6-[4-(2H3)methoxy-3-[(3R,5S,7s)-adamantan-1-yl]phenyl]naphthalene-2-carboxylic acid

• ChemBase编号: 159539
• 分子式: C28H28O3
• 平均质量: 412.52012
• 单一同位素质量: 412.20384476
• SMILES: C12(C[C@H]3C[C@@H](C1)C[C@H](C2)C3)c1cc(ccc1OC)c1ccc2c(c1)ccc(c2)C(=O)O
• Canonical SMILES: COc1ccc(cc1C12C[C@@H]3C[C@@H](C2)C[C@H](C1)C3)c1ccc2c(c1)ccc(c2)C(=O)O
• InChI: InChI=1S/C28H28O3/c1-31-26-7-6-23(21-2-3-22-12-24(27(29)30)5-4-20(22)11-21)13-25(26)28-14-17-8-18(15-28)10-19(9-17)16-28/h2-7,11-13,17-19H,8-10,14-16H2,1H3,(H,29,30)/t17-,18+,19-,28?
• InChIKey: LZCDAPDGXCYOEH-UGQIIZBGSA-N

名称和登记号

名称

• IUPAC标准名: 6-[4-(^2H₃)methoxy-3-[(3R,5S,7s)-adamantan-1-yl]phenyl]naphthalene-2-carboxylic acid
• IUPAC传统名: 6-[4-(^2H₃)methoxy-3-[(3R,5S,7s)-adamantan-1-yl]phenyl]naphthalene-2-carboxylic acid
• 别名: 6-[4-(Methoxy-d3)-3-tricyclo[3.3.1.13,7]dec-1-ylphenyl]-2-naphthalenecarboxylic Acid; 6-[3-(1-Adamantyl)-4-(methoxy-d3)phenyl]-2-naphthoic Acid; CD-271-d3; Differin-d3; Adapalene-d3

登记号

• PubChem SID: 162253674
• PubChem CID: 71313023

理论计算性质

• Acid pKa: 3.9892612
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 4.938707
• LogD (pH = 7.4): 3.2933044
• Log P: 6.4585013
• 摩尔折射率: 122.0719 cm^3
• 极化性: 49.861984 Å^3
• 极化表面积: 46.53 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Sparingly soluble in DMSO
• 外观: White Solid
• 熔点: >300°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - A225002

Labelled Adapalene. Retinoid selective for retinoic acid receptor (RAR) subtypes β and γ. Antiacne.

参考文献

• Griffiths, C.E.M., et al.: J. Invest. Dermatol., 101, 325 (1993)
• Bernard, B.A., et al.: Skin Pharmacol., 6, 61 (1993)
• Waugh, J., et al.: Drugs, 64, 1465 (1993)