CHEBI:38010 - apazone

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ChEBI Name apazone
ChEBI ID CHEBI:38010
Definition A member of the class of benzotriazines that is 1,2-dihydro-1,2,4-benzotriazine bearing a dimethylamino substitutent at position 3 and a methyl substituent at position 7 and in which the nitrogens at positions 1 and 2 are both acylated by a carboxy group of propylmalonic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H20N4O2
Net Charge 0
Average Mass 300.35576
Monoisotopic Mass 300.159
InChI InChI=1S/C16H20N4O2/c1-5-6-11-14(21)19-13-9-10(2)7-8-12(13)17-16(18(3)4)20(19)15(11)22/h7-9,11H,5-6H2,1-4H3
InChIKey MPHPHYZQRGLTBO-UHFFFAOYSA-N
SMILES CCCC1C(=O)N2N(C1=O)c1cc(C)ccc1N=C2N(C)C
Roles Classification
Application(s): uricosuric drug
A gout suppressant that acts directly on the renal tubule to increase the excretion of uric acid, thus reducing its concentrations in plasma.
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.
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ChEBI Ontology
Outgoing apazone (CHEBI:38010) has parent hydride 1,2,4-benzotriazine (CHEBI:38011)
apazone (CHEBI:38010) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
apazone (CHEBI:38010) has role uricosuric drug (CHEBI:35841)
apazone (CHEBI:38010) is a benzotriazines (CHEBI:51361)
IUPAC Name
5-(dimethylamino)-9-methyl-2-propyl-1H-pyrazolo[1,2-a][1,2,4]benzotriazine-1,3(2H)-dione
INNs Sources
azapropazona ChemIDplus
azapropazonum ChemIDplus
Synonyms Sources
1,2-Dihydro-3-dimethylamino-7-methyl-1,2-(propylmalonyl)-1,2,4-benzotriazine ChemIDplus
3-Dimethylamino-7-methyl-1,2-(n-propylmalonyl)-1,2-dihydro-1,2,4-benzotriazine ChemIDplus
5-(Dimethylamino)-9-methyl-2-propyl-1H-pyrazolo(1,2-a)(1,2,4)benzotriazine-1,3(2H)-dione ChemIDplus
Azapropazon ChemIDplus
Azapropazone ChemIDplus
Manual Xrefs Databases
266 DrugCentral
D02966 KEGG DRUG
DB07402 DrugBank
FR1440629 Patent
LSM-5132 LINCS
US3349088 Patent
US348024 Patent
View more database links
Registry Numbers Types Sources
13539-59-8 CAS Registry Number ChemIDplus
13539-59-8 CAS Registry Number KEGG DRUG
623763 Beilstein Registry Number Beilstein
623763 Reaxys Registry Number Reaxys
Last Modified
22 February 2017
General Comment
2011-07-18 Apazone is a non-steroidal anti-inflammatory with uricosuric properties. Due to a higher incidence of adverse effects than with some other NSAIDs, its use (generally as the dihydrate) is now restricted to the treatment of rheumatoid arthritis and acute gout in patients for whom other NSAIDs have been ineffective.