CAS 205754-33-2

8-Hydroxyefavirenz

Description:

8-Hydroxyefavirenz is a chemical compound that is a derivative of efavirenz, an antiretroviral medication used primarily in the treatment of HIV. This compound is characterized by the presence of a hydroxyl group (-OH) at the 8-position of the efavirenz structure, which influences its pharmacological properties and metabolic pathways. It is known to exhibit different biological activities compared to its parent compound, including potential effects on the central nervous system and alterations in the drug's efficacy and safety profile. The molecular structure of 8-Hydroxyefavirenz contributes to its solubility and stability, which are important for its therapeutic applications. Additionally, it is subject to metabolic processes in the liver, where it may be further transformed into other metabolites. Understanding the characteristics of 8-Hydroxyefavirenz is crucial for optimizing HIV treatment regimens and managing potential side effects associated with efavirenz therapy. As with any pharmaceutical compound, ongoing research is essential to fully elucidate its pharmacokinetics and pharmacodynamics.

Formula: C₁₄H₅D₄ClF₃NO₃

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

InChI key: InChIKey=OOVOMPCQLMFEDT-ZDUSSCGKSA-N

SMILES: C(#CC1CC1)[C@@]2(C(F)(F)F)C=3C(NC(=O)O2)=C(O)C=C(Cl)C3

Synonyms:

• (4S)-6-Chloro-4-(2-cyclopropylethynyl)-1,4-dihydro-8-hydroxy-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one
• (4S)-6-Chloro-4-(2-cyclopropylethynyl)-8-hydroxy-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one
• 2H-3,1-Benzoxazin-2-one, 6-chloro-4-(cyclopropylethynyl)-1,4-dihydro-8-hydroxy-4-(trifluoromethyl)-, (4S)-
• 2H-3,1-Benzoxazin-2-one,6-chloro-4-(cyclopropylethynyl)-1,4-dihydro-8-hydroxy-4-(trifluoromethyl)-,(4S)- (9CI)
• 8-Hydroxyefavirenz
• 2H-3,1-Benzoxazin-2-one, 6-chloro-4-(2-cyclopropylethynyl)-1,4-dihydro-8-hydroxy-4-(trifluoromethyl)-, (4S)-
• RAC 8-HYDROXY EFAVIRENZ
• 6-Chloro-4-(cyclopropyl-d4-ethynyl)-1,4-dihydro-8-hydroxy-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one

(S)-6-Chloro-4-(cyclopropylethynyl)-8-hydroxy-4-(trifluoromethyl)-1,4-dihydro-2H-benzo[d][1,3]oxazin-2-one

CAS: 205754-33-2

(S)-6-Chloro-4-(cyclopropylethynyl)-8-hydroxy-4-(trifluoromethyl)-1,4-dihydro-2H-benzo[d][1,3]oxazin-2-one

Purity: 98%

Molecular weight: 331.68g/mol

Ref: 54-PC1005786

8-Hydroxy Efavirenz

CAS: 205754-33-2

Formula: C₁₄H₉ClF₃NO₃

Color and Shape: Pale Brown Solid

Molecular weight: 331.68

Ref: 4Z-E-078

8-hydroxy Efavirenz

CAS: 205754-33-2

8-hydroxy Efavirenz, a main efavirenz metabolite by CYP2B6, causes apoptosis in rat neurons at 0.01 μM.

Formula: C₁₄H₉ClF₃NO₃

Color and Shape: Solid

Molecular weight: 331.68

Ref: TM-T37162

8-Hydroxy Efavirenz (~90%)

Controlled Product

CAS: 205754-33-2

Applications 8-Hydroxy Efavirenz is a metabolite of Efavirenz (E425000), a nonnucleoside HIV-1 reverse transcriptase inhibitor.
References Gorski, J., et al.: Biochem. Pharmacol., 47, 1643 (1994), Desta, Z., et al.: J. Pharmacol. Exp. Ther., 285, 428 (1998), Langmann, P., et al.: Eur. J. Med. Res., 7, 309(2002), Chang, T., et al.: Drug Metab. Dispos., 31, 7 (2003),

Formula: C₁₄H₉ClF₃NO₃

Purity: ~90%

Color and Shape: Neat

Molecular weight: 331.67

Ref: TR-H941830

8-Hydroxy efavirenz

CAS: 205754-33-2

8-Hydroxy efavirenz is a drug that inhibits the human cytochrome P450 (CYP) 3A4 enzyme and is a substrate for the human glucuronidation pathway. 8-Hydroxyrate efavirenz has been shown to inhibit the CYP3A4 enzyme by binding to the heme moiety of the cytochrome P450. This binding reduces or eliminates its ability to metabolize other drugs, which may lead to drug interactions. The active form of 8-hydroxyefavirenz is primarily eliminated through glucuronidation by UDP-glucuronosyltransferases in the liver.

Formula: C₁₄H₉ClF₃NO₃

Purity: Min. 95%

Molecular weight: 331.67 g/mol

Ref: 3D-FIA75433