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1-Dodecylimidazole

Catalog No. T37885 CAS 4303-67-7

1-Dodecylimidazole (N-Dodecylimidazole) is a chemical compound that serves as a cytotoxic agent and lysosomotropic detergent. It induces cell death through acid-dependent accumulation in lysosomes, which disrupts the lysosomal membrane and facilitates the release of cysteine proteases into the cytoplasm. Additionally, 1-Dodecylimidazole exhibits hypocholesterolemic and broad-spectrum antifungal activities.

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1-Dodecylimidazole, CAS 4303-67-7

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200 mg	In stock	$ 55.00
500 mg	In stock	$ 74.00
1 mL * 10 mM (in DMSO)	In stock	$ 44.00

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Biological Description

Chemical Properties

Storage & Solubility Information

Description	1-Dodecylimidazole (N-Dodecylimidazole) is a chemical compound that serves as a cytotoxic agent and lysosomotropic detergent. It induces cell death through acid-dependent accumulation in lysosomes, which disrupts the lysosomal membrane and facilitates the release of cysteine proteases into the cytoplasm. Additionally, 1-Dodecylimidazole exhibits hypocholesterolemic and broad-spectrum antifungal activities.
In vitro	N-dodecylimidazole acts as an acid-activated detergent, possessing a pKa of 6.3, and exhibits cytotoxic properties towards cultured cells. Its cytotoxic effects on EMT-6 and MGH U1 cells are dependent on extracellular pH (pHe), demonstrating dose-dependent cell mortality significantly amplified at pHe 6.0, being 100-fold more potent compared to pHe 7.0.
In vivo	The hypocholesterolaemic activity of 1-dodecylimidazole results in part from the inhibition of cholesterol biosynthesis at the level of 2,3-oxidosqualene sterol cyclase[2].1-dodecylimidazole (150 mg/kg body wt; by stomach tube; daily for 10 days) has lower serum cholesterol concentrations than control rats[2].

Molecular Weight	236.4
Formula	C15H28N2
CAS No.	4303-67-7

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 100 mg/mL (423.01 mM), Sonication is recommended.

References and Literature

1. Wilson PD, et al. A relationship between multidrug resistance and growth-state dependent cytotoxicity of the lysosomotropic detergent N-dodecylimidazole. Biochem Biophys Res Commun. 1991;176(3):1377-1382. 2. Atkin SD, et al. The isolation of 2,3-oxidosqualene from the liver of rats treated with 1-dodecylimidazole, a novel hypocholesterolaemic agent. Biochem J. 1972;130(1):153-157. 3. Firestone RA, et al. Lysosomotropic agents. 7. Broad-spectrum antifungal activity of lysosomotropic detergents. J Med Chem. 1987;30(8):1519-1521. 4. Boyer MJ, et al. pH dependent cytotoxicity of N-dodecylimidazole: a compound that acquires detergent properties under acidic conditions. Br J Cancer. 1993;67(1):81-87.

Related compound libraries

This product is contained In the following compound libraries：

Bioactive Compounds Library Max Bioactive Compound Library Human Metabolite Library

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Keywords

1-Dodecylimidazole 4303-67-7 Microbiology/Virology Antifungal conditions Inhibitor Fungal N-Dodecylimidazole acidic extracellular 1 Dodecylimidazole tumors properties inhibit 1Dodecylimidazole detergent inhibitor

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