methyl 4-acetamido-2-ethoxybenzoate

• ChemBase ID: 127322
• Molecular Formular: C12H15NO4
• Molecular Mass: 237.2518
• Monoisotopic Mass: 237.10010797
• SMILES: O=C(Nc1cc(OCC)c(cc1)C(=O)OC)C
• Canonical SMILES: CCOc1cc(ccc1C(=O)OC)NC(=O)C
• InChI: InChI=1S/C12H15NO4/c1-4-17-11-7-9(13-8(2)14)5-6-10(11)12(15)16-3/h5-7H,4H2,1-3H3,(H,13,14)
• InChIKey: GOVWOKSKFSBNGD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-acetamido-2-ethoxybenzoate
• IUPAC Traditional name: ethopabate
• Synonyms: Ethopabate; Methyl 4-acetamido-2-ethoxybenzoate; Ethopabate; 4-Acetylamino-2-ethoxy-benzoic acid methyl ester; 4-acetamido-2-ethoxy-benzoic acid methyl ester; 4-Acetamido-2-ethoxybenzoic acid methyl ester; Methyl 4-(acetylamino)-2-ethoxybenzoate; Methyl 2-ethoxy-4-acetamidobenzoate; Ethyl Pabate; Methyl 4-acetamido-2-ethoxybenzoate; Ethopabate; 4-乙酰胺基-2-乙氧基苯甲酸甲酯; 乙氧酰胺苯甲酯; 乙氧酰胺苯甲酯

Database IDs

• CAS Number: 59-06-3
• EC Number: 200-414-3
• MDL Number: MFCD00075809
• Beilstein Number: 2808914
• PubChem SID: 24845000; 162221643; 24860750
• PubChem CID: 6034
• ATC CODE: QP51AX17
• CHEMBL: 458769
• Chemspider ID: 5812
• KEGG ID: D08916
• Unique Ingredient Identifier: F4X3L6068O
• Wikipedia Title: Ethopabate

CALCULATED PROPERTIES

• Acid pKa: 13.311341
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.4135698
• LogD (pH = 7.4): 1.4135693
• Log P: 1.4135698
• Molar Refractivity: 64.1581 cm^3
• Polarizability: 24.025478 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 148-151 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC)
• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C12H15NO4

DETAILS

Sigma Aldrich - 33996

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - E890800

A supplementary drug that improves the coccidiostatic effect of nicarbazin and amprolium in order to cure coccidiosis in chickens.

REFERENCES

• Zeng, M. et al.: Zhongguo Shouyi Jishengchongbing, 15, 18 (2007)
• Rogers et al.: Proc. Soc. Exp. Biol. Med., 117, 488 (2007)
• Buhs et al.: J Parmacol. Exp. Ther., 154, 357 (2007)