2-[4-(2-methylpropyl)phenyl](3,3,3-2H3)propanoic acid

• ChemBase ID: 157231
• Molecular Formular: C13H18O2
• Molecular Mass: 206.28082
• Monoisotopic Mass: 206.13067982
• SMILES: CC(c1ccc(cc1)CC(C)C)C(=O)O
• Canonical SMILES: CC(Cc1ccc(cc1)C(C(=O)O)C)C
• InChI: InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)
• InChIKey: HEFNNWSXXWATRW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(2-methylpropyl)phenyl](3,3,3-^2H₃)propanoic acid
• IUPAC Traditional name: 2-[4-(2-methylpropyl)phenyl](3,3,3-^2H₃)propanoic acid
• Synonyms: α-Methyl-d3-4-(isobutyl)phenylacetic acid; Ibuprofen-d3; 2-(4-Isobutylphenyl)propionic Acid-d3; rac Ibuprofen-d3; 布洛芬-d3

Database IDs

• CAS Number: 121662-14-4
• MDL Number: MFCD06658737
• PubChem SID: 162251368
• PubChem CID: 12225947

CALCULATED PROPERTIES

• Acid pKa: 4.851939
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.1079764
• LogD (pH = 7.4): 1.3373861
• Log P: 3.8435583
• Molar Refractivity: 60.7319 cm^3
• Polarizability: 23.64834 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 69-71°C
• Mass Shift: M+3

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-51/53
• Safety Statements: 61
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC)
• Grade: analytical standard, for drug analysis
• Isotopic Purity: 95 atom % D
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C13D3H15O2

DETAILS

Toronto Research Chemicals - I140002

Labelled Ibuprofen, a selective cyclooxygenase inhibitor (IC50=14.9uM). Inhibits PGH synthase-1 and PGH synthase-2 with comparable potency.

REFERENCES

• Busson, M., et al.: J. Int. Med Res., 14, 53 (1986)
• Meade, E.A., et al.: J. Biol. Chem., 268, 6610 (1986)
• Davies, N.M., et al.: Clin. Pharmacokinet., 34, 101 (1986)