Ethopabate (HCID 6034)

Overview

Ethopabate is an amidobenzoic acid.

Names & identifiers

Preferred name: Ethopabate
IUPAC: methyl 4-acetamido-2-ethoxybenzoate
English name: Ethopabate
Molecular formula: C12H15NO4
Molecular weight: 237.25

Names & synonyms

ETHOPABATEMethyl 4-acetamido-2-ethoxybenzoate59-06-3Benzoic acid, 4-(acetylamino)-2-ethoxy-, methyl esterDTXSID6046264DTXCID4026264F4X3L6068ORefChem:58641200-414-3MFCD00075809Methyl 4-(acetylamino)-2-ethoxybenzoateAmprol Plus (veterinary)

Show more names

4-Acetamido-2-ethoxybenzoic acid, methyl esterEthopatateEthytpatateIsovaleraldehvdeEthopabate (125 mg)Ethopabate, Vetranal

ETHOPABATE [MI]NCGC00160624-01CHEBI:183844ETHOPABATE [USP MONOGRAPH]Ethyl PabateMethyl 4-acetamido-2-ethoxy-benzoateNCGC00160624-04Ethopabat

Database identifiers

CAS: 59-06-3
PubChem CID: 6034
DTXSID: DTXSID6046264
ChEMBL: CHEMBL458769
ChEBI: CHEBI:183844
UNII: F4X3L6068O
EC Number: 200-414-3
Nikkaji: J4.596I

Properties

Computed structural properties

XLogP: 1.2
Topological polar surface area: 64.6 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 5
Heavy atoms: 17
Formal charge: 0
Complexity: 280

Experimental & physicochemical properties

Animal Drugs · 2 items

Active Ingredients (Ethopabate) -> FDA Greenbook

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Physicochemical properties

Melting point: 148 · 148-151 °C
Boiling point: 426.1 · 426.1±35.0 °C(Predicted)
Density: 1.18 · 1.180±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: 50 mg/mL · DMSO: 50 mg/mL (210.75 mM)
form: A solid
pka: 14.12 · 14.12±0.70(Predicted)
color: White to off-white
Merck: 13 · 13,3781
Major Application: forensics and toxicologypharmaceutical (small molecule)
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
SMILES: C(OC)(=O)C1=CC=C(NC(C)=O)C=C1OCC
CAS DataBase Reference: 59 · 59-06-3(CAS DataBase Reference)
FDA 21 CFR: 556.26 · 556.260
FDA UNII: 4 X3L6068O · F4X3L6068O
EPA Substance Registry System: Ethopabate (59-06-3)
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H319
Precautionary statements: 264 · P264-P270-P280-P301+P312-P305+P351+P338-P337+P313
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn
Risk Statements: 22 · 22
WGK Germany: 3 · 3
HS Code: 2924296000 · 2924296000
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Irrit. 2

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 2.1% (1 of 48) of reports.

Warning

H302 (95.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationChemical: Benzoic acid, 4-(acetylamino)-2-ethoxy-, methyl ester

Hazard Classes and CategoriesAcute Tox. 4 (95.8%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 2924296000
risk_code: 22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H319
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2
Precautionary statements: P264-P270-P280-P301+P312-P305+P351+P338-P337+P313

Chemistry & industry

Pharmacology

ATC CodeQP - Antiparasitic products, insecticides and repellents

MeSH Pharmacological ClassificationAgents useful in the treatment or prevention of COCCIDIOSIS in man or animals.

Uses & manufacturing

Use Classification · 2 items

Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Applications · 3 items

DescriptionEthopabate is a veterinary drug belonging to the class of antibiotics which contains an arylamide with a phenyl ring, a monocyclic aromatic hydrocarbon, and is a very safe drug used for the prophylaxis and treatment of coccidiosis in chickens. It has anticoccidial activity, especially against the intestinal form, and lacks activity against E. tenella of the cecum worm. The drug is a competitor of PABA, which is absorbed by the parasite and interferes with folate synthesis. It has good activity against E. acervulina and some strains of E. maxima and E. brunette. It is used only in combination with amprolium, first at a concentration of 4 ppm and later at a concentration of 40 ppm.This drug reaches peak activity on day 4 of the cycle.

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

Usesantidepressant