(1S)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

• ChemBase编号: 172112
• 分子式: C15H13NO3
• 平均质量: 255.26862
• 单一同位素质量: 255.08954328
• SMILES: c12n(c(cc1)C(=O)c1ccccc1)CC[C@@H]2C(=O)O
• Canonical SMILES: OC(=O)[C@H]1CCn2c1ccc2C(=O)c1ccccc1
• InChI: InChI=1S/C15H13NO3/c17-14(10-4-2-1-3-5-10)13-7-6-12-11(15(18)19)8-9-16(12)13/h1-7,11H,8-9H2,(H,18,19)/t11-/m0/s1
• InChIKey: OZWKMVRBQXNZKK-NSHDSACASA-N

名称和登记号

名称

• IUPAC标准名: (1S)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
• IUPAC传统名: (1S)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
• 别名: (1S)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic Acid; (-)-Ketorolac; S-(-)-Ketorolac; (S)-Ketorolac; (1R)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic Acid; (+)-Ketorolac; R-(+)-Ketorolac; (R)-Ketorolac

登记号

• CAS号: 66635-93-6; 66635-92-5
• PubChem SID: 164228022
• PubChem CID: 181817

理论计算性质

• Acid pKa: 3.8351793
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 0.6151371
• LogD (pH = 7.4): -0.9625098
• Log P: 2.2833629
• 摩尔折射率: 70.1945 cm^3
• 极化性: 26.83597 Å^3
• 极化表面积: 59.3 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: Off-White Solid
• 熔点: 160-167°C; 163-170°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - K235605

(S)-Ketorolac is the S-enantiomer of Ketorolac. The (S)-enantiomer is about 60 times more potent than (R)-enantiomer. Prostaglandin biosynthesis inhibitor. Analgesic; anti-inflammatory.

Toronto Research Chemicals - K235600

(R)-Ketorolac is the R-enantiomer of Ketorolac. The (S)-enantiomer is about 60 times more potent than (R)-enantiomer. Prostaglandin biosynthesis inhibitor. Analgesic; anti-inflammatory.

参考文献

• Rooks, W.H., et al.: Agents Actions, 12, 684 (1982)
• Guzman, A., et al.: J. Med. Chem., 29, 589 (1982)
• McQuary, H.J., et al.: Clin. Pharmacol. Ther., 39, 89 (1982)
• Rooks, W.H., et al.: Agents Actions, 12, 684 (1982)
• Guzman, A., et al.: J. Med. Chem., 29, 589 (1982)
• McQuary, H.J., et al.: Clin. Pharmacol. Ther., 39, 89 (1982)