Home Thiazoles 136-16-3
136-16-3,MFCD00050656
Catalog No.:AA007124

136-16-3 | Thiazolium,3-[(3,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-

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5mg
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$90.00   $63.00
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10mg
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$106.00   $74.00
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50mg
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$217.00   $152.00
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100mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA007124
Chemical Name:
Thiazolium,3-[(3,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-
CAS Number:
136-16-3
Molecular Formula:
C12H16ClN3O2S
Molecular Weight:
301.7923
MDL Number:
MFCD00050656
SMILES:
OCCc1sc[n+](c1C)Cc1cnc(nc1O)C.[Cl-]
Properties
Computed Properties
 
Complexity:
395  
Covalently-Bonded Unit Count:
1  
Formal Charge:
1  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
XLogP3:
0.1  

Literature

Title: Chemical and genetic validation of thiamine utilization as an antimalarial drug target.

Journal: Nature communications 20130101

Title: Thiamine is a substrate of organic cation transporters in Caco-2 cells.

Journal: European journal of pharmacology 20120505

Title: New considerations on the neuromodulatory role of thiamine.

Journal: Pharmacology 20120101

Title: JC virus T-antigen regulates glucose metabolic pathways in brain tumor cells.

Journal: PloS one 20120101

Title: Thiamin (vitamin B1) biosynthesis and regulation: a rich source of antimicrobial drug targets?

Journal: International journal of biological sciences 20110101

Title: Profiling pancreatic cancer-secreted proteome using 15N amino acids and serum-free media.

Journal: Pancreas 20100101

Title: Is transketolase like 1 a target for the treatment of differentiated thyroid carcinoma? A study on thyroid cancer cell lines.

Journal: Investigational new drugs 20090801

Title: Detection of transketolase in bone marrow-derived insulin-producing cells: benfotiamine enhances insulin synthesis and glucose metabolism.

Journal: Stem cells and development 20090101

Title: Synthesis, in vitro and in vivo activity of thiamine antagonist transketolase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20080315

Title: Involvement of thiaminase II encoded by the THI20 gene in thiamin salvage of Saccharomyces cerevisiae.

Journal: FEMS yeast research 20080301

Title: Comparative characteristic of thiamine antagonists on apoptosis induction in different types of nerve cell lines.

Journal: Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20080101

Title: Hepatocyte susceptibility to glyoxal is dependent on cell thiamin content.

Journal: Chemico-biological interactions 20070130

Title: Thiamine deficiency caused by thiamine antagonists triggers upregulation of apoptosis inducing factor gene expression and leads to caspase 3-mediated apoptosis in neuronally differentiated rat PC-12 cells.

Journal: Acta biochimica Polonica 20070101

Title: Pentose phosphate cycle oxidative and nonoxidative balance: A new vulnerable target for overcoming drug resistance in cancer.

Journal: International journal of cancer 20061215

Title: Zinc(II), cadmium(II) and mercury(II) complexes of the vitamin B1 antagonist oxythiamine.

Journal: Journal of inorganic biochemistry 20060101

Title: Modification of thiamine pyrophosphate dependent enzyme activity by oxythiamine in Saccharomyces cerevisiae cells.

Journal: Canadian journal of microbiology 20051001

Title: Breakdown of 2-hydroxylated straight chain fatty acids via peroxisomal 2-hydroxyphytanoyl-CoA lyase: a revised pathway for the alpha-oxidation of straight chain fatty acids.

Journal: The Journal of biological chemistry 20050318

Title: C2-alpha-lactylthiamin diphosphate is an intermediate on the pathway of thiamin diphosphate-dependent pyruvate decarboxylation. Evidence on enzymes and models.

Journal: The Journal of biological chemistry 20041224

Title: Three thiamine analogues differently alter thiamine transport and metabolism in nervous tissue: an in vivo kinetic study using rats.

Journal: Metabolic brain disease 20031201

Title: Attempts to inhibit ruminal methanogenesis by blocking pyruvate oxidative decarboxylation.

Journal: Canadian journal of microbiology 20031001

Title: Evidence for a carrier-mediated mechanism for thiamine transport to human jejunal basolateral membrane vesicles.

Journal: Digestive diseases and sciences 20030101

Title: Effect of oxythiamin on growth rate, survival ability and pyruvate decarboxylase activity in Saccharomyces cerevisiae.

Journal: Journal of basic microbiology 20030101

Title: Cellular and molecular aspects of thiamin uptake by human liver cells: studies with cultured HepG2 cells.

Journal: Biochimica et biophysica acta 20021223

Title: Phenytoin ameliorates the memory deficit induced in the young chick by ethanol toxicity in association with thiamine deficiency.

Journal: Pharmacology, biochemistry, and behavior 20020101

Title: The effect of thiamine supplementation on tumour proliferation. A metabolic control analysis study.

Journal: European journal of biochemistry 20010801

Title: The use of thiamine and thiamine antagonists to investigate the etiology of early mortality syndrome in lake trout (Salvelinus namaycush).

Journal: Aquatic toxicology (Amsterdam, Netherlands) 20010501

Title: Moradi H, et al. Functional thiamine deficiency in end-stage renal disease: malnutrition despite ample nutrients. Kidney Int. 2016 Aug;90(2):252-254.

Title: Wang J, et al. Inhibition of transketolase by oxythiamine altered dynamics of protein signals in pancreatic cancer cells. Exp Hematol Oncol. 2013 Jul 27;2:18.

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Tags:136-16-3 Molecular Formula|136-16-3 MDL|136-16-3 SMILES|136-16-3 Thiazolium,3-[(3,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-