2'-C-Methylcytidine

Category	Hepatitis C Virus (HCV)
CAS	20724-73-6
Description	A nucleoside analog with anti-hepatitis C virus (HCV) activity. Upon phosphorylation into its 5-triphosphate form, this metabolite inhibits viral RNA chain elongation and viral RNA-dependent RNA polymerase activity. This blocks viral production of HCV RNA and thus viral replication.

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Product Information

Synonyms	1-((2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)-4-aminopyrimidin-2(1H)-one; 2'-C-methyl-cytidine; valopicitabine; Cytidine, 2'-C-methyl-; (+)-2'-C-Methylcytidine; NM 107
IUPAC Name	4-amino-1-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]pyrimidin-2-one
Molecular Weight	257.24
Molecular Formula	C10H15N3O5
Canonical SMILES	CC1(C(C(OC1N2C=CC(=NC2=O)N)CO)O)O
InChI	InChI=1S/C10H15N3O5/c1-10(17)7(15)5(4-14)18-8(10)13-3-2-6(11)12-9(13)16/h2-3,5,7-8,14-15,17H,4H2,1H3,(H2,11,12,16)/t5-,7-,8-,10-/m1/s1
InChIKey	PPUDLEUZKVJXSZ-VPCXQMTMSA-N
Boiling Point	523.9±60.0 °C at 760 mmHg
Melting Point	243-245 °C
Flash Point	270.7±32.9 °C
Purity	≥95%
Density	1.72±0.10 g/cm3
Solubility	Soluble in DMSO
Appearance	white to off-white powder
Shelf Life	2 years
Storage	Store in a cool and dry place and at 2-8 °C for short term (days to weeks) or -20 °C for long term (months to years)
Complexity	424
Exact Mass	257.10117059
Index Of Refraction	1.700
In Vitro	NM107 is a potent and selective inhibitor of flavi- and pesti-virus replication in cell culture, with inhibitory activity and cytotoxicity against HCV 1b replicon cells, IC50 is 1.13 μM. Intracellular HCV RNA in HCV-infected cells treated the HCV polymerase inhibitor NM107 shows a similar pattern of decline. NM107 are currently being investigated as additional therapeutic agents for HCV infection. NM107 inhibits bovine viral diarrhea virus (BVDV) replication (EC50 0.67 nM), eliminates persistent BVDV infection at nontoxic concentrations.
PSA	130.83000
Target	HCV
Vapor Pressure	0.0±3.1 mmHg at 25°C
XLogP3-AA	-2.4