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3-Amino-1-propanesulfonic acid

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3-Amino-1-propanesulfonic acid Basic information

Product Name:
3-Amino-1-propanesulfonic acid
Synonyms:
  • aminopropanesulfonicacid,3-aminopropanesulfonicacid
  • HOMOTAURINE
  • 3-AMINO-1-PROPANESULFONIC ACID
  • 3-AMINOPROPANESULFONIC ACID
  • 3 APS
  • 3-aminopropane-1-sulphonic acid
  • TRAMIPROSATE
  • 3-AMINOPROPANE-1-SULFONIC ACID
CAS:
3687-18-1
MF:
C3H9NO3S
MW:
139.17
EINECS:
222-977-4
Product Categories:
  • API
  • Inhibitors
  • Metal Isotopes
  • Sulfur & Selenium Compounds
  • Organic Building Blocks
  • Sulfonic/Sulfinic Acids
  • Pharmaceutical Raw Materials
  • Sulfur Compounds
Mol File:
3687-18-1.mol
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3-Amino-1-propanesulfonic acid Chemical Properties

Melting point:
293 °C (dec.)(lit.)
Density 
1.202 (estimate)
refractive index 
1.5130 (estimate)
storage temp. 
2-8°C
solubility 
Water (Slightly)
pka
1.06±0.50(Predicted)
form 
Crystalline Powder
color 
White to slightly blue
LogP
-4.555
CAS DataBase Reference
3687-18-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
1
HS Code 
29049090

MSDS

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3-Amino-1-propanesulfonic acid Usage And Synthesis

Description

Homotaurine (also known as tramiprosate (INN), 3-amino-1-propanesulfonic acid, or 3-APS) is a natural sulfonic acid found in seaweed. Tramiprosate is a sulfated glycosaminoglycan mimetic that was reported to bind soluble Aβ and inhibit the interaction of Aβ with endogenous glycosaminoglycans, thereby preventing β-sheet formation. Conversely, tramiprosate was also reported to promote tau polymerization into fibrillar aggregates. It is also an analog of GABA that can act as a partial agonist of GABAA receptors, as well as an antagonist at GABAB receptors.

Chemical Properties

White Powder

Uses

3-Amino-1-propanesulfonic acid is a Important gabamimetic agent-evokes neurological responses similar to those elicited by γ-aminobutyric acid (GABA). It is an intermediate in the synthesis of acamprosate. acamprosate is an alcohol addiction treatment commonly used to reduce urges to drink and help people in recovery remain sober.

Definition

ChEBI: 3-Aminopropanesulfonate is an organosulfonic acid.

Biological Activity

Sulfated glycosaminoglycan (sGAG) mimetic that targets soluble amyloid β (A β ) and maintains A β in a non-fibrillar form. Decreases A β 42-induced neuronal death and inhibits amyloid deposition in vitro . Decreases brain amyloid plaque load by 30%, increases tau polymerization and is brain penetrant. Also a GABA analog that protects against the convulsant and cytotoxic activity of kainic acid in vivo .

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