1-Dodecylimidazole

Modify Date: 2025-08-27 09:58:10

1-Dodecylimidazole structure	Common Name	1-Dodecylimidazole
	CAS Number	4303-67-7	Molecular Weight	236.39600
	Density	N/A	Boiling Point	N/A
	Molecular Formula	C₁₅H₂₈N₂	Melting Point	N/A
	MSDS	N/A	Flash Point	N/A

Use of 1-Dodecylimidazole

1-Dodecylimidazole (N-Dodecylimidazole) is a lysosomotropic detergent and a cytotoxic agent. 1-Dodecylimidazole causes cell death by its acid-dependent accumulation in lysosomes, disruption of the lysosomal membrane, and releaseof cysteine proteases into the cytoplasm. 1-Dodecylimidazole has hypocholesterolaemic activity and broad-spectrum antifungal activity[1][2][3].

Name	1-dodecylimidazole
Synonym	More Synonyms

Description	1-Dodecylimidazole (N-Dodecylimidazole) is a lysosomotropic detergent and a cytotoxic agent. 1-Dodecylimidazole causes cell death by its acid-dependent accumulation in lysosomes, disruption of the lysosomal membrane, and releaseof cysteine proteases into the cytoplasm. 1-Dodecylimidazole has hypocholesterolaemic activity and broad-spectrum antifungal activity[1][2][3].
Related Catalog	Research Areas >> Cancer Signaling Pathways >> Anti-infection >> Fungal
In Vitro	N-dodecylimidazole, an acid activated detergent with a pKa of 6.3, has been shown to be cytotoxic to cells in culture. N-dodecylimidazole displayed extracellular pH (pHe)-dependent cytotoxicity against EMT-6 and MGH U1 cells. cell killing was dose dependent and was 100-fold greater at pHe 6.0 than pHe 7.0[4].
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]. Animal Model: Male rats[2] Dosage: 150 mg/kg body wt Administration: By stomach tube; daily for 10 days Result: Had significantly lower serum cholesterol concentrations than untreated animals.
References	[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.

Molecular Formula	C₁₅H₂₈N₂
Molecular Weight	236.39600
Exact Mass	236.22500
PSA	17.82000
LogP	4.80400
InChIKey	JMTFLSQHQSFNTE-UHFFFAOYSA-N
SMILES	CCCCCCCCCCCCn1ccnc1
Storage condition	2~8℃，Seal

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NI5290000

CHEMICAL NAME :: Imidazole, 1-dodecyl-

CAS REGISTRY NUMBER :: 4303-67-7

BEILSTEIN REFERENCE NO. :: 0609993

LAST UPDATED :: 199701

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C15-H28-N2

MOLECULAR WEIGHT :: 236.45

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 29 mg/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 189,69,1987

Hazard Codes	Xi
Risk Phrases	36/37/38
Safety Phrases	37/39-26
HS Code	2933290090

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Literature: Kapitanov; Belousova; Shumeiko; Kostrikin; Prokop'Eva; Popov Russian Journal of Organic Chemistry, 2013 , vol. 49, # 9 p. 1291 - 1299 Zh. Org. Khim., 2013 , vol. 49, # 9 p. 1308 - 1316,9

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Literature: Abate, Antonio; Petrozza, Annamaria; Cavallo, Gabriella; Lanzani, Guglielmo; Matteucci, Francesco; Bruce, Duncan W.; Houbenov, Nikolay; Metrangolo, Pierangelo; Resnati, Giuseppe Journal of Materials Chemistry A, 2013 , vol. 1, # 22 p. 6572 - 6578

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Literature: Qiao, Yunxiang; Hou, Zhenshan; Li, Huan; Hu, Yu; Feng, Bo; Wang, Xiangrui; Hua, Li; Huang, Qingfa Green Chemistry, 2009 , vol. 11, # 12 p. 1955 - 1960

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Literature: BASF Aktiengesellschaft Patent: US4450277 A1, 1984 ;

Formaldehyde

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N/A

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1-Dodecylimidazole

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Literature: Liu, Xue-Feng; Dong, Li-Li; Fang, Yun Journal of Surfactants and Detergents, 2011 , vol. 14, # 4 p. 497 - 504

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1-Dodecylimidazole

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Literature: Abramzon; Pevzner; Kofman; Alam Russian Journal of Applied Chemistry, 1996 , vol. 69, # 12 p. 1841 - 1848

HS Code	2933290090
Summary	2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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EINECS 224-314-4

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