2'-O-Methylcytidine

Basic Information

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CAS Number

2140-72-9

Molecular Formula

C10H15N3O5

Molecular Weight

257.25 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Physical State

Solid

Melting Point

252-253 C

Boiling Point

506°C at 760 mmHg

Density

1.68 g/cm3

Flash Point

259.8ºC

Solubility

Soluble in DMSO.

Refractive Index

1.677

SMILES

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COC1C(C(OC1N2C=CC(=NC2=O)N)CO)O

InChI

InChI=1S/C10H15N3O5/c1-17-8-7(15)5(4-14)18-9(8)13-3-2-6(11)12-10(13)16/h2-3,5,7-9,14-15H,4H2,1H3,(H2,11,12,16)/t5-,7-,8-,9-/m1/s1

InChIKey

RFCQJGFZUQFYRF-ZOQUXTDFSA-N

LogP

-1.9088999999999992

Topological Polar Surface Area

119.83000000000001 Å²

Hydrogen Bond Donor/Acceptor

4 / 8

Complexity

397

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

O(2')-Methylcytidine
5XD9IH2G27
HG1325
4-amino-1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxy-tetrahydrofuran-2-yl]pyrimidin-2-one
UNII-5XD9IH2G27
PD143476
2'-O-Methylcytidine
CS-W012550
CHEMBL176605
ZB1481
4-azanyl-1-[(2R,3R,4R,5R)-5-(hydroxymethyl)-3-methoxy-4-oxidanyl-oxolan-2-yl]pyrimidin-2-one
AKOS015896935
2'-O-METHYL-CYTIDINE
HY-W011834
AKOS015850975
DTXSID50943958
Cytidine, 2'-O-methyl-
DS-14587
2140-72-9
SCHEMBL64632
O-2-Methylcytidine
4-Amino-1-((2R,3R,4S,5R)-4-hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one
BP-58836
Q15632793
O2'-methylycytidine
MFCD11519076
4-amino-1-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)pyrimidin-2(1H)-one
CHEBI:19228
4-Imino-1-(2-O-methylpentofuranosyl)-1,4-dihydropyrimidin-2-ol
BRD-K23276845-001-01-1
4-amino-1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]pyrimidin-2-one

MDL Number

MFCD00056067

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 2'-O-Methylcytidine (CAS: 2140-72-9)?

2'-O-Methylcytidine (CAS: 2140-72-9) is a water-soluble compound with a molecular weight of approximately 266.21 g/mol. It forms a white crystalline powder. This compound is relatively stable under normal conditions but can degrade in acidic or strongly basic environments. It is susceptible to hydrolysis and oxidation. It is soluble in polar solvents such as water, ethanol, and DMSO, and slightly soluble in non-polar solvents like hexane and dichloromethane.

How is 2'-O-Methylcytidine (CAS: 2140-72-9) typically synthesized?

2'-O-Methylcytidine (CAS: 2140-72-9) is synthesized through a multi-step process involving alkylation of cytidine with methanol in the presence of a base like sodium hydride. Commonly used catalysts include palladium on carbon, and the reaction is typically carried out under mild conditions. The product is then purified by recrystallization or column chromatography. The yield can range from 50% to 70%, depending on the optimization of the reaction conditions.

What industries use 2'-O-Methylcytidine (CAS: 2140-72-9)?

2'-O-Methylcytidine (CAS: 2140-72-9) is primarily used in the pharmaceutical industry for the development of antiviral drugs. It is also used in research and development for RNA interference and gene therapy applications. Additionally, it finds applications in the sensor technology industry due to its ability to interact with nucleic acids.

What precautions should be taken when handling 2'-O-Methylcytidine (CAS: 2140-72-9)?

Proper handling of 2'-O-Methylcytidine (CAS: 2140-72-9) requires the use of personal protective equipment (PPE) such as gloves, lab coat, and safety glasses. It should be stored in a cool, dry place away from direct sunlight and heat sources. In case of spills, avoid inhalation and contact with eyes. Spill cleaning should be done using absorbent materials and proper disposal of waste. Always consult the Material Safety Data Sheet (MSDS) for detailed handling instructions and emergency procedures.