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MedKoo Cat#: 592435 | Name: Alamifovir

Description:

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

Alamifovir, also known as LY 582563 and MCC 478, is an HBV-specific antiviral agent.

Chemical Structure

Alamifovir
Alamifovir
CAS#193681-12-8

Theoretical Analysis

MedKoo Cat#: 592435

Name: Alamifovir

CAS#: 193681-12-8

Chemical Formula: C19H20F6N5O5PS

Exact Mass: 575.0827

Molecular Weight: 575.42

Elemental Analysis: C, 39.66; H, 3.50; F, 19.81; N, 12.17; O, 13.90; P, 5.38; S, 5.57

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
Alamifovir; LY 582563; LY582563; LY-582563; MCC 478; MCC-478; MCC478;
IUPAC/Chemical Name
Phosphonic acid, ((2-(2-amino-6-((4-methoxyphenyl)thio)-9H-purin-9-yl)ethoxy)methyl)-, bis(2,2,2-trifluoroethyl) ester
InChi Key
VDBGPMJFHCJMOL-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H20F6N5O5PS/c1-32-12-2-4-13(5-3-12)37-16-14-15(28-17(26)29-16)30(10-27-14)6-7-33-11-36(31,34-8-18(20,21)22)35-9-19(23,24)25/h2-5,10H,6-9,11H2,1H3,(H2,26,28,29)
SMILES Code
COC1=CC=C(SC2=C3N=CN(CCOCP(OCC(F)(F)F)(OCC(F)(F)F)=O)C3=NC(N)=N2)C=C1
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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 575.42 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.

Recalculate based on batch purity %
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: Zhang P, Guo J, Meng F, Sun L, Zhong B, Zhao Y. Determination of alamifovir disoproxil fumarate and its active metabolite 602076 in rat plasma by LC-MS/MS: application to a pharmacokinetic study. J Pharm Biomed Anal. 2012 Mar 5;61:70-7. doi: 10.1016/j.jpba.2011.11.031. Epub 2011 Dec 6. PubMed PMID: 22196804. 2: Yamada H, Suryanarayanan R. X-ray powder diffractometry of intact film coated tablets--an approach to monitor the physical form of the active pharmaceutical ingredient during processing and storage. J Pharm Sci. 2007 Aug;96(8):2029-36. PubMed PMID: 17541977. 3: Yang H, Qi X, Sabogal A, Miller M, Xiong S, Delaney WE 4th. Cross-resistance testing of next-generation nucleoside and nucleotide analogues against lamivudine-resistant HBV. Antivir Ther. 2005;10(5):625-33. PubMed PMID: 16152756. 4: Chan C, Abu-Raddad E, Golor G, Watanabe H, Sasaki A, Yeo KP, Soon D, Sinha VP, Flanagan SD, He MM, Wise SD. Clinical pharmacokinetics of alamifovir and its metabolites. Antimicrob Agents Chemother. 2005 May;49(5):1813-22. PubMed PMID: 15855501; PubMed Central PMCID: PMC1087642. 5: Wang JQ, Fei X, Gardner TA, Hutchins GD, Zheng QH. Synthesis of 2-amino-6-(4-[11C]methoxyphenylthio)-9-[2-(phosphonomethoxy)ethyl]purine bis(2,2,2-trifluoroethyl) ester as a novel potential PET gene reporter probe for HBV and HSV-tk in cancers. Bioorg Med Chem. 2005 Jan 17;13(2):549-56. PubMed PMID: 15598575. 6: Soon DK, Lowe SL, Teng CH, Yeo KP, McGill J, Wise SD. Safety and efficacy of alamifovir in patients with chronic hepatitis B virus infection. J Hepatol. 2004 Nov;41(5):852-8. PubMed PMID: 15519660. 7: Quan DJ, Peters MG. Antiviral therapy: nucleotide and nucleoside analogs. Clin Liver Dis. 2004 May;8(2):371-85. Review. PubMed PMID: 15481345. 8: Kamiya N, Kubota A, Iwase Y, Sekiya K, Ubasawa M, Yuasa S. Antiviral activities of MCC-478, a novel and specific inhibitor of hepatitis B virus. Antimicrob Agents Chemother. 2002 Sep;46(9):2872-7. PubMed PMID: 12183240; PubMed Central PMCID: PMC127398. 9: Sekiya K, Takashima H, Ueda N, Kamiya N, Yuasa S, Fujimura Y, Ubasawa M. 2-Amino-6-arylthio-9-[2-(phosphonomethoxy)ethyl]purine bis(2,2,2-trifluoroethyl) esters as novel HBV-specific antiviral reagents. J Med Chem. 2002 Jul 4;45(14):3138-42. PubMed PMID: 12086499.