3687-18-1

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 NO: 3687-18-1
• Molecular Formula: C3H9NO3S
• Molecular Weight: 139.17
• EINECS: 222-977-4
• Product Categories: Pharmaceutical Raw Materials;Metal Isotopes;Sulfur & Selenium Compounds;Organic Building Blocks;Sulfonic/Sulfinic Acids;Sulfur Compounds;Inhibitors
• Mol File: 3687-18-1.mol
• Article Data: 25

Chemical Properties

• Melting Point: 293 °C (dec.)(lit.)
• Appearance: White to slightly blue/Crystalline Powder
• Density: 1.202 (estimate)
• Refractive Index: 1.5130 (estimate)
• Storage Temp.: Store at 0-5°C
• Solubility: Water (Slightly)
• PKA: 1.06±0.50(Predicted)
• CAS DataBase Reference: 3-Amino-1-propanesulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Amino-1-propanesulfonic acid(3687-18-1)
• EPA Substance Registry System: 3-Amino-1-propanesulfonic acid(3687-18-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 1
• Hazardous Substances Data: 3687-18-1(Hazardous Substances Data)

Usage

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.

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 .

InChI:InChI=1/C3H9NO3S/c4-2-1-3-8(5,6)7/h1-4H2,(H,5,6,7)

Upstream product

• 503-29-7 azetidine 
• 5460-29-7 2-(3-bromopropyl)isoindole-1,3-dione 
• 56984-95-3 3-chloro-propane-1-sulfonic acid 
• 1120-71-4 1,3-propanesultone 
• 109-64-8 1,3-dibromo-propane 
• 67-56-1 methanol 
• 41994-44-9 5-chloro-2-nitrobenzoyl chloride 
• 2516-95-2 5-chloro-2-nitrobenzoic acid 
• 2905-65-9 methyl 3-chlorobenzoate 
• 121-44-8 triethylamine 
• 79-22-1 methyl chloroformate 
• 74-88-4 methyl iodide 
• 7697-37-2 nitric acid 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 116112-33-5 Sodium; 3-(2-acetylsulfanylmethyl-3-phenyl-propionylamino)-propane-1-sulfonate 
• 918825-10-2 [2-(tert-butyloxycarbonylamino)ethyl]methanesulfonate 

Relevant articles and documents

Preparation method of nitrobenzoate

The invention relates to the field of pesticides, and particularly discloses a preparation method of nitrobenzoate, wherein the structure of the nitrobenzoate is represented by a formula (2). The preparation method of the nitrobenzoate comprises the step that in the presence of a halogenated hydrocarbon organic solvent, a compound with a structure represented by the formula (1) makes contact withfuming nitric acid, fuming sulfuric acid and acetic anhydride, wherein in the formula (1) and the formula (2), X represents halogen, and R represents alkyl with the carbon atom number being 1-8. According to the method, the amount of waste acid can be reduced, and nitrobenzoate can be obtained at high yield.

Tuning a robust system: N,O zinc guanidine catalysts for the ROP of lactide

Non-toxic, highly active and robust complexes are the holy grail as ideal green catalysts for the polymerisation of biorenewable and biodegradable polylactide. Four new zinc guanidine complexes [ZnCl2(TMG4NMe2asme)], [ZnCl2(TMG5Clasme)], [ZnCl2(TMG5Measme)] and [ZnCl2(TMG5NMe2asme)] with different electron-donating and electron-withdrawing groups on the ligand's aromatic backbone have been synthesised. Ligands are derived from low-cost commercially available compounds and have been converted by a three- or four-step synthesis process into the desired ligand in good yields. The compounds have been fully characterised and tested in the ROP of rac-LA under industrially relevant conditions. The complexes are based on the recently published structure [ZnCl2(TMGasme)] which has shown high activity in the polymerisation of lactide at 150 °C. Different substituents in the para-position of the guanidine moiety significantly increase the polymerisation rate whereas positioning substituents in the meta-position causes no change in the reaction rate. With molecular weights over 71000 g mol-1 being achievable, the best system produces polymers for multiple industrial applications and its polymerisation rate approaches that of Sn(Oct)2. The robust systems are able to polymerise non-purified lactide. The initiation of the polymerisation is suggested to occur due to impurities in the monomer.