What is the Clotrimazole?

Clotrimazole is Crystalline, while it's Molecular Formula is C22H17ClN2. Crystalline Clotrimazole formally also is an imidazole derivative because of the presence of an imidazole ring in its structure. It is believed that, like miconazole, econazole, and other “pure”representatives of the imidazole class, it also inhibits the biosynthesis of ergosterin in thecytoplasmatic membrane of fungi.In terms of pharmacological action, clotrimazole is very similar to miconazole. It has abroad spectrum of antifungal activity. It is effective with respect to dermatophytes, and italso has an antimicrobial effect against streptococci and staphylococci. It is also effectivewith respect to trichomonases. It is very widely used, both externally and vaginally fortreating superficial infections. Synonyms of this drug are canesten, empecid, lotrimin,micosporin, and others.

What is the CAS number for Clotrimazole?

The CAS number of Clotrimazole is 23593-75-1.

What is Clotrimazole (23593-75-1) used for?

Clotrimazole is an imidazole antifungal that is active against a wide variety of fungal forms and is effective in many types of fungal infections. It tightly binds sterol 14-α demethylase isoform B from A. fumigatus (KD = 103 nM) and, like other imidazoles, disturbs the fungal cell membrane. In mammalian cells, clotrimazole potently inhibits the calcium-dependent potassium channels Kv1.3 and IK-1 (IC50 = 6.0 and 0.07 μM, respectively).InChI:InChI=1/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H

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CasNo：23593-75-1

Product Name:clotrimazole

Molecular Formula:C₂₂H₁₇ClN₂

Appearance:Crystalline

Purity:99%

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Molecular Formula:C22H17ClN2
Molecular Weight:344.843
Appearance/Colour:Crystalline
Vapor Pressure:5.42E-09mmHg at 25°C
Melting Point:147-149 °C
Refractive Index:1.616
Boiling Point:482.3 °C at 760 mmHg
PKA:pKa 4.7(EtOH 50%aq ) (Uncertain)
Flash Point:245.5 °C
PSA：17.82000
Density:1.13 g/cm³
LogP:5.37670

Clotrimazole(Cas 23593-75-1) Usage

Chemical Properties	Clotrimazole is a white or colorless crystalline powder with a melting point of 147-149 °C. It is soluble in ethanol, acetone, and chloroform but nearly insoluble in water. It is odorless and tasteless but rapidly decomposes in an acid solution. Clotrimazole hydrochloride has a melting point of 159 °C.
Description	Clotrimazole is an antifungal agent, specifically an imidazole antifungal, that exhibits broad-spectrum activity against various forms of fungi. It is used for the treatment of fungal infections, including those affecting the skin, mouth, and vaginal mucosa.
Originator	Canesten,Bayer,UK,1973
Uses	Clotrimazole is used topically for various fungal infections, including oral, skin, and vaginal infections caused by C. albicans. It is also employed for cutaneous dermatophyte infections. Clotrimazole is available in the form of 1% vaginal cream and tablets (100 mg and 500 mg) for the treatment of vulvovaginal candidiasis.
Brand name	Gyne- Lotrimin (Schering-Plough); Gynix (Teva); Lotrimin (Schering-Plough); Mycelex (Bayer).
Therapeutic Function	Antifungal
Veterinary Drugs and Treatments	Topical clotrimazole has activity against dermatophytes and yeasts; it may be useful for localized lesions associated with Malassezia. It is not very effective in treating dermatophytosis in cats. Clotrimazole inhibits the biosynthesis of ergosterol, a component of fungal cell membranes leading to increased membrane permeability and probable disruption of membrane enzyme systems.

InChI:InChI=1/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H

23593-75-1 Relevant articles

Clotrimazole: A Review of its Antifungal Activity and Therapeutic Efficacy

Phyllis R. Sawyer, R. N. Brogden, K. M. Pinder, T. M. Speight & G. S. Avery

, Drugs volume 9, pages424–447 (1975)

Candidal septicemia and urinary and pulmonary candidiasis have been cured with oral clotrimazole therapy. Results in other types of serious fungal infections, including pulmonary aspergillosis, have been disappointing. A limiting factor in oral clotrimazole therapy is the high incidence of gastro-intestinal disturbances and neurological reactions.

Clotrimazole inhibits cell proliferation in vitro and in vivo

Laura R. Benzaquen, Carlo Brugnara, H. Randolph Byers, Sebastiano Gattoni-Celli & José A. Halperin

, Nature Medicine volume 1, pages534–540 (1995)

The antimycotic drug clotrimazole (CLT) has been shown to inhibit movement of Ca2+ and K+ across the plasma membrane. Our results show that CLT inhibits the rate of cell proliferation of normal and cancer cell lines in a reversible and dose-dependent manner in vitro.

Fluorinated Alcohol-Promoted Reaction of Chlorohydrocarbons with Diverse Nucleophiles for the Synthesis of Triarylmethanes and Tetraarylmethanes

Yu, Liping,Li, Shuai-Shuai,Li, Weina,Yu, Shitao,Liu, Qing,Xiao, Jian

, p. 15277 - 15283 (2019/01/04)

This article reports an efficient synthe...

23593-75-1 Process route

: 288-32-4
1H-imidazole

: 42074-68-0
2-chlorotrityl chloride

: 23593-75-1
clotrimazole

Conditions

Conditions	Yield
With sodium carbonate; at 25 ℃; for 48h; Reagent/catalyst; Solvent; Concentration; Green chemistry;	92%
With sodium carbonate; at 20 ℃; for 48h; Sealed tube;	92%
With triethylamine; In acetonitrile; Heating;
With triethylamine; In toluene; at 20 - 50 ℃; for 3h; Temperature; Solvent; Inert atmosphere;