ETHOPABATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H15NO4
Molecular Weight	237.2518
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCOC1=C(C=CC(NC(C)=O)=C1)C(=O)OC

InChI

InChIKey=GOVWOKSKFSBNGD-UHFFFAOYSA-N

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)

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Description
Sources: https://www.drugs.com/international/ethopabate.html | https://www.ncbi.nlm.nih.gov/pubmed/24817251 | https://dailymed.nlm.nih.gov/dailymed/archives/fdaDrugInfo.cfm?archiveid=54573 | http://scienceinternational.com/fulltext/?doi=sciintl.2013.261.265

Ethopabate is a veterinary drug used in the prophylaxis and treatment of coccidiosis in chickens. It is an arylamide containing one phenyl ring, belonging to monocyclic aromatics, is a very safe drug. It has anticoccidial activity especially against intestinal forms and lacks activity against E. tenella of caecal worms. This drug is a competitor of PABA for absorption 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 has been used only in combination with Amprolium first at 4 ppm and later at 40 ppm. This drug has peak activity on 4th day of cycle. Ethopabate is a component of marketed AMPROL PLUS (amprolium, ethopabate), indicated for use as an aid in the prevention of coccidiosis (1) in broiler chickens and (2) in replacement chickens where immunity to coccidiosis is not desired.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
folic acid biosynthetic process 9 Target ID: GO:0046656 Sources: http://scienceinternational.com/fulltext/?doi=sciintl.2013.261.265	Modulator 828

Conditions

Condition	Modality	Targets	Highest Phase	Product
Coccidiosis 45 Sources: https://dailymed.nlm.nih.gov/dailymed/archives/fdaDrugInfo.cfm?archiveid=54573 https://www.ncbi.nlm.nih.gov/pubmed/18770241	Curative		Approved 8429	AMPROL PLUS Approved Use AMPROL PLUS (amprolium, ethopabate) is intended for use as an aid in the prevention of coccidiosis (1) in broiler chickens and (2) in replacement chickens where immunity to coccidiosis is not desired. Launch Date 2007

PubMed

Title	Date	PubMed
The therapeutic effect of 16 antimicrobial agents on Cryptosporidium infection in mice.	1982 Apr	7115220
Validation of a high-performance liquid chromatographic method with UV detection for the determination of ethopabate residues in poultry liver.	2008 Nov-Dec	19202812
Development and validation of a rapid multi-class method for the confirmation of fourteen prohibited medicinal additives in pig and poultry compound feed by liquid chromatography-tandem mass spectrometry.	2010 Dec 1	20643524

Patents

Sample Use Guides

In Vivo Use Guide

AMPROL PLUS (amprolium, ethopabate) should be thoroughly and evenly mixed in the feed. AMPROL PLUS may be used to manufacture a Type C medicated feed in the concentration range of 0.0125% - 0.025% amprolium and 0.0004% ethopabate. One pound of AMPROL PLUS should be mixed with one ton of non-medicated feed to produce a Type C medicated feed containing 0.0125% amprolium / 0.0004% ethopabate. One pound of AMPROL PLUS and one pound of AMPROL (amprolium) 25% mixed with one ton of non-medicated feed will produce a feed containing 0.025% amprolium and 0.0004% ethopabate.

Route of Administration: Oral

In Vitro Use Guide

The short-term toxicity (EC50 respectively LC50 after 2 or 4 days) of 13 feed additives was determined to 4 freshwater organisms of different trophical levels: Chlorella pyrenoidosa, Daphnia magna, Lebistes reticulatus and Salmo gairdneri. ethopabate, furazolidone and zoalene proved to be little toxic (LC(EC)50 greater than 10 mg/1).

Name

Type

Language

ETHOPABATE

Common Name

English

ETHOPABATE [GREEN BOOK]

Common Name

English

ETHOPABATE [MI]

Common Name

English

ETHOPABATE [USP-RS]

Common Name

English

Methyl 4-acetamido-2-ethoxybenzoate

Systematic Name

English

BENZOIC ACID, 4-(ACETYLAMINO)-2-ETHOXY-, METHYL ESTER

Common Name

English

ETHOPABATE [MART.]

Common Name

English

ETHOPABATE [USP MONOGRAPH]

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 558.58