-
Antiviral API
- Arenavirus
- Cytomegalovirus (CMV)
- Dengue virus
- Endogenous Metabolite
- Enterovirus (EV)
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- West Nile virus
- Antiviral intermediates
Azt-pmap
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| Category | Human immunodeficiency Virus (HIV) |
| CAS | 142629-81-0 |
| Description | Azt-pmap, an aryl phosphate derivative of AZT, is a nucleoside analogue with anti-HIV activity. |
Product Information
| Synonyms | 3'-azidothymidine-5'-(phenylmethoxyalanyl)phosphate; L-Alanine, N-(3'-azido-3'-deoxy-P-phenyl-5'-thymidylyl)-, methyl ester; Thymidine, 3'-azido-3'-deoxy-5'-O-[[[(1S)-2-methoxy-1-methyl-2-oxoethyl]amino]phenoxyphosphinyl]-; Methyl (2S)-2-{[{[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl)tetrahydro-2-furanyl]methoxy}(phenoxy)phosphoryl]amino}propanoate |
| IUPAC Name | methyl (2S)-2-[[[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-phenoxyphosphoryl]amino]propanoate |
| Molecular Weight | 508.42 |
| Molecular Formula | C20H25N6O8P |
| Canonical SMILES | CC1=CN(C(=O)NC1=O)C2CC(C(O2)COP(=O)(NC(C)C(=O)OC)OC3=CC=CC=C3)N=[N+]=[N-] |
| InChI | InChI=1S/C20H25N6O8P/c1-12-10-26(20(29)22-18(12)27)17-9-15(23-25-21)16(33-17)11-32-35(30,24-13(2)19(28)31-3)34-14-7-5-4-6-8-14/h4-8,10,13,15-17H,9,11H2,1-3H3,(H,24,30)(H,22,27,29)/t13-,15-,16+,17+,35?/m0/s1 |
| InChIKey | CNUMCGXPKWOQFJ-FBXIHYFWSA-N |
| Purity | ≥95% |
| Solubility | Soluble in DMSO |
| Appearance | Solid Powder |
| Storage | Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years) |
| Complexity | 948 |
| Exact Mass | 508.14700 |
| In Vitro | Azt-pmap showed anti-HIV-1 activity in C8166 and JM cells of 0.08 and 0.32 μM at EC50s, respectively. Azt-pmap is toxic to both C8166 cells with TC50s and JM cells with 500 μM. Azt-pmap inhibits viral replication. |
| PSA | 197.51000 |
| Target | HIV-1 |
| XLogP3-AA | 1.9 |
