Itraconazole

(±)-cis-4-[4-[4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-2,4-dihydro-2-sec-butyl-3H-1,2,4-triazol-3-one · Cis-4-[4-[4-[4-[[2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazole-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-(1-methylpropyl)-3H-1,2,4-triazol-3-one

https://huagongshe.com/de/chemical/55283

Identifikatoren & physikalische Daten

CAS No.	84604-65-9
Summenformel	C35H38Cl2N8O4
Durchschnittliche Molmasse	705,6 g/mol
Monoisotopische Masse	704,23930706 g/mol
SMILES	CCC(C)n1ncn(-c2ccc(N3CCN(c4ccc(OC[C@H]5CO[C@](Cn6cncn6)(c6ccc(Cl)cc6Cl)O5)cc4)CC3)cc2)c1=O
InChIKey	VHVPQPYKVGDNFY-ZPGVKDDISA-N
PubChem CID	55283
ChEMBL	CHEMBL64391
ChEBI	CHEBI:6076
EC No.	283-347-2
DTXSID	DTXSID3023180

Chemische & physikalische Eigenschaften

XLogP	5,7
Polarare Oberfläche (TPSA)	101
H-Brücken-Donoren	0
H-Brücken-Akzeptoren	9
Frei drehbare Bindungen	11
Schwere Atome	49
Formalladung	0
Komplexität	1.120
Arzneimittel	Pharmaceuticals -> Antibiotics
Pestizide	Fungicides
LogP (Verteilungskoeffizient)	Lipophilic: partition coefficient (n-octanol/aqueous buffer pf pH 8.1): 5.666.5
Color/Form	SolidCrystals from toluene
Löslichkeit	Practically insoluble in water and dilute acidic solutions9.64e-03 g/L
Human Drugs	Breast FeedingLactationMilk, HumanAntifungal AgentsFDA approved drugs -> Active ingredientAntifungal medicines
Animal Drugs	EMA approved medicines: Veterinary medicineActive Ingredients (Itraconazole) -> FDA GreenbookPharmaceuticals -> UK Veterinary Medicines Directorate List
Schmelzpunkt	168-170166.2 °C
Physical Description	Solid
Dissociation Constants	3.7pKa = 3.7
Siedepunkt	849.978±75.00 °C(Press: 760.00 Torr)(predicted)
Dichte	1.406±0.14 g/cm3(Temp: 25 °CPress: 760 Torr)(predicted)
pKa (Säurekonstante)	6.470±0.40(predicted)

Sicherheit & Vorschriften

GHS-Einstufung	WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 88 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Weitere Sicherheitsinformationen	IMAP assessments - 3H-1,2,4-Triazol-3-one, 4-[4-[4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-(1-methylpropyl)-: Environment tier I assessment
FDA-Anforderungen	The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, including itraconazole, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.
Hazard Classes and Categories	Acute Tox. 4 (100%)
Skin, Eye, and Respiratory Irritations	May cause irritation /upon inhalation/. Remove to fresh air. May cause /eye/ irritation. Flush with copious quantities of water. May cause irritation /to skin/. Flush with copious quantities of water.
Hazardous Reactivities and Incompatibilities	/Incompatible with/ oxidizing agents.The manufacturer states that itraconazole injection should not be diluted with 5% dextrose injection or with lactated Ringer's injection, alone or in combination with any other diluent, since information is not available regarding the physical and/or chemical compatibility of itraconazole with these diluents.
Brandbekämpfungsverfahren	Water spray, dry chemical, carbon dioxide or foam as appropriate for surrounding fire and materials.As with all fires, evacuate personnel to a safe area. Firefighters should use self-contained breathing equipment and protective clothing.
Lagerbedingungen	Itraconazole capsules should be stored at a controlled room temperature of 15-25 °C and protected from light and moisture. Itraconazole oral solution should be stored at 25 °C or lower and should not be frozen.