CAS 76530-44-4

Azamulin

Description:

Azamulin is a synthetic compound classified as a potent inhibitor of cytochrome P450 enzymes, particularly CYP3A4, which plays a crucial role in drug metabolism. It is primarily used in pharmacological research to study drug interactions and metabolic pathways. Azamulin exhibits a complex structure that includes a fused bicyclic system, contributing to its biological activity. The compound is known for its ability to modulate the metabolism of various drugs, making it significant in the field of toxicology and pharmacokinetics. In addition to its role as an enzyme inhibitor, Azamulin has been investigated for its potential therapeutic applications, although it is not widely used in clinical settings. Its solubility and stability in various solvents can vary, influencing its bioavailability and efficacy in experimental conditions. As with many chemical substances, safety data should be consulted to understand its handling and potential hazards in laboratory environments. Overall, Azamulin serves as an important tool in understanding drug metabolism and interactions within biological systems.

Formula: C₂₄H₃₈N₄O₄S

InChI: InChI=1/C24H38N4O4S/c1-6-22(4)11-16(32-17(30)12-33-21-26-20(25)27-28-21)23(5)13(2)7-9-24(14(3)19(22)31)10-8-15(29)18(23)24/h13-14,16,18-19,31H,6-12H2,1-5H3,(H3,25,26,27,28)/t13?,14-,16+,18-,19-,22+,23-,24-/m0/s1

InChI key: FMHQJXGMLMSMLC-WBUYAQKGSA-N

SMILES: CC[C@@]1(C[C@H]([C@@]2([C@@H](CC[C@@]3([C@H]2C(=O)CC3)[C@H]([C@@H]1O)C)C)C)OC(=O)CSC4=NNC(=N4)N)C

Synonyms:

• Azamulin [INN]
• ((5-Amino-s-triazol-3-yl)thio)acetic acid, 8-ester with (3aS,4R,5S,6R,8R,9R,9aR,10R)-6-ethyloctahydro-5,8-dihydroxy-4,6,9,10-tetramethyl-3a,9-propano-3aH-cyclopentacycloocten-1(4H)-one
• ((5-Amino-s-triazol-3-yl)thio)acetic acid, 8-ester with (3aS,4R,5S,6R,8R,9aR,10R)-6-ethyloctahydro-5,8-dihydroxy-4,6,9,10-tetramethyl-3a,9-propano-3aH-cyclopentacycloocten-1(4H)-one
• (3aS,4R,5S,6R,8R,9R,9aR,10R)-6-Ethyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propanocyclopentacycloocten-8-yl ((5-amino-1,2,4-triazol-3-yl)thio)acetat
• Azamulinum
• Unii-875Aq866X1
• (3aS,4R,5S,6R,8R,9R,9aR)-6-ethyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propanocyclopenta[8]annulen-8-yl [(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetate

Azamulin

CAS: 76530-44-4

Azamulin

Formula: C₂₄H₃₈N₄O₄S

Purity: 98%

Molecular weight: 478.65

Ref: 54-OR1224198

Azamulin

CAS: 76530-44-4

Formula: C₂₄H₃₈N₄O₄S

Color and Shape: White To Off-White Solid

Molecular weight: 478.65

Ref: 4Z-A-117001

Azamulin

CAS: 76530-44-4

Purity: 98%

Ref: IN-DA008Q06

Azamulin

Controlled Product

CAS: 76530-44-4

Formula: C₂₄H₃₈N₄O₄S

Color and Shape: Neat

Molecular weight: 478.65

Ref: TR-A801530

Azamulin

CAS: 76530-44-4

Azamulin is a semi-synthetic antibiotic belonging to the class of pleuromutilins, which is derived from natural fermentation products of the basidiomycete fungi genus Clitopilus. Its mode of action involves potent selective inhibition of cytochrome P450 3A4 enzymes. This enzyme family is essential for the oxidation of organic substances, and Azamulin's role as an inhibitor makes it valuable for studying drug metabolism and interactions in vitro.

Formula: C₂₄H₃₈N₄O₄S

Purity: Min. 95%

Color and Shape: Solid

Molecular weight: 478.65 g/mol

Ref: 3D-AA18059

Azamulin

CAS: 76530-44-4

Azamulin is a pleuromutilin derivative and a highly selective, mechanism-based inhibitor of cytochrome P450 3A isoforms. It exhibits potent inhibition of CYP3A4/5 with IC₅₀ values in the low micromolar range (0.03–0.24 µM), demonstrating over 100-fold selectivity compared to other P450 enzymes. This compound is extensively used as a chemical tool in human hepatocyte and liver microsome assays to quantitatively determine the contribution of CYP3A4/5 to the metabolic clearance of xenobiotics. Additionally, azamulin’s ability to form a stable inhibitory complex with CYP3A4 makes it ideal for structural biology studies investigating enzyme cooperativity and suicide substrate binding.

Formula: C₂₄H₃₈N₄O₄S

Molecular weight: 478.648

Ref: TM-T37183

Azamulin

CAS: 76530-44-4

Formula: C₂₄H₃₈N₄O₄S

Molecular weight: 478.65

Ref: ST-EA-CP-A244000