5-benzoyl-2,3-dihydro(2,2,3,3-2H4)-1H-pyrrolizine-1-carboxylic acid

• ChemBase ID: 172113
• Molecular Formular: C15H13NO3
• Molecular Mass: 255.26862
• Monoisotopic Mass: 255.08954328
• SMILES: c12n(c(cc1)C(=O)c1ccccc1)CCC2C(=O)O
• Canonical SMILES: OC(=O)C1CCn2c1ccc2C(=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)
• InChIKey: OZWKMVRBQXNZKK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-benzoyl-2,3-dihydro(2,2,3,3-^2H₄)-1H-pyrrolizine-1-carboxylic acid
• IUPAC Traditional name: 5-benzoyl(2,2,3,3-^2H₄)-1H-pyrrolizine-1-carboxylic acid
• Synonyms: 5-Benzoyl-2,3-dihydro-1H-(pyrrolizine-d4)-1-carboxylic Acid; (+/-)-Ketorolac-d4; Ketorolac-d4; RS 37619-d4; rac Ketorolac-d4

Database IDs

• CAS Number: 1216451-53-4
• PubChem SID: 164228023
• PubChem CID: 46782030

CALCULATED PROPERTIES

• Acid pKa: 3.8351793
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.6151371
• LogD (pH = 7.4): -0.9625098
• Log P: 2.2833629
• Molar Refractivity: 70.1945 cm^3
• Polarizability: 26.837257 Å^3
• Polar Surface Area: 59.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Beige Solid
• Melting Point: 149-151°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - K235602

Labelled Prostaglandin biosynthesis inhibitor. Analgesic; anti-inflammatory.

REFERENCES

• 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)