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7-Deaza-2'-C-methyladenosine

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7-Deaza-2'-C-methyladenosine Basic information

Product Name:
7-Deaza-2'-C-methyladenosine
Synonyms:
  • 7-(2-C-Methyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
  • 2'-b-C-methyl tubercidin
  • Lamevudine
  • 7-Deaza-2'-C-methyladenosine
  • (2R,3R,4R,5R)-2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)-3-methyltetrahydrofuran-3,4-diol
  • (2R,3R,4R,5R)-2-(4-aMino-7H-pyrrolo[2,3-d]pyriMidin-7-yl)-5-(hyd
  • MK-0608
  • 7H-PYRROLO[2,3-D]PYRIMIDIN-4-A
CAS:
443642-29-3
MF:
C12H16N4O4
MW:
280.28
EINECS:
200-001-2
Mol File:
443642-29-3.mol
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7-Deaza-2'-C-methyladenosine Chemical Properties

Melting point:
222 °C(Solv: methanol (67-56-1); acetonitrile (75-05-8))
Boiling point:
620.7±55.0 °C(Predicted)
Density 
1.75±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
12.51±0.70(Predicted)
form 
Solid
color 
White to off-white
InChI
InChI=1/C12H16N4O4/c1-12(19)8(18)7(4-17)20-11(12)16-3-2-6-9(13)14-5-15-10(6)16/h2-3,5,7-8,11,17-19H,4H2,1H3,(H2,13,14,15)/t7-,8-,11-,12-/s3
InChIKey
IRZRJANZDIOOIF-ULJXVLPWNA-N
SMILES
C[C@]1([C@@H]([C@@H](CO)O[C@H]1N1C=CC2=C(N=CN=C12)N)O)O |&1:1,2,3,7,r|
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7-Deaza-2'-C-methyladenosine Usage And Synthesis

Uses

7-Deaza-2''-C-methyladenosine is a hepatitis C virus (HCV) polymerase inhibitor.

Definition

MK 0608 (7-Deaza-2'-C-methyladenosine) is an anti-viral agent against Hepatitis C Virus (HCV). It has been shown to inhibit viral RNA replication in the subgenomic HCV genotype 1b replicon, with a 50% effective concentration (EC50) of 0.3 μM (EC90 = 1.3 μM). To determine efficacy in vivo, MK-0608 was administered to HCV-infected chimpanzees, resulting in dose- and time-dependent decreases in plasma viral loads. In separate experiments, chimpanzees dosed for 7 days with MK-0608 at 0.2 and 2 mg per kg of body weight per day by intravenous administration experienced average reductions in viral load of 1.0 and >5 log10 IU/ml, respectively.

Solubility in organics

Soluble in DMSO, not in water.

storage

Dry, dark and at 0 - 4℃ for short term (days to weeks) or -20 ℃ for long term (months to years).

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