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Details

Stereochemistry ACHIRAL
Molecular Formula 2C13H16N3O4S.Mg.6H2O
Molecular Weight 753.094
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METAMIZOLE MAGNESIUM HEXAHYDRATE

SMILES

O.O.O.O.O.O.[Mg++].CN(CS([O-])(=O)=O)C1=C(C)N(C)N(C1=O)C2=CC=CC=C2.CN(CS([O-])(=O)=O)C3=C(C)N(C)N(C3=O)C4=CC=CC=C4

InChI

InChIKey=RNNVUENCSXWPMS-UHFFFAOYSA-L
InChI=1S/2C13H17N3O4S.Mg.6H2O/c2*1-10-12(14(2)9-21(18,19)20)13(17)16(15(10)3)11-7-5-4-6-8-11;;;;;;;/h2*4-8H,9H2,1-3H3,(H,18,19,20);;6*1H2/q;;+2;;;;;;/p-2

HIDE SMILES / InChI
Molecular Formula Mg
Molecular Weight 24.305
Charge 2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C13H16N3O4S
Molecular Weight 310.349
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Dipyrone, also known as Metamizole (INN), is an ampyrone sulfonate analgesic, antispasmodic and antipyretic. It was withdrawn from US market in 1977 on the basis of reports of agranulocytosis. Depyrone is still used to treat severe and diffucult for relieving pains of different origin; headache, tooth-ache, pains in the joints, muscles, following traumas and operations, gall and kidney colics, neurites, neuralgias, traumatic cerebrasthenia; inflammation of upper respiratory ways of microbial or virus origin; chorea; febrile states. Mechanism of action of dipyrone is complex. It is believed that dipyrone exerts its action by inhibiting COX-3, and activates opioid and cannabioid systems either itself, or by products of its metabolic degradation.

CNS Activity

Originator

Approval Year

2019
334
Targets

Targets

Primary TargetPharmacologyConditionPotency
Prostaglandin G/H synthase 1
30
Target ID: P23219|||Q5T7T7
Gene ID: 5742.0
Gene Symbol: PTGS1
Target Organism: Homo sapiens (Human)
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
NEURALGIN

Approved Use

Severe and diffucult for relieving pains of different origin; headache, tooth-ache, pains in the joints, muscles, following traumas and operations, gall and kidney colics, neurites, neuralgias, traumatic cerebrasthenia; inflammation of upper respiratory ways of microbial or virus origin; chorea; febrile states.
Primary
Approved
8429
OPTALGIN

Approved Use

Optalgin Injection, by intramuscular administration, is indicated to lower temperature in life-threatening situations, when this cannot be achieved by other means. Hyperthermic patients in critical condition may also be treated in non-hospital environment, under close medical supervision.
PubMed

PubMed

TitleDatePubMed
Octreotide dependency and headache: a case report.
1994 Aug
Use of dipyrone during pregnancy and risk of Wilms' tumor. Brazilian Wilms' Tumor Study Group.
1996 Sep
COX-3, a cyclooxygenase-1 variant inhibited by acetaminophen and other analgesic/antipyretic drugs: cloning, structure, and expression.
2002 Oct 15
Cloning, expression, and functional characterization of human cyclooxygenase-1 splicing variants: evidence for intron 1 retention.
2005 Dec
Synergistic effect of the L-tryptophan and kynurenic acid with dipyrone or paracetamol in mice.
2013 Sep 25
Patents

Patents

JP2002511777A
414
JP2007513165A
55
JP2011528275A
455
JPH01193266A
5
JPH02215720A
26
JPH06100602A
5
JPS53124263A
5
JPS57128626A
9
JPS59186918A
5
JPS6270318A
5

Sample Use Guides

In Vivo Use Guide
Dipyrone was administered orally, as subcutaneous and intramuscular injections (daily dose 0.25-1 g as 50% solution), or by intravenous injection.
Route of Administration: Other
In Vitro Use Guide
Cyclooxygenase activity was measured by the formation of PGE2 after exposure to exogenous 30 μM acid for 10 min. Dipyrone inhibited COX-1 with IC50 350 uM, and COX-3 with IC50 of 52 uM.
Substance Class Chemical
Created
by admin
on Sat Dec 16 19:08:18 GMT 2023
Edited
by admin
on Sat Dec 16 19:08:18 GMT 2023
Record UNII
D247KUF39V
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METAMIZOLE MAGNESIUM HEXAHYDRATE
Common Name English
Metamizole magnesium hexahydrate [WHO-DD]
Common Name English
METHANESULFONIC ACID, 1-((2,3-DIHYDRO-1,5-DIMETHYL-3-OXO-2-PHENYL-1H-PYRAZOL-4-YL)METHYLAMINO)-, MAGNESIUM SALT, HYDRATE (2:1:6)
Common Name English
METHANESULFONIC ACID, ((2,3-DIHYDRO-1,5-DIMETHYL-3-OXO-2-PHENYL-1H-PYRAZOL-4-YL)METHYLAMINO)-, MAGNESIUM SALT, HEXAHYDRATE
Systematic Name English
Code System Code Type Description
FDA UNII
D247KUF39V
Created by admin on Sat Dec 16 19:08:18 GMT 2023 , Edited by admin on Sat Dec 16 19:08:18 GMT 2023
PRIMARY
PUBCHEM
163203508
Created by admin on Sat Dec 16 19:08:18 GMT 2023 , Edited by admin on Sat Dec 16 19:08:18 GMT 2023
PRIMARY
CAS
667459-72-5
Created by admin on Sat Dec 16 19:08:18 GMT 2023 , Edited by admin on Sat Dec 16 19:08:18 GMT 2023
PRIMARY
SMS_ID
100000127940
Created by admin on Sat Dec 16 19:08:18 GMT 2023 , Edited by admin on Sat Dec 16 19:08:18 GMT 2023
PRIMARY
Related Record Type Details
Structure of METAMIZOLE
PARENT -> SALT/SOLVATE
Structure of METAMIZOLE MAGNESIUM
ANHYDROUS->SOLVATE
Related Record Type Details
Structure of METAMIZOLE
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