3-Azaniumylpropane-1-sulfonate

Base Information

• Chemical Name: 3-Azaniumylpropane-1-sulfonate
• CAS No.: 3687-18-1
• Molecular Formula: C3H9NO3S
• Molecular Weight: 139.175
• Hs Code.: 29049090
• Mol file: 3687-18-1.mol

Synonyms:3-azaniumylpropane-1-sulfonate;3-aminopropane sulfonate;3-ammonio-1-propanesulfonate;CHEBI:194495;3-aminopropane sulfonic acid zwitterion

Chemical Property of 3-Azaniumylpropane-1-sulfonate

Chemical Property:

• Appearance/Colour: White powder
• Melting Point: 293 °C (dec.)(lit.)
• Refractive Index: 1.5130 (estimate)
• PKA: 1.06±0.50(Predicted)
• PSA: 88.77000
• Density: 1.387 g/cm³
• LogP: 1.00410
• Storage Temp.: Store at 0-5°C
• Solubility.: Water (Slightly)
• XLogP3: -3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 139.03031432
• Heavy Atom Count: 8
• Complexity: 120

Purity/Quality:

99% ^*data from raw suppliers

3-Amino-1-propanesulfonic Acid >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C[NH3+])CS(=O)(=O)[O-]
• 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.
• 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.

Technology Process of 3-Azaniumylpropane-1-sulfonate

There total 30 articles about 3-Azaniumylpropane-1-sulfonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.5%

propan-1-ol-3-amine (156-87-6) → Homotaurin (3687-18-1)

Guidance literature:

propan-1-ol-3-amine; With sulfur trioxide; sodium iodide; at 110 ℃; for 0.75h; under 60006 Torr; Inert atmosphere;

With hydrogenchloride; In water; at 20 ℃; pH=6; Reagent/catalyst; Temperature; Pressure;

Reference yield: 55.0%

benzyl N‐(3‐sulfanylpropyl)carbamate (1202497-71-9) → Homotaurin (3687-18-1) + 3-{[(phenylmethoxy)carbonyl]amino}propane-1-sulfonic acid (77693-74-4)

Guidance literature:

With formic acid; dihydrogen peroxide; at 20 ℃; for 12h;

DOI:10.1002/hlca.201200547

Reference yield:

3-chloro-2-hydroxypropane-1-sulfonic acid (107-57-3) → Homotaurin (3687-18-1)

Guidance literature:

In water; ethylenediamine;

upstream raw materials:

azetidine

2-(3-bromopropyl)isoindole-1,3-dione

3-chloro-propane-1-sulfonic acid

1,3-propanesultone

Downstream raw materials:

[triethylammonium][Fe(C₅H₄P(C₆H₅)2)(C₅H₄CONH(CH₂)3SO₃)]

N-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-3-aminopropanesulfonic acid

Refernces

• 1、 -. "Preparation method of 3-aminopropanesulfonic acid". Paragraph 0037-0059. . Retrieved 2021/05/01.
• 2、 Geng, Aixin,Cui, Hao,Zhang, Liyuan,Chen, Xin,Li, Hongmei,Lu, Tao,Zhu, Yong. "Discovery of novel phenoxybenzamide analogues as Raf/HDAC dual inhibitors". supporting information. p. 1605 - 1608. Retrieved 2019/05/02.