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68-89-3

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Na +

3D

Substance Name: Dipyrone [USAN:JAN]

RN: 68-89-3
UNII: VSU62Z74ON
InChIKey: DJGAAPFSPWAYTJ-UHFFFAOYSA-M
Note
A drug that has analgesic, anti-inammatory, and antipyretic properties. It is the sodium sulfonate of AMINOPYRINE. Because of the risk of
serious adverse effects its use is justied only in serious situations where no alternative is available or suitable. (From Martindale, The Extra
Pharmacopoeia, 30th ed, p13)

Molecular Formula
C13-H17-N3-O4-S.Na

Molecular Weight
333.3424
All

Classifications

Links to Resources

Names & Synonyms

Registry Numbers

Formulas

Structure Descriptors

Toxicity

Classification Codes
Analgesics
Analgesics, Non-Narcotic
Anti-Inammatory Agents
Anti-Inammatory Agents, Non-Steroidal
Antirheumatic Agents
Drug / Therapeutic Agent
Human Data
Mutation Data
Peripheral Nervous System Agents
Reproductive Effect
Sensory System Agents
Tumor Data

* denotes mobile formatted website

Links to Resources
NLM Resources (File Locators)
CCRIS
ClinicalTrials.gov
DART
DrugPortal
EMIC
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EMIC
GENETOX
LactMed
LactMed*
MeSH
MeSH Heading
PubChem
PubMed
PubMed*
PubMed AIDS
PubMed Cancer
PubMed Toxicology
RTECS
TOXLINE
TOXLINE*

Other Resources (Internet Locators)

ChEBI
CPDB
CTD
DrugDigest
eChemPortal
EINECS
EPA ACToR
IUCLID
SRC DATALOG
USA.gov
USA.gov*

Search for this InChIKey on the Web

Names and Synonyms
Name of Substance
Dipyrone
Dipyrone [USAN:JAN]
Metamizole sodium [INN]
MeSH Heading
Dipyrone
Synonyms
(Antipyrinylmethylamino)methanesulfonic acid sodium salt
1-Phenyl-2,3-dimethyl-4-methylamino-5-pyrazolon-N-methanesulfonsaeuren natrium
1-Phenyl-2,3-dimethyl-4-methylamino-5-pyrazolon-N-methanesulfonsaeuren natrium [German]
1-Phenyl-2,3-dimethyl-5-pyrazolone-4-methylaminomethanesulfonate sodium
1-Phenyl-2,3-dimethylpyrazolone-(5)-4-methylaminomethanesulfonic acid sodium
4-Methylamino-1,5-dimethyl-2-phenyl-3-pyrazolone sodium methanesulfonate
4-Sodium methanesulfonate methylamine-antipyrine
Alginodia
Algocalmin
Algopyrine
Aminopyrine sodium sulfonate
Analgin
Analgine
Analginum
Antipyrine, 4-(methylamino)-, monomethosulfate, sodium salt
ARPF
Barone
Bonpyrin
CCRIS 4443
Conmel
Di-podil
Dimethone
Diprofarn
Dipyrone
Dipyrone [BAN]
EINECS 200-694-7
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EINECS 200-694-7
Farmolisina
Fenildimetil-pirazolon-metilaminometansolfonato sodico
Fenildimetil-pirazolon-metilaminometansolfonato sodico [Italian]
Feverall
Fevonil
Gifaril
Keypyrone
Meamizol sodico
Meamizol sodico [INN-Spanish]
Metamizol
Metamizol sodico
Metamizol sodico [Spanish]
Metamizole
Metamizole sodique
Metamizole sodique [French]
Metamizole sodique [INN-French]
Metamizole sodium
Metamizolnatrium
Metamizolo
Metamizolo sodico
Metamizolo sodico [DCIT]
Metamizolo [Italian]
Metamizolum
Metamizolum natricum
Metamizolum natricum [INN-Latin]
Metamizolum natricum [Latin]
Metapyrin
Methamizole sodium
Methampyrone
Methanesulfonic acid, (antipyrinylmethylamino)-, sodium salt
Methylaminoantipyrine sodium methanesulfonate
Methylaminophenyldimethylpyrazolone methanesulfonate sodium
Methylmelubrin
Metilon
Narone
Natrium novaminsulfonicum
Neo-melubrine
Neomelurbrin
Nevralgina
Noramidopyrine methanesulfonate sodium
Noramidopyrine methanesulfonate sodium salt
Noramidopyrinium-methanesulphate natrium
Noramidopyrinium-methanesulphate natrium [German]
Noraminophenazone
Noraminophenazone methanesulfonate sodium salt
Noraminophenazone sodium mesylate
Noraminopyrine methanesulfonate sodium
Novalgetol
Novalgin
Novamidazophen
Novamidazophenum
Novaminophenazone
Novaminsulfon
Novaminsulfone
Novaminsulfone sodium
Novaminsulfonium
Novaminsulfonum
Noveltex
Optalgin
Paralgin
Pharmalgine
Phenyl dimethyl pyrazolon methyl aminomethane sodium sulfonate
Prodolina
Pyralgin
Pyretin
Pyretin (pharmaceutical)
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Pyretin (pharmaceutical)
Pyrojec
Sodium (antipyrinylmethylamino)methanesulfonate
Sodium 1-phenyl-2,3-dimethyl-4-methylaminopyrazolon-N-methanesulfonate
Sodium 1-phenyl-2,3-dimethyl-5-pyrazolone-4-methylamino methanesulfonate
Sodium 4-methylamino-1,5-dimethyl-2-phenyl-3-pyrazolone 4-methanesulfonate
Sodium methylaminoantipyrine methanesulfonate
Sodium noramidopyrine methanesulfonate
Sodium novaminsulfonate
Sodium phenyldimethylpyrazolon-methylamino-methane sulfonate
Sulpin
Sulpyrin
Sulpyrine
Sulpyrinum
UNII-VSU62Z74ON

Systematic Names
Dipyrone
Methanesulfonic acid, ((2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)methylamino)-, sodium salt
Methanesulfonic acid, (antipyrinylmethylamino)-, monosodium salt
Sodium ((2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)methylamino)methanesulphonate

Registry Numbers
CAS Registry Number
68-89-3
FDA UNII
VSU62Z74ON
Other Registry Number
57904-20-8
System Generated Number
0000068893

Molecular Formulas
Molecular Formula
C13-H17-N3-O4-S.Na
Molecular Formula Fragments
C13-H17-N3-O4-S
COMPONENT
Na

Structure Descriptors
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
Download

InChIKey

DJGAAPFSPWAYTJ-UHFFFAOYSA-M
Search the web for this InChIKey

Smiles

[Na+].CN(CS(=O)(=O)[O-])C1=C(C)N(C)N(C1=O)c2ccccc2
Download

Toxicity
Organism Test Route
Type

Reported
Dose
(Normalized
Dose)
https://chem.sis.nlm.nih.gov/chemidplus/rn/68-89-3

Effect

Source

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Dose)
guinea pig LDLo subcutaneous 3gm/kg
(3000mg/kg)
mouse
LC50 inhalation
37200mg/m3
(37200mg/m3)
mouse
LD50 intraperitoneal 250mg/kg
(250mg/kg)
mouse
mouse
mouse
mouse
rabbit

LD50 intravenous

2197mg/kg
(2197mg/kg)
LD50 oral
2891mg/kg
(2891mg/kg)
LD50 subcutaneous 69mg/kg
(69mg/kg)
LD50 unreported
2750mg/kg
(2750mg/kg)
LD50 oral
2150mg/kg
(2150mg/kg)

BEHAVIORAL: MUSCLE
CONTRACTION OR
SPASTICITY)
LUNGS, THORAX, OR
RESPIRATION: RESPIRATORY
STIMULATION

Arzneimittel-Forschung. Drug Research. Vol.

5, Pg. 213, 1955.
Gigiena i Sanitariya. For English translation,
see HYSAAV. Vol. 34(10), Pg. 36, 1969.
Archives Internationales de
Pharmacodynamie et de Therapie. Vol. 107,
Pg. 322, 1956.
Arzneimittel-Forschung. Drug Research. Vol.
24, Pg. 600, 1974.
Arzneimittel-Forschung. Drug Research. Vol.
24, Pg. 600, 1974.
Russian Pharmacology and Toxicology Vol.
31, Pg. 53, 1968.
Journal of Drug Research. Vol. 4, Pg. 89,
1972.
Gigiena Truda i Professional'nye
Zabolevaniya. Labor Hygiene and
Occupational Diseases. Vol. 23(12), Pg. 47,
1979.

BEHAVIORAL: CHANGES IN
MOTOR ACTIVITY (SPECIFIC
ASSAY)
rabbit
rat

rat
rat

LDLo subcutaneous 3gm/kg

(3000mg/kg)
LC inhalation
> 900mg/m3
(900mg/m3)
LD50 intramuscular 1625mg/kg
(1625mg/kg)
LD50 intraperitoneal 2470mg/kg
(2470mg/kg)

Arzneimittel-Forschung. Drug Research. Vol.

5, Pg. 213, 1955.
Gigiena Truda i Professional'nye
Zabolevaniya. Labor Hygiene and
Occupational Diseases. Vol. 23(12), Pg. 47,
1979.
Russian Pharmacology and Toxicology Vol.
51, Pg. 183, 1988.
LUNGS, THORAX, OR
Kiso to Rinsho. Clinical Report. Vol. 11, Pg.
RESPIRATION: RESPIRATORY 478, 1977.
DEPRESSION
BEHAVIORAL: CONVULSIONS
OR EFFECT ON SEIZURE
THRESHOLD
BEHAVIORAL: SOMNOLENCE
(GENERAL DEPRESSED
ACTIVITY)

rat

LD50 intravenous

rat

LD50 oral

2182mg/kg
(2182mg/kg)
3gm/kg
(3000mg/kg)

Arzneimittel-Forschung. Drug Research. Vol.

26, Pg. 703, 1976.
BEHAVIORAL: CONVULSIONS Arzneimittel-Forschung. Drug Research. Vol.
OR EFFECT ON SEIZURE
21, Pg. 719, 1971.
THRESHOLD
BEHAVIORAL: ALTERED
SLEEP TIME (INCLUDING
CHANGE IN RIGHTING
REFLEX)
LUNGS, THORAX, OR
RESPIRATION: RESPIRATORY
DEPRESSION

rat

About

LD50 subcutaneous 2117mg/kg

(2117mg/kg)

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Arzneimittel-Forschung. Drug Research. Vol.

24, Pg. 600, 1974.

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