.968
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of PROSULTIAMINE HYDROCHLORIDE

SMILES

Cl.CCCSS\C(CCO)=C(/C)N(CC1=CN=C(C)N=C1N)C=O

InChI

InChIKey=DURRYBGTQKKQBR-JHGYPSGKSA-N
InChI=1S/C15H24N4O2S2.ClH/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);1H/b14-11+;

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C15H24N4O2S2
Molecular Weight 356.507
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

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
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:42:41 GMT 2023
Edited
by admin
on Fri Dec 15 19:42:41 GMT 2023
Record UNII
4VBL6YW094
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROSULTIAMINE HYDROCHLORIDE
MI  
Common Name English
PROSULTIAMINE HYDROCHLORIDE [MI]
Common Name English
FORMAMIDE, N-((4-AMINO-2-METHYL-5-PYRIMIDINYL)METHYL)-N-((1E)-4-HYDROXY-1-METHYL-2-(PROPYLDITHIO)-1-BUTEN-1-YL)-, HYDROCHLORIDE (1:1)
Systematic Name English
DITHIOPROPYLTHIAMINE HYDROCHLORIDE
Common Name English
Code System Code Type Description
CAS
973-99-9
Created by admin on Fri Dec 15 19:42:41 GMT 2023 , Edited by admin on Fri Dec 15 19:42:41 GMT 2023
PRIMARY
FDA UNII
4VBL6YW094
Created by admin on Fri Dec 15 19:42:41 GMT 2023 , Edited by admin on Fri Dec 15 19:42:41 GMT 2023
PRIMARY
CAS
1086269-50-2
Created by admin on Fri Dec 15 19:42:41 GMT 2023 , Edited by admin on Fri Dec 15 19:42:41 GMT 2023
ALTERNATIVE
ECHA (EC/EINECS)
213-547-7
Created by admin on Fri Dec 15 19:42:41 GMT 2023 , Edited by admin on Fri Dec 15 19:42:41 GMT 2023
PRIMARY
CAS
127545-52-2
Created by admin on Fri Dec 15 19:42:41 GMT 2023 , Edited by admin on Fri Dec 15 19:42:41 GMT 2023
NON-SPECIFIC STOICHIOMETRY
PUBCHEM
21150965
Created by admin on Fri Dec 15 19:42:41 GMT 2023 , Edited by admin on Fri Dec 15 19:42:41 GMT 2023
PRIMARY
MERCK INDEX
m9263
Created by admin on Fri Dec 15 19:42:41 GMT 2023 , Edited by admin on Fri Dec 15 19:42:41 GMT 2023
PRIMARY Merck Index
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ACTIVE MOIETY