| Identification | Back Directory | [Name]
1-DODECYLIMIDAZOLE | [CAS]
4303-67-7 | [Synonyms]
C12IM
1-dodecliMidazole
1-laurylimidazole
n-laurylimidazole
N-DODECYLIMIDAZOLE
1-DODECYLIMIDAZOLE
1-dodecyl-imidazol
1-dodecyl-1h-imidazol
1-DODECYL-1H-IMIDAZOLE
1-Dodecylimidazole,95%
1-Dodecylimidazole,97%
1-DodecyliMidazole, GC 97% | [EINECS(EC#)]
224-314-4 | [Molecular Formula]
C15H28N2 | [MDL Number]
MFCD00278859 | [MOL File]
4303-67-7.mol | [Molecular Weight]
236.4 |
| Chemical Properties | Back Directory | [Appearance]
Clourless Liquid | [Melting point ]
69.5-70.5 °C(Solv: ethyl acetate (141-78-6)) | [Boiling point ]
146 °C (0.5 mmHg)
| [density ]
0.9624 (rough estimate) | [vapor pressure ]
0.009Pa at 20℃ | [refractive index ]
1.5312 (estimate) | [storage temp. ]
Refrigerator | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Liquid | [pka]
7.08±0.10(Predicted) | [color ]
Clear yellow | [InChI]
InChI=1S/C15H28N2/c1-2-3-4-5-6-7-8-9-10-11-13-17-14-12-16-15-17/h12,14-15H,2-11,13H2,1H3 | [InChIKey]
JMTFLSQHQSFNTE-UHFFFAOYSA-N | [SMILES]
C1N(CCCCCCCCCCCC)C=CN=1 | [LogP]
3.56-5.5 at pH5-9 | [Surface tension]
45mN/m at 20mg/L and 20℃ | [EPA Substance Registry System]
1H-Imidazole, 1-dodecyl- (4303-67-7) |
| Hazard Information | Back Directory | [Chemical Properties]
Clourless Liquid | [Uses]
A N-alkylated derivative of imidazole as antibacterial agent. | [Synthesis]
Imidazole (0.68 g, 10 mmol) and bromododecane (2.5 g, 10 mmol) were added to anhydrous potassium carbonate (2.76 g, 20 mmol) in a 50 mL round-bottomed flask and dissolved in 20 mL of acetone. The mixed solution was heated to reflux for 7 hours. After completion of the reaction, the acetone solvent was removed by rotary evaporation. The crude product was purified by column chromatography using ethyl acetate as eluent. After collecting the target components, the ethyl acetate solvent was removed by rotary evaporation under reduced pressure and the final product was dried under vacuum to give purified 1-dodecylimidazole in 90% yield. | [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] Russian Journal of Organic Chemistry, 2013, vol. 49, # 9, p. 1291 - 1299
[2] Zh. Org. Khim., 2013, vol. 49, # 9, p. 1308 - 1316,9
[3] Patent: CN106188014, 2016, A. Location in patent: Paragraph 0016
[4] Patent: CN103951702, 2016, B. Location in patent: Paragraph 0059; 0060
[5] Tetrahedron, 2010, vol. 66, # 35, p. 7077 - 7082 |
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