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SMB00286

Sigma-Aldrich

Terconazole

≥98%

Sinônimo(s):

(+-)-1-{4-[cis-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxy]phenyl}-4-isopropylpiperazine, Triaconazole

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About This Item

Fórmula empírica (Notação de Hill):
C26H31Cl2N5O3
Número CAS:
67915-31-5
Peso molecular:
532.46
Número CE:
267-751-6
Código UNSPSC:
51303407
NACRES:
NA.85

Ensaio

≥98%

Formulário

powder

cor

white

solubilidade

DMSO: 1 mg/mL

espectro de atividade do antibiótico

fungi

Modo de ação

enzyme | interferes

temperatura de armazenamento

2-8°C

InChI

1S/C26H31Cl2N5O3/c1-19(2)31-9-11-32(12-10-31)21-4-6-22(7-5-21)34-14-23-15-35-26(36-23,16-33-18-29-17-30-33)24-8-3-20(27)13-25(24)28/h3-8,13,17-19,23H,9-12,14-16H2,1-2H3/t23-,26-/m0/s1

chave InChI

BLSQLHNBWJLIBQ-OZXSUGGESA-N

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Descrição geral

Terconazole is a traizole ketal derivative, which is antifungal in nature. It is especially effective against Candidal spp.[1]

Aplicação

Terconazole could be used for the assessment of the effect of terconazole on transduction efficiency of host cells by glycoprotein of Ebola virus (EBOV), and for the assessment of the effect of terconazole on transduction efficiency of embryonic kidney cell line 293T by human coronaviruses.[2][3]

Ações bioquímicas/fisiológicas

Terconazole suppresses the growth of various types of yeats and mycelium-forming fungi in in vitro conditions. Its antifungal activity is an outcome of the accumulation of the membrane-disrupting 14α-demethylsterols and ergosterol depletion. This is result of inactivation of cytochrome P-450-dependent 14α-demethylase by terconazole.[1] It is a rapidly-acting and well-tolerated antifungal used for the treatment of vulvovaginal candidiasis.[4] It is also used for the treatment of dermatophytosis and candidosis.[5] The drug may facilitate the accumulation of cholesterol in late endosomes.[3]

Embalagem

2MG

Armazenamento e estabilidade

Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Non Combustible Solids

Outras notas

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place. Storage class (TRGS 510): Non Combustible Solids

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335,H413

Declarações de precaução

P273 - P302 + P352 - P305 + P351 + P338

Classificações de perigo

Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (COA)

Lot/Batch Number
084M4036V
14140706

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Heike Hofmann-Winkler et al.
The Journal of infectious diseases, 212 Suppl 2, S172-S180 (2015-04-04)
The ongoing Ebola virus (EBOV) disease (EVD) epidemic in Western Africa is the largest EVD outbreak recorded to date and requires the rapid development and deployment of antiviral measures. The viral glycoprotein (GP) facilitates host cell entry and, jointly with
J Van Cutsem et al.
Chemotherapy, 29(5), 322-331 (1983-01-01)
Terconazole, a new triazole ketal, is found to be highly active in vitro on a wide range of yeasts and mycelium-forming fungi. The in vitro activity depends largely on the medium used. In vitro it is a potent antifungal agent
E L Tolman et al.
Antimicrobial agents and chemotherapy, 29(6), 986-991 (1986-06-01)
Terconazole is a new triazole ketal derivative with broad-spectrum in vitro and in vivo antifungal activities. This study further characterizes the effects of terconazole in vitro on yeast cell growth, viability, and morphology. Terconazole inhibited the growth of Candida albicans
Florian Wrensch et al.
Viruses, 6(9), 3683-3698 (2014-09-27)
The interferon-inducible transmembrane (IFITM) proteins 1, 2 and 3 inhibit the host cell entry of several enveloped viruses, potentially by promoting the accumulation of cholesterol in endosomal compartments. IFITM3 is essential for control of influenza virus infection in mice and
Ting Li et al.
Medical mycology, 53(5), 455-461 (2015-04-17)
Terconazole is a new, broad-spectrum, triazole antifungal agent. The aim of this study was to compare the efficacy and safety of a 6-day course of a terconazole vaginal suppository (80 mg) with two doses of oral fluconazole (150 mg) for
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