4145-46-4

Basic information

• Product Name: 4-THIO-UMP DISODIUM SALT
• Synonyms: 4-THIO-UMP DISODIUM SALT;4-THIOURIDINE-5'-MONOPHOSPHATE DISODIUM SALT;4-thiouridine 5'-monophosphate sodium;4-thiouridylic acid;4-THIOURIDINE-5-MONOPHOSPHATE DISODIUM SALT APPROX. 98%;4-Thio UMP;4-Thiouridine 5μ-monophosphate sodium salt
• CAS NO: 4145-46-4
• Molecular Formula: C₉H₁₃N₂O₈PS
• Molecular Weight: 384.21
• Mol File: 4145-46-4.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Density: 1.88±0.1 g/cm3(Predicted)
• Storage Temp.: −20°C
• PKA: 1.86±0.10(Predicted)
• CAS DataBase Reference: 4-THIO-UMP DISODIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: 4-THIO-UMP DISODIUM SALT(4145-46-4)
• EPA Substance Registry System: 4-THIO-UMP DISODIUM SALT(4145-46-4)

Safety Data

• Statements: 66
• Safety Statements: 24
• Hazardous Substances Data: 4145-46-4(Hazardous Substances Data)

Upstream product

• 13957-31-8 4-thiouridine 
• 58-96-8 uridine 
• 55003-25-3 4-thio-1-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-(3H)-pyrimidine-2,4-dione 
• 4105-38-8 Tri-O-acetyluridine 

Relevant articles and documents

Structural modifications of UMP, UDP, and UTP leading to subtype-selective agonists for P2Y2, P2Y4, and P2Y6 receptors

A large series of derivatives and analogues of the uracil nucleotides UMP, UDP, and UTP with modifications in various positions of the uracil moiety and/or the phosphate groups were synthesized and evaluated at human P2Y2, P2Y4, and P2Y6 receptors. 2-(Ar)alkylthio substitution of UMP and UDP was best tolerated by the P2Y2 receptor. 2-Phenethylthio-UMP (13e) showed an EC50 value of 1.3 μM at P2Y2 and >70-fold selectivity versus P2Y4 and P2Y 6 receptors. Substitution of the 2-keto group in UMP by NH (13g, iso-CMP) resulted in the first potent and selective P2Y4 agonist (EC50 4.98 μM, >20-fold selective vs P2Y2 and P2Y6). In contrast, replacement of the 2-keto function in UDP by NH yielded a potent P2Y2 agonist (12g, iso-CDP, EC50 = 0.604 μM, >100-fold selective). In an attempt to obtain metabolically stable UTP analogues, β,γ-dichloro- and β,γ-difluoro-methylene-UTP derivatives were synthesized. The triphosphate modifications were much better tolerated by P2Y2, and in some cases also by P2Y6, than by P2Y4 receptors. 4-Thio-β,γ-difluoromethylene-UTP (14g) was a potent P2Y2 agonist with an EC50 value of 0.134 μM and >50-fold selectivity. N3-Phenacyl-β,γ-dichloromethylene- UTP (14b) proved to be a potent P2Y6 receptor agonist (EC 50 0.142 μM) with high selectivity versus P2Y4 (50-fold) and moderate selectivity versus P2Y2 receptors (6-fold).

Synthetic nucleosides and nucleotides. VI. On the several routes for the syntheses of 4-thiouridylic acid homologues.

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Some synthetic analogues of uridine diphosphate glucose.

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