4-amino-5-chloro-2-methoxybenzoic acid

• ChemBase ID: 84729
• Molecular Formular: C8H8ClNO3
• Molecular Mass: 201.60702
• Monoisotopic Mass: 201.0192708
• SMILES: O=C(c1c(cc(c(c1)Cl)N)OC)O
• Canonical SMILES: COc1cc(N)c(cc1C(=O)O)Cl
• InChI: InChI=1S/C8H8ClNO3/c1-13-7-3-6(10)5(9)2-4(7)8(11)12/h2-3H,10H2,1H3,(H,11,12)
• InChIKey: RVEATKYEARPWRE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-5-chloro-2-methoxybenzoic acid
• IUPAC Traditional name: 4-amino-5-chloro-2-methoxybenzoic acid
• Synonyms: 2-Methoxy-4-amino-5-chlorobenzoic Acid; 5-Chloro-4-amino-2-ethoxybenzoic acid; 5-Chloro-4-amino-2-methoxybenzoic Acid; 4-amino-5-chloro-2-methoxybenzoic acid; 4-Amino-5-chloro-o-anisic acid; 4-Amino-5-chloro-2-methoxybenzoic acid; 4-氨基-5-氯-邻茴香酸; 4-氨基-5-氯-2-甲氧基苯甲酸

Database IDs

• CAS Number: 7206-70-4
• EC Number: 230-582-3
• MDL Number: MFCD00038794
• PubChem SID: 162071845; 24860872
• PubChem CID: 81626

CALCULATED PROPERTIES

• Acid pKa: 4.225298
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.048205722
• LogD (pH = 7.4): -1.7689992
• Log P: 1.2482762
• Molar Refractivity: 49.2826 cm^3
• Polarizability: 18.300184 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Beige Solid
• Melting Point: 205-208°C dec.; 206 - 208°C; 206 °C (dec.)(lit.); 208-210°C
• Hydrophobicity(logP): 1.377

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 97%; 98+%
• Linear Formula: H2NC6H2(Cl)(OCH3)CO2H

DETAILS

Sigma Aldrich - 340871

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - A603320

Metoclopramide (M338685) metabolite.

REFERENCES

• Huizing, G., et al.: Xenobiotica, 10, 211 (1980)