Oxythiamine chloride hydrochloride - Moligand™,≥95% , CAS No.136-16-3

CAS: 136-16-3 Cat. No.: O341923 Molecular Weight: 338.25 Beilstein Registry Number: 4153910 EC Number: 209-483-4

GRADE & PURITY Moligand™, ≥95%

Synonyms

OXYTHIAMINE ION | THIAZOLIUM, 3-((3,4-DIHYDRO-2-METHYL-4-OXO-5-PYRIMIDINYL)METHYL)-5-(2-HYDROXYETHYL)-4-METHYL- | CHEBI:78249 | Q27147706 | 1MF36SYZ22 | 5-(2-Hydroxyethyl)-4-methyl-3-((2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl)methyl)thiazol-3-ium | SCHEMB

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Oxythiamine (Hydroxythiamine) chloride hydrochloride, an analogue of anti-metabolite, can suppress the non-oxidative synthesis of ribose and induce cell apoptosis. Oxythiamine chloride hydrochloride is a thiamine antagonist and inhibits transketolase (TK). Oxythiamine chloride hydrochloride inhibits cancer cell apoptosis and inhibits cell proliferation.

Specifications

Synonyms

OXYTHIAMINE ION | THIAZOLIUM, 3-((3, 4-DIHYDRO-2-METHYL-4-OXO-5-PYRIMIDINYL)METHYL)-5-(2-HYDROXYETHYL)-4-METHYL- | CHEBI:78249 | Q27147706 | 1MF36SYZ22 | 5-(2-Hydroxyethyl)-4-methyl-3-((2-methyl-6-oxo-1, 6-dihydropyrimidin-5-yl)methyl)thiazol-3-ium | SCHEMB

Specifications & Purity

Moligand™, ≥95%

Biochemical and Physiological Mechanisms

Oxythiamine (OT) is a thiamine antagonist.It is a transketolase inhibitor and is employed to study anti-metastatic mechanisms, especially those involving metalloproteinases (MMP). It significantly sensitizes human hepatocellular carcinoma cells (HCC) to s

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CC1=C(SC=[N+]1CC2=CN=C(NC2=O)C)CCO
• IUPAC Name: 5-[[5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium-3-yl]methyl]-2-methyl-1H-pyrimidin-6-one
• InChIKey: SRDGSXVLAVRBLU-UHFFFAOYSA-O
• INCHI: 1S/C12H15N3O2S/c1-8-11(3-4-16)18-7-15(8)6-10-5-13-9(2)14-12(10)17/h5,7,16H,3-4,6H2,1-2H3/p+1
• Isomeric SMILES: CC1=C(SC=[N+]1CC2=CN=C(NC2=O)C)CCO
• Alternate CAS: 614-05-1
• Molecular Weight: 338.25
• Beilstein: 4153910
• Reaxy-Rn: 3912616
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3912616&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazines
      • Subclass Pyrimidines and pyrimidine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazines
• Subclass: Pyrimidines and pyrimidine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidones
• Alternative Parents: 4,5-disubstituted thiazoles Hydropyrimidines Heteroaromatic compounds Lactams Azacyclic compounds Primary alcohols Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Organic cations
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 4,5-disubstituted 1,3-thiazole - Pyrimidone - Hydropyrimidine - Heteroaromatic compound - Thiazole - Azole - Lactam - Azacycle - Organic oxide - Hydrocarbon derivative - Organic oxygen compound - Primary alcohol - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Alcohol - Organopnictogen compound - Organic cation - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidones. These are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
• External Descriptors: 1,3-thiazolium cation

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: PBS (pH 7.2): 10mg/mL
• Sensitivity: Moisture sensitive
• Molecular Weight: 266.340 g/mol
• XLogP3: 0.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 266.096 Da
• Monoisotopic Mass: 266.096 Da
• Topological Polar Surface Area: 93.800 Ų
• Heavy Atom Count: 18
• Formal Charge: 1
• Complexity: 395.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1