Isavuconazole

Isavuconazole Struktur
241479-67-4
CAS-Nr.
241479-67-4
Englisch Name:
Isavuconazole
Synonyma:
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;Isavuconazole
CBNumber:
CB32498813
Summenformel:
C22H17F2N5OS
Molgewicht:
437.47
MOL-Datei:
241479-67-4.mol

Isavuconazole Eigenschaften

Schmelzpunkt:
89 - 91oC
Siedepunkt:
678.0±65.0 °C(Predicted)
Dichte
1.38
storage temp. 
2-8°C
Löslichkeit
Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand
Solid
pka
11.42±0.29(Predicted)
Farbe
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

Sicherheit

Isavuconazole Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

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.

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.

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 Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Isavuconazole Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 310)Lieferanten
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241479-67-4()Verwandte Suche:


  • 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
  • 241479-67-4
  • Inhibitors
  • Aromatics
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds
  • Isavuconazonium sulfate
  • API
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