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Details

Stereochemistry ACHIRAL
Molecular Formula C3H8NO3S.Na
Molecular Weight 161.155
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRAMIPROSATE SODIUM

SMILES

[Na+].NCCCS([O-])(=O)=O

InChI

InChIKey=KMGJRCNLDZGSFX-UHFFFAOYSA-M
InChI=1S/C3H9NO3S.Na/c4-2-1-3-8(5,6)7;/h1-4H2,(H,5,6,7);/q;+1/p-1

HIDE SMILES / InChI
Tramiprosate is a glycosaminoglycan mimetic designed to interfere with the actions of beta-amyloid peptides (Abeta) early in the cascade of amyloidogenic events. It is a patented variant of the amino acid taurine, which is reported to inhibit the interaction of Abeta with endogenous glycosaminoglycans and thereby prevent beta-sheet formation. Preclinical data have shown that tramiprosate reduces brain and plasma levels of Abeta, prevents fibril formation and exerts cytoprotective effects in the brain. The pharmacological effects have also been demonstrated in clinical trials of patients with mild to moderate Alzheimer's disease. Promising findings for the efficacy of tramiprosate, indicated by improvement or stabilization of cognitive function, have been shown in phase II clinical trials and open-label extensions of these studies. Furthermore, tramiprosate appears to be well tolerated with no reports of safety concerns. Tramiprosate is in phase III clinical trial for the treatment of Alzheimer's disease.

Approval Year

PubMed

PubMed

TitleDatePubMed
Baclofen induces catatonia in rats.
1987 Sep
Taurine is a weak scavenger of peroxynitrite and does not attenuate sodium nitroprusside toxicity to cells in culture.
2001
Interactions between taurine and ethanol in the central nervous system.
2002
Interactions of taurine and structurally related analogues with the GABAergic system and taurine binding sites of rabbit brain.
2003 Mar
Transport of pharmacologically active proline derivatives by the human proton-coupled amino acid transporter hPAT1.
2004 Apr
Taurine-induced long-lasting potentiation in the rat hippocampus shows a partial dissociation from total hippocampal taurine content and independence from activation of known taurine transporters.
2004 Jun
Inhibitors arrest myofibrillogenesis in skeletal muscle cells at early stages of assembly.
2004 Sep
The regulation of alpha-MSH release by GABA is mediated by a chloride-dependent [Ca2+]c increase in frog melanotrope cells.
2005 Oct
Gateways to clinical trials.
2006 Oct
Substrate specificity of the amino acid transporter PAT1.
2006 Sep
Pharmacogenetic aspects of addictive behaviors.
2007
Changing the course of Alzheimer's disease: anti-amyloid disease-modifying treatments on the horizon.
2007
Taurine, an inducer for tau polymerization and a weak inhibitor for amyloid-beta-peptide aggregation.
2007 Dec 18
Present and prospective clinical therapeutic regimens for Alzheimer's disease.
2008 Aug
Preventing beta-amyloid fibrillization and deposition: beta-sheet breakers and pathological chaperone inhibitors.
2008 Dec 3
Assimilation of homotaurine-nitrogen by Burkholderia sp. and excretion of sulfopropanoate.
2008 Feb
[New approaches for the development of anti-Alzheimer's disease drugs based on the cholinergic hypothesis and amyloid hypothesis].
2008 May
Multivalent & multifunctional ligands to beta-amyloid.
2009
Recent developments in Alzheimer's disease therapeutics.
2009 Feb 19
Domain-specific cognitive effects of tramiprosate in patients with mild to moderate Alzheimer's disease: ADAS-cog subscale results from the Alphase Study.
2009 Nov
Homotaurine: a failed drug for Alzheimer's disease and now a nutraceutical for memory protection.
2009 Nov 1
Simple in vitro assays to identify amyloid-beta aggregation blockers for Alzheimer's disease therapy.
2010
Reciprocal regulation between taurine and glutamate response via Ca2+-dependent pathways in retinal third-order neurons.
2010 Aug 24
Determination of the natural abundance δ15N of taurine by gas chromatography-isotope ratio measurement mass spectrometry.
2010 Dec 15
Glycine receptors in the nucleus accumbens involved in the ethanol intake-reducing effect of acamprosate.
2010 Jan
[Progress in the development of anti-amyloid drugs for treatment of Alzheimer's disease.].
2010 Jul
Investigation of the noncovalent interactions between anti-amyloid agents and amyloid beta peptides by ESI-MS.
2010 Sep
Name Type Language
TRAMIPROSATE SODIUM
Common Name English
TRAMIPROSATE SODIUM SALT [MI]
Common Name English
SODIUM 3-AMINOPROPANESULPHONATE
Systematic Name English
SODIUM 3-AMINOPROPANESULFONATE
Systematic Name English
1-PROPANESULFONIC ACID, 3-AMINO-, SODIUM SALT (1:1)
Common Name English
1-PROPANESULFONIC ACID, 3-AMINO-, MONOSODIUM SALT
Common Name English
1-PROPANESULFONIC ACID, 3-AMINO-, SODIUM SALT
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1509
Created by admin on Sat Dec 16 02:01:22 GMT 2023 , Edited by admin on Sat Dec 16 02:01:22 GMT 2023
Code System Code Type Description
MERCK INDEX
m10998
Created by admin on Sat Dec 16 02:01:22 GMT 2023 , Edited by admin on Sat Dec 16 02:01:22 GMT 2023
PRIMARY Merck Index
CAS
14650-46-5
Created by admin on Sat Dec 16 02:01:22 GMT 2023 , Edited by admin on Sat Dec 16 02:01:22 GMT 2023
PRIMARY
PUBCHEM
23663660
Created by admin on Sat Dec 16 02:01:22 GMT 2023 , Edited by admin on Sat Dec 16 02:01:22 GMT 2023
PRIMARY
FDA UNII
8MH9189W53
Created by admin on Sat Dec 16 02:01:22 GMT 2023 , Edited by admin on Sat Dec 16 02:01:22 GMT 2023
PRIMARY
EPA CompTox
DTXSID40163385
Created by admin on Sat Dec 16 02:01:22 GMT 2023 , Edited by admin on Sat Dec 16 02:01:22 GMT 2023
PRIMARY
DRUG BANK
DBSALT002023
Created by admin on Sat Dec 16 02:01:22 GMT 2023 , Edited by admin on Sat Dec 16 02:01:22 GMT 2023
PRIMARY
ECHA (EC/EINECS)
238-700-5
Created by admin on Sat Dec 16 02:01:22 GMT 2023 , Edited by admin on Sat Dec 16 02:01:22 GMT 2023
PRIMARY
NCI_THESAURUS
C132049
Created by admin on Sat Dec 16 02:01:22 GMT 2023 , Edited by admin on Sat Dec 16 02:01:22 GMT 2023
PRIMARY