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ChemicalBook--->CAS DataBase List--->443642-29-3

443642-29-3

443642-29-3 Structure

443642-29-3 Structure
IdentificationBack Directory
[Name]

Lamevudine
[CAS]

443642-29-3
[Synonyms]

MK-608
MK-0608
Lamevudine
7-deaza-2C-Me-A
2'--C-Meth yltubercidin
2'-b-C-methyl tubercidin
7-Deaza-2'-C-methyladenosine
7H-PYRROLO[2,3-D]PYRIMIDIN-4-A
2’-b-C-Methyl-7-deazaadenosine
(2R,3R,4R,5R)-2-(4-aMino-7H-pyrrolo[2,3-d]pyriMidin-7-yl)-5-(hyd
7-(2-C-Methyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
4-Amino-7-(2--C-methyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine
7H-Pyrrolo[2,3-d]pyrimidin-4-amine, 7-(2-C-methyl-β-D-ribofuranosyl)-
7-(2-C-Methyl-beta-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
4-Amino-7-(2-beta-C-methyl-beta-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine
2’-b-C-Methyl tubercidin,2’-b-C-Methyl-7-deazaadenosine, MKR608, antiviral, HCV inhibitor
(2R,3R,4R,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol
(2R,3R,4R,5R)-2-(4-Aminopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)-3-methyl-tetrahydrofuran-3,4-diol
2’-beta-C-methyl tubercidin, 4-Amino-7-(2-C-methyl-β-D-ribofuranosyl)-7H-pyrrolo [2,3-d]pyrimidine, MRK608
(2R,3R,4R,5R)-2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)-3-methyltetrahydrofuran-3,4-diol
[EINECS(EC#)]

200-001-2
[Molecular Formula]

C12H16N4O4
[MDL Number]

MFCD14584964
[MOL File]

443642-29-3.mol
[Molecular Weight]

280.28
Chemical PropertiesBack Directory
[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
[form ]

Solid
[pka]

12.51±0.70(Predicted)
[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|
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
Hazard InformationBack Directory
[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.
[in vivo]

Oral dosing of MK-0608 results in a potent antiviral effect. In preclinical pharmacokinetic experiments with rats, dogs, and rhesus monkeys, MK-0608 demonstrates good to excellent oral bioavailability (50 to 100%) and long plasma half-lives in dogs and rhesus macaques (9 and 14 h, respectively)[1].

Animal Model:The HCV-infected chimpanzees[1]
Dosage:1 mg/kg
Administration:Administered orally; once daily for 37 days
Result:Chimpanzee X6 had a baseline viral load that varied from 1,110 to 12,900 IU/mL, and chimpanzee X4 had a baseline viral load of 3×106 to 9×106 IU/mL.
[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).
Spectrum DetailBack Directory
[Spectrum Detail]

Lamevudine(443642-29-3)1HNMR
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