Cytosine arabinoside monophosphate

Base Information

• Chemical Name: Cytosine arabinoside monophosphate
• CAS No.: 30811-80-4
• Molecular Formula: C₉H₁₄N₃O₈P
• Molecular Weight: 323.199
• NSC Number: 120953,99445
• DSSTox Substance ID: DTXSID70861605
• ChEMBL ID: CHEMBL296272
• Mol file: 30811-80-4.mol

Synonyms:Acid, Polycytidylic;Acids, Polycytidylic;Cytosine Polynucleotides;Poly C;Polycytidylic Acid;Polycytidylic Acids;Polynucleotides, Cytosine

Chemical Property of Cytosine arabinoside monophosphate

Chemical Property:

• Melting Point: 69℃
• Boiling Point: 678.086 °C at 760 mmHg
• Flash Point: 363.893 °C
• PSA: 187.17000
• Density: 2.15 g/cm³
• LogP: -1.86480
• Storage Temp.: Refrigerator
• Solubility.: Methanol (Very Slightly), Water
• 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

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)O)O)O
• Recent ClinicalTrials: CMP vs Fascia Iliaca Block
• Uses: Poly(C), is a cytidine polymer used vastly in studies such as in the study of role of the external NH2 linker on the conformation of surface immobilized single strand DNA probes and their SERS detection, that can be very important for the performances of devices such as biosensors.

Technology Process of Cytosine arabinoside monophosphate

There total 63 articles about Cytosine arabinoside monophosphate 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:

citicoline

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

cytidine 5'-diphosphocholine sodium salt

monosodium salt of cytidine(5')diphosphoethanolamine

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.
• 2、 Hong et al.. "Nucleoside conjugates as potential antitumor agents. 2. Synthesis and biological activity of 1-(beta-D-arabinofuranosyl)cytosine conjugates of prednisolone and prednisone.". . p. 1428,1430, 1431. Retrieved 1979.
• 3、 Zhu, Chenjie,Tang, Chenglun,Cao, Zhi,He, Wei,Chen, Yong,Chen, Xiaochun,Guo, Kai,Ying, Hanjie. "Fully automated continuous meso-flow synthesis of 5′-nucleotides and deoxynucleotides". . p. 1575 - 1581. Retrieved 2015/02/19.