Basic information
- CAS
149950-60-7- Standard SMILES
CCOCn1c(Cc2ccccc2)c(C(C)C)c(=O)[nH]c1=O- InChIKey
MLILORUFDVLTSP-UHFFFAOYSA-N- Molecular formula
- C17H22N2O3
- Average molar mass
- 302.37 g/mol
- Monoisotopic mass
- 302.16304257
Overview
Emivirine is a pyrimidone that is uracil which is substituted at positions 1, 5 and 6 by ethoxymethyl, isopropyl, and benzyl groups, respectively. A non-nucleoside inhibitor of HIV-1 reverse transcriptase, emivirine was an unsuccessful experimental agent for the treatment of HIV. It has a role as an antiviral drug and a HIV-1 reverse transcriptase inhibitor. It is functionally related to a uracil.
Names & identifiers
- Preferred name
- Emivirine
- IUPAC
- 6-benzyl-1-(ethoxymethyl)-5-propan-2-ylpyrimidine-2,4-dione
- English name
- emivirine
- Molecular formula
- C17H22N2O3
- Molecular weight
- 302.37
Names & synonyms
Emivirine149950-60-7CoactinonMKC-4426-Benzyl-1-(ethoxymethyl)-5-isopropyluracilEmivirina1-(Ethoxymethyl)-5-(1-methylethyl)-6-(phenylmethyl)-2,4(1H,3H)-pyrimidinedioneX87G8IX72O6-benzyl-1-(ethoxymethyl)-5-(1-methylethyl)uracil2,4(1H,3H)-Pyrimidinedione, 1-(ethoxymethyl)-5-(1-methylethyl)-6-(phenylmethyl)-CHEBI:44143DTXSID80164437
Show more names
MKC 442DRG0302DRG 0302DRG-0302Emivirine（MKC-442）Emivirine, 10 mM in DMSO1-(Ethoxymethyl)-6-benzyl-5-isopropyluracil
6-benzyl-1-(ethoxymethyl)-5-(propan-2-yl)pyrimidine-2,4(1H,3H)-dione1-(ethoxymethyl)-5-(1-methylethyl)-6-(phenylmethyl)pyrimidine-2,4(1H,3H)-dione6-benzyl-1-ethoxymethyl-5-isopropyluracilemivirinumRefChem:590754DTXCID50869286-benzyl-1-(ethoxymethyl)-5-isopropyl-uracilI-EBU
Database identifiers
- CAS
149950-60-7
Properties
Computed structural properties
- XLogP
- 2.6
- Topological polar surface area
- 58.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 6
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 451
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
LogP2.35
Physicochemical properties
- Melting point
- 109.1 · 109.1-110.7 °C(Solv: ethanol (64-17-5); water (7732-18-5))
- Density
- 1.133 · 1.133±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- pka
- 9.46 · 9.46±0.40(Predicted)
- form
- Solid
- color
- White to off-white
- 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
- C1(=O)N(COCC)C(CC2=CC=CC=C2)=C(C(C)C)C(=O)N1
- FDA UNII
- 87 G8IX72O · X87G8IX72O
- Symbol(GHS)
- 7 · GHS07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationInhibitors of reverse transcriptase (RNA-DIRECTED DNA POLYMERASE), an enzyme that synthesizes DNA on an RNA template.
Applications
UsesTreatment of HIV-1 infections (non-nucleoside reverse transcriptase inhibitor).
UsesEmivirine can be used to treat disease cause by SARS-CoV-2
Suppliers30 total
北京华美互利生物化工010-56205725 · [email protected]
沈阳中申泽康生物医学技术研究有限公司024-88590548 18698872706 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
Nantong HI-FUTURE Biology Co., Ltd.+86-18051384581 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
欧利希（湖北）医药科技有限公司17316404525 17316404525 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
北京博奥森生物技术有限公司400-901-9800 18611424007 · [email protected]
NANJING YINGWEN BIOTECHNOLOGY CO LTD+8613382787392 · [email protected]
Related reactions
2 records
Compound notes
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