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Details

Stereochemistry ACHIRAL
Molecular Formula C19H16ClNO4
Molecular Weight 357.788
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CLOMETACIN

SMILES

COC1=CC2=C(C=C1)C(C(=O)C3=CC=C(Cl)C=C3)=C(C)N2CC(O)=O

InChI

InChIKey=DGMZLCLHHVYDIS-UHFFFAOYSA-N
InChI=1S/C19H16ClNO4/c1-11-18(19(24)12-3-5-13(20)6-4-12)15-8-7-14(25-2)9-16(15)21(11)10-17(22)23/h3-9H,10H2,1-2H3,(H,22,23)

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/2940571 https://www.ncbi.nlm.nih.gov/pubmed/6991549 http://www.biomedcentral.com/content/supplementary/s12916-014-0262-7-s2.pdf

The NSAID clometacin is an indometacin derivative. Clometacin is an analgesic drug that binds to human serum albumin (HSA) and inhibits the binding of indomethacin, warfarin, clofibrate and salicylic acid to HSA. Clometacin (DUPERAN) was approved in France in 1977. All preparations containing clometacin were withdrawn in 1987 due to their hepatotoxicity.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
200.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
DUPERAN

Approved Use

Pain

Launch Date

1976
PubMed

PubMed

TitleDatePubMed
[Liver damage following clomethacin treatment. 6 cases, including 2 deaths (author's transl)].
1981 Sep 19
Drug-induced hepatitis associated with anticytoplasmic organelle autoantibodies.
1985 Sep-Oct
Non-steroidal anti-inflammatory drug-related hepatic damage in France and Spain: analysis from national spontaneous reporting systems.
2006 Aug
Patents

Sample Use Guides

clometacin (450 to 600 mg) daily
Route of Administration: Oral
Clometacin at a concentration of 6 x 10(-4) M induced hepatitis in normal human hepatocytes culture
Name Type Language
CLOMETACIN
INN   MART.   MI   WHO-DD  
INN  
Official Name English
CLOMETACIN [MART.]
Common Name English
Clometacin [WHO-DD]
Common Name English
R-3959
Code English
CLOMETACIN [MI]
Common Name English
MINDOLIC ACID
Common Name English
clometacin [INN]
Common Name English
R 3959
Code English
C 1656
Code English
3-(P-CHLOROBENZOYL)-6-METHOXY-2-METHYLINDOLE-1-ACETIC ACID
Systematic Name English
C-1656
Code English
Classification Tree Code System Code
NCI_THESAURUS C257
Created by admin on Fri Dec 15 16:39:30 GMT 2023 , Edited by admin on Fri Dec 15 16:39:30 GMT 2023
Code System Code Type Description
PUBCHEM
33176
Created by admin on Fri Dec 15 16:39:30 GMT 2023 , Edited by admin on Fri Dec 15 16:39:30 GMT 2023
PRIMARY
EPA CompTox
DTXSID7048827
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PRIMARY
NCI_THESAURUS
C77348
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PRIMARY
MERCK INDEX
m1080
Created by admin on Fri Dec 15 16:39:30 GMT 2023 , Edited by admin on Fri Dec 15 16:39:30 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
247-271-3
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FDA UNII
L9M34YK25C
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ChEMBL
CHEMBL13376
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DRUG CENTRAL
698
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EVMPD
SUB06718MIG
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INN
3041
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SMS_ID
100000084543
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CAS
25803-14-9
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MESH
C017136
Created by admin on Fri Dec 15 16:39:30 GMT 2023 , Edited by admin on Fri Dec 15 16:39:30 GMT 2023
PRIMARY