(2S,5R)-N-(4-methoxyphenyl)-5-methyl-2-(propan-2-yl)cyclohexane-1-carboxamide

• ChemBase编号: 154398
• 分子式: C18H27NO2
• 平均质量: 289.41248
• 单一同位素质量: 289.20417911
• SMILES: C[C@@H]1CC[C@H](C(C1)C(=O)Nc1ccc(cc1)OC)C(C)C
• Canonical SMILES: COc1ccc(cc1)NC(=O)C1C[C@H](C)CC[C@H]1C(C)C
• InChI: InChI=1S/C18H27NO2/c1-12(2)16-10-5-13(3)11-17(16)18(20)19-14-6-8-15(21-4)9-7-14/h6-9,12-13,16-17H,5,10-11H2,1-4H3,(H,19,20)/t13-,16+,17?/m1/s1
• InChIKey: HNSGVPAAXJJOPQ-WBTZKQGOSA-N

名称和登记号

名称

• IUPAC标准名: (2S,5R)-N-(4-methoxyphenyl)-5-methyl-2-(propan-2-yl)cyclohexane-1-carboxamide
• IUPAC传统名: (2S,5R)-2-isopropyl-N-(4-methoxyphenyl)-5-methylcyclohexane-1-carboxamide
• 别名: (2S,5R)-2-Isopropyl-N-(4-methoxyphenyl)-5-methylcyclohexanecarboximide; WS-12

登记号

• PubChem SID: 162248537
• PubChem CID: 71311855

理论计算性质

• Acid pKa: 14.585513
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 4.472413
• LogD (pH = 7.4): 4.472413
• Log P: 4.472413
• 摩尔折射率: 86.8332 cm^3
• 极化性: 33.57438 Å^3
• 极化表面积: 38.33 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: >20 mg/mL
• 外观: white to off-white powder

安全信息

• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N)
• 联合国危险货物编号: 3077
• 德国WGK号: 3
• 联合国危险货物等级: 9
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 50
• 安全公开号: 53-61
• GHS危险品标识: GHS09
• GHS警示词: Warning
• GHS危险声明: H410
• GHS警示性声明: P273-P501
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C18H27NO2

详细说明

Sigma Aldrich - W0519

Biochem/physiol Actions
WS-12 is a high-affinity, selective TRPM8 (cold menthol receptor 1; CMR1) agonist. TRPM8 agonists induce a cooling sensation in sensory neurons and produce profound, mechanistically novel analgesia in chronic pain states such as neuropathic pain.1