(S)-[2,8-bis(trifluoromethyl)quinolin-4-yl](2R)-piperidin-2-ylmethanol hydrochloride

• ChemBase编号: 153843
• 分子式: C17H17ClF6N2O
• 平均质量: 414.7730992
• 单一同位素质量: 414.09336017
• SMILES: c1cc2c(cc(nc2c(c1)C(F)(F)F)C(F)(F)F)[C@@H]([C@H]1CCCCN1)O.Cl
• Canonical SMILES: O[C@@H](c1cc(nc2c1cccc2C(F)(F)F)C(F)(F)F)[C@H]1CCCCN1.Cl
• InChI: InChI=1S/C17H16F6N2O.ClH/c18-16(19,20)11-5-3-4-9-10(15(26)12-6-1-2-7-24-12)8-13(17(21,22)23)25-14(9)11;/h3-5,8,12,15,24,26H,1-2,6-7H2;1H/t12-,15+;/m1./s1
• InChIKey: WESWYMRNZNDGBX-YLCXCWDSSA-N

名称和登记号

名称

• IUPAC标准名: (S)-[2,8-bis(trifluoromethyl)quinolin-4-yl](2R)-piperidin-2-ylmethanol hydrochloride
• IUPAC传统名: (-)-mefloquine hydrochloride
• 别名: (AS)-rel-a-(2R)-2-Piperidinyl-2,8-bis(trifluoromethyl)-4-quinolinemethanol monohydrochloride; Mefloquine hydrochloride; (αS)-rel-α-(2R)-2-Piperidinyl-2,8-bis(trifluoromethyl)-4-quinolinemethanol; (+/-)-Mefloquine Hydrochloride; Loriam; Mefloquin Hydrochloride; Mefloquine Hydrochloride; NSC 157387; Ro 21-5998/001; WR 142490; Mefloquine Hydrochloride

登记号

• CAS号: 51773-92-3
• EC号: 257-412-0
• MDL号: MFCD00797519
• PubChem SID: 24724536; 162247982
• PubChem CID: 65329

理论计算性质

• Acid pKa: 13.785841
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 0.94418555
• LogD (pH = 7.4): 2.0721047
• Log P: 4.1105947
• 摩尔折射率: 82.5774 cm^3
• 极化性: 31.66879 Å^3
• 极化表面积: 45.15 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; DMSO: soluble38 mg/mL; H2O: insoluble; Methanol
• 外观: white powder; White Solid
• 熔点: 250-254°C (dec.)

安全信息

• 保存条件: Refrigerator
• RTECS编号: VC0308000
• 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
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥98% (HPLC); 95+%
• Empirical Formula (Hill Notation): C17H17ClF6N2O

详细说明

Sigma Aldrich - M2319

Biochem/physiol Actions
Blocker of gap junction channels Cx36 and Cx50.

Toronto Research Chemicals - M207050

Quinoline methanol antimalarial agent.

参考文献

• Carroll, F.I., et al.: J. Med. Chem., 17, 210 (1974)
• Davidson, M.W., et al.: J. Med. Chem., 20, 1117 (1974)
• Brown, R.E., et al.: Life Sci., et al.: 25, 1857 (1974)
• Lim, P., et al.: Anal. Profiles Drug Subs., 14, 157 (1974)