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23593-75-1
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???(??):
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???:
Clotrimazole
???(??):
CLOTRIMAZOL;(2-Chlorophenyl)diphenyl-1-imidazolylmethane;CLT;clotrimazole powder;myclo;hemagglutinin;mycelex-g;Chlotrimazole;gyne-lotrimin;ClotriMazole(Canesten)
CBNumber:
CB7404063
???:
C22H17ClN2
??? ??:
344.84
MOL ??:
23593-75-1.mol
MSDS ??:
SDS

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???
147-149°C
?? ?
501.14°C (rough estimate)
??
1.1095 (rough estimate)
???
1.5940 (estimate)
?? ??
2-8°C
???
?????, DMSO, DMF ? ???? ???
?? ?? (pKa)
pKa 4.7(EtOH 50%aq ) (Uncertain)
??? ??
Solid
??
???? ?? ??
???
<10mg/L(25℃)
?? ??(λmax)
556nm(Phosphate buffer sol.)(lit.)
Merck
14,2417
InChI
InChI=1S/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
InChIKey
VNFPBHJOKIVQEB-UHFFFAOYSA-N
SMILES
C1N(C(C2=CC=CC=C2Cl)(C2=CC=CC=C2)C2=CC=CC=C2)C=CN=1
NIST
Clotrimazole(23593-75-1)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xn
?? ???? ?? 22-36/38
????? 26-36
WGK ?? 3
RTECS ?? NI4377000
HS ?? 29332900
?? ?? ??? 23593-75-1(Hazardous Substances Data)
?? LD50 in male mice, rats (mg/kg): 923, 708 orally (Tettenborn)
????(GHS): GHS hazard pictogramsGHS hazard pictograms
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H302 ??? ??? ?? ?? ?? - ?? ?? 4 ?? GHS hazard pictograms P264, P270, P301+P312, P330, P501
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H410 ??? ??? ?? ????? ?? ??? ?? ????? ?? - ?? ?? 1 ?? GHS hazard pictograms P273, P391, P501
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P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P270 ? ??? ??? ??? ???, ???? ???? ???.
P273 ???? ???? ???.
P301+P312 ??? ???? ??? ????(??)? ??? ????.
P302+P352 ??? ??? ??? ?? ????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
NFPA 704
0
2 0

??????? MSDS


Diphenyl-(2-chlorophenyl)-1-imidazolylmethane

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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).

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White or pale yellow, crystalline powder.

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Clotrimazole is an antifungal agent.

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ChEBI: A member of the class of imidazoles that is 1H-imidazole in which the hydrogen attached to a nitrogen is replaced by a monochlorotrityl group.

Indications

Clotrimazole (Lotrimin, Gyne-Lotrimin, Mycelex) is a broad-spectrum fungistatic imidazole drug used in the topical treatment of oral, skin, and vaginal infections with C. albicans. It is also employed in the treatment of infections with cutaneous dermatophytes.
Topical use results in therapeutic drug concentrations in the epidermis and mucous membranes; less than 10% of the drug is systemically absorbed. Although clotrimazole is generally well tolerated, local abdominal cramping, increased urination, and transient liver enzyme elevations have been reported.

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Chemical structure: imidazole

Clinical Use

1-(o-Chloro-α,α-diphenylbenzyl)imidazole (Lotrimin, Gyne-Lotrimin, Mycelex) is a broad-spectrum antifungal drug thatis used topically for the treatment of tinea infections and candidiasis.It occurs as a white crystalline solid that is sparinglysoluble in water but soluble in alcohol and most organic solvents.It is a weak base that can be solubilized by dilute mineralacids.
Clotrimazole is available as a solution in polyethyleneglycol 400, a lotion, and a cream in a concentration of 1%.These are all indicated for the treatment of tinea pedis, tineacruris, tinea capitis, tinea versicolor, or cutaneous candidiasis.A 1% vaginal cream and tablets of 100 mg and 500 mgare available for vulvovaginal candidiasis. Clotrimazole isextremely stable, with a shelf life of more than 5 years.

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