2-[3-chloro-4-(prop-2-en-1-yloxy)phenyl]acetic acid

• ChemBase ID: 159626
• Molecular Formular: C11H11ClO3
• Molecular Mass: 226.65624
• Monoisotopic Mass: 226.03967189
• SMILES: c1(c(ccc(c1)CC(=O)O)OCC=C)Cl
• Canonical SMILES: C=CCOc1ccc(cc1Cl)CC(=O)O
• InChI: InChI=1S/C11H11ClO3/c1-2-5-15-10-4-3-8(6-9(10)12)7-11(13)14/h2-4,6H,1,5,7H2,(H,13,14)
• InChIKey: ARHWPKZXBHOEEE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[3-chloro-4-(prop-2-en-1-yloxy)phenyl]acetic acid
• IUPAC Traditional name: mervan
• Synonyms: 3-Chloro-4-(2-propen-1-yloxy)benzeneacetic Acid; [4-(Allyloxy)-3-chlorophenyl]acetic Acid; [3-Chloro-4-(allyloxy)phenyl]acetic Acid; Aclofenac; Allopydin; Epinal; MY 101; Medifenac; Mervan; Neosten; Neoston; Prinalgin; Reufenac; W 7320; Zumaril; Alclofenac

Database IDs

• CAS Number: 22131-79-9
• PubChem SID: 162253761
• PubChem CID: 30951

CALCULATED PROPERTIES

• Acid pKa: 3.7056928
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.99531037
• LogD (pH = 7.4): -0.5145536
• Log P: 2.7886174
• Molar Refractivity: 57.7963 cm^3
• Polarizability: 22.400091 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 90-91°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A514550

Analgesic; antipyretic; anti-inflammatory.

REFERENCES

• Lambelin, G., Arzneim.-Forsch., 20, 610 (1970)
• Van, H., et al.: Curr. Ther. Res., 12, 551 (1970)