4-chloro-2-methoxyaniline

• ChemBase ID: 61962
• Molecular Formular: C7H8ClNO
• Molecular Mass: 157.59752
• Monoisotopic Mass: 157.02944156
• SMILES: c1(cc(ccc1N)Cl)OC
• Canonical SMILES: COc1cc(Cl)ccc1N
• InChI: InChI=1S/C7H8ClNO/c1-10-7-4-5(8)2-3-6(7)9/h2-4H,9H2,1H3
• InChIKey: WOXLPNAOCCIZGP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloro-2-methoxyaniline
• IUPAC Traditional name: 4-chloro-2-methoxyaniline
• Synonyms: 4-Chloro-2-methoxybenzenamine; (4-Chloro-2-methoxyphenyl)amine; 1-Amino-4-chloro-2-methoxybenzene; 2-Methoxy-4-chloroaniline; 4-Chloro-2-anisidine; 4-Chloro-2-methoxyaniline; 4-Chloro-2-methoxy-phenylamine; 2-Amino-5-chloroanisole; 4-Chloro-2-methoxyaniline 98%

Database IDs

• CAS Number: 93-50-5
• MDL Number: MFCD06801386
• PubChem SID: 162027701
• PubChem CID: 7143

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.5862277
• LogD (pH = 7.4): 1.5906367
• Log P: 1.5906932
• Molar Refractivity: 42.0264 cm^3
• Polarizability: 15.856301 Å^3
• Polar Surface Area: 35.25 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Dark Brown Low Melting Solid
• Melting Point: 47-49°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• Storage Warning: IRRITANT; Irritant/Keep Cold
• TSCA Listed: false

DETAILS

Toronto Research Chemicals - C367820

Important intermediate used for the synthesis of CXCR2 antagonists and some CD4-gp120 binding inhibitors.

REFERENCES

• Wang, Y., et al.: Bioorg. Med. Chem. Lett., 17, 3864 (2007)
• LaLonde, J., et al.: Bioorg. Med. Chem. Lett., 19, 91 (2011)