Details
Stereochemistry | ACHIRAL |
Molecular Formula | C11H13N3O |
Molecular Weight | 203.2404 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1N(C(=O)C(N)=C1C)C2=CC=CC=C2
InChI
InChIKey=RLFWWDJHLFCNIJ-UHFFFAOYSA-N
InChI=1S/C11H13N3O/c1-8-10(12)11(15)14(13(8)2)9-6-4-3-5-7-9/h3-7H,12H2,1-2H3
Molecular Formula | C11H13N3O |
Molecular Weight | 203.2404 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Ampyrone (4-Aminoantipyrine or AAP) is a metabolite of aminophenazone and is an aromatic substance with analgesic, antipyretic and anti-inflammatory properties. When combined with the antineoplastic agents, ampyrone decreased their genotoxic, mutagenic, apoptotic, and phagocytic effects. However, ampyrone usually produces side effects, such as the risk of agranulocytosis. Although ampyrone is scarcely ever administered as an analgesic because of the potential side effects, as a raw material, it is mostly used to produce ampyrone derivatives, which have better biological activities. In addition, it is used as a reagent for biochemical reactions producing peroxides or phenols and can also be used to detect phenols in the environment. Exposure to ampyrone could induce changes in the enzyme catalase structure and function.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24712707
Curator's Comment: Known to be CNS penetrant in rat. Human data not available.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P04178 Gene ID: 397036.0 Gene Symbol: SOD1 Target Organism: Sus scrofa (Pig) Sources: https://www.ncbi.nlm.nih.gov/pubmed/24056243 |
|||
Target ID: CHEMBL2227489 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21935540 |
|||
Target ID: WP408 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2873165 |
|||
Target ID: CHEMBL4321 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17435797 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Secondary | Unknown Approved UseUnknown |
|||
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24712707 |
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Peroxidase-like activity on organic hydroperoxides of ion-exchange resins modified with metal-porphine analogues and analytical application for determination of linoleate hydroperoxide. | 2001 Apr 12 |
|
Application of oxidative coupling reactions for the estimation of ritodrine hydrochloride in bulk sample and dosage forms. | 2001 Jan 26 |
|
Flow-injection spectrophotometric determination of salbutamol with 4-aminoantipyrine. | 2004 Dec 15 |
|
An improved flow system for phenols determination exploiting multicommutation and long pathlength spectrophotometry. | 2004 Feb 27 |
|
Sequential injection spectrophotometric determination of phenylephrine hydrochloride in pharmaceutical preparations. | 2004 Jun 17 |
|
Synthesis, spectroscopic and physicochemical characterization and biological activity of Co(II) and Ni(II) coordination compounds with 4-aminoantipyrine thiosemicarbazone. | 2005 |
|
Enzymatic-spectrophotometric determination of sucrose in coffee beans. | 2005 Oct 15 |
|
Synthesis, Spectral, and Biological Properties of Copper(II) Complexes of Thiosemicarbazones of Schiff Bases Derived from 4-Aminoantipyrine and Aromatic Aldehydes. | 2006 |
|
Synthesis, Biological, Spectral, and Thermal Investigations of Cobalt(II) and Nickel(II) Complexes of N-Isonicotinamido -2',4'-Dichlorobenzalaldimine. | 2006 |
|
A peroxidase-coupled continuous absorbance plate-reader assay for flavin monoamine oxidases, copper-containing amine oxidases and related enzymes. | 2006 |
|
Synthesis and antitumor activity of some novel quinazoline derivatives bearing the biologically active thione moiety. | 2006 |
|
Activation of transforming growth factor-beta1 and early atherosclerosis in systemic lupus erythematosus. | 2006 |
|
Determination of cefadroxil by sequential injection with spectrophotometric detector. | 2006 Apr |
|
Validation of a new high-performance liquid chromatography assay for nizatidine. | 2006 Apr |
|
Recovery of peroxides in saliva during home bleaching--influence of smoking. | 2006 Jul |
|
Kinetic modelling of phenol co-oxidation using horseradish peroxidase. | 2006 Jul |
|
[Cooxidation of phenol and 4-aminoantipyrin, catalyzed by polymers and copolymers of horseradish root peroxidase and Penicillium funiculosum 46.1 glucose oxidase]. | 2006 Jul-Aug |
|
Structure-guided recombination creates an artificial family of cytochromes P450. | 2006 May |
|
[Monitoring of adipocyte responsiveness by in situ microdialysis in lipodystrophy tissue: adjustment of a glycerol quantification method in small samples]. | 2006 May-Jun |
|
Mechanism of ascorbic acid interference in biochemical tests that use peroxide and peroxidase to generate chromophore. | 2006 Nov |
|
Synthesis and characterization of pseudo-affinity ligand for penicillin acylase purification. | 2006 Nov 15 |
|
Copper(II) complexes with ligands derived from 4-amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one: synthesis and biological activity. | 2006 Nov 17 |
|
New and simple plate test for screening relative transfructosylation activity of fungi. | 2006 Sep |
|
[Detection of phenol by means of 4-aminophenazone according to Emerson]. | 2006 Sep |
|
Synthesis, spectroscopic, and antimicrobial studies on bivalent nickel and copper complexes of bis(thiosemicrbazone). | 2007 |
|
Spectroscopic, thermal and biological studies on some trivalent ruthenium and rhodium NS chelating thiosemicarbazone complexes. | 2007 |
|
Independent associations of fasting insulin, glucose, and glycated haemoglobin with stroke and coronary heart disease in older women. | 2007 Aug |
|
Changes in serum adenosine deaminase activity during normal pregnancy. | 2007 Aug |
|
Dipyrone elicits substantial inhibition of peripheral cyclooxygenases in humans: new insights into the pharmacology of an old analgesic. | 2007 Aug |
|
Microalbuminuria among Type 1 and Type 2 diabetic patients of African origin in Dar Es Salaam, Tanzania. | 2007 Jan 15 |
|
Effect of 4-aminoantipyrine on gastric compliance and liquid emptying in rats. | 2007 Jul |
|
Inhibition of cyclooxygenases by dipyrone. | 2007 Jun |
|
Phage display identification of functional binding peptides against 4-acetamidophenol (Paracetamol): an exemplified approach to target low molecular weight organic molecules. | 2007 Jun 22 |
|
Neutral genetic drift can alter promiscuous protein functions, potentially aiding functional evolution. | 2007 Jun 28 |
|
Improvement of activity and stability of chloroperoxidase by chemical modification. | 2007 May 18 |
|
[Analysis of three metabolite residues of dipyrone in bovine muscle and pork muscle using high performance liquid chromatography]. | 2007 Nov |
|
Exercise and postprandial lipaemia: effects on peripheral vascular function, oxidative stress and gastrointestinal transit. | 2007 Oct 31 |
|
Occurrence, fate and assessment of polar metamizole (dipyrone) residues in hospital and municipal wastewater. | 2008 Apr |
|
Chronic prehepatic portal hypertension in the rat: is it a type of metabolic inflammatory syndrome? | 2008 Feb 13 |
|
Implication of a mutation in the flavin binding site on the specific activity and substrate specificity of glycine oxidase from Bacillus subtilis produced by directed evolution. | 2008 Jan 1 |
|
[Effect of herbicide tralkoxydim and 2-acylcyclohexane-1,3-diones on peroxidase activity]. | 2008 Jan-Feb |
|
A novel method for measuring human lipoprotein lipase and hepatic lipase activities in postheparin plasma. | 2008 Jul |
|
[Effect of high-frequency electroacupuncture on lipid metabolism in obesity rats]. | 2008 Jun |
|
Discovery and characterization of a putrescine oxidase from Rhodococcus erythropolis NCIMB 11540. | 2008 Mar |
|
Erythrocyte aldose reductase activity and sorbitol levels in diabetic retinopathy. | 2008 Mar 24 |
|
Photodegradation study of three dipyrone metabolites in various water systems: identification and toxicity of their photodegradation products. | 2008 May |
|
Facile and sensitive determination of selenium (IV) in pharmaceutical formulations by flow injection spectrophotometry. | 2008 May |
|
An enzyme-chromogenic surface plasmon resonance biosensor probe for hydrogen peroxide determination using a modified Trinder's reagent. | 2008 Nov 15 |
|
Secular trends in cholesterol lipoproteins and triglycerides and prevalence of dyslipidemias in an urban Indian population. | 2008 Oct 24 |
|
Protease-catalysed coupling of N-protected amino acids and peptides with 4-aminoantipyrine. | 2009 Feb |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24712707
Rat: 60-360 mg/kg
Route of Administration:
Intraperitoneal
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 14:58:38 UTC 2023
by
admin
on
Fri Dec 15 14:58:38 UTC 2023
|
Record UNII |
0M0B7474RA
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
201-452-3
Created by
admin on Fri Dec 15 14:58:38 UTC 2023 , Edited by admin on Fri Dec 15 14:58:38 UTC 2023
|
PRIMARY | |||
|
60242
Created by
admin on Fri Dec 15 14:58:38 UTC 2023 , Edited by admin on Fri Dec 15 14:58:38 UTC 2023
|
PRIMARY | |||
|
59026
Created by
admin on Fri Dec 15 14:58:38 UTC 2023 , Edited by admin on Fri Dec 15 14:58:38 UTC 2023
|
PRIMARY | |||
|
DTXSID8048860
Created by
admin on Fri Dec 15 14:58:38 UTC 2023 , Edited by admin on Fri Dec 15 14:58:38 UTC 2023
|
PRIMARY | |||
|
D000675
Created by
admin on Fri Dec 15 14:58:38 UTC 2023 , Edited by admin on Fri Dec 15 14:58:38 UTC 2023
|
PRIMARY | |||
|
m1683
Created by
admin on Fri Dec 15 14:58:38 UTC 2023 , Edited by admin on Fri Dec 15 14:58:38 UTC 2023
|
PRIMARY | Merck Index | ||
|
83-07-8
Created by
admin on Fri Dec 15 14:58:38 UTC 2023 , Edited by admin on Fri Dec 15 14:58:38 UTC 2023
|
PRIMARY | |||
|
2151
Created by
admin on Fri Dec 15 14:58:38 UTC 2023 , Edited by admin on Fri Dec 15 14:58:38 UTC 2023
|
PRIMARY | |||
|
AMPYRONE
Created by
admin on Fri Dec 15 14:58:38 UTC 2023 , Edited by admin on Fri Dec 15 14:58:38 UTC 2023
|
PRIMARY | |||
|
0M0B7474RA
Created by
admin on Fri Dec 15 14:58:38 UTC 2023 , Edited by admin on Fri Dec 15 14:58:38 UTC 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
---|---|---|---|---|
|
PARENT -> METABOLITE ACTIVE |
Related Record | Type | Details | ||
---|---|---|---|---|
|
PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
|