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
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+
| 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.
CNS Activity
Originator
Sources: http://www.kyoto-u.ac.jp/ja/about/public/issue/research_activities/documents/2015/vol5no2/history.pdf
Curator's Comment: # Takeda, Japan
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: map04210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19578238 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Alinamin Approved UseVitamin b deficiency |
|||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Therapeutic benefits of an oral vitamin B1 derivative for human T lymphotropic virus type I-associated myelopathy/tropical spastic paraparesis (HAM/TSP). | 2013-08-15 |
|
| 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 |
Patents
Sample Use Guides
Oral administration of prosultiamine at dosages of 300mg daily for 12 weeks
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19578238
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
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UI32MM3XE3
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C45812
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ACTIVE MOIETY |