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targets (1) enzymes (2)
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Identification
Name Dipyrone
Accession Number DB04817
Type small molecule
Groups withdrawn
Description

Dipyrone, formerly marketed as Dimethone tablets and injection, Protemp oral liquid, and other drug products, was associated with potentially fatal agranulocytosis. Approvals of the NDA’s for dipyrone drug products were withdrawn on June 27, 1977 (see the Federal Register of June 17, 1977 (42 FR 30893)). Withdrawn from the Canadian market in 1963.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
Aminopyrine sodium sulfonate
Analgine
Analginum
ARPF
Dipyrone monohydrate
Meamizol sodico [inn-spanish]
Metamizol
Metamizol monohydrate
Metamizol sodico [spanish]
Metamizole
Metamizole sodique [inn-french]
Metamizole sodium
Metamizolnatrium
Metamizolo [italian]
Metamizolo sodico [dcit]
Metamizolum
Metamizolum natricum [inn-latin]
Metamizolum natricum [latin]
Methylaminoantipyrine sodium methanesulfonate
Methylaminophenyldimethylpyrazolone methanesulfonate sodium
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Salts Not Available
Brand names
Name Company
Alginodia
Algocalmin
Algopyrine
Analgin
Barone
Bonpyrin
Conmel
Di-podil
Dimethone
Diprofarn
Farmolisina
Fevonil
Gifaril
Keypyrone
Metapyrin
Methylmelubrin
Metilon
Narone
Neo-melubrine
Neomelurbrin
Nevralgina
Novaldin
Novalgetol
Novalgin
Noveltex
Optalgin
Paralgin
Pharmalgine
Pyralgin
Pyretin
Pyrojec
Sulpin
Sulpyrin
Sulpyrine
Sulpyrinum
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Brand mixtures Not Available
Categories Not Available
CAS number 68-89-3
Weight Average: 333.339
Monoisotopic: 333.07592138
Chemical Formula C13H16N3NaO4S
InChI Key InChIKey=DJGAAPFSPWAYTJ-UHFFFAOYSA-M
InChI
InChI=1S/C13H17N3O4S.Na/c1-10-12(14(2)9-21(18,19)20)13(17)16(15(10)3)11-7-5-4-6-8-11;/h4-8H,9H2,1-3H3,(H,18,19,20);/q;+1/p-1
Plain Text
IUPAC Name
sodium [(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)(methyl)amino]methanesulfonate
SMILES
[Na+].CN(CS([O-])(=O)=O)C1=C(C)N(C)N(C1=O)C1=CC=CC=C1
Plain Text
Mass Spec Not Available
Taxonomy
Kingdom Not Available
Classes Not Available
Substructures Not Available
Pharmacology
Indication Used in the past as a powerful painkiller and fever reducer.
Pharmacodynamics Dipyrone is a non-steroidal anti-inflammatory drug (NSAID), commonly used in the past as a powerful painkiller and fever reducer.
Mechanism of action Not Available
Absorption Not Available
Volume of distribution Not Available
Protein binding Not Available
Metabolism Not Available
Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Not Available
Affected organisms
  • Humans and other mammals
Pathways Not Available
Pharmacoeconomics
Manufacturers Not Available
Packagers
Dosage forms Not Available
Prices Not Available
Patents Not Available
Properties
State solid
Experimental Properties Not Available
Predicted Properties
Property Value Source
water solubility 5.80e+00 g/l ALOGPS
logP 1.07 ALOGPS
logP -0.82 ChemAxon
logS -1.8 ALOGPS
pKa (strongest acidic) -1.2 ChemAxon
pKa (strongest basic) -0.44 ChemAxon
physiological charge -1 ChemAxon
hydrogen acceptor count 6 ChemAxon
hydrogen donor count 0 ChemAxon
polar surface area 83.99 ChemAxon
rotatable bond count 4 ChemAxon
refractivity 78.92 ChemAxon
polarizability 31.11 ChemAxon
References
Synthesis Reference Not Available
General Reference Not Available
External Links
Resource Link
PubChem Compound 522325 Link_out
PubChem Substance 46509035 Link_out
ChemSpider 6000 Link_out
ChEBI 25979 Link_out
ChEMBL 25979 Link_out
Therapeutic Targets Database DNC000568 Link_out
Wikipedia http://en.wikipedia.org/wiki/Dipyrone Link_out
ATC Codes Not Available
AHFS Codes Not Available
PDB Entries Not Available
FDA label Not Available
MSDS Not Available
Interactions
Drug Interactions Not Available
Food Interactions Not Available
Targets

1. Prostaglandin G/H synthase 1

Pharmacological action: unknown

May play an important role in regulating or promoting cell proliferation in some normal and neoplastically transformed cells

Organism class: human
UniProt ID: P23219 Link_out
Gene: PTGS1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. Pubmed
Enzymes

1. Cytochrome P450 2B6

Actions: inducer

Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics

UniProt ID: P20813 Link_out
Gene: CYP2B6 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. Epub 2009 Nov 24. Pubmed

2. Cytochrome P450 3A4

Actions: inducer

Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4- hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. The enzyme also hydroxylates etoposide

UniProt ID: P08684 Link_out
Gene: CYP3A4
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. Epub 2009 Nov 24. Pubmed
Comments
Drug created on September 11, 2007 14:09 / Updated on February 08, 2013 16:23