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IUPAC name 3-Aminopropane-1-sulfonic acid | |
Other names Tramiprosate; Alzhemed; 3-APS | |
Identifiers | |
CAS Number | |
3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.020.889 |
KEGG | |
PubChem CID | |
CompTox Dashboard (EPA) | |
InChI
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SMILES
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Properties | |
Chemical formula | C3H9NO3S |
Molar mass | 139.17 g·mol |
Melting point | 293 °C (559 °F; 566 K) (decomposition) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references |
Homotaurine (3-amino-1-propanesulfonic acid (3-APS) or tramiprosate (INN)) is a synthetic organic compound. It is analogous to taurine, but with an extra carbon in its chain. Because of its similarity in structure to the neurotransmitter gamma-aminobutyric acid (GABA), it has GABAergic effects and may be useful as an anticonvulsant.
It is a GABAB receptor antagonist and reversed the catatonia induced by baclofen in rats. Moreover, Homotaurine suppress ethanol-stimulated dopamine release, ethanol intake and preference in rats similar to acamprosate (Acetylated homotaurine analogue) .
Homotaurine is a zwitterion at neutral pH.
The zwitterionic form of homotaurineSee also
References
- Homotaurine at Sigma-Aldrich
- Fariello RG, Golden GT, Pisa M; Golden; Pisa (1982). "Homotaurine (3 aminopropanesulfonic acid; 3APS) protects from the convulsant and cytotoxic effect of systemically administered kainic acid". Neurology. 32 (3): 241–5. doi:10.1212/wnl.32.3.241. PMID 7199633.
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: CS1 maint: multiple names: authors list (link) - Giotti A, Luzzi S, Spagnesi S, Zilletti L. "Homotaurine: a GABAB antagonist in guinea-pig ileum". PMID 6652358.
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(help)CS1 maint: multiple names: authors list (link) - Mehta AK1, Ticku MK. "Baclofen induces catatonia in rats". PMID 2823166.
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(help)CS1 maint: numeric names: authors list (link) - Olive MF, Nannini MA, Ou CJ, Koenig HN, Hodge CW. "Effects of acute acamprosate and homotaurine on ethanol intake and ethanol-stimulated mesolimbic dopamine release". PMID 11864639.
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GABA receptor modulators | |||||
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Ionotropic |
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Metabotropic |
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