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Isavuconazole

Isavuconazole Structure
Isavuconazole structure
CAS No.
241479-67-4
Chemical Name:
Isavuconazole
Synonyms
Isavuconazonium;4-[2-[(2R,3R)-3-(2,5-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)butan-2-yl]-1,3-thiazol-4-yl]benzonitrile;4-[2-[(1R,2R)-2-(2,5-Difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-4-thiazolyl]benzonitrile;4-(2-((2R,3R)-3-(2,5-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)thiazol-4-yl)benzonitrile;Isaconazole;BAL 4815;RO 0094815;Isavucozole;Esaconazole;Escaconazole
CBNumber:
CB32498813
Molecular Formula:
C22H17F2N5OS
Molecular Weight:
437.47
MDL Number:
MOL File:
241479-67-4.mol
MSDS File:
SDS
Last updated:2024-11-19 23:02:33
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Isavuconazole Properties

Melting point 89 - 91oC
Boiling point 678.0±65.0 °C(Predicted)
Density 1.38
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka 11.42±0.29(Predicted)
color Off-White to Beige
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)18-8-17(23)6-7-19(18)24/h2-8,10,12-14,30H,11H2,1H3/t14-,22+/m0/s1
InChIKey DDFOUSQFMYRUQK-RCDICMHDSA-N
SMILES C(#N)C1=CC=C(C2=CSC([C@H](C)[C@](C3=CC(F)=CC=C3F)(O)CN3C=NC=N3)=N2)C=C1
FDA UNII 60UTO373KE
NCI Drug Dictionary isavuconazole
ATC code J02AC05

Pharmacokinetic data

Protein binding >99%
Excreted unchanged in urine <1%
Volume of distribution 450 Litres
Biological half-life 2-4 (as isavuconazole); 80-130 (as isavuconazonium) / Unchanged

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Warning
Hazard statements  H361fd
Precautionary statements  P201-P202-P280-P308+P313-P405-P501

Isavuconazole price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML2357 Isavuconazole ≥98% (HPLC) 241479-67-4 5MG $94.2 2024-03-01 Buy
Sigma-Aldrich SML2357 Isavuconazole ≥98% (HPLC) 241479-67-4 25MG $381 2024-03-01 Buy
Cayman Chemical 26211 Isavuconazole 241479-67-4 5mg $111 2024-03-01 Buy
Cayman Chemical 26211 Isavuconazole 241479-67-4 100mg $765 2024-03-01 Buy
Cayman Chemical 26211 Isavuconazole 241479-67-4 10mg $177 2024-03-01 Buy
Product number Packaging Price Buy
SML2357 5MG $94.2 Buy
SML2357 25MG $381 Buy
26211 5mg $111 Buy
26211 100mg $765 Buy
26211 10mg $177 Buy

Isavuconazole Chemical Properties,Uses,Production

Description

Isavuconazonium, the water-soluble pro-drug of isavuconazole, is developed by Basilea Pharmaceutica. Isavuconazole, like other azoles, inhibits ergosterol synthesis and is a water-soluble compound with both oral and intravenous formulations. It has excellent bioavailability and a long elimination half-life, allowing for once-weekly dosing. It is the only broad-spectrum water-soluble triazole available.

Uses

Isavuconazole is a new triazole currently undergoing phase III clinical trials. This compound has shown in vitro activity against a large number of clinical important yeasts and molds including Aspergillus spp., Fusarium spp., Scedosporium spp., Candida spp., the Zygomycetes and Cryptococcus spp.

Definition

ChEBI: Isavuconazole is a 1,3-thiazole that is butan-2-ol which is substituted at positions 1, 2, and 3 by 1,2,4-triazol-1-yl, 2,5-difluorophenyl, and 4-(p-cyanophenyl)-1,3-thiazol-2-yl groups, respectively. It is an antifungal drug used for the treatment of invasive aspergillosis and invasive mucormycosis. It has a role as an ergosterol biosynthesis inhibitor, an EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor and an orphan drug. It is a member of 1,3-thiazoles, a nitrile, a difluorobenzene, a tertiary alcohol, a triazole antifungal drug and a conazole antifungal drug.

Antimicrobial activity

Isavuconazole is a new broad-spectrum triazole with activity against Candida, Cryptococcus, Aspergillus, Zygomycetes, Rhizopus, and Rhizomucor spp. and dimorphic fungi including Histoplasma capsulatum and Blastomyces dermatitidis and a range of dermatophytes. In animal models, isavuconazole is highly effective against systemic candidiasis and disseminated Aspergillus fumigatus and flavus infections.

Biochem/physiol Actions

Maximum plasma concentrations of BAL 4815 are observed 1.5–3 hours after oral doses or at the end of the 1-hour intravenous infusion. Mean elimination half-lives are remarkably long more than 50 and 70 hours after oral and intravenous doses, respectively, allowing for once-daily (or less frequent) dosing. The volume of distribution is large and systemic clearance low. The protein binding is 98%. Escalation in multiple dosing regimens results in a proportional increase in maximum plasma drug concentration.

Clinical Use

Three regimens of isavuconazonium (BAL 8557) – single 200 mg dose followed by 50 mg daily, single 400 mg followed by 100 mg daily and single 400 mg followed by 400 mg weekly –were demonstrated to be as efficacious as fluconazole in a phase II study conducted on patients with uncomplicated esophageal candidiasis. The results of a phase II open-label dose-escalating trial of intravenous isavuconazonium as prophylaxis in AML (NCT00413439) are pending (NIH, 2008). Two phase III randomized double-blind studies to evaluate the safety and efficacy of isavuconazole are currently under way, versus caspofungin followed by voriconazole in the treatment of candidaemia and invasive candidiasis and versus voriconazole in primary treatment of invasive filamentous fungal infection . A phase III open-label study using isavuconazole in patients with aspergillosis and renal impairment and those with rare fungi is being planned NCT00634049.

Toxicology

In animals, isavuconazole has revealed no mutagenic, allergenic, phototoxic, or irritant potential. In 15 healthy volunteers, single doses of isavuconazole (up to 200 mg) were well tolerated, and no severe or serious adverse events occurred. In a multiple-dose pharmacokinetic study, 24 healthy males received isavuconazole for 21 days of oral or 14 days of intravenous dosing. The most frequent adverse events were headache, nasopharyngitis, and rhinitis, and all were mild or moderate; however one subject on oral high-dose BAL 8557 had mild transient abnormal liver function on day 14 of therapy, which resolved despite continuing the drug. No clinically relevant changes in vital signs or electrocardiogram were observed. In a double-blind randomized phase II trial for the treatment of esophageal candidiasis, BAL 8557 was safe and well tolerated, with an adverse event profile similar to that of fluconazole, the comparator drug.

Drug interactions

Rifampicin, a potent CYP3A4 inducer, decreases the Cmax and AUC of isavuconazole . Ketoconazole increases exposure to isavuconazole. Neither ciclosporin nor warfarin is affected by isavuconazole co-administration. Isavuconazole increases tacrolimus levels.

Mode of action

Isavuconzaole inhibits cytochrome P450-dependent lanosterol 14α-demethylase, which is essential for the synthesis of ergosterol, a component of the fungal membrane. This disruption leads to alterations in the structure and function of the fungal membrane leading to cell death. The isavuconazole structure includes a side arm that orients the molecule to engage the triazole ring to the binding pocket of the fungal CYP51 protein. This confers broader antifungal activity in comparison to other azoles.
PMC7712939

Isavuconazole Preparation Products And Raw materials

Raw materials

Preparation Products

Isavuconazole Suppliers

Global( 333)Suppliers
Supplier Tel Email Country ProdList Advantage
Xinxiang Hongqi District Houyuan Trading Co.,Ltd
+86-0373-3695376 +86-13937349994 HYJM@houyuanjm.com China 299 58
Wuhan Fortuna Chemical Co., Ltd 		+86-027-59207850 info@fortunachem.com China 5978 58
Hebei Chuanghai Biotechnology Co,.LTD 		+86-13131129325 sales1@chuanghaibio.com China 5892 58
Zhengzhou Anbu Chem Co.,Ltd 		+86-0371-88006763; +8615988602810 sales@anbuchem.com China 2998 58
Capot Chemical Co.,Ltd. 		+86-（0）57185586718 +86-13336195806 sales@capot.com China 29791 60
Beijing Cooperate Pharmaceutical Co.,Ltd 		010-60279497 sales01@cooperate-pharm.com CHINA 1803 55
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32957 60
career henan chemical co 		+86-0371-86658258 +8613203830695 sales@coreychem.com China 29882 58
Zhejiang ZETian Fine Chemicals Co. LTD 		+8618957127338 stella@zetchem.com China 2136 58
Supplier Advantage
Xinxiang Hongqi District Houyuan Trading Co.,Ltd
58
Wuhan Fortuna Chemical Co., Ltd 		58
Hebei Chuanghai Biotechnology Co,.LTD 		58
Zhengzhou Anbu Chem Co.,Ltd 		58
Capot Chemical Co.,Ltd. 		60
Beijing Cooperate Pharmaceutical Co.,Ltd 		55
Henan Tianfu Chemical Co.,Ltd. 		55
ATK CHEMICAL COMPANY LIMITED 		60
career henan chemical co 		58
Zhejiang ZETian Fine Chemicals Co. LTD 		58

Related articles

View Lastest Price from Isavuconazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Isavuconazole pictures 2024-11-25 Isavuconazole
241479-67-4
 US $0.00 / Kg/Bag 2Kg/Bag 0.99 20 tons Sinoway Industrial co., ltd.
Isavuconazole pictures 2024-11-25 Isavuconazole
241479-67-4
 US $0.00 / Kg/Bag 2Kg/Bag 0.99 20 tons Sinoway Industrial co., ltd.
Isavuconazole pictures 2024-11-22 Isavuconazole
241479-67-4
 US $0.00-0.00 / Kg/Bag 1g 99.5%min HPLC 1000G WUHAN FORTUNA CHEMICAL CO., LTD
  • Isavuconazole pictures
  • Isavuconazole
    241479-67-4
  • US $0.00 / Kg/Bag
  • 0.99
  • Sinoway Industrial co., ltd.
  • Isavuconazole pictures
  • Isavuconazole
    241479-67-4
  • US $0.00 / Kg/Bag
  • 0.99
  • Sinoway Industrial co., ltd.
  • Isavuconazole pictures
  • Isavuconazole
    241479-67-4
  • US $0.00-0.00 / Kg/Bag
  • 99.5%min HPLC
  • WUHAN FORTUNA CHEMICAL CO., LTD

Isavuconazole Spectrum

Isavuconazole(241479-67-4)1HNMR

241479-67-4(Isavuconazole)Related Search:

Fluconazole TICAGRELOR Fluorocytosine Tauroursodeoxycholic acid VT-1161
ecteinascidin 743 Caspofungin Cariprazine Tafluprost Ketoconazole
Micafungin Voriconazole Posaconazole

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Isavucozole Isavuconazole(BAL-4815 Isavuconazole NaMe:Isavuconazole 2R,3R)-3-[4-(4-Cyanophenyl)thiazol-2-yl]-2-(2,5- difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol BAL 4815 RO 0094815 Benzonitrile, 4-[2-[(1R,2R)-2-(2,5-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-4-thiazolyl]- 4-[2-[(2R,3R)-3-(2,5-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)butan-2-yl]-1,3-thiazol-4-yl]benzonitrile 4-(2-((2R,3R)-3-(2,5-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)thiazol-4-yl)benzonitrile Isavuconazonium 4-[2-[(1R,2R)-2-(2,5-Difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-4-thiazolyl]benzonitrile Isaconazole YiShaKang azole 4-[2-[(2R,3R)-3-(2,5-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)butan-2-yl]-1,3-thiazol-4-yl]benzonitrile Create Date: 2006-07-28 4-(2-((1R,2R)-1-(2,5-Difluorophenyl)-1-hydroxy-1-(1H-1,2,4-triazol-1-yl)propan-2-yl)thiazol-4-yl)benzonitrile (Isavuconazole Impurity) Ilsavuconazole Esaconazole Escaconazole 241479-67-4 Inhibitors Aromatics Chiral Reagents Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Sulfur & Selenium Compounds Isavuconazonium sulfate API