Ketoconazolo - Moligand™, ≥98% , Inhibitor of CYP3A4;Channel blocker of K v1.8, CAS No.65277-42-1, Inhibitor of CYP3A4;Channel blocker of K v1.8

Name: Ketoconazolo - Moligand™, ≥98% , Inhibitor of CYP3A4;Channel blocker of K v1.8, CAS No.65277-42-1, Inhibitor of CYP3A4;Channel blocker of K v1.8
SKU: K129737
Availability: InStock

CAS: 65277-42-1 Cat. No.: K129737 Formula: C₂₆H₂₈Cl₂N₄O₄ Peso molecolare: 531.43 Numero EC: 265-667-4

35 Citations COA

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Ketoconazolo - Moligand™, ≥98% CAS No(65277-42-1) by Aladdin Scientific

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Disponibile su ordine

GRADE & PURITY Moligand™ ? ≥98%

Synonyms

HMS3678J17 | Ketoconazole (k) | KTZ | MLS002222255 | N-(1,3,4-Trihydroxyoctadecan-2-yl)octadecanimidic acid | NCGC00025000-08 | SW196888-4 | ketoconazole | Opera_ID_397 | Prestwick0_000389 | NCGC00253967-01 | 1-acetyl-4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)

Storage

Conservare a 2-8°C

Shipped In

Ghiaccio umido

Panoramica Specifications Nomi e identificatori Documentazione Advanced Data Taxonomic Classification Struttura 3D Obiettivi associati (umani) Obiettivi associati (non umani) Meccanismi d'azione Certificati (CoA, COO, BSE/TSE e tabella di analisi) Proprietà chimiche e fisiche Domande frequenti e articoli Citations of This Product Calcolatori di soluzioni Recensioni Domande frequenti

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Why this grade

Moligand™, ≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Conservare a 2-8°C Ships Ghiaccio umido Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 35 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Panoramica

Il ketoconazolo è una piccola molecola contenente imidazolo che inibisce le fasi dipendenti dal citocromo P-450 nella biosintesi degli ormoni steroidei; inibisce anche l'attività della TXA sintasi (trombossano sintetasi) e della 5-LO (5-lipossigenasi). Il ketoconazolo presenta attività antimetastatica, antineoplastica e antipsoriasica. L'inibizione della 5-LO (5-lipossigenasi) da parte del ketoconazolo interrompe la produzione di leucotrieni derivati dall'acido arachidonico, il che è stato correlato alla soppressione della broncocostrizione anafilattica mediata dai leucotrieni nelle cavie. Il ketoconazolo è descritto come in grado di ridurre i livelli cellulari piastrinici di trombossano A2, sopprimendo l'aumento della permeabilità microvascolare mediato dal trombossano A2 in risposta a insulti di ischemia. Il ketoconazolo produce un effetto antiandrogeno attraverso l'inibizione della biosintesi degli adrenocorticoidi, sopprimendo la secrezione surrenale di androgeni e attenuando la risposta del cortisolo. Il ketoconazolo è un inibitore di CYP17A1, CYP3A4 e CYP3A5
È un inibitore delle proteine CYP, della trombossano sintetasi e del 5-LO

Specifications

Sinonimi

Specifiche e purezza

Moligand™, ≥98%

Meccanismi biochimici e fisiologici

Potente inibitore del citocromo P450 (i valori di K i sono 26,7 e 109 nM rispettivamente per CYP3A4 e CYP3A5). Agente antifungino. Inoltre, mostra attività sui recettori degli androgeni umani.

Condizioni di conservazione di stoccaggio

Conservare a 2-8°C

Spedito in

Ghiaccio umido

Grado

Moligand™

Tipo di azione

CHANNEL BLOCKER, INHIBITOR

Meccanismo d'azione

Inhibitor of CYP3A4;Channel blocker of K v1.8

Nota

Per quanto possibile, si consiglia di preparare e utilizzare le soluzioni lo stesso giorno. Tuttavia, se è necessario preparare in anticipo le soluzioni di riserva, si consiglia di conservarle in aliquote in fiale ben chiuse a -20°C. In genere, queste possono essere utilizzate per un mese. In genere, queste soluzioni sono utilizzabili fino a un mese. Prima dell'uso e dell'apertura della fiala, si consiglia di lasciare che il prodotto si equilibri a temperatura ambiente per almeno 1 ora. Avete bisogno di ulteriori consigli su solubilità, uso e manipolazione? Per ulteriori informazioni, visitare la pagina delle domande frequenti (FAQ).

Purezza

≥98%

Nomi e identificatori

Pubchem Sid

504758897

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504758897

Sorrisi canonici

CC(=O)N1CCN(CC1)C2=CC=C(C=C2)OCC3COC(O3)(CN4C=CN=C4)C5=C(C=C(C=C5)Cl)Cl

IUPAC Name

1-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]ethanone

InChIKey

XMAYWYJOQHXEEK-OZXSUGGESA-N

INCHI

1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3/t23-,26-/m0/s1

Isomeri SMILES

CC(=O)N1CCN(CC1)C2=CC=C(C=C2)OC[C@H]3CO[C@](O3)(CN4C=CN=C4)C5=C(C=C(C=C5)Cl)Cl

WGK Germania

RTECS

TK7912300

Peso molecolare

531.43

Reaxy-Rn

634785

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=634785&ln=

Documentazione

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Organoheterocyclic compounds
  - Classe Diazinanes
    - Subclass Piperazines

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Classe	Diazinanes
Subclass	Piperazines
Intermediate Tree Nodes	Not available
Direct Parent	Phenylpiperazines
Alternative Parents	N-arylpiperazines Aminophenyl ethers Phenoxy compounds Aniline and substituted anilines Dialkylarylamines Dichlorobenzenes Alkyl aryl ethers Ketals Aryl chlorides N-substituted imidazoles 1,3-dioxolanes Acetamides Tertiary carboxylic acid amides Heteroaromatic compounds Amino acids and derivatives Azacyclic compounds Oxacyclic compounds Organochlorides Organopnictogen compounds Carbonyl compounds Organic oxides Hydrocarbon derivatives
Molecular Framework	Aromatic heteromonocyclic compounds
Substituents	Phenylpiperazine - N-arylpiperazine - Aminophenyl ether - 1,3-dichlorobenzene - Phenol ether - Tertiary aliphatic/aromatic amine - Phenoxy compound - Dialkylarylamine - Aniline or substituted anilines - Alkyl aryl ether - Ketal - Halobenzene - Chlorobenzene - Monocyclic benzene moiety - Aryl chloride - Aryl halide - N-substituted imidazole - Benzenoid - Meta-dioxolane - Heteroaromatic compound - Tertiary carboxylic acid amide - Imidazole - Azole - Acetamide - Carboxamide group - Amino acid or derivatives - Tertiary amine - Acetal - Oxacycle - Azacycle - Carboxylic acid derivative - Ether - Organooxygen compound - Carbonyl group - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Amine - Organonitrogen compound - Organochloride - Organopnictogen compound - Organohalogen compound - Aromatic heteromonocyclic compound
Descrizione	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	cis-1-acetyl-4-(4-\{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy\}phenyl)piperazine
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Struttura 3D

Obiettivi associati (umani)

CYP2D6 Tclin Cytochrome P450 2D6 (1 Activities)

Discover Target: CYP2D6

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP24A1 Tchem 1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial (1 Activities)

Discover Target: CYP24A1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP3A4 Tclin Cytochrome P450 3A4 (36 Activities)

Discover Target: CYP3A4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP3A5 Tclin Cytochrome P450 3A5 (4 Activities)

Discover Target: CYP3A5

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP19A1 Tclin Aromatase (1 Activities)

Discover Target: CYP19A1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP17A1 Tclin Steroid 17-alpha-hydroxylase/17,20 lyase (1 Activities)

Discover Target: CYP17A1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KCNA10 Tclin Potassium voltage-gated channel subfamily A member 10 (1 Activities)

Discover Target: KCNA10

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HMGCR Tclin HMG-CoA reductase (2475 Activities)

Discover Target: HMGCR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP19A1 Tclin Cytochrome P450 19A1 (6099 Activities)

Discover Target: CYP19A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2C8 Tchem Cytochrome P450 2C8 (1492 Activities)

Discover Target: CYP2C8

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HMOX2 Tchem Heme oxygenase 2 (250 Activities)

Discover Target: HMOX2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HMOX1 Tchem Heme oxygenase 1 (32 Activities)

Discover Target: HMOX1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

Discover Target: CYP2D6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

Discover Target: CYP1A2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP3A5 Tclin Cytochrome P450 3A5 (525 Activities)

Discover Target: CYP3A5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

Discover Target: CYP2C9

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

Discover Target: CYP2C19

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP17A1 Tclin Cytochrome P450 17A1 (3627 Activities)

Discover Target: CYP17A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2E1 Tchem Cytochrome P450 2E1 (2174 Activities)

Discover Target: CYP2E1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2A6 Tchem Cytochrome P450 2A6 (2861 Activities)

Discover Target: CYP2A6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2B6 Tchem Cytochrome P450 2B6 (1338 Activities)

Discover Target: CYP2B6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MES-SA/Dx5 (643 Activities)

Lot Number	Certificate Type	Data	Oggetto
F2125354	Certificate of Analysis	Sep 22, 2026	K129737
E2621022	Certificate of Analysis	May 25, 2026	K129737
E2615103	Certificate of Analysis	May 20, 2026	K129737
D2620117	Certificate of Analysis	Apr 24, 2026	K129737
G2523034	Certificate of Analysis	Jul 28, 2025	K129737
I2311025	Certificate of Analysis	Jun 09, 2025	K129737
H2311033	Certificate of Analysis	May 13, 2025	K129737
B2526037	Certificate of Analysis	Feb 27, 2025	K129737
F2125352	Certificate of Analysis	Jan 13, 2025	K129737
F2125353	Certificate of Analysis	Jan 08, 2025	K129737
G2423154	Certificate of Analysis	Jul 26, 2024	K129737
G2227239	Certificate of Analysis	May 20, 2024	K129737
G2227240	Certificate of Analysis	May 20, 2024	K129737
G2227241	Certificate of Analysis	May 20, 2024	K129737
G2227242	Certificate of Analysis	May 20, 2024	K129737
G2227270	Certificate of Analysis	May 20, 2024	K129737
G2425488	Certificate of Analysis	Mar 25, 2024	K129737
G2425489	Certificate of Analysis	Mar 25, 2024	K129737
G2425490	Certificate of Analysis	Mar 25, 2024	K129737
D2422220	Certificate of Analysis	Mar 25, 2024	K129737
H2005074	Certificate of Analysis	Mar 05, 2024	K129737
G2311055	Certificate of Analysis	Jun 15, 2022	K129737
D2528028	Certificate of Analysis	Jun 15, 2022	K129737
I2511007	Certificate of Analysis	Jun 15, 2022	K129737
J2528195	Certificate of Analysis	Jun 15, 2022	K129737

Solubilità	Soluble in DMSO (20 mg/mL warm), ethanol (20 mg/mL warm), chloroform, water (<1 mg/mL), and methanol
Sensibilità	heat sensitive
Punto di fusione (°C)	150 °C
Peso molecolare	531.400 g/mol
XLogP3	4.300
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	7
Exact Mass	530.149 Da
Monoisotopic Mass	530.149 Da
Topological Polar Surface Area	69.100 Å²
Heavy Atom Count	36
Formal Charge	0
Complexity	735.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1

Ketoconazolo - Moligand™, ≥98% , Inhibitor of CYP3A4;Channel blocker of K v1.8, CAS No.65277-42-1, Inhibitor of CYP3A4;Channel blocker of K v1.8

Storage & shipping

Quality documents

Literature proof

Panoramica

Specifications

Documentazione

📋 Safety Data Sheet (SDS)

✅ Certificate of Analysis (COA)

📊 Datasheet

🔬 Specification Sheet

Advanced Data

Molarity Calculator

Dilution Calculator

Reconstitution Calculator

Recensioni dei clienti

Domande frequenti

📚 Citations by Application

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