ethyl 1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylate

• ChemBase编号: 70184
• 分子式: C14H16N2O2
• 平均质量: 244.28904
• 单一同位素质量: 244.12117776
• SMILES: c1ncc(n1[C@H](C)c1ccccc1)C(=O)OCC
• Canonical SMILES: CCOC(=O)c1cncn1[C@@H](c1ccccc1)C
• InChI: InChI=1S/C14H16N2O2/c1-3-18-14(17)13-9-15-10-16(13)11(2)12-7-5-4-6-8-12/h4-11H,3H2,1-2H3/t11-/m1/s1
• InChIKey: NPUKDXXFDDZOKR-LLVKDONJSA-N

名称和登记号

名称

• IUPAC标准名: ethyl 1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylate
• IUPAC传统名: (+)-etomidate; ethyl 1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylate
• 别名: Etomidate; Amidate; R16659; Etomidate; 1-[(1R)-1-Phenylethyl]-1H-imidazole-5-carboxylic Acid Ethyl Ester; Hypnomidate; R-16659; 1-(1-Phenylethyl)-5-ethoxycarbonylimidazole; Etomidate; D-isomer

登记号

• CAS号: 33125-97-2
• EC号: 251-385-9
• MDL号: MFCD00869295
• PubChem SID: 24894630; 162035908
• PubChem CID: 667484

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 2.4663537
• LogD (pH = 7.4): 2.4993365
• Log P: 2.4997861
• 摩尔折射率: 69.5923 cm^3
• 极化性: 26.606922 Å^3
• 极化表面积: 44.12 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Acetone; Chloroform; DMSO: >10 mg/mL; Ethanol; Methanol; Water
• 外观: white powder; White Solid
• 熔点: 72-74°C

安全信息

• 保存条件: -20°C Freezer
• 保存注意事项: IRRITANT
• RTECS编号: NI4021500
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• 安全公开号: 36
• TSCA收录: false
• GHS危险品标识: GHS07; GHS09
• GHS警示词: Warning
• GHS危险声明: H302-H400
• GHS警示性声明: P273
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: human ... GABRA1(2554)
• 生物活性机理: Binds at a distinct binding site associated with a Cl- ionopore at the GABA(A) receptor, increasing the duration of time for which the Cl- ionopore is open.; The post-synaptic inhibitory effect of GABA in the thalamus is, therefore, prolonged.

产品相关信息

• 纯度: >98% (HPLC); 95+%
• 应用领域: Short acting intravenous anaesthetic agent used for the induction of general anaesthesia and for sedation for short procedures such as reduction of dislocated joints and cardioversion.
• Empirical Formula (Hill Notation): C14H16N2O2

详细说明

Sigma Aldrich - E6530

Biochem/physiol Actions
Etomidate is a general anesthetic; potentiates GABAA transmission. The possible neuroprotective effect of etomidate against streptozotocin-induced (STZ-induced) hyperglycaemia were investigated in the rat brain and spinal cord. Etomidate treatment demonstrated neuroprotective effect on the neuronal tissue against the diabetic oxidative damage

Toronto Research Chemicals - E933300

Etomidate is a hypnotic.

参考文献

• Goetz, E., et al.: Anaesthesist, 23, 331 (1974)
• Chang, Z. L., et al.: Anal. Profiles Drug Subs., 12, 191 (1974)
• Godefroi, E.F. et al., J. Med. Chem., 1965, 8, 220, (synth)
• Chang, Z.L. et al., Anal. Profiles Drug Subst., 1983, 12, 191, (rev)
• Giese, J.L. et al., Pharmacotherapy (Carlisle, Mass.), 1983, 3, 251, (rev, pharmacol)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 913
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, HOU100