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Ravuconazole

Product Name
Ravuconazole
CAS No.
182760-06-1
Chemical Name
Ravuconazole
Synonyms
Rcz;Er-30346;Aids057176;Bms-207147;The health;Bms-207,147;Aids-057176;Rafconazole;Ravuconazole;Levaconazole
CBNumber
CB41257944
Molecular Formula
C22H17F2N5OS
Formula Weight
437.47
MOL File
182760-06-1.mol
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Ravuconazole Property

Melting point:
64-66°C
alpha 
D24 -29.1° (c = 1.03 in methanol)
Boiling point:
674.9±65.0 °C(Predicted)
Density 
1.38±0.1 g/cm3(Predicted)
storage temp. 
-20°C Freezer
solubility 
DMF: 25 mg/ml; DMF:PBS (pH 7.2) (1:4): 0.25 mg/ml; DMSO: 20 mg/ml; Ethanol: 5 mg/ml
form 
A crystalline solid
pka
11.62±0.29(Predicted)
color 
Off-white to yellow
optical activity
[α]/D -27 to -33°, c =1 in methanol
InChI
InChI=1S/C22H17F2N5OS/c1-14(21-28-20(10-31-21)16-4-2-15(9-25)3-5-16)22(30,11-29-13-26-12-27-29)18-7-6-17(23)8-19(18)24/h2-8,10,12-14,30H,11H2,1H3/t14-,22+/m0/s1
InChIKey
OPAHEYNNJWPQPX-RCDICMHDSA-N
SMILES
C(#N)C1=CC=C(C2=CSC([C@H](C)[C@](C3=CC=C(F)C=C3F)(O)CN3C=NC=N3)=N2)C=C1
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Safety

WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
Hazard Classifications
Eye Irrit. 2
Skin Irrit. 2
STOT SE 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

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

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

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1216
Product name
Ravuconazole
Purity
≥97% (NMR)
Packaging
5mg
Price
$136
Updated
2025/07/31
Sigma-Aldrich
Product number
SML1216
Product name
Ravuconazole
Purity
≥97% (NMR)
Packaging
25MG
Price
$535
Updated
2025/07/31
Cayman Chemical
Product number
18750
Product name
Ravuconazole
Purity
≥98%
Packaging
1mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
18750
Product name
Ravuconazole
Purity
≥98%
Packaging
5mg
Price
$109
Updated
2024/03/01
Cayman Chemical
Product number
18750
Product name
Ravuconazole
Purity
≥98%
Packaging
10mg
Price
$193
Updated
2024/03/01
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Ravuconazole Chemical Properties,Usage,Production

Description

Ravuconazole is an orally available triazole fungicide that potently inhibits the growth of a wide range of fungi (MICs range from 25 to 780 ng/ml). Like other azoles, ravuconazole inhibits cytochrome P450 (CYP) isoforms that are involved in ergosterol biosynthesis, interfering with the generation of the fungal and protozoan cell membranes. Ravuconazole specifically inhibits sterol 14α-demethylase (CYP51). As this enzyme is also important in the development of trypanosomes, ravuconazole is effective against T. cruzi infections in animal models of Chagas disease.

Chemical Properties

Off-White Solid

Uses

Ergosterol biosynthesis inhibitor. Antifungal.

Definition

ChEBI: Ravuconazole is a member of the class of triazoles that is 1-butyl-1H-1,2,4-triazole in which the butyl group is substituted at positions 2, 2, and 3 by hydroxy, 2,4-difluorophenyl, and 4-(p-cyanophenyl)-1,3-thiazol-2-yl groups, respectively (the R,R stereoisomer). It exhibits antifungal activity by inhibition of 14alpha demethylase, an enzyme involved in sterol synthesis, resulting in lysis of the fungal cell wall and fungal cell death. (NCIO4) It has a role as an ergosterol biosynthesis inhibitor, an antifungal drug, an EC 1.14.14.154 (sterol 14alpha-demethylase) inhibitor and an antileishmanial agent. It is a member of triazoles, a member of fluorobenzenes, a tertiary alcohol, a member of 1,3-thiazoles and a nitrile.

in vivo

The maximum concentration of ravuconazole in plasma and the area under the concentration-time curve for ravuconazoleshow good linearity over a range of doses from 2 to 40 mg/kg of body weight. Ravuconazole at a dose of 2.5 mg/kg delays mortality significantly compared with the control treatment.Ravuconazole also shows a substantial therapeutic effect against systemic cryptococcosis[1]. Ravuconazole reduces the numbers of CFU in the lungs significantly compared with the numbers of CFU in the lungs of the controls. In an experimental model of oral candidiasis in rats, ravuconazole reduces the numbers of CFU in oral swabs significantly compared with the numbers of CFU in oral swabs from the controls and is more effective than itraconazole and as effective as fluconazole.[3].

References

[1] K HATA. In vitro and in vivo antifungal activities of ER-30346, a novel oral triazole with a broad antifungal spectrum.[J]. Antimicrobial Agents and Chemotherapy, 1996, 40 10: 2237-2242. DOI: 10.1128/aac.40.10.2237
[2] K HATA. Efficacy of ER-30346, a novel oral triazole antifungal agent, in experimental models of aspergillosis, candidiasis, and cryptococcosis.[J]. Antimicrobial Agents and Chemotherapy, 1996, 40 10: 2243-2247. DOI: 10.1128/aac.40.10.2243
[3] A J CARRILLO-MU?OZ. Antifungal agents: mode of action in yeast cells.[J]. Revista Espanola De Quimioterapia, 2006, 19 2: 130-139.
[4] JULIO A URBINA . In vitro and in vivo activities of ravuconazole on Trypanosoma cruzi, the causative agent of Chagas disease[J]. International Journal of Antimicrobial Agents, 2003, 21 1: Pages 27-38. DOI: 10.1016/s0924-8579(02)00273-x
[5] LEPESHEVA G I. Design or screening of drugs for the treatment of Chagas disease: what shows the most promise?[J]. Expert Opinion on Drug Discovery, 2013, 8 12: 1479-1489. DOI: 10.1517/17460441.2013.845554

Ravuconazole Preparation Products And Raw materials

Raw materials

Preparation Products

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Ravuconazole Suppliers

Shanghai eliv pharmaceutical Co.,Ltd.
Tel
021-50158063
Fax
021-6153 1846
Email
sales@elivpharma.com
Country
China
ProdList
477
Advantage
58
GUANGZHOU AANPHARM TECHNOLOGY CO.,LTD
Tel
020-86211473 13925088720
Email
linda@aanpharm.com
Country
China
ProdList
2950
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
Advantage
55
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Suzhou Zehou Biotechnology Co. , Ltd.
Tel
0512-68716880 19984816880
Fax
18075373931
Email
sales@growingchem.com
Country
China
ProdList
214
Advantage
64
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
Jinan Mingya Medical Technology Co., Ltd.
Tel
0531-85828981
Fax
+86-531-85806006
Email
864598798@qq.com
Country
China
ProdList
588
Advantage
58
Taizhou Tongxin Bio-Tech Co., Ltd
Tel
0523-86818997 18652728585
Email
sales@allyrise.com
Country
China
ProdList
2989
Advantage
60
Bide Pharmatech Ltd.
Tel
400-400-164-7117 18317119277
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
40000
Advantage
60
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View Lastest Price from Ravuconazole manufacturers

Qiuxian Baitai New Material Co., LTD
Product
4-[2-[(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)b utan-2-yl]-1,3-thiazol-4-yl]benzonitrile 182760-06-1
Price
US $110.00/KG
Min. Order
100g
Purity
99.99%
Supply Ability
5ton/Month
Release date
2021-11-26
Career Henan Chemical Co
Product
4-[2-[(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)b utan-2-yl]-1,3-thiazol-4-yl]benzonitrile 182760-06-1
Price
US $1.00/g
Min. Order
1g
Purity
≥98%
Supply Ability
g/kg/Ton
Release date
2019-12-25

182760-06-1, RavuconazoleRelated Search:


  • Aids057176
  • 4-[2-[(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)b utan-2-yl]-1,3-thiazol-4-yl]benzonitrile
  • [R-(R*,R*)]-4-{2-[2-(2,4-Difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)-propyl]-4-thiazolyl}-benzonitrile
  • Aids-057176
  • Benzonitrile, 4-[2-[(1R,2R)-2-(2,4-difluro-phenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-4-thiazolyl]-
  • Bms-207,147
  • Bms-207147
  • Er-30346
  • Rcz
  • Benzonitrile, 4-[2-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-4-thiazolyl]-
  • Ravuconazole, BMS-207147
  • BMS-207147/Ravuconazole
  • 4-(2-((2R,3R)-3-(2,4-Difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)thiazol-4-yl)benzonitrile
  • The health
  • Ravuconazole
  • inhibit,ER30346,BMS207147,Ravuconazole,BMS 207147,Fungal,ER 30346,Inhibitor
  • Levaconazole
  • Rafconazole
  • Ravuconazole Impurity 1
  • Ravuconazole, 10 mM in DMSO
  • 182760-06-1
  • C22H17F2N5OS
  • Aromatics
  • Chiral Reagents
  • Heterocycles
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals