Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥98%(HPLC) Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 16 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Itraconazole is a triazole antifungal agent. It inhibits the fungal CYP(cytochrome P450) oxidase-mediated synthesis of ergosterol. Itraconazole also acts as an effective hedgehog signaling inhibitor in a Ptch-independent manner, presumably by binding smoothened (Smo) at a site distinct from that targeted by cyclopamine and SAG. Itraconazole is an inhibitor of CYP3A4.
A traizole antifungal agent
| ALogP | 5.7 |
|---|
| Pubchem Sid | 504750712 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504750712 |
| Canonical Smiles | CCC(C)N1C(=O)N(C=N1)C2=CC=C(C=C2)N3CCN(CC3)C4=CC=C(C=C4)OCC5COC(O5)(CN6C=NC=N6)C7=C(C=C(C=C7)Cl)Cl |
| IUPAC Name | 2-butan-2-yl-4-[4-[4-[4-[[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 |
| InChIKey | VHVPQPYKVGDNFY-UHFFFAOYSA-N |
| 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 |
| Isomeric SMILES | CCC(C)N1C(=O)N(C=N1)C2=CC=C(C=C2)N3CCN(CC3)C4=CC=C(C=C4)OCC5COC(O5)(CN6C=NC=N6)C7=C(C=C(C=C7)Cl)Cl |
| WGK Germany | 3 |
| RTECS | XZ5481000 |
| Molecular Weight | 705.63 |
| Reaxy-Rn | 4290027 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4290027&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Diazinanes |
| Subclass | Piperazines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Phenylpiperazines |
| Alternative Parents | N-arylpiperazines Phenyl-1,2,4-triazoles Aminophenyl ethers Phenoxy compounds Aniline and substituted anilines Dichlorobenzenes Dialkylarylamines Alkyl aryl ethers Ketals Aryl chlorides 1,3-dioxolanes Heteroaromatic compounds Oxacyclic compounds Azacyclic compounds Hydrocarbon derivatives Organic oxides Organochlorides Organopnictogen compounds |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Phenylpiperazine - N-arylpiperazine - Phenyltriazole - Phenyl-1,2,4-triazole - Aminophenyl ether - Phenol ether - Phenoxy compound - Tertiary aliphatic/aromatic amine - 1,3-dichlorobenzene - Dialkylarylamine - Aniline or substituted anilines - Halobenzene - Alkyl aryl ether - Ketal - Chlorobenzene - Aryl halide - Benzenoid - Monocyclic benzene moiety - Aryl chloride - Azole - 1,2,4-triazole - Triazole - Meta-dioxolane - Heteroaromatic compound - Tertiary amine - Ether - Azacycle - Oxacycle - Acetal - Organochloride - Organohalogen compound - Organooxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Amine - Organic oxygen compound - Organonitrogen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as phenylpiperazines. These are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group. |
| External Descriptors | Not available |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | May 11, 2026 | I129771 | |
| Certificate of Analysis | May 11, 2026 | I129771 | |
| Certificate of Analysis | May 11, 2026 | I129771 | |
| Certificate of Analysis | Nov 29, 2025 | I129771 | |
| Certificate of Analysis | Apr 28, 2025 | I129771 | |
| Certificate of Analysis | Apr 28, 2025 | I129771 | |
| Certificate of Analysis | Mar 30, 2024 | I129771 | |
| Certificate of Analysis | Sep 21, 2023 | I129771 | |
| Certificate of Analysis | Jul 11, 2023 | I129771 | |
| Certificate of Analysis | Jul 11, 2023 | I129771 | |
| Certificate of Analysis | Sep 15, 2021 | I129771 |
| Solubility | Soluble in chloroform (50 mg/ml), DMF (~0.5 mg/ml), DMSO (50 mM), water (<1 mg/ml at 25 °C), and ethanol (10 mM, with warming). |
|---|---|
| Sensitivity | Heat sensitive |
| Melt Point(°C) | 167.0 to 171.0 °C |
| Molecular Weight | 705.600 g/mol |
| XLogP3 | 5.700 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 11 |
| Exact Mass | 704.239 Da |
| Monoisotopic Mass | 704.239 Da |
| Topological Polar Surface Area | 101.000 Ų |
| Heavy Atom Count | 49 |
| Formal Charge | 0 |
| Complexity | 1120.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 3 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Guo Penghao, Chen Jianlong, Tan Yiwei, Xia Li, Zhang Weizheng, Li Xiaojie, Jiang Yujie, Li Ruiying, Chen Chunmei, Liao Kang, Peng Yaqin. (2022) Comparison of molecular and MALDI-TOF MS identification and antifungal susceptibility of clinical Fusarium isolates in Southern China. Frontiers in Microbiology, [PMID:36386677] [10.3389/fmicb.2022.992582] |
| 2. Xu Lingling, Zhao Yajuan, Zhao Changhao, Hu Tao, Wang Jing, Liu Yi, Tian Yong, Wang Xiufang. (2020) Controlled fabrication of orchid-like nitrogen-doped hierarchical porous carbon and hollow carbon nanospheres. JOURNAL OF MATERIALS SCIENCE, 55 (34): (16143-16157). [PMID:] [10.1007/s10853-020-05160-x] |
| 3. Lihua Zhou, Yayun Wu, Yuan Luo, Hongfeng Li, Xiaoqing Meng, Chuangjun Liu, Jingjing Xiang, Pengfei Zhang, Ping Gong, Lintao Cai. (2019) Mitochondria-Localized Self-Reporting Small-Molecule-Decorated Theranostic Agents for Cancer-Organelle Transporting and Imaging. ACS Applied Bio Materials, [PMID:35021459] [10.1021/acsabm.9b00811] |
| 4. Shengzheng Guo, Yuechao Cao, Yuxin Zhang, Yan Wang, Zhenguo Gao, Junbo Gong. (2024) A Scalable Freeze-Dissolving Approach to Prepare Ultrafine Crystals for Inhalation: Mechanism and Validation. CRYSTAL GROWTH & DESIGN, [PMID:] [10.1021/acs.cgd.4c00018] |
| 5. Mengmin Liang, Qingwen Hu, Junhao Yu, Heng Zhang, Sijie Liu, Jiangrong Huang, Yi Sun. (2025) Baicalein combined with azoles against fungi in vitro. Frontiers in Microbiology, [PMID:40182279] [10.3389/fmicb.2025.1537229] |
| 6. Kaili Deng, Hailong Tian, Tingting Zhang, Yajie Gao, Edouard C. Nice, Canhua Huang, Na Xie, Guoliang Ye, Yuping Zhou. (2024) Chemo-photothermal nanoplatform with diselenide as the key for ferroptosis in colorectal cancer. JOURNAL OF CONTROLLED RELEASE, [PMID:38224739] [10.1016/j.jconrel.2024.01.024] |
| 7. Heng Zhang, Yizheng Zhou, Hanmo Yang, Xinyi Tao, Yinping Chen, Fuqiang Dong, Yi Sun. (2025) In vitro interactions of berbamine hydrochloride and azoles against Aspergillus fumigatus. Microbiology Spectrum, [PMID:40162754] [10.1128/spectrum.03184-24] |
| 8. Ninghong Li, Lu Liu, Dong Liu, Hengyi Yu, Guangjie Yang, Lihui Qiu, Yufei Chen, Dong Xiang, Xuepeng Gong. (2024) Simultaneous determination of three tyrosine kinase inhibitors and three triazoles in human plasma by LC-MS/MS: applications to therapeutic drug monitoring and drug-drug interaction studies. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, [PMID:39208604] [10.1016/j.jchromb.2024.124276] |
| 9. Xiaoxiang Cheng, Zhe Xu, Xinsheng Luo, Yi Chai, Jiajian Xing, Xinyu Zhang, Jingtao Xu. (2025) Self-limiting interfacial synthesis of inorganic thin films for high-performance organic solvent nanofiltration in pharmaceutical applications. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2025.134261] |
| 10. Zhang Heng, Zhu Zhangling, Peng Mengqi, Liu Sijie, Gong Xiao, Chen Tian, Hu Qingwen, Li Linyun, Dun-zhu Zha-xi, Drol-ga Lha-zom, Sun Yi. (2025) Agricultural SDHIs Induce Azole Resistance in Aspergillus fumigatus via Mitochondrial Sdh1 Suppression. MYCOPATHOLOGIA, 190 (5): (1-16). [PMID:40952433] [10.1007/s11046-025-00992-0] |
| 11. Han Xiang, Zhang Heng, Mao Yuqi, Ling Wenhao, Ge Lu, Tang Menghua, Sun Yi, Wu Zhiqin. (2025) First Isolation of a Multi-azole-Resistant Aspergillus fumigatus cyp51A TR46/Y46F/F70L Mutant in a Patient with Fungal Keratitis. MYCOPATHOLOGIA, 190 (5): (1-13). [PMID:40935904] [10.1007/s11046-025-00993-z] |
| 12. Lu Tianshu, Wu Yiyang, Xiong Ping, Zhong Hao, Ding Yang, Li Haifeng, Ouyang Defang. (2025) Combining High-Throughput Screening and Machine Learning to Predict the Formation of Both Binary and Ternary Amorphous Solid Dispersion Formulations for Early Drug Discovery and Development. PHARMACEUTICAL RESEARCH, [PMID:40180767] [10.1007/s11095-025-03853-z] |
| 13. Yuxin Zhang, Guo Shengzheng, Zhenguo Gao, Junbo Gong. (2025) Dual-effect of Size/Polymorph to Enhance Itraconazole Bioavilability by Freeze-dissolving Crystallization. CRYSTENGCOMM, [PMID:] [10.1039/D5CE00150A] |
| 14. Liyang Wang, Junying He, Hanzhong Feng, Qian Li, Meirong Song, Haoran Gou, Yongxing He, Kui Zhu. (2025) Antifungal Effects of the Phloroglucinol Derivative DPPG Against Pathogenic Aspergillus fumigatus. Antibiotics-Basel, 14 (5): (499). [PMID:40426565] [10.3390/antibiotics14050499] |
| 15. Tian Chen, Shaolan Liu, Fei Yang, Zhangxuan He, Menghua Tang, Lu Ge, Hongyi Zhang, Sijie Liu, Xiaolei Zhu, Mengqi Peng, Heng Zhang, Wenxu Cheng, Yi Sun. (2025) Synergistic inhibition of pathogenic fungi by oleanolic acid combined with azoles. Microbiology Spectrum, 13 (8): [PMID:40621912] [10.1128/spectrum.00854-25] |
| 16. Cong Xie, Tongshu Guan, Jin Huang, Jiayu Chen, Yilei Li, Ping Zheng. (2025) Cyp3a4-Mediated in vitro Metabolism and in vivo Disposition of Lorlatinib in Rats. Drug Design Development and Therapy, [PMID:41169706] [10.2147/DDDT.S565228] |
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