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68-89-3

Basic Information
CAS No.: 68-89-3
Name: Aminopyrine sodium sulfonate
Molecular Structure:
Molecular Structure of 68-89-3 (Aminopyrine sodium sulfonate)
Formula: C13H16N3NaO4S
Molecular Weight: 333.344
Synonyms: Dipyrone(6CI);Methanesulfonic acid, (antipyrinylmethylamino)-, sodium salt (8CI);ARPF;Optalgin;Pyralgine;Pyretin;Sodium1-phenyl-2,3-dimethyl-5-pyrazolone-4-methylaminomethanesulfonate;Sodium noramidopyrine methanesulfonate;Sulpin;Sulpyrine;Algopyrin;Anador;Analgin;Andolor;Conmel;Diprofarn;Metamizol;Metamizole sodium;Metamizole sodium salt;Methamizole sodium;Metilon;Neo-melubrine;Noramidopyrine methanesulfonatesodium;Noraminophenazone sodium mesylate;Novalgetol;Novamidazophen;Novaminsulfone;Novaminsulfonium;Noveltex;
EINECS: 200-694-7
Density: 1.388 g/cm3
Melting Point: 187oC
Boiling Point: N/A
Flash Point: N/A
Solubility: easily soluble in water, little soluble in alcohol
Appearance: solid
Hazard Symbols: HarmfulXn
Risk Codes: 42/43
Safety: 36
Transport Information: N/A
PSA: 95.75000
LogP: 1.50410
Synthetic route
68-89-3

metamizol

50567-35-6

Metamizol

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 20 - 30℃; for 1h; Solvent; Reagent/catalyst;93.3%
68-89-3

metamizol

519-98-2

4-methylaminoantipyrine

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 60℃; for 3h;86.7%
In water for 4h; Irradiation; Yield given;
14516-54-2

bromopentacarbonylmanganese(I)

68-89-3

metamizol

fac-[Mn(CO)3(metamizole)]

Conditions
ConditionsYield
With acetone for 0.333333h; Inert atmosphere; Darkness; Reflux;82%
68-89-3

metamizol

38988-02-2

Oxalsaeure-mono(2-acetyl-2-methyl-1-phenyl)hydrazid

Conditions
ConditionsYield
With dihydrogen peroxide for 0.0833333h;79%
68-89-3

metamizol

6018-89-9

nickel(II) acetate tetrahydrate

84110-66-7

(1-phenyl-2,3-dimethyl-5-pyrazolone-4-methylaminomethane sulphonate)nickel(II)

Conditions
ConditionsYield
In ethanol for 1 - 3h; Reflux;77%

cobalt(II) nitrate hexahydrate

68-89-3

metamizol

84110-65-6

(1-phenyl-2,3-dimethyl-5-pyrazolone-4-methylaminomethane sulphonate)cobalt(II)

Conditions
ConditionsYield
In ethanol for 1 - 3h; Reflux;73%

copper(II) nitrate trihydrate

68-89-3

metamizol

Cu([(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)-methylamino]methanesulfonate)2

Conditions
ConditionsYield
In ethanol for 1 - 3h; Reflux;68%

diammonium hexachlororhenate(IV)

68-89-3

metamizol

2C13H17N3O4S*2H(1+)*{ReCl6}(2-)=(C13H18N3O4S)2{ReCl6}

Conditions
ConditionsYield
In hydrogenchloride satg. 6 M HCl with (NH4)2(ReCl6); treating soln. with ethanol satd. with NaC13H16N3O4S (25°C, magnetic stirring);; pptn.; rinsing with 6 M HCl; drying to const. wt. at 105°C; elem. anal. (Re is partially oxidized);;50%
125841-54-5

tetracyanodinitrosylmanganate(0)

68-89-3

metamizol

Mn(2+)*2NO*2CN(1-)*2Na(1+)*2C13H16N3O4S(1-)*H2O = [Mn(NO)2(CN)2Na2(C13H16N3O4S)2]*H2O

Conditions
ConditionsYield
In acetic acid aq. acetic acid; refluxing (80°C, 2 h); ppt. washing (dild. acetic acid, water), drying (vac.); elem. anal.;40%

potassium hexabromorhenate (IV)

68-89-3

metamizol

2C13H17N3O4S*2H(1+)*{ReBr6}(2-)=(C13H18N3O4S)2{ReBr6}

Conditions
ConditionsYield
In hydrogen bromide aq. HBr; satg. 6 M HBr with K2(ReBr6); treating soln. with ethanol satd. with NaC13H16N3O4S (25°C, magnetic stirring);; pptn.; rinsing with 6 M HBr; drying to const. wt. at 105°C; elem. anal. (Re is partially oxidized);;35%
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Chemistry

IUPAC Name: Sodium [(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)-methylamino]methanesulfonate
Synonyms of Aminopyrine sodium sulfonate (CAS NO.68-89-3): 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
CAS NO: 68-89-3
Classification Code: Analgesics ; Analgesics, Non-Narcotic ; Anti-Inflammatory Agents ; Anti-inflammatory agents, non-steroidal ; Antirheumatic Agents ; Drug / Therapeutic Agent ; Human Data ; Mutation data ; Peripheral Nervous System Agents ; Reproductive Effect ; Sensory System Agents ; Tumor data
Molecular Formula: C13H16N3NaO4S
Molecular Weight: 333.3386
Molecular Structure:

Polar Surface Area: 89.54 Å2
Product Categories: PHARMACEUTICALS ; DIO - DIZForensic and Veterinary Standards ; Alphabetic ; D ; Drugs&Metabolites ; Neat Compounds ; Cosmetic Ingredients & Chemicals

Uses

 Aminopyrine sodium sulfonate (CAS NO.68-89-3), with detoxification, analgesic, anti-rheumatic effect, is mainly used for cooling, also used for acute arthritis, rheumatic pain, muscle pain, headache and so on.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo subcutaneous 3gm/kg (3000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 213, 1955.
mouse LC50 inhalation 37200mg/m3 (37200mg/m3)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 34(10), Pg. 36, 1969.
mouse LD50 intraperitoneal 250mg/kg (250mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 107, Pg. 322, 1956.
mouse LD50 intravenous 2197mg/kg (2197mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 600, 1974.
mouse LD50 oral 2891mg/kg (2891mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 600, 1974.
mouse LD50 subcutaneous 69mg/kg (69mg/kg)   Russian Pharmacology and Toxicology Vol. 31, Pg. 53, 1968.
mouse LD50 unreported 2750mg/kg (2750mg/kg)   Journal of Drug Research. Vol. 4, Pg. 89, 1972.
rabbit LD50 oral 2150mg/kg (2150mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 23(12), Pg. 47, 1979.
rabbit LDLo subcutaneous 3gm/kg (3000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 213, 1955.
rat LC inhalation > 900mg/m3 (900mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 23(12), Pg. 47, 1979.
rat LD50 intramuscular 1625mg/kg (1625mg/kg)   Russian Pharmacology and Toxicology Vol. 51, Pg. 183, 1988.
rat LD50 intraperitoneal 2470mg/kg (2470mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 478, 1977.
rat LD50 intravenous 2182mg/kg (2182mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 703, 1976.
rat LD50 oral 3gm/kg (3000mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 719, 1971.
rat LD50 subcutaneous 2117mg/kg (2117mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 600, 1974.

Safety Profile

Hazard Codes of Aminopyrine sodium sulfonate (CAS NO.68-89-3): HarmfulXn
Risk Statements: 42/43 
R42/43: May cause sensitization by inhalation and skin contact.
Safety Statements: 36 
S36: Wear suitable protective clothing.
WGK Germany: 2
RTECS: PB1300000
Poison by subcutaneous route. Moderately toxic by several other routes. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. Questionable carcinogen with experimental neoplastigenic data. See also SULFONATES. When heated to decomposition it emits very toxic fumes of NOx, Na2O, and SOx.