Ravuconazole information

Ravuconazole
Clinical data
ATC code	None;
Identifiers
	IUPAC name 4-[2-[(2R,3R)-3-(2,4-Difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)butan-2-yl]-1,3-thiazol-4-yl]benzonitrile;
CAS Number	182760-06-1 ;
PubChem CID	467825;
ChemSpider	411041 ;
UNII	95YH599JWV;
ChEBI	CHEBI:143825;
ChEMBL	ChEMBL294029 ;
NIAID ChemDB	057176;
CompTox Dashboard (EPA)	DTXSID40171329 ;
Chemical and physical data
Formula	C22H17F2N5OS
Molar mass	437.47 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@@H](c1nc(-c2ccc(C#N)cc2)cs1)[C@](O)(Cn1cncn1)c1ccc(F)cc1F;
	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 ; Key:OPAHEYNNJWPQPX-RCDICMHDSA-N ;
	(what is this?) (verify)

Ravuconazole (codenamed BMS-207147 and ER-30346) is a potent triazole antifungal, the development of which was discontinued in 2007.^[1] The drug has shown to have a similar spectrum of activity to voriconazole, with an increased half-life.^[2] However, ravuconazole has limited activity against species of Fusarium, Scedosporium, and Zygomycetes.^[3]^[4]

^ "Ravuconazole". AdisInsight. Springer Nature Switzerland AG. Retrieved 12 November 2017.
^ Pasqualotto AC, Denning DW. "Ravuconazole". The Aspergillus Website. Retrieved 18 February 2010.
^ Pasqualotto AC, Thiele KO, Goldani LZ (February 2010). "Novel triazole antifungal drugs: focus on isavuconazole, ravuconazole and albaconazole". Current Opinion in Investigational Drugs. 11 (2): 165–174. PMID 20112166.
^ Pfaller MA, Messer SA, Hollis RJ, Jones RN (April 2002). "Antifungal activities of posaconazole, ravuconazole, and voriconazole compared to those of itraconazole and amphotericin B against 239 clinical isolates of Aspergillus spp. and other filamentous fungi: report from SENTRY Antimicrobial Surveillance Program, 2000". Antimicrobial Agents and Chemotherapy. 46 (4): 1032–1037. doi:10.1128/AAC.46.4.1032-1037.2002. PMC 127116. PMID 11897586.

[1] "Ravuconazole". AdisInsight. Springer Nature Switzerland AG. Retrieved 12 November 2017.

[2] Pasqualotto AC, Denning DW. "Ravuconazole". The Aspergillus Website. Retrieved 18 February 2010.

[3] Pasqualotto AC, Thiele KO, Goldani LZ (February 2010). "Novel triazole antifungal drugs: focus on isavuconazole, ravuconazole and albaconazole". Current Opinion in Investigational Drugs. 11 (2): 165–174. PMID 20112166.

[4] Pfaller MA, Messer SA, Hollis RJ, Jones RN (April 2002). "Antifungal activities of posaconazole, ravuconazole, and voriconazole compared to those of itraconazole and amphotericin B against 239 clinical isolates of Aspergillus spp. and other filamentous fungi: report from SENTRY Antimicrobial Surveillance Program, 2000". Antimicrobial Agents and Chemotherapy. 46 (4): 1032–1037. doi:10.1128/AAC.46.4.1032-1037.2002. PMC 127116. PMID 11897586.

Ravuconazole information

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Clinical data

ATC code	None
Identifiers
IUPAC name 4-[2-[(2R,3R)-3-(2,4-Difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)butan-2-yl]-1,3-thiazol-4-yl]benzonitrile
CAS Number	182760-06-1^Y
PubChem CID	467825
ChemSpider	411041^N
UNII	95YH599JWV
ChEBI	CHEBI:143825
ChEMBL	ChEMBL294029^N
NIAID ChemDB	057176
CompTox Dashboard (EPA)	DTXSID40171329
Chemical and physical data
Formula	C₂₂H₁₇F₂N₅OS
Molar mass	437.47 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[C@@H](c1nc(-c2ccc(C#N)cc2)cs1)[C@](O)(Cn1cncn1)c1ccc(F)cc1F
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^N Key:OPAHEYNNJWPQPX-RCDICMHDSA-N^N
^NY (what is this?) (verify)