(2S)-2-[4-(2-methylpropyl)phenyl]propanoic acid

• ChemBase ID: 70629
• Molecular Formular: C13H18O2
• Molecular Mass: 206.28082
• Monoisotopic Mass: 206.13067982
• SMILES: C(=O)([C@@H](C)c1ccc(cc1)CC(C)C)O
• Canonical SMILES: CC(Cc1ccc(cc1)[C@@H](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)/t10-/m0/s1
• InChIKey: HEFNNWSXXWATRW-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[4-(2-methylpropyl)phenyl]propanoic acid
• IUPAC Traditional name: motrin
• Synonyms: (S)-(+)-4-Isobutyl-α-methylphenylacetic acid; (S)-(+)-2-(4-Isobutylphenyl)propionic acid; (S)-2-(4-Isobutylphenyl)propanoic acid; (S)-(+)-Ibuprofen; (αS)-α-Methyl-4-(2-methylpropyl)benzeneacetic Acid; (+)-Ibuprofen; (S)-2-(4-Isobutylphenyl)propanoic Acid; (S)-Ibuprofen; S-(+)-p-Isobutylhydratropic Acid; (S)-(+)-Ibuprofen; (S)-(+)-2-(4-异丁基苯基)丙酸; (S)-(+)-4-异丁基-α-甲基苯乙酸; (S)-(+)-布洛芬

Database IDs

• CAS Number: 51146-56-6
• MDL Number: MFCD00069289
• Beilstein Number: 3590022
• PubChem SID: 24863369; 24278501; 24881113; 162036344
• PubChem CID: 39912

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: 23.648134 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M NaOH: insoluble; 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble1.5 mg/mL; Dichloromethane; Ether; Ethyl Acetate; Methanol; methanol: soluble
• Apperance: white; White Solid
• Melting Point: 45-47°C; 49-53 °C; 49-53 °C(lit.)
• Flash Point: >113 °C; >235.4 °F
• Optical Rotation: [α]20/D +58±3°, c = 2% in ethanol; [α]20/D +59°, c = 2 in ethanol; [α]26/D +54.46°, c = 0.6 in methanol(lit.)

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... IL8RA(3577)

Product Information

• Purity: ≥99.0% (sum of enantiomers, GC); 95+%; 99%
• Grade: puriss.; ReagentPlus®
• Linear Formula: (CH3)2CHCH2C6H4CH(CH3)CO2H

DETAILS

Sigma Aldrich - I106

Biochem/physiol Actions
抗炎剂和镇痛剂。布洛芬的活性异构体。

Sigma Aldrich - 375160

Packaging
1, 5 g in glass bottle
Application
Enantiomeric form of the anti-inflammatory agent ibuprofen used in pharmacokinetic studies.1
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - I140010

A nonsteroidal anti-inflammatory drug (NSAID); activity resides primarily in the (S)-isomer.

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)