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Albaconazole

Product Name
Albaconazole
CAS No.
187949-02-6
Chemical Name
Albaconazole
Synonyms
W-0027;W 0027;UR-9825;Albaconazole;Albaconazole, UR-9825;7-Chloro-3-[(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)butan-2-yl]quinazolin-4-one;7-Chloro-3-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)quinazolin-4(3H)-one;7-Chloro-3-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-Methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-4(3H)-quinazolinone;4(3H)-Quinazolinone, 7-chloro-3-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-
CBNumber
CB51120025
Molecular Formula
C20H16ClF2N5O2
Formula Weight
431.82
MOL File
187949-02-6.mol
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Albaconazole Property

Melting point:
124-126°C
Boiling point:
658.9±65.0 °C(Predicted)
Density 
1.48±0.1 g/cm3(Predicted)
storage temp. 
-20°C Freezer
solubility 
Chloroform (Slightly), Methanol (Sparingly)
form 
Solid
pka
11?+-.0.29(Predicted)
color 
White to Pale Yellow
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
A511450
Product name
Albaconazole
Packaging
5mg
Price
$350
Updated
2021/12/16
TRC
Product number
A511450
Product name
Albaconazole
Packaging
10mg
Price
$670
Updated
2021/12/16
TRC
Product number
A511450
Product name
Albaconazole
Packaging
25mg
Price
$1455
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA17257
Product name
Albaconazole
Packaging
25mg
Price
$1875
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA17257
Product name
Albaconazole
Packaging
10mg
Price
$850
Updated
2021/12/16
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Albaconazole Chemical Properties,Usage,Production

Description

Albaconazole (UR-9825) is a new triazole with a potent, broad spectrum of antifungal activity, good pharmacokinetics, and excellent oral bioavailability. Its in vitro activity against Scedosporium prolificans and Paecilomyces distinguishes it from other new triazoles. Current information is largely based on limited in vitro and animal studies; the highest level clinical trial evidence comes from a phase II study on treatment of vulvovaginitis.

Chemical Properties

White to Off-White Solid

Uses

An antifungal agent as neuroprotectant.

Mechanism of action

Albaconazole has good in vitro activity against pathogenic yeasts , dermatophytes, and some filamentous fungi including S. prolificans and Aspergillus spp. and has been shown to be active in the treatment of systemic aspergillosis, candidiasis , S. prolificans infection, and cryptococcal meningitis in experimental animal models. Furthermore, it has potential in the treatment of Chagas’ disease (Trypanosoma cruzi infection). Albaconazole is produced and developed by J Uriach & Cia (Barcelona, Spain) and, in common with the other azoles, works by inhibition of ergosterol synthesis. It is obtained by a new enantioselective synthesis using Evan’s chiral auxillaries, and the substitution of a halogen radical at the 7-position of the quinazolinone ring produces the most potent products in vitro.

Pharmacokinetics

Data on bioavailability, drug distribution, excretion, drug interactions, and other pharmacodynamic and pharmacokinetic variables are limited. In a phase I study involving 72 healthy volunteers with varying dose levels of 5, 10, 20, 40, 80, 160, 240, 320, and 400 mg, albaconazole was rapidly absorbed, reaching Cmax values in 2–4 hours. The drug was widely distributed throughout body fluids and the apparent Vd/f was 5 l/kg. Its absorption rate (Cmax) and area under the curve were dose proportional for doses between 5 and 80 mg (half-life 30–56 hours), but nonlinear pharmacokinetics was seen in higher doses. The amount of binding to plasma proteins has not been described. CSF penetration of approximately 15% of serum level has been demonstrated in a rabbit model of cryptococcal meningitis with higher doses.

Toxicology

There are currently only limited toxicity data available. In a phase I study, single doses of up to 400 mg of albaconazole were very well tolerated in volunteers, and no serious adverse events were reported. No significant clinical trends in safety parameters were noted. No adverse events were observed in 50 trial patients taking a single dose of between 10 and 320 mg of albaconazole. Albaconazole was also well tolerated in animal studies, including rats, dog models for T. cruzi (1.5 mg/kg/day) (Guedes et al., 2004), and rabbit models for scedosporiosis (15–50 mg/ kg/day). However, in the T. cruzi model, one in four dogs suffered weight loss and gastrointestinal disturbance after 120 days when treated for longer (150 days).

Albaconazole Preparation Products And Raw materials

Raw materials

Preparation Products

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Albaconazole Suppliers

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187949-02-6, AlbaconazoleRelated Search:


  • Albaconazole
  • UR-9825
  • 7-Chloro-3-[(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)butan-2-yl]quinazolin-4-one
  • 7-Chloro-3-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-Methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-4(3H)-quinazolinone
  • Albaconazole, UR-9825
  • 7-Chloro-3-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)quinazolin-4(3H)-one
  • W 0027
  • W-0027
  • 4(3H)-Quinazolinone, 7-chloro-3-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-
  • 187949-02-6
  • C20H16ClF2N5O2
  • Aromatics
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals