2-Acetamido-9-[[2-(acetyloxy)ethoxy]methyl]-6,9-dihydro-1H-purin-6-one

CAS: 75128-73-3

Ref. 3D-IA58282

Product Information

• Name: 2-Acetamido-9-[[2-(acetyloxy)ethoxy]methyl]-6,9-dihydro-1H-purin-6-one
• Synonyms: 2-[[(2-(Acetylamino)-6-oxo-1,6-dihydro-9H-purin-9-yl]-methoxy]ethyl acetateAcyclovir impurity GN2-Acetyl-9-(2-acetoxyethoxymethyl) guanineDiacetyl acyclovir, 2,9-Diacetyl acyclovir, 2-[(2-Acetamido-6-Oxo-6,9-Dihydro-1H-Purin-9-Yl)Methoxy]Ethyl Acetate, 2-{[2-(acetylamino)-6-oxo-3,6-dihydro-9H-purin-9-yl]methoxy}ethyl acetate, 9-(2-Acetoxy Ethoxy Methyl) Acetyl Guanine, 9-[(2-Acetoxyethoxy)Methyl]-N2-Acetylguanine, 9-[(2-Acetoxyethoxy)methyl]-N²-acetylguanine, Acetamide, N-[9-[[2-(acetyloxy)ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]-, Diacetyl Acyclovir, Dicacetyl-Aciclovir, N,O-Diacetylacyclovir, N-(9-((2-(Acetyloxy)Ethoxy)Methyl)-6,9-Dihydro-6-Oxo-1H-Purin-2-Yl)Acetamide, N²-Acetyl-9-(2-acetoxyethoxymethyl)guanine
• CAS: 75128-73-3

Description

2-Acetamido-9-[2-(acetyloxy)ethoxy]methyl-6,9-dihydro-1H-purin-6-one (ademetionine) is a prodrug that is metabolized in the liver to form ademetionine. Ademetionine is a potent inhibitor of guanosine deaminase, which is an enzyme that breaks down guanosine into guanine and ammonia. Ademetionine has shown efficacy in cancer treatment and may also be used to treat tuberculosis. The metabolism of this drug takes place in the liver, where it undergoes oxidation by cytochrome P450 enzymes to form the active metabolite ademetionine. Metabolism of this drug can be inhibited by drugs such as trifluoromethanesulfonic acid (TFMS), which are used for the treatment of malaria. TFMS inhibits the formation of ademetionine but does not affect the formation

• Brand: Biosynth

Chemical properties

• Molecular weight: 309.28 g/mol
• Formula: C₁₂H₁₅N₅O₅
• Purity: Min. 95%
• Color/Form: White Powder
• InChI: InChI=1S/C12H15N5O5/c1-7(18)14-12-15-10-9(11(20)16-12)13-5-17(10)6-21-3-4-22-8(2)19/h5H,3-4,6H2,1-2H3,(H2,14,15,16,18,20)
• InChI key: InChIKey=VBHLKZHSCMQLTI-UHFFFAOYSA-N
• SMILES: CC(=O)Nc1nc2c(ncn2COCCOC(C)=O)c(=O)[nH]1