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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

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

Description

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.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Alinamin
Primary
Unknown

Doses

PubMed

Sample Use Guides

In Vivo Use Guide
Oral administration of prosultiamine at dosages of 300mg daily for 12 weeks
Route of Administration: Oral
In Vitro Use Guide
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
Record UNII
UI32MM3XE3
Record Status Validated (UNII)
Record Version