CAS Number84625-61-6
SynonymsItrizole; Candistat; Sporanos; MFCD08064196; Itrac; Cladosal 100; Canditral; Itraconazole
Molecular FormulaC35H38Cl2N8O4
Molecular Weight705.63
Purity≥98 (HPLC)%
Density1.4±0.1 g/cm3
Boiling Point850.0±75.0 °C at 760 mmHg
Melting Point166°C
AppearanceOff-white crystalline solid
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 84625-61-6 |
| Catalog No. | 2A-9011077 |
| Chinese Name | 伊曲康唑 |
| Synonyms | Itrizole; Candistat; Sporanos; MFCD08064196; Itrac; Cladosal 100; Canditral; Itraconazole |
| Molecular Formula | C35H38Cl2N8O4 |
| Molecular Weight | 705.63 |
| Purity | ≥98 (HPLC) |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 850.0±75.0 °C at 760 mmHg |
| Melting Point | 166°C |
| Appearance | Off-white crystalline solid |
| Water Solubility | chloroform: 50 mg/mL, clear, colorless |
| Storage Condition | 2-8°C |
| Application | Itraconazole is an antifungal agent. |
| HTC | 2934999090 |
| PubChem ID | 329815394 |
| MDL Number | MFCD00870168 |
| SMILES | CCC(C)N1N=CN(C1=O)c2ccc(cc2)N3CCN(CC3)c4ccc(OCC5COC(Cn6cncn6)(O5)c7ccc(Cl)cc7Cl)cc4 |
| 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 |
| InChI Key | VHVPQPYKVGDNFY-UHFFFAOYSA-N |
| NACRES Code | NA.85 |
| UNSPSC | 51102829 |
| MSDS | msds/11077_1_84625_61_6.pdf |
| Bioactivity | Itraconazole is a triazole antifungal agent.IC50 Value: N/ATarget: antifungalin vitro: Itraconazole is pharmacologically distinct from other azole antifungal agents in that it is the only inhibitor in this class that has been shown to inhibit both the hedgehog signaling pathway and angiogenesis[1, 2]. These distinct activities are unrelated to inhibition of the cytochrome P450 lanosterol 14 alpha-demethylase and the exact molecular targets responsible remain unidentified. Functionally, the antiangiogenic activity of itraconazole has been shown to be linked to inhibition of glycosylation, VEGFR2 phosphorylation and cholesterol biosynthesis pathways [2].Evidence suggests the structural determinants for inhibition of hedgehog signaling by itraconazole are recognizably different from those associated with antiangiogenic activity [3].in vivo: Nine volunteers were given either 200 mg itraconazole, or matched placebo orally once daily for 4 days. On day 4, itraconazole increased the area under the midazolam concentration-time curve from 10 to 15 times (p < 0.001) and mean peak concentrations three to four times (p < 0.001) compared with the placebo phase. In psychomotor tests, the interaction was statistically significant (p < 0.05) until at least 6 hours after drug administration. Inhibition of the cytochrome P450IIIA by itraconazole may explain the observed pharmacokinetic interaction [4]. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Anti-infection >> Fungal Research Areas >> Infection References [1]. Kim, J., et al., Itraconazole, a commonly used antifungal that inhibits Hedgehog pathway activity and cancer growth. Cancer Cell, 2010. 17(4): p. 388-99. [2]. Chong, C.R., et al., Inhibition of angiogenesis by the antifungal drug itraconazole. ACS Chem Biol, 2007. 2(4): p. 263-70. [3]. Shi, W., et al., Itraconazole side chain analogues: structure-activity relationship studies for inhibition of endothelial cell proliferation, vascular endothelial growth factor receptor 2 (VEGFR2) glycosylation, and hedgehog signaling. J Med Chem, 2011. 54(20): p. 7363-74. [4]. Olkkola, K.T., J.T. Backman, and P.J. Neuvonen, Midazolam should be avoided in patients receiving the systemic antimycotics ketoconazole or itraconazole. Clinical Pharmacology & Therapeutics, 1994. 55(5): p. 481-485. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 850.0±75.0 °C at 760 mmHg Melting Point 166°C Molecular Formula C35H38Cl2N8O4 Molecular Weight 705.633 Flash Point 467.9±37.1 °C Exact Mass 704.239319 PSA 104.70000 LogP 4.35 Vapour Pressure 0.0±3.2 mmHg at 25°C Index of Refraction 1.678 InChIKey VHVPQPYKVGDNFY-WSTHBRJPSA-N SMILES CCC(C)n1ncn(-c2ccc(N3CCN(c4ccc(OCC5COC(Cn6cncn6)(c6ccc(Cl)cc6Cl)O5)cc4)CC3)cc2)c1=O Storage condition 2-8°C Stability Stable. Incompatible with strong oxidizing agents. Water Solubility chloroform: 50 mg/mL, clear, colorless |
| Use of | Properties Articles126 Name itraconazole Synonym More Synonyms Itraconazole Biological Activity Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Anti-infection >> Fungal Research Areas >> Infection References [1]. Kim, J., et al., Itraconazole, a commonly used antifungal that inhibits Hedgehog pathway activity and cancer growth. Cancer Cell, 2010. 17(4): p. 388-99. [2]. Chong, C.R., et al., Inhibition of angiogenesis by the antifungal drug itraconazole. ACS Chem Biol, 2007. 2(4): p. 263-70. [4]. Olkkola, K.T., J.T. Backman, and P.J. Neuvonen, Midazolam should be avoided in patients receiving the systemic antimycotics ketoconazole or itraconazole. Clinical Pharmacology & Therapeutics, 1994. 55(5): p. 481-485. Chemical & Physical Properties Exact Mass 704.239319 PSA 104.70000 Index of Refraction 1.678 InChIKey VHVPQPYKVGDNFY-WSTHBRJPSA-N Stability Stable. Incompatible with strong oxidizing agents. |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
| Related Products in API & Advanced Intermediates | ||
|---|---|---|
| Interferon alfacon-1 | 118390-30-0 | 2A-9010956 |
| Ipratropium bromide monohydrate | 22254-24-6 | 2A-9011010 |
| Irinotecan | 97682-44-5 | 2A-9011025 |
| Irinotecan | 136572-09-3 | 2A-9011026 |
| Isosorbide dinitrate | 87-33-2 | 2A-9011059 |
| Ivermectin | 70288-86-7 | 2A-0200174 |
| Ketoprofen | 22071-15-4 | 2A-9011100 |
| LaBetalol | 36894-69-6 | 2A-9011109 |
| LaBetalol hydrochloride | 32780-64-6 | 2A-9011110 |
| Lacidipine | 103890-78-4 | 2A-9011112 |
| Browse all API & Advanced Intermediates products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS