ChemicalBook > CAS DataBase List > Azamulin

Azamulin

Product Name
Azamulin
CAS No.
76530-44-4
Chemical Name
Azamulin
Synonyms
Azamulin; SA 85530b;TMD 85-530, SA 85530b;Antibiotic TDM 85-530;14-O-(5-(2-Amino1,3,4-triazolyl)thioacetyl)dihydromutilin;[(5-Amino-1H-1,2,4-triazol-3-yl)thio]acetic acid (3aS,4R,5S,6R,8R,9R,9aR,10R)-6-ethyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester;Acetic acid, 2-[(3-amino-1H-1,2,4-triazol-5-yl)thio]-, (3aS,4R,5S,6R,8R,9R,9aR,10R)-6-ethyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester
CBNumber
CB51176138
Molecular Formula
C24H38N4O4S
Formula Weight
478.65
MOL File
76530-44-4.mol
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Azamulin Property

Melting point:
128-130°C
Boiling point:
659.4±65.0 °C(Predicted)
Density 
1.27±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO: soluble10mg/mL (clear solution)
form 
powder
pka
9.56±0.40(Predicted)
color 
white to beige
Stability:
Store at -2℃.
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0485
Product name
Azamulin
Purity
≥98% (HPLC)
Packaging
5mg
Price
$201
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0485
Product name
Azamulin
Purity
≥98% (HPLC)
Packaging
25mg
Price
$774
Updated
2024/03/01
Cayman Chemical
Product number
18748
Product name
Azamulin
Purity
≥98%
Packaging
500μg
Price
$45
Updated
2024/03/01
Cayman Chemical
Product number
18748
Product name
Azamulin
Purity
≥98%
Packaging
1mg
Price
$73
Updated
2024/03/01
Cayman Chemical
Product number
18748
Product name
Azamulin
Purity
≥98%
Packaging
5mg
Price
$180
Updated
2024/03/01
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Azamulin Chemical Properties,Usage,Production

Description

Azamulin is a selective, irreversible inhibitor of cytochrome P450 (CYP) 3A isoforms (IC50 values range from 26 to 240 nM for CYP3A4 and CYP3A4/5 from different sources). It is at least 50-fold less potent against CYP2J2 and 100-fold less effective against all other CYP isoforms. Azamulin potently blocks the hydroxylation of testosterone and midazolam by CYP3A4.

Chemical Properties

White Solid

Uses

Azamulin is a semi-synthetic pleuromutilin prepared by sequential reaction of dihydropleuromutilin tosylate with 2-amino-1,2,4-triazole-5-thiol. While azamulin is a broad spectrum antibiotic in the pleuromutilin class, this aspect of its bioprofile has received little attention. In fact, the triazole substituent added to nominally improve the drugs bioavailability, imparted an unusual selectivity for the inhibition of specific cytochrome P450 mixed function oxidase sub-types, important for understanding the manner in which the body metabolises drugs or xenobiotics.

Uses

It is a highly selective human CYP3A4 inhibitor. A mutilin derivative

Uses

Azamulin has been used as a selective CYP3A4 inhibitor to pretreat primary hepatocyte cells and in prostate cancer cell lines LNCaP and MDAPCa2b.

General Description

Azamulin isolated from fungus Pleurotus mutilis is a diterpene antibiotic. It is related to pleuromutilin being its synthetic azole derivative.

Biochem/physiol Actions

Azamulin is a derivative of the antibiotic pleuromutilin. The compound is a very specific inhibitor of the CYP3A family (IC50 = 0.03-0.24 μM). Azamulin is 15 and 13 fold more active against CYP3A4 compared to CYP3A5 or CYP3A7, respectively, and is at least 100 fold selective over other CYP isoforms, with the exception of CYP2J2 (approximately 50-fold).

Azamulin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Azamulin manufacturers

Career Henan Chemical Co
Product
Azamulin 76530-44-4
Price
US $1.00/g
Min. Order
1g
Purity
≥98%
Supply Ability
g/kg/Ton
Release date
2019-12-25

76530-44-4, AzamulinRelated Search:


  • SA 85530b
  • 14-O-(5-(2-Amino1,3,4-triazolyl)thioacetyl)dihydromutilin
  • Antibiotic TDM 85-530
  • Azamulin
  • [(5-Amino-1H-1,2,4-triazol-3-yl)thio]acetic acid (3aS,4R,5S,6R,8R,9R,9aR,10R)-6-ethyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester
  • TMD 85-530, SA 85530b
  • Acetic acid, 2-[(3-amino-1H-1,2,4-triazol-5-yl)thio]-, (3aS,4R,5S,6R,8R,9R,9aR,10R)-6-ethyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester
  • 76530-44-4
  • C24H38N4O4S
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • All Inhibitors