Thiamine thiazolone

Base Information

• Chemical Name: Thiamine thiazolone
• CAS No.: 490-82-4
• Molecular Formula: C12H16 N4 O2 S
• Molecular Weight: 280.351
• European Community (EC) Number: 207-719-0
• UNII: X88Z903YTF
• DSSTox Substance ID: DTXSID40197660
• Nikkaji Number: J182.237C
• Wikidata: Q83070460
• ChEMBL ID: CHEMBL256803
• Mol file: 490-82-4.mol

Synonyms:thiamine thiazolone

Chemical Property of Thiamine thiazolone

Chemical Property:

• Vapor Pressure: 4.23E-11mmHg at 25°C
• Melting Point: 237 °C
• Boiling Point: 507°Cat760mmHg
• PKA: 14.77±0.10(Predicted)
• Flash Point: 260.4°C
• PSA: 122.27000
• Density: 1.378g/cm³
• LogP: 1.06310
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly, Heated)
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 280.09939694
• Heavy Atom Count: 19
• Complexity: 388

Purity/Quality:

99% ^*data from raw suppliers

OxoThiamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC(=O)N1CC2=CN=C(N=C2N)C)CCO
• Uses: Thiamine (T344185) impurity.

Technology Process of Thiamine thiazolone

There total 18 articles about Thiamine thiazolone 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: 27.0%

thiamine disulfide (100502-51-0) → thiamine thiazolone (490-82-4)

Guidance literature:

In iso-butanol; for 2h; Heating;

DOI:10.1016/j.bmcl.2007.11.098

Reference yield:

Thiamine disulfide (67-16-3,100502-51-0) → thiamine thiazolone (490-82-4)

Guidance literature:

In iso-butanol; for 2h; Heating;

DOI:10.1021/ja00282a038

Reference yield:

[3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-2,3-dihydro-thiazol-2-yl]-phenyl-methanone → thiamine thiazolone (490-82-4)

Guidance literature:

With chromium(VI) oxide; In acetic acid;

DOI:10.1016/S0040-4039(00)70424-2

upstream raw materials:

3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

thiamine disulfide

carbon oxide sulfide

5-(aminomethyl)-2-methylpyrimidin-4-amine dihydrochloride

Downstream raw materials:

Thiamin-thiazolon-O-acetat

Refernces

• 1、 TAKAMIZAWA,HIRAI,HAMASHIMA,SATO. "STUDIES ON THE PYRIMIDINE DERIVATIVES. XXIV. SYNTHESES OF SEVERAL". . p. 1368 - 1375. Retrieved 1963.
• 2、 Thomas, Allen A.,De Meese,Le Huerou,Boyd, Steven A.,Romoff, Todd T.,Gonzales, Steven S.,Gunawardana, Indrani,Kaplan, Tomas,Sullivan, Francis,Condroski, Kevin,Lyssikatos, Joseph P.,Aicher, Thomas D.,Ballard, Josh,Bernat, Bryan,DeWolf, Walter,Han, May,Lemieux, Christine,Smith, Darin,Weiler, Solly,Wright, S. Kirk,Vigers, Guy,Brandhuber, Barb. "Non-charged thiamine analogs as inhibitors of enzyme transketolase". . p. 509 - 512. Retrieved 2008/12/23.
• 3、 Takamizawa,Matsumoto,Sakai. "Studies on pyrimidine derivatives and related compounds. LIV. Reactions of thiamine with alpha-Ketoaldehydes.". . p. 128 - 139. Retrieved 2007/10/05.