Metacavir | CAS#120503-45-9 | reverse transcriptase inhibitor

MedKoo Cat#: 529504 | Name: Metacavir

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Metacavir (PNA) is a novel synthetic nucleoside analog for oral administration with potent and specific antiviral activity against hepatitis B virus (HBV). Exposure of HepG2 cells to PNA at concentrations up to 50 μM for 15 days resulted in no deleterious effect on cell proliferation, levels of lactate or mtDNA, or enzyme activities of respiratory-chain complexes I to IV. In vitro results indicate that the potential for PNA to interfere with mitochondrial functions is low.

Chemical Structure

Metacavir

CAS#120503-45-9

Theoretical Analysis

MedKoo Cat#: 529504

Name: Metacavir

CAS#: 120503-45-9

Chemical Formula: C11H15N5O3

Exact Mass: 265.1175

Molecular Weight: 265.27

Elemental Analysis: C, 49.81; H, 5.70; N, 26.40; O, 18.09

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

PNA; Metacavir;

IUPAC/Chemical Name

((2S,5R)-5-(2-amino-6-methoxy-9H-purin-9-yl)tetrahydrofuran-2-yl)methanol

InChi Key

FJAOCNGVPLTSLD-NKWVEPMBSA-N

InChi Code

InChI=1S/C11H15N5O3/c1-18-10-8-9(14-11(12)15-10)16(5-13-8)7-3-2-6(4-17)19-7/h5-7,17H,2-4H2,1H3,(H2,12,14,15)/t6-,7+/m0/s1

SMILES Code

OC[C@H]1O[C@@H](N2C=NC3=C(OC)N=C(N)N=C23)CC1

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

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

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 265.27 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Luo Q, Chen Z, Cheng A, Wang M, Fang J, Peng X, Tang L. Reproductive toxicity study with a novel deoxyguanosine analogue (Metacavir) in pregnant SD rats. Front Med. 2015 Mar;9(1):82-9. doi: 10.1007/s11684-015-0376-0. PubMed PMID: 25523750. 2: Zhang Y, Huang X, Jiang Z, Huang X, Hu Y, Zhu D, Zhang S, Wang J, Zhang L. Simultaneous determination of metacavir and its metabolites in rat plasma using high-performance liquid chromatography with tandem mass spectrometric detection (LC-MS/MS). Biomed Chromatogr. 2012 Mar;26(3):363-70. doi: 10.1002/bmc.1667. PubMed PMID: 21773980. 3: Zeng W, Cheng AC, Chen ZL, Luo QH, Sun YB, Li Z, Bi FJ. In vivo assessment of mitochondrial toxicity of metacavir in Rhesus monkeys after three months of intravenous administration. Acta Pharmacol Sin. 2009 Dec;30(12):1666-73. doi: 10.1038/aps.2009.163. PubMed PMID: 19915582; PubMed Central PMCID: PMC4007497. 4: Chen ZL, Zeng W, Cheng AC, Luo QH, Li Z, Peng X, Fang J, Pan KC, He M, Tang L. Six-month repeated dose toxicity of orally administered metacavir in rhesus monkeys. Exp Toxicol Pathol. 2011 May;63(4):379-85. doi: 10.1016/j.etp.2010.02.014. PubMed PMID: 20347583. 5: Li Z, Huang X, Jiang Z, Xiao Y, Liu C, Zhang L, Shu B, Huang J, Li T, Wang T, Wang F. A sensitive and specific liquid chromatography-mass spectrometry method for determination of metacavir in rat plasma. J Chromatogr B Analyt Technol Biomed Life Sci. 2008 Mar 15;864(1-2):9-14. doi: 10.1016/j.jchromb.2007.12.022. PubMed PMID: 18316251. 6: Zhang P, Zhang L, Jiang Z, Xiong Y, Chen H, Tao Y, Hu M, Li Z. Evaluation of mitochondrial toxicity in Marmota himalayana treated with metacavir, a novel 2',3'-dideoxyguanosine prodrug for treatment of hepatitis B Virus. Antimicrob Agents Chemother. 2011 May;55(5):1930-6. doi: 10.1128/AAC.01520-10. PubMed PMID: 21282436; PubMed Central PMCID: PMC3088222. 7: Zhang P, Zhang L, Jiang Z, Wang T, Chen H, Xiong Y, Li Z. In vitro mitochondrial toxicity of metacavir, a new nucleoside reverse transcriptase inhibitor for treatment of hepatitis B virus. Antimicrob Agents Chemother. 2010 Nov;54(11):4887-92. doi: 10.1128/AAC.00794-10. PubMed PMID: 20805401; PubMed Central PMCID: PMC2976109. 8: Chen ZY, Cheng AC, Wang MS, Xu DW, Zeng W, Li Z. Antiviral effects of PNA in duck hepatitis B virus infection model. Acta Pharmacol Sin. 2007 Oct;28(10):1652-8. PubMed PMID: 17883953.

View History

Benzyl-PEG8-acid

MedKoo CAT#: 123890

CAS#: N/A