Product Code

TRC-I937500

CAS Number

84625-61-6

Product Format

Neat

Molecular Formula

C35 H38 Cl2 N8 O4

Molecular Weight

705.63

API Family

Itraconazole

Product Categories

TRC, Antimycotics, API Reference Standards & Research Materials, Forensic and Toxicology Reference Materials, Other antifungals, Antifungals, Pharmaceutical, Veterinary Compound & Metabolite Reference Materials , Pharmaceutical and Veterinary Residue Reference Materials , Pharmaceutical Toxicology Reference Materials , Pharmaceutical Toxicology Reference Materials , Pharmaceutical and veterinary compounds and metabolites Reference Materials

Product Type

API

Purity

>95% (HPLC)

Drug Type

Antifungals

Price and availability

48-hour USA dispatch time

Freight restricted.

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Product Information

Product Notes

Itraconazole is an active antimycotic structurally related to Ketoconazole. Used to treat a number of fungal infections including aspergillosis, blastomyosis and histoplasmosis, Itraconazole is a triazole medicine that binds to the fungal p450 enymes, preventing the production of ergosterol. Through action in the Hedgehog pathway, Itraconazole exhibits a range of anticancer effects, including inhibition of the NF-κB pathway and inflammation, as well as the promotion of apoptosis in cancer cells.

References

[1] Espinel-Ingroff, A., et al.: Antimicrob. Agents Chemother., 26, 5 (1984).

[2] Heykants, J., et al.: Mycoses, 32, Suppl 1, 67 (1989).

[3] Sugar, A.M.,et al.: Curr. Clin. Top. Infect. Dis., 13, 74 (1993)

[4] Wei X, Liu W, Wang JQ, Tang Z. "Hedgehog pathway": a potential target of itraconazole in the treatment of cancer. J Cancer Res Clin Oncol. 2020;146(2):297-304. doi:10.1007/s00432-019-03117-5.

Chemical Data

Analyte Name

Itraconazole

CAS Number

84625-61-6

Molecular Formula

C35 H38 Cl2 N8 O4

Molecular Weight

705.63

Accurate Mass

704.2393

Flash Point

-20

SMILES

CCC(C)N1N=CN(C1=O)c2ccc(cc2)N3CCN(CC3)c4ccc(OC[C@H]5CO[C@@](Cn6cncn6)(O5)c7ccc(Cl)cc7Cl)cc4

InChI

InChI=1S/C35H38Cl2N8O4/c1-3-25(2)45-34(46)44(24-40-45)29-7-5-27(6-8-29)41-14-16-42(17-15-41)28-9-11-30(12-10-28)47-19-31-20-48-35(49-31,21-43-23-38-22-39-43)32-13-4-26(36)18-33(32)37/h4-13,18,22-25,31H,3,14-17,19-21H2,1-2H3/t25?,31-,35-/m0/s1

IUPAC

2-butan-2-yl-4-[4-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one

Product Data

Storage Temperature

-20°C

Shipping Temperature

Room Temperature

Country of Origin

CANADA

Product Type

API

Product Format

Neat

API Family

Itraconazole

Purity

>95% (HPLC)

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