Isavuconazonium

Isavuconazole
Clinical data
Trade names	Cresemba
Other names	BAL8557
Pregnancy; category	AU: D;
Routes of; administration	By mouth, intravenous (IV)
ATC code	J02AC05 (WHO) ;
Legal status
Legal status	EU: Rx-only;
Identifiers
	IUPAC name 4-{2-[(1R,2R)-(2,5-Difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-1,3-thiazol-4-yl}benzonitrile;
CAS Number	241479-67-4;
PubChem CID	6918485;
ChemSpider	5293682 ;
UNII	60UTO373KE;
KEGG	D10750 ;
ChEBI	CHEBI:85979 ;
ChEMBL	ChEMBL409153 ;
NIAID ChemDB	416566;
CompTox Dashboard (EPA)	DTXSID2058251 ;
Chemical and physical data
Formula	C22H17F2N5OS
Molar mass	437.47 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	122 °C (252 °F)
Solubility in water	14.2 ± 0.5 × 10−6 mol/L (pH 7.4)
	SMILES C[C@@H](c1nc(-c2ccc(C#N)cc2)cs1)[C@](O)(Cn1cncn1)c1cc(F)ccc1F;
	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 ; Key:DDFOUSQFMYRUQK-RCDICMHDSA-N ;
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Isavuconazonium sulfate
Clinical data
Trade names	Cresemba
AHFS/Drugs.com	Monograph
License data	US DailyMed: Isavuconazonium sulfate;
Pregnancy; category	AU: D;
Routes of; administration	By mouth, intravenous (IV)
ATC code	None;
Legal status
Legal status	AU: S4 (Prescription only); CA: ℞-only; UK: POM (Prescription only); US: ℞-only; In general: ℞ (Prescription only);
Identifiers
CAS Number	742049-41-8; sulfate: 946075-13-4 ;
ChemSpider	32701987;
UNII	VH2L779W8Q; sulfate: 31Q44514JV ;
KEGG	D10644 ; sulfate: D10643 ;
CompTox Dashboard (EPA)	DTXSID2058251 ;
Chemical and physical data
Formula	C35H35F2N8O5S
Molar mass	717.77 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@@H](c1nc(cs1)c2ccc(cc2)C#N)[C@](Cn3c[n+](cn3)C(C)OC(=O)N(C)c4c(cccn4)COC(=O)CNC)(c5cc(ccc5F)F)O.OS(=O)(=O)[O-];
	InChI InChI=1S/C35H35F2N8O5S.H2O4S/c1-22(33-42-30(18-51-33)25-9-7-24(15-38)8-10-25)35(48,28-14-27(36)11-12-29(28)37)19-45-21-44(20-41-45)23(2)50-34(47)43(4)32-26(6-5-13-40-32)17-49-31(46)16-39-3;1-5(2,3)4/h5-14,18,20-23,39,48H,16-17,19H2,1-4H3;(H2,1,2,3,4)/q+1;/p-1/t22-,23?,35+;/m0./s1; Key:LWXUIUUOMSMZKJ-KLFWAVJMSA-M;
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Isavuconazonium sulfate, sold under the brand name Cresemba, is a systemic antifungal medication of the triazole class which is used to treat invasive aspergillosis and mucormycosis.

The most common side effects include abnormal liver tests, nausea, vomiting, difficulty breathing, abdominal pain, diarrhea, injection site reactions, headache, low blood potassium and skin rash.

Isavuconazonium is a prodrug of isavuconazole.

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