For research use only. Not for therapeutic Use.
Emivirine（Cat No.:M102476）is a non-nucleoside reverse transcriptase inhibitor (NNRTI) developed for the treatment of HIV-1 infections. It binds directly to reverse transcriptase, causing conformational changes that block viral RNA-dependent DNA polymerase activity, thereby inhibiting viral replication. Emivirine exhibits potent antiviral activity with a favorable resistance profile and low toxicity, making it a valuable compound in antiretroviral research. Although not widely used clinically, Emivirine remains significant for studying NNRTI mechanisms, resistance pathways, and the development of novel therapies to manage HIV infections effectively.
| Catalog Number | M102476 |
| CAS Number | 149950-60-7 |
| Molecular Formula | C17H22N2O3 |
| Purity | ≥95% |
| Target | HIV |
| Storage | Store at -20°C |
| IUPAC Name | 6-benzyl-1-(ethoxymethyl)-5-propan-2-ylpyrimidine-2,4-dione |
| InChI | InChI=1S/C17H22N2O3/c1-4-22-11-19-14(10-13-8-6-5-7-9-13)15(12(2)3)16(20)18-17(19)21/h5-9,12H,4,10-11H2,1-3H3,(H,18,20,21) |
| InChIKey | MLILORUFDVLTSP-UHFFFAOYSA-N |
| SMILES | CCOCN1C(=C(C(=O)NC1=O)C(C)C)CC2=CC=CC=C2 |
| Reference | </br>1:Synthesis and Antiviral Evaluation of 1-[(2-Phenoxyethyl)oxymethyl] and 6-(3,5-Dimethoxybenzyl) Analogues of HIV Drugs Emivirine and TNK-651. El-Brollosy NR, Loddo R.Drug Res (Stuttg). 2016 Apr;66(4):181-8. doi: 10.1055/s-0035-1559683. Epub 2015 Aug 27. PMID: 26313923 </br>2:Synthesis and antiviral evaluation of 6-(trifluoromethylbenzyl) and 6-(fluorobenzyl) analogues of HIV drugs emivirine and GCA-186. El-Brollosy NR, Sørensen ER, Pedersen EB, Sanna G, La Colla P, Loddo R.Arch Pharm (Weinheim). 2008 Jan;341(1):9-19. PMID: 18161905 </br>3:Chemo- and regioselective functionalization of uracil derivatives. Applications to the synthesis of oxypurinol and emivirine. Boudet N, Knochel P.Org Lett. 2006 Aug 17;8(17):3737-40. PMID: 16898805 </br>4:Synthesis and evaluation of double-prodrugs against HIV. Conjugation of D4T with 6-benzyl-1-(ethoxymethyl)-5-isopropyluracil (MKC-442, emivirine)-type reverse transcriptase inhibitors via the SATE prodrug approach. Petersen L, Jørgensen PT, Nielsen C, Hansen TH, Nielsen J, Pedersen EB.J Med Chem. 2005 Feb 24;48(4):1211-20. PMID: 15715487 </br>5:Synthesis of furoannelated analogues of Emivirine (MKC-442). Wamberg M, Pedersen EB, Nielsen C.Arch Pharm (Weinheim). 2004 Mar;337(3):148-51. PMID: 15038059 </br>6:Synthesis of 6-arylvinyl analogues of the HIV drugs SJ-3366 and Emivirine. Wamberg M, Pedersen EB, El-Brollosy NR, Nielsen C.Bioorg Med Chem. 2004 Mar 1;12(5):1141-9. PMID: 14980626 </br>7:Multiple pathways in the synthesis of new annelated analogues of 6-benzyl-1-(ethoxymethyl)-5-isopropyluracil (emivirine). Therkelsen FD, Hansen AL, Pedersen EB, Nielsen C.Org Biomol Chem. 2003 Aug 21;1(16):2908-18. PMID: 12968341 </br>8:Three-drug combinations of emivirine and nucleoside reverse transcriptase inhibitors in vitro: long-term culture of HIV-1-infected cells and breakthrough viruses. Nitanda T, Wang X, Somekawa K, Yuasa S, Baba M.Antivir Chem Chemother. 2001 May;12(3):161-7. PMID: 12959324 </br>9:Synthesis of novel N-1 (allyloxymethyl) analogues of 6-benzyl-1-(ethoxymethyl)-5-isopropyluracil (MKC-442, emivirine) with improved activity against HIV-1 and its mutants. El-Brollosy NR, Jørgensen PT, Dahan B, Boel AM, Pedersen EB, Nielsen C.J Med Chem. 2002 Dec 19;45(26):5721-6. PMID: 12477355 </br>10:Emivirine: an NRTI that functions as an NNRTI. Cheonis N.BETA. 1999;12(4):7-8. PMID: 11367264 |
