65277-42-1 Ketoconazole AKSci J10202
 
 
Loading Please Wait...
  J10202    AKSci Reference Standard
Ketoconazole, >98% (HPLC), powder
 
(+/-)-cis-1-Acetyl-4-[4-[[2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazine
Nizoral
Extina
more..
IDENTITY
CAS Number:65277-42-1
MDL Number:MFCD00058579
MF:C26H28Cl2N4O4
MW:531.43
EINECS:265-667-4
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:>98% (HPLC), powder
Physical Form (at 20°C):Solid
Melting Point:147-154°C
Long-Term Storage:Store long-term at 2-8°C
DOT/IATA TRANSPORT INFORMATION
UN #:UN2811
Hazard Class:6.1; Poison
Packing Group:III
A hazmat fee may apply to certain package sizes and shipment methods. Please check pricing table for an indicator of applicable hazmat fees.

BIOLOGICAL INFO
Solubility:DMSO: 16mg/mL; H2O: <1mg/mL; EtOH: 10mg/mL
Application(s):Antifungal Agent; 14-alpha Demethylase Inhibitor
Form:Free Base

REVIEW
 Ketoconazole interacts with 14-a demethylase, a cytochrome P-450 enzyme necessary for the conversion of lanosterol to ergosterol. This results in inhibition of ergosterol synthesis and increased fungal cellular permeability. Other mechanisms may involve the inhibition of endogenous respiration, interaction with membrane phospholipids, inhibition of yeast transformation to mycelial forms, inhibition of purine uptake, and impairment of triglyceride and/or phospholipid biosynthesis. Ketoconazole can also inhibit the synthesis of thromboxane and sterols such as aldosterone, cortisol, and testosterone.

REFERENCES
[1]Goeders NE, Peltier RL, Guerin GF: Ketoconazole reduces low dose cocaine self-administration in rats. Drug Alcohol Depend. 1998 Dec 1;53(1):67-77.
[2] 'Berwaerts J, Verhelst J, Mahler C, Abs R: Cushing''s syndrome in pregnancy treated by ketoconazole: case report and review of the literature. Gynecol Endocrinol. 1999 Jun;13(3):175-82. '
[3] Kazy Z, Puho E, Czeizel AE: Population-based case-control study of oral ketoconazole treatment for birth outcomes. Congenit Anom (Kyoto). 2005 Mar;45(1):5-8.
[4] Pierard-Franchimont C, Goffin V, Decroix J, Pierard GE: A multicenter randomized trial of ketoconazole 2% and zinc pyrithione 1% shampoos in severe dandruff and seborrheic dermatitis. Skin Pharmacol Appl Skin Physiol. 2002 Nov-Dec;15(6):434-41.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Danger

Hazard Statements
H301; H360; H373; H410

Precautionary Statements
P201; P202; P260; P264; P270; P273; P281; P301+P310; P308+P313; P321; P330; P391; P405; P501

Current as of May 12, 2024

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


Download SDS Request COA

All products are stocked and shipped from San Francisco Bay Area, California, USA.

⚠️
All products are for research and development use only, not for any other uses, and must be handled by technically-qualified persons.

These products are explicitly not intended to be used in foods and/or cosmetics and/or drugs (human and veterinary) and/or consumer products and/or biocides and/or pesticides of any kind unless explicitly stated otherwise.

Products are not sold to individuals. We do not ship to residential addresses. Consumer orders will be cancelled without notice.

New customers undergo an internal onboarding process. As part of this process, new customers may be asked for more information. Additional restrictions may apply.


CATEGORIES
 APIs and Bioactives > Fungicides
 Specialty Chemicals > Personal Care Ingredients
 Specialty Chemicals > Personal Care Ingredients


PubChem