84625-61-6 Itraconazole AKSci J10270
 
 
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  J10270    AKSci Reference Standard
Itraconazole
, 99% (HPLC), powder
 
Oriconazole
Sporanox
R51211




IDENTITY
CAS Number:84625-61-6
MDL Number:MFCD00870168
MF:C35H38Cl2N8O4
MW:705.63
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:99% (HPLC), powder
Spectra:NMR, LCMS, FT-IR, HPLC
Physical Form (at 20°C):White to off-white powder
Melting Point:165-171°C
Flash Point:>110°C
Long-Term Storage:Store long-term at 2-8°C
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

BIOLOGICAL INFO
Solubility:CHCl3: 50mg/mL
Application(s):Triazole antifungal agent
Form:Free Base

REVIEW

 Itraconazole interacts with 14-a demethylase, a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol. As ergosterol is an essential component of the fungal cell membrane, inhibition of its synthesis results in increased cellular permeability causing leakage of cellular contents. Itraconazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and impair triglyceride and/or phospholipid biosynthesis.

REFERENCES
[1]Kim, James; Tang, Jean Y.; Gong, Ruoyu; Kim, Jynho; Lee, John J.; Clemons, Karl V.; Chong, Curtis R.; Chang, Kris S. et al. (2010). Itraconazole, a Commonly Used Antifungal that Inhibits Hedgehog Pathway Activity and Cancer Growth. Cancer Cell 17 (4): 388-99. doi:10.1016/j.ccr.2010.02.027. PMID 20385363.
[2] Chong, Curtis R.; Xu, Jing; Lu, Jun; Bhat, Shridhar; Sullivan, David J.; Liu, Jun O. (2007). Inhibition of Angiogenesis by the Antifungal Drug Itraconazole. ACS Chemical Biology 2 (4): 263-70. doi:10.1021/cb600362d. PMID 17432820.
[3] Aftab, B. T.; Dobromilskaya, I.; Liu, J. O.; Rudin, C. M. (2011). Itraconazole Inhibits Angiogenesis and Tumor Growth in Non-Small Cell Lung Cancer. Cancer Research 71 (21): 6764-72. doi:10.1158/0008-5472.CAN-11-0691. PMC 3206167. PMID 21896639.
[4] Xu, J.; Dang, Y.; Ren, Y. R.; Liu, J. O. (2010). Cholesterol trafficking is required for mTOR activation in endothelial cells. Proceedings of the National Academy of Sciences 107 (10): 4764-9. doi:10.1073/pnas.0910872107. PMC 2842052. PMID 20176935.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Warning

Hazard Statements
H301; ; H412; H301; H301; H301; H301; H301; H301; H301; H301; ; H319; H319; H30

Precautionary Statements
P261; P264; P270; P271; P280; P301+P312; P302+P352; P304+P340; P305+P351+P338; P312; P321; P330; P332+P313; P337+P313; P362; P403+P233; P405; P501


Current as of January 20, 2022

AKSci Reference Standards are high-purity, low-impurity compounds suitable for use as standards.


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CATEGORIES

 APIs and Bioactives > Fungicides


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