2-{2-[3-(dimethylamino)propylidene]-9-oxatricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,11,13-hexaen-5-yl}acetic acid hydrochloride

• ChemBase编号: 154726
• 分子式: C21H24ClNO3
• 平均质量: 373.87316
• 单一同位素质量: 373.14447131
• SMILES: CN(C)CC/C=C/1\c2ccccc2COc2c1cc(cc2)CC(=O)O.Cl
• Canonical SMILES: CN(CC/C=C\1/c2cc(ccc2OCc2c1cccc2)CC(=O)O)C.Cl
• InChI: InChI=1S/C21H23NO3.ClH/c1-22(2)11-5-8-18-17-7-4-3-6-16(17)14-25-20-10-9-15(12-19(18)20)13-21(23)24;/h3-4,6-10,12H,5,11,13-14H2,1-2H3,(H,23,24);1H
• InChIKey: HVRLZEKDTUEKQH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-{2-[3-(dimethylamino)propylidene]-9-oxatricyclo[9.4.0.0^3,^8]pentadeca-1(15),3(8),4,6,11,13-hexaen-5-yl}acetic acid hydrochloride
• IUPAC传统名: {2-[3-(dimethylamino)propylidene]-9-oxatricyclo[9.4.0.0^3,^8]pentadeca-1(15),3(8),4,6,11,13-hexaen-5-yl}acetic acid hydrochloride
• 别名: (11Z)-11-[3-(Dimethylamino)propylidene]-6,11-dihydrodibenz[b,e]oxepin-2-acetic acid hydrochloride; AL-4943A; KW-4679; Opatanol; Patanol; Olopatadine hydrochloride

登记号

• CAS号: 140462-76-6
• MDL号: MFCD00875716
• PubChem SID: 162248864
• PubChem CID: 21893738

理论计算性质

• Acid pKa: 3.7840304
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 0.74022824
• LogD (pH = 7.4): 0.74543273
• Log P: 0.7462555
• 摩尔折射率: 109.5524 cm^3
• 极化性: 38.300964 Å^3
• 极化表面积: 49.77 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: H2O: ≥20 mg/mL
• 外观: solid

安全信息

• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 25-50
• 安全公开号: 45-61
• GHS危险品标识: GHS06; GHS09
• GHS警示词: Danger
• GHS危险声明: H301-H400
• GHS警示性声明: P273-P301 + P310
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: room temp

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C21H23NO3·HCl

详细说明

Sigma Aldrich - O0391

Biochem/physiol Actions
Olopatadine is a histamine H1 receptor antagonist and mast cell stabilizer. The low level of occupancy H1 receptors in the brain explains the low sedation effect of olopatidine. It is believed that olopatidine is a substrate for P-glycoprotein, which limits its brain penetration.1