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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 of ETHOPABATE

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)

HIDE SMILES / InChI
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
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

PubMed

TitleDatePubMed
The therapeutic effect of 16 antimicrobial agents on Cryptosporidium infection in mice.
1982 Apr
Validation of a high-performance liquid chromatographic method with UV detection for the determination of ethopabate residues in poultry liver.
2008 Nov-Dec
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
Patents

Sample Use Guides

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
GREEN BOOK   MART.   MI   USP   USP-RS  
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
Created by admin on Fri Dec 15 15:21:28 GMT 2023 , Edited by admin on Fri Dec 15 15:21:28 GMT 2023
NCI_THESAURUS C277
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WHO-VATC QP51AX17
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CFR 21 CFR 556.260
Created by admin on Fri Dec 15 15:21:28 GMT 2023 , Edited by admin on Fri Dec 15 15:21:28 GMT 2023
Code System Code Type Description
RXCUI
1314353
Created by admin on Fri Dec 15 15:21:28 GMT 2023 , Edited by admin on Fri Dec 15 15:21:28 GMT 2023
PRIMARY RxNorm
ChEMBL
CHEMBL458769
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PRIMARY
RS_ITEM_NUM
1262801
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PRIMARY
SMS_ID
300000034592
Created by admin on Fri Dec 15 15:21:28 GMT 2023 , Edited by admin on Fri Dec 15 15:21:28 GMT 2023
PRIMARY
WIKIPEDIA
ETHOPABATE
Created by admin on Fri Dec 15 15:21:28 GMT 2023 , Edited by admin on Fri Dec 15 15:21:28 GMT 2023
PRIMARY
FDA UNII
F4X3L6068O
Created by admin on Fri Dec 15 15:21:28 GMT 2023 , Edited by admin on Fri Dec 15 15:21:28 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-414-3
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PRIMARY
PUBCHEM
6034
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PRIMARY
CAS
59-06-3
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PRIMARY
EPA CompTox
DTXSID6046264
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PRIMARY
MERCK INDEX
m5068
Created by admin on Fri Dec 15 15:21:28 GMT 2023 , Edited by admin on Fri Dec 15 15:21:28 GMT 2023
PRIMARY Merck Index
NCI_THESAURUS
C76420
Created by admin on Fri Dec 15 15:21:28 GMT 2023 , Edited by admin on Fri Dec 15 15:21:28 GMT 2023
PRIMARY