Uridine 5'-triphosphate sodium

Base Information

• Chemical Name: Uridine 5'-triphosphate sodium
• CAS No.: 19817-92-6
• Molecular Formula: C9H12N2Na3O15P3
• Molecular Weight: 550.089
• Hs Code.: 29349990
• European Community (EC) Number: 243-347-5
• UNII: GM3E161I3C
• Wikidata: Q27279174
• ChEMBL ID: CHEMBL5077459
• Mol file: 19817-92-6.mol

Synonyms:19817-92-6;uridine-5'-triphosphoric acid trisodium salt;Uridine 5'-triphosphate sodium;Uridine 5'-Triphosphate Trisodium Salt;URIDINE TRIPHOSPHATE TRISODIUM;GM3E161I3C;Uridine 5'-(disodium dihydrogen triphosphate);UTP, Trisodium Salt;Uridine 5'-(tetrahydrogen triphosphate), sodium salt (1:3);Uridine 5'-triphosphate trisodium salt hydrate;UTP Na3;UTP Trisodium Salt;MFCD00044310;Uridine 5'-triphosphate sodium salt;UNII-GM3E161I3C;Uridine-5'-triphosphate trisodium salt;EINECS 243-347-5;UTIPINA;UTP-Na;TRISODIUM UTP;NSC-20260;UTIPINA [WHO-DD];5'-UTP 3Na;SPECTRUM1503346;CHEMBL5077459;HMS500N11;Uridine-5'-triphosphate trisodium;CCG-38717;HG1376;NSC 20260;AKOS015895705;AC-8222;uridine-5'-triphosphoricacidtrisodiumsalt;AS-80622;U0022;URIDINE TRIPHOSPHATE TRISODIUM [WHO-DD];Q27279174;Uridine 5'-triphosphate trisodium salt hydrate, Type IV, 90-95%;Uridine 5'-triphosphate trisodium salt hydrate, from yeast, Type III, >=96%;sodium ((2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl hydrogentriphosphate;trisodium;[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] hydrogen phosphate

Chemical Property of Uridine 5'-triphosphate sodium

Chemical Property:

• Appearance/Colour: White crystalline powder
• Melting Point: 140 °C
• Flash Point: 113°C
• PSA: 302.29000
• Density: 2.106g/cm3
• LogP: -1.18630
• Storage Temp.: −20°C
• Solubility.: H2O: soluble25 mg of UTP in 0.5 ml of solvent, clear, colorless
• Water Solubility.: 75 g/100 mL (20 ºC)
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 8
• Exact Mass: 549.91436152
• Heavy Atom Count: 32
• Complexity: 820

Purity/Quality:

≥90.0% ^*data from raw suppliers

Uridine 5′-triphosphate trisodium salt hydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-68/20/21/22-68-36/37/38
• Safety Statements: 22-26-36-36/37-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)([O-])OP(=O)([O-])OP(=O)(O)[O-])O)O.[Na+].[Na+].[Na+]
• Isomeric SMILES: C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)([O-])OP(=O)([O-])OP(=O)(O)[O-])O)O.[Na+].[Na+].[Na+]
• Description: Uridine-5'-triphosphoric acid trisodium salt, also known as UTP, is a polyphosphate analogue of uridine that is used in the synthesis of agonists at the G-protein-coupled P2Y receptors.
• Uses: psychostimulant Uridine-5'-triphosphoric acid trisodium salt is a polyphosphate analogue of the nucleoside uridine used in the preparation of potent and selective agonists at the G-protein-coupled P2Y receptors. P2Y receptor agonist.

Technology Process of Uridine 5'-triphosphate sodium

There total 9 articles about Uridine 5'-triphosphate sodium 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: 95.0%

Cytidine 5'-triphosphate (54619-78-2) → uridine 5'-triphosphate sodium salt (19817-92-6)

Guidance literature:

With sodium nitrite; In water; acetic acid; at 4 ℃; for 48h;

DOI:10.1021/jo00293a030

Reference yield: 90.0%

UMP tetra-n-butylammonium salt → uridine 5'-triphosphate trisodium salt (1476-50-2,14264-46-1,19817-92-6,36051-69-1,74674-72-9)

Guidance literature:

UMP tetra-n-butylammonium salt; With 1-(benzenesulfonyl)-3-methylimidazolium triflate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.0166667h;

With magnesium chloride; bis(tetra-n-butylammonium) dihydrogen pyrophosphate; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/ol203178k

Reference yield:

uridine-5'-monophosphate sodium (3106-18-1) → uridine 5'-triphosphate trisodium salt (1476-50-2,14264-46-1,19817-92-6,36051-69-1,74674-72-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Dowex-50W ion exchange column [H(+) form]

1.2: pH 7

2.1: 1-(benzenesulfonyl)-3-methylimidazolium triflate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.02 h / 20 °C

2.2: 0 - 20 °C

2.3: Dowex-50-W ion-exchange resin [Na(+) form]

With 1-(benzenesulfonyl)-3-methylimidazolium triflate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1021/ol203178k

upstream raw materials:

uridine 5’-monophosphate-imidazole

Cytidine 5'-triphosphate

5'-Uridylic Acid

cytidine-5'-phosphoro-(2-aminoimidazole)

Downstream raw materials:

UDP-glucose

uridine-5'-diphosphogalactose disodium salt

P'-[2-(acetylamino)-2-deoxy-α-D-glucopyranosyl] ester uridine 5'-(trihydrogen diphosphate), disodium salt

uridine 5'-diphospho-N-acetylglucosamine

Refernces

• 1、 Simon,Grabowski,Whitesides. "Convenient syntheses of cytidine 5'-triphosphate, guanosine 5'-triphosphate, and uridine 5'-triphosphate and their use in the preparation of UDP-glucose, UDP-glucuronic acid, and GDP-mannose". . p. 1834 - 1841. Retrieved 2007/10/02.