5'-Cytidylic acid

Base Information

• Chemical Name: 5'-Cytidylic acid
• CAS No.: 63-37-6
• Deprecated CAS: 162756-87-8,55679-92-0,293738-08-6,690254-82-1
• Molecular Formula: C9H14N3O8P
• Molecular Weight: 323.199
• Hs Code.: HOSPHATE PRODUCT IDENTIFICATION
• European Community (EC) Number: 200-556-6
• UNII: F469818O25
• DSSTox Substance ID: DTXSID50889322
• Nikkaji Number: J60.869F
• Wikipedia: Cytidine_monophosphate
• Wikidata: Q412622
• Metabolomics Workbench ID: 37072
• ChEMBL ID: CHEMBL307679
• Mol file: 63-37-6.mol

Synonyms:2' CMP;2'-CMP;3' CMP;3'-CMP;Acid, Cytidylic;Acids, Cytidylic;CMP;Cytidine Monophosphate;Cytidylic Acid;Cytidylic Acids;Monophosphate, Cytidine

Chemical Property of 5'-Cytidylic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Melting Point: ~222°C (dec.)
• Refractive Index: 9.8 ° (C=1, 0.5mol/L Na2HPO4)
• Boiling Point: 678.086 °C at 760 mmHg
• PKA: pK2:4.39(0);pK3:6.62(+1) (25°C)
• Flash Point: 363.893 °C
• PSA: 187.17000
• Density: 2.155 g/cm³
• LogP: -1.86480
• Storage Temp.: 2-8°C
• Solubility.: Water (Slightly, Heated)
• Water Solubility.: soluble
• XLogP3: -3.4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 323.05185141
• Heavy Atom Count: 21
• Complexity: 531

Purity/Quality:

99% ^*data from raw suppliers

Cytidine 5'-Monophosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-37/39-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=O)N=C1N)C2C(C(C(O2)COP(=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)O)O)O
• Recent ClinicalTrials: CMP vs Fascia Iliaca Block
• Description: 5'-Cytidylic acid, also known as cytidine monophosphate (CMP) or cytidylate, is composed of a phosphate group, the pentose sugar ribose, and the nucleobase cytosine. It is a pyrimidine ribonucleoside 5'-monophosphate with cytosine as the nucleobase. 5'-Cytidylic acid belongs to the category of nucleotides and serves as a monomer in RNA.
• Uses: 5'-cytidylic acid plays crucial roles in RNA synthesis and has significant applications in pharmaceutical and food industries.
• Production Methods: 5'-Cytidylic acid can be prepared from a composite solvent containing alkyl three-low level phosphate and a sulfoxide solvent, along with a phosphorylation agent.

Technology Process of 5'-Cytidylic acid

There total 46 articles about 5'-Cytidylic acid 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: 94.0%

CYTIDINE (65-46-3) → cytidine monophosphate (63-37-6,30811-80-4)

Guidance literature:

CYTIDINE; With trichlorophosphate; at 20 ℃; for 0.1h; Flow reactor; Green chemistry;

With water; at 20 ℃; Temperature; chemoselective reaction; Flow reactor; Green chemistry;

DOI:10.1021/op5002066

Reference yield: 85.4%

cytidine-5'-phosphoro-(2-aminoimidazole) (69673-09-2) → cytidine monophosphate (63-37-6,30811-80-4) + cytidine 5'-fluorophosphate (68521-86-8)

Guidance literature:

With water; lithium fluoride; at 25 ℃; pH=8.6; Reagent/catalyst; pH-value;

DOI:10.1016/j.tetlet.2014.01.051

Reference yield:

C49H62N20O31P4 → cytidine monophosphate (63-37-6,30811-80-4) + thymidine 5'-phosphate (365-07-1,15108-71-1,60363-32-8,96744-88-6,132696-16-3,143838-77-1) + 5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1) + Guanosine 5'-monophosphate (85-32-5)

Guidance literature:

venom phosphodiesterase; Product distribution;

DOI:10.1016/S0040-4039(00)96161-6

upstream raw materials:

dibenzyl phosphochloridate

2',3'-O-isopropylidenecytidine

O^2'_,O3'-((R)-benzylidene)-cytidine

morpholine

Downstream raw materials:

diphosphoric acid-1-cytidin-5'-yl ester-2-D-ribose-5-yl ester

Cp₂C

1-(β-D-ribofuranosyl)cytosine-5'-diphosphate ethanolamine

[2-(2-cytidin-5'-yloxy-1,2-dihydroxy-diphosphoryloxy)-ethyl]-trimethyl-ammonium betaine

Refernces

• 1、 Xia, Ran,Sun, Li-Ping,Chen, Lei-Shan. "Improved synthesis of cytidine diphosphate choline (CDP-choline) via selective phosphorylation". . p. 358 - 360. Retrieved 2016/07/06.
• 2、 Serra, Immacolata,Conti, Silvia,Piskur, Jure,Clausen, Anders R.,Munch-Petersen, Birgitte,Terreni, Marco,Ubiali, Daniela. "Immobilized Drosophila melanogaster deoxyribonucleoside kinase (DmdNK) as a high performing biocatalyst for the synthesis of purine arabinonucleotides". . p. 563 - 570. Retrieved 2014/05/20.