8-Hydroxyefavirenz
8-HydroxyEfavirenz · Rac 8-hydroxy efavirenz · 8-hydroxy Efavirenz (Standard) · 8-Hydroxyefavirenz/205754-33-2 · Efavirenz Impurity 11(8-Hydroxy Efavirenz) · (4S)-6-chloro-4-(2-cyclopropylethynyl)-8-hydroxy-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one · 6-Chloro-4-(cyclopropyl-d4-ethynyl)-1,4-dihydro-8-hydroxy-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one · 2H-3,1-Benzoxazin-2-one,6-chloro-4-(cyclopropylethynyl)-1,4-dihydro-8-hydroxy-4-(trifluoromethyl)-, (4S)-
식별자 및 물리적 특성
| CAS No. | 205754-33-2 |
|---|---|
| 분자식 | C14H9ClF3NO3 |
| 평균 분자량 | 331.67 g/mol |
| 단동위원소 질량 | 331.0223053 g/mol |
| SMILES | O=C1Nc2c(O)cc(Cl)cc2[C@@](C#CC2CC2)(C(F)(F)F)O1 |
| InChIKey | OOVOMPCQLMFEDT-ZDUSSCGKSA-N |
| PubChem CID | 487643 |
| ChEMBL | CHEMBL1309 |
| DTXSID | DTXSID50942769 |
화학 및 물리적 성질
| XLogP | 3.7 |
|---|---|
| 극성 표면적 | 58.6 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 6 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 22 |
| 형식 전하 | 0 |
| 복잡도 | 551 |
| 의약품 | Pharmaceuticals -> Metabolite of Efavirenz |
| 녹는점 | 144-154°C |
| 끓는 점 | 373.6±42.0 °C(Predicted) |
| 밀도 | 1+-.0.1 g/cm3(Predicted) |
| 저장 조건 | Store at -20°C |
| 용해도 | Acetonitrile: solubleDMSO: solubleMethanol: soluble |
| 물리적 상태 | 고체 |
| pKa(산도 계수) | 7.18±0.40(Predicted) |
| 색상 | White to off-white |
| InChI | InChI=1S/C14H9ClF3NO3/c15-8-5-9-11(10(20)6-8)19-12(21)22-13(9,14(16,17)18)4-3-7-1-2-7/h5-7,20H,1-2H2,(H,19,21)/t13-/m0/s1 |
| InChIKey | OOVOMPCQLMFEDT-ZDUSSCGKSA-N |
| SMILES | N1C2=C(O)C=C(Cl)C=C2[C@@](C#CC2CC2)(C(F)(F)F)OC1=O |
화학적 성질
Off-White Solid
용도
개요
8-hydroxy Efavirenz is a major oxidative metabolite of the non-nucleoside reverse transcriptase inhibitor efavirenz . 8-hydroxy Efavirenz is formed when efavirenz is metabolized by the cytochrome P450 (CYP) isoform CYP2B6. It induces apoptosis in rat primary hippocampal neurons and loss of dendritic spines in rat primary hippocampal neuronal cultures when used at a concentration of 0.01 μM.
용도
A labellebed metabolite of Efavirenz, a nonnucleoside HIV-1 reverse transcriptase inhibitor