Introduction：Basic information about CAS 4303-67-7|1-Dodecylimidazole, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 1-Dodecylimidazole |
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| CAS Number | 4303-67-7 | Molecular Weight | 236.39600 |
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| Density | / | Boiling Point | / |
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| Molecular Formula | C15H28N2 | Melting Point | / |
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| MSDS | / | Flash Point | / |
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Names
| Name | 1-dodecylimidazole |
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| Synonym | More Synonyms |
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1-Dodecylimidazole BiologicalActivity
| 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]. |
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| Related Catalog | Research Areas >>CancerSignaling Pathways >>Anti-infection >>Fungal |
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| 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]. |
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| 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. |
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| 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. |
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Chemical & Physical Properties
| Molecular Formula | C15H28N2 |
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| Molecular Weight | 236.39600 |
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| Exact Mass | 236.22500 |
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| PSA | 17.82000 |
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| LogP | 4.80400 |
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| InChIKey | JMTFLSQHQSFNTE-UHFFFAOYSA-N |
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| SMILES | CCCCCCCCCCCCn1ccnc1 |
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| Storage condition | 2~8℃，Seal |
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Toxicological Information
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 DATAACUTE TOXICITY DATAMUTATION 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
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Safety Information
| Hazard Codes | Xi |
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| Risk Phrases | 36/37/38 |
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| Safety Phrases | 37/39-26 |
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| HS Code | 2933290090 |
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Customs
| HS Code | 2933290090 |
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| 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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Synonyms
| Imidazole,1-dodecyl |
| 1-n-dodecanylimidazole |
| 1H-Imidazole,1-dodecyl |
| dodecylimidazole |
| EINECS 224-314-4 |
| N-dodecyl imidazole |
| 1-Laurylimidazole |
| 1-Dodecylimidazole |
| 1-Dodecyl-1H-imidazole |
| N-Laurylimidazole |
