Name: Dipyrone
SKU: 68-89-3

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Basic Information

Molecular Structure:
CAS No.:	68-89-3
Name:	Dipyrone

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
Solubility:	easily soluble in water, little soluble in alcohol
Appearance:	solid
Hazard Symbols:	Xn
Risk Codes:	42/43
Safety:	36
PSA:	95.75000
LogP:	1.50410

Synthetic route

: 68-89-3
metamizol

: 50567-35-6
Metamizol

Conditions

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

: 68-89-3
metamizol

: 519-98-2
4-methylaminoantipyrine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: diammonium hexachlororhenate(IV)

: 68-89-3
metamizol

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

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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 Å²Product 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): Harmful Xn
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 NO_x, Na₂O, and SO_x.

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Chemistry

Uses

Toxicity Data With Reference

Safety Profile