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Details

Stereochemistry ACHIRAL
Molecular Formula C11H15NO4S
Molecular Weight 257.306
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETEBENECID

SMILES

CCN(CC)S(=O)(=O)C1=CC=C(C=C1)C(O)=O

InChI

InChIKey=UACOQEQOBAQRDQ-UHFFFAOYSA-N
InChI=1S/C11H15NO4S/c1-3-12(4-2)17(15,16)10-7-5-9(6-8-10)11(13)14/h5-8H,3-4H2,1-2H3,(H,13,14)

HIDE SMILES / InChI

Molecular Formula C11H15NO4S
Molecular Weight 257.306
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Etebenecid is a uricosuric agent, lower uric acid levels in the body by increasing the elimination of uric acid by the kidneys, also inhibits penicillin tubular secretion. It is useful in the interval treatment of gout. As with other uricosuric drugs, etebenecid may provoke acute gouty attacks in the early stages of treatment, and colchicine should be given during the first 6 weeks of treatment. It caused dyspepsia and diarrhea less frequently than probenecid and sulphinpyrazone. Several patients reported drowsiness while taking etebenecid in the treatment of gout, but no other side-effects were noted. Etebenecid should be given with care to patients with a history of uric acid calculi or of renal colic.

Originator

Sources: DOI: 10.1021/ja01198a508

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Urelim

Approved Use

Unknown
Overview

OverviewOther

Other InhibitorOther SubstrateOther Inducer




Drug as perpetrator​Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
no
Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
PubMed

PubMed

TitleDatePubMed
[The level of penicillin in the blood serum during treatment of gonococcal infection with various doses of bicillin-3 and its combination with etamid].
1989
[Effect of etamid on penicillin levels of the blood serum and cerebrospinal fluid of syphilis patients].
1987
[A case of delayed diagnosis of leprosy].
1986
[Effect of probenecid and etamid on the penicillin levels of the blood serum and cerebrospinal fluid in experimental animals].
1985-09
[Pharmacokinetic interference between furosemide and cephalosporins].
1981-04
Ethebenecid (Urelim).
1968-12-20
New Uricosuric Agent in the Treatment of Gout: para-Carboxybenzenesulpha-diethylamide (Urelim).
1960-12
Patents
Substance Class Chemical
Created
by admin
on Wed Apr 02 07:52:50 GMT 2025
Edited
by admin
on Wed Apr 02 07:52:50 GMT 2025
Record UNII
4413I5098G
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-49467
Preferred Name English
ETEBENECID
INN   WHO-DD  
INN  
Official Name English
P-DIETHYLSULFAMOYLBENZOIC ACID
Common Name English
Etebenecid [WHO-DD]
Common Name English
etebenecid [INN]
Common Name English
ETHEBENECID [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C921
Created by admin on Wed Apr 02 07:52:50 GMT 2025 , Edited by admin on Wed Apr 02 07:52:50 GMT 2025
Code System Code Type Description
INN
1164
Created by admin on Wed Apr 02 07:52:50 GMT 2025 , Edited by admin on Wed Apr 02 07:52:50 GMT 2025
PRIMARY
ChEMBL
CHEMBL1705586
Created by admin on Wed Apr 02 07:52:50 GMT 2025 , Edited by admin on Wed Apr 02 07:52:50 GMT 2025
PRIMARY
PUBCHEM
14604
Created by admin on Wed Apr 02 07:52:50 GMT 2025 , Edited by admin on Wed Apr 02 07:52:50 GMT 2025
PRIMARY
MERCK INDEX
m172
Created by admin on Wed Apr 02 07:52:50 GMT 2025 , Edited by admin on Wed Apr 02 07:52:50 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID7023011
Created by admin on Wed Apr 02 07:52:50 GMT 2025 , Edited by admin on Wed Apr 02 07:52:50 GMT 2025
PRIMARY
NSC
49467
Created by admin on Wed Apr 02 07:52:50 GMT 2025 , Edited by admin on Wed Apr 02 07:52:50 GMT 2025
PRIMARY
DRUG CENTRAL
1079
Created by admin on Wed Apr 02 07:52:50 GMT 2025 , Edited by admin on Wed Apr 02 07:52:50 GMT 2025
PRIMARY
NCI_THESAURUS
C65557
Created by admin on Wed Apr 02 07:52:50 GMT 2025 , Edited by admin on Wed Apr 02 07:52:50 GMT 2025
PRIMARY
CAS
1213-06-5
Created by admin on Wed Apr 02 07:52:50 GMT 2025 , Edited by admin on Wed Apr 02 07:52:50 GMT 2025
PRIMARY
ECHA (EC/EINECS)
214-925-4
Created by admin on Wed Apr 02 07:52:50 GMT 2025 , Edited by admin on Wed Apr 02 07:52:50 GMT 2025
PRIMARY
EVMPD
SUB07268MIG
Created by admin on Wed Apr 02 07:52:50 GMT 2025 , Edited by admin on Wed Apr 02 07:52:50 GMT 2025
PRIMARY
SMS_ID
100000082392
Created by admin on Wed Apr 02 07:52:50 GMT 2025 , Edited by admin on Wed Apr 02 07:52:50 GMT 2025
PRIMARY
FDA UNII
4413I5098G
Created by admin on Wed Apr 02 07:52:50 GMT 2025 , Edited by admin on Wed Apr 02 07:52:50 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY