CHEBI:76119 - bumadizone

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ChEBI Name bumadizone
ChEBI ID CHEBI:76119
Definition A carbohydrazide obtained by formal condensation of one of the carboxy groups from butylmalonic acid with the hydrazino group of 1,2-diphenylhydrazine. Used (as its calcium semihydrate) for treatment of rheumatoid arthritis.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H22N2O3
Net Charge 0
Average Mass 326.38960
Monoisotopic Mass 326.16304
InChI InChI=1S/C19H22N2O3/c1-2-3-14-17(19(23)24)18(22)21(16-12-8-5-9-13-16)20-15-10-6-4-7-11-15/h4-13,17,20H,2-3,14H2,1H3,(H,23,24)
InChIKey FLWFHHFTIRLFPV-UHFFFAOYSA-N
SMILES CCCCC(C(O)=O)C(=O)N(Nc1ccccc1)c1ccccc1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Application(s): non-steroidal anti-inflammatory drug
An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
antipyretic
A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.
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ChEBI Ontology
Outgoing bumadizone (CHEBI:76119) has functional parent malonic acid (CHEBI:30794)
bumadizone (CHEBI:76119) has role antipyretic (CHEBI:35493)
bumadizone (CHEBI:76119) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
bumadizone (CHEBI:76119) is a carbohydrazide (CHEBI:35363)
bumadizone (CHEBI:76119) is a monocarboxylic acid (CHEBI:25384)
bumadizone (CHEBI:76119) is conjugate acid of bumadizone(1−) (CHEBI:76124)
Incoming bumadizone(1−) (CHEBI:76124) is conjugate base of bumadizone (CHEBI:76119)
IUPAC Name
2-[(1,2-diphenylhydrazino)carbonyl]hexanoic acid
INNs Sources
bumadizona ChemIDplus
bumadizone KEGG DRUG
bumadizonum ChemIDplus
Synonyms Sources
Bumadizon ChemIDplus
bumazidone ChEBI
Butylmalonic acid mono(1,2-diphenylhydrazide) ChemIDplus
n-Butylmalonic acid N,N'-diphenylhydrazide ChemIDplus
Manual Xrefs Databases
426 DrugCentral
Bumadizone Wikipedia
D07264 KEGG DRUG
US2005249806 Patent
WO2006124753 Patent
View more database links
Registry Numbers Types Sources
3583-64-0 CAS Registry Number ChemIDplus
3583-64-0 CAS Registry Number KEGG DRUG
696638 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22222555 PubMed citation Europe PMC
2751413 PubMed citation Europe PMC
331502 PubMed citation Europe PMC
6894379 PubMed citation Europe PMC
6894380 PubMed citation Europe PMC
Last Modified
22 February 2017