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Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: ChemSpiderID InChI1 InChIKey1 SMILES.
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|OtherNames=Tramiprosat; Alzhemed; 3aps
|OtherNames=Tramiprosat; Alzhemed; 3aps
|Section1= {{Chembox Identifiers
|Section1= {{Chembox Identifiers
| ChemSpiderID = 1584
| CASNo=3687-18-1
| InChI1 = 1/C3H9NO3S/c4-2-1-3-8(5,6)7/h1-4H2,(H,5,6,7)
| InChIKey1 = SNKZJIOFVMKAOJ-UHFFFAOYAT
| CASNo=3687-18-1
| PubChem=1646
| PubChem=1646
| SMILES=C(CN)CS(=O)(=O)O
| SMILES = O=S(=O)(O)CCCN
}}
}}
|Section2= {{Chembox Properties
|Section2= {{Chembox Properties
| C=3|H=9|N=1|O=3|S=1
| C=3|H=9|N=1|O=3|S=1

Revision as of 19:04, 30 October 2010

Homotaurine[1]
Names
IUPAC name
3-Aminopropane-1-sulfonic acid
Other names
Tramiprosat; Alzhemed; 3aps
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.020.889 Edit this at Wikidata
  • InChI=1/C3H9NO3S/c4-2-1-3-8(5,6)7/h1-4H2,(H,5,6,7)
    Key: SNKZJIOFVMKAOJ-UHFFFAOYAT
  • O=S(=O)(O)CCCN
Properties
C3H9NO3S
Molar mass 139.17 g·mol−1
Melting point 293 °C (decomposition)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Homotaurine (also spelled homotaurin) 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.[2]

Homotaurine is also being investigated as a potential treatment for Alzheimer's disease. It binds to soluble amyloid beta and inhibits the formation of neurotoxic aggregates that lead to amyloid plaque deposition in the brain.[3]

Homotaurine is a zwitterion at neutral pH.

The zwitterionic form of homotaurine

References

  1. ^ Homotaurine at Sigma-Aldrich
  2. ^ Fariello RG, Golden GT, Pisa M (1982). "Homotaurine (3 aminopropanesulfonic acid; 3APS) protects from the convulsant and cytotoxic effect of systemically administered kainic acid". Neurology. 32 (3): 241–5. PMID 7199633.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  3. ^ Aisen PS, Gauthier S, Vellas B; et al. (2007). "Alzhemed: a potential treatment for Alzheimer's disease". Curr Alzheimer Res. 4 (4): 473–8. doi:10.2174/156720507781788882. PMID 17908052. {{cite journal}}: Explicit use of et al. in: |author= (help)CS1 maint: multiple names: authors list (link)