Cytidine-5'-diphosphate

Base Information

• Chemical Name: Cytidine-5'-diphosphate
• CAS No.: 63-38-7
• Molecular Formula: C9H15N3O11P2
• Molecular Weight: 403.179
• European Community (EC) Number: 200-557-1,251-990-8
• UNII: 1ZH821MXU5
• DSSTox Substance ID: DTXSID501014481
• Nikkaji Number: J150.290E
• Wikipedia: Cytidine_diphosphate
• Wikidata: Q416847
• Metabolomics Workbench ID: 37863
• ChEMBL ID: CHEMBL425252
• Mol file: 63-38-7.mol

Synonyms:CDP;Cytidine Diphosphate;Diphosphate, Cytidine

Chemical Property of Cytidine-5'-diphosphate

Chemical Property:

• Melting Point: 183 °C (decomp)
• Boiling Point: 767.4 °C at 760 mmHg
• PKA: 1.04±0.50(Predicted)
• Flash Point: 417.9 °C
• PSA: 243.51000
• Density: 2.35 g/cm³
• LogP: -1.74780
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: -4.5
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 6
• Exact Mass: 403.01818230
• Heavy Atom Count: 25
• Complexity: 690

Purity/Quality:

99% ^*data from raw suppliers

Cytidine 5'-(trihydrogen diphosphate) 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=O)N=C1N)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)O)O)O
• Isomeric SMILES: C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)O)O)O
• Recent EU Clinical Trials: Phase II, multicenter, randomized, open-label study with MAP +/- denosumab regimen for the treatment of patients with metastatic osteosarcoma

Technology Process of Cytidine-5'-diphosphate

There total 19 articles about Cytidine-5'-diphosphate 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'-phosphoro-(2-aminoimidazole) (69673-09-2) → cytidine diphosphate (63-38-7)

Guidance literature:

With Phosphoric acid tri-n-butylammonium salt; zinc(II) chloride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1080/00397910600941448

Reference yield: 53.0%

tris(tetra-n-butylammonium) hydrogen pyrophosphate (76947-02-9) + 5'-O-tosylcytidine (50615-57-1) → cytidine diphosphate (63-38-7)

Guidance literature:

In acetonitrile; for 72h;

DOI:10.1021/jo00385a026

Reference yield: 33.0%

cytidine monophosphate (63-37-6,30811-80-4) → cytidine diphosphate (63-38-7) + cytidine triphosphate (65-47-4,13191-15-6)

Guidance literature:

With phosphorotriimidazolide; magnesium chloride; at 22 ℃; for 72h; N-ethylmorpholine buffer (pH 7.0);

DOI:10.1016/S0040-4039(00)74092-5

upstream raw materials:

monobenzylphosphate

cytidine monophosphate

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

cytidine-5'-(2-methylimidazol-1-yl phosphate)

Downstream raw materials:

3-phosphoglyceric acid

dCDP

CDP-glucose

cytidine triphosphate

Refernces

• 1、 Johannes, Tyler W.,DeSieno, Matthew A.,Griffin, Benjamin M.,Thomas, Paul M.,Kelleher, Neil L.,Metcalf, William W.,Zhao, Huimin. "Deciphering the Late Biosynthetic Steps of Antimalarial Compound FR-900098". experimental part. p. 57 - 64. Retrieved 2010/08/06.
• 2、 Kore, Anilkumar R.,Parmar, Gaurang. "Convenient synthesis of nucleoside-5′-diphosphates from the corresponding ribonucleoside-5′-phosphoroimidazole". . p. 3393 - 3399. Retrieved 2007/10/03.