2-{[Amino(iminio)methyl]amino}ethanesulfonate

Base Information

• Chemical Name: 2-{[Amino(iminio)methyl]amino}ethanesulfonate
• CAS No.: 543-18-0
• Molecular Formula: C3H9 N3 O3 S
• Molecular Weight: 167.189
• Hs Code.: 2925290090
• Mol file: 543-18-0.mol

Synonyms:2-{[amino(iminio)methyl]amino}ethanesulfonate;taurocyamine zwitterion;CHEBI:58064

Chemical Property of 2-{[Amino(iminio)methyl]amino}ethanesulfonate

Chemical Property:

• Melting Point: 263-265°C
• Boiling Point: °Cat760mmHg
• PKA: 1.31±0.50(Predicted)
• Flash Point: °C
• PSA: 124.65000
• Density: 1.73g/cm³
• LogP: 0.62900
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Very Slightly, Heated), Methanol (Very Slightly, Heated), Water (Heated)
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 167.03646233
• Heavy Atom Count: 10
• Complexity: 196

Purity/Quality:

99%, ^*data from raw suppliers

Guanidinoethyl Sulfonate ^*data from reagent suppliers

Safty Information:

• Statements: 34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CS(=O)(=O)[O-])[NH+]=C(N)N
• Description: Guanidinoethyl sulfonate, also known as taurocyamine, is a natural guanidine-taurine analog derived from taurine. It is an intermediate of taurine and hypotaurine metabolism and is phosphorylated by taurocyamine kinase. Guanidinoethyl sulfonate competitively inhibits taurine uptake by sodium-dependent taurine transporters in rat hepatocytes (Ki = 1.75 mM). It also acts as a competitive glycine receptor antagonist in mouse striatal neurons. Plasma levels of guanidinoethyl sulfonate are significantly increased in patients with chronic renal failure.
• Uses: A potent inhibitor of taurine transport A potent inhibitor of taurine transport.

Technology Process of 2-{[Amino(iminio)methyl]amino}ethanesulfonate

There total 6 articles about 2-{[Amino(iminio)methyl]amino}ethanesulfonate 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: 68.0%

CYANAMID (420-04-2) + Tau (107-35-7) → taurocyamine (543-18-0)

Guidance literature:

With tetrabutyl-ammonium chloride; sodium carbonate;

Reference yield:

Tau (107-35-7) + S-ethyl-isothiourea; sulfate (22722-03-8) → taurocyamine (543-18-0)

Guidance literature:

With ammonium hydroxide;

DOI:10.1021/jm00239a013

Reference yield:

Tau (107-35-7) + carbamimidothioic acid methyl ester (2986-19-8) → taurocyamine (543-18-0)

Guidance literature:

With ammonium hydroxide;

upstream raw materials:

CYANAMID

Tau

carbamimidothioic acid methyl ester

N-Cyanoguanidine

Downstream raw materials:

Tau

carbon dioxide

ammonia

Taurocyanin-phosphat

Refernces

• 1、 -. "PROCESS FOR STRAIGHTENING KERATIN FIBRES WITH A HEATING MEANS AND DENATURING AGENTS". . . Retrieved 2010/03/02.
• 2、 Fujii,Cook. "Probiotics. Antistaphylococcal and antifibrinolytic activities of omega amino and omega guanidinoalkanesulfonic acids". . p. 502 - 505. Retrieved 2007/10/05.