3-Amino-1-propanesulfonic acid
Synonym(s):3-Amino-1-propanesulfonic acid;3APS;Acamprosate Calcium Impurity A (PhEur);Homotaurine;Tramiprosate
- CAS NO.:3687-18-1
- Empirical Formula: C3H9NO3S
- Molecular Weight: 139.17
- MDL number: MFCD00008225
- EINECS: 222-977-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-06 22:41:32
What is 3-Amino-1-propanesulfonic acid?
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
The Uses of 3-Amino-1-propanesulfonic acid
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.
What are the applications of Application
Tramiprosate is a sulfated glycosaminoglycan mimic that targets amyloid β
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 .
Properties of 3-Amino-1-propanesulfonic acid
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 |
CAS DataBase Reference | 3687-18-1(CAS DataBase Reference) |
Safety information for 3-Amino-1-propanesulfonic acid
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 3-Amino-1-propanesulfonic acid
New Products
(S)-3-Aminobutanenitrile hydrochloride 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL Tert-butyl bis(2-chloroethyl)carbamate 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid 1-Bromo-3,5-Di-Tert-Butylbenzene S-2-CHLORO PROPIONIC ACID ETHYL ISOCYANOACETATE 2-Bromo-1,3-Bis(Dimethylamino)Trimethinium Hexafluorophosphate 4-IODO BENZOIC ACID 3-NITRO-2-METHYL ANILINE 1-(2,4-DICHLOROPHENYL) ETHANAMINE (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 1-(4-(aminomethyl)benzyl)urea hydrochloride 2-aminopropyl benzoate hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
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