4-Amino-1-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)pyrimidin-2(1H)-one, CAS No. 2140-72-9

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2140-72-9

Catalog No. EBD54318

CAS 2140-72-9

Name 4-Amino-1-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)pyrimidin-2(1H)-one

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Basic Information

Synonyms: 4-Amino-1-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)pyrimidin-2(1H)-one 2'-O-methylcytidine 2'-o-methylcytidineanhydrous 2'-o-methyl-d-cytidine 2''-(o-methyl)-cytidine,hplcpurified,98%purewithhplcuvchromatogram 2'-o-methylcytidine 2'-ome-c 4-amino-1-[(2r,3r,4r,5r)-4-hydroxy-3-methoxy-5-methylol-tetrahydrofuran-2-yl]pyrimidin-2-one

Molecular Formula: C10H15N3O5

Molecular Weight: 257.24

MDL Number: MFCD00056067

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks

Product Description:

2'-Methoxycytidine is a chemically modified nucleoside analog. Its structure features a methoxy group (-OCH3) at the 2' position of the ribose sugar ring, replacing the standard hydroxyl group found in natural cytidine. This modification alters the sugar's conformation and its interaction with enzymes and nucleic acids. This compound is primarily used as a key intermediate in the synthesis of modified oligonucleotides and nucleoside analogs for pharmaceutical research. It serves as a building block for creating antisense oligonucleotides, siRNA, and other therapeutic nucleic acids where enhanced stability against nucleases is desired. The 2'-O-methyl modification is a common strategy to improve the pharmacokinetic properties and target affinity of oligonucleotide-based drugs. As a specialized nucleoside derivative, it is a valuable tool in medicinal chemistry and biochemistry for studying RNA structure, function, and for developing novel therapeutics targeting genetic diseases, viral infections, and cancers. It is not a general-purpose synthetic building block but a specific precursor for advanced biomedical applications.

Physical Properties

Melting Point: 252-253 °C

Boiling Point: 506 °C at 760 mmHg

Flash Point: 259.8 °C

Density: 1.68 g/cm3

Storage: −20°C