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58-15-1

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Identification

Name
Aminophenazone
CAS
58-15-1
Synonyms
4-(DIMETHYLAMINO)-1,5-DIMETHYL-2-PHENYL-3-PYRAZOLONE
4-DIMETHYLAMINO-2,3-DIMETHYL-1-PHENYL-3-PYRAZOLIN-5-ONE
4-(DIMETHYLAMINO)-2,3-DIMETHYL-1-PHENYL-5-PYRAZOLONE
4-DIMETHYLAMINO-2,3-DIMETHYL-1-PHENYLPYRAZOL-5-ONE
4-DIMETHYLAMINOANTIPYRINE
4-(DIMETHYLAMINO)PHENAZONE
AMIDOPYRINE
AMINOPHENAZONE
AMINOPYRINE
PYRAMIDON
(Dimethylamino)phenazone
1,5-Dimethyl-2-phenyl-4-dimethylamino-3-pyrazolone
1,5-Dimethyl-4-dimethylamino-2-phenyl-3-pyrazolone
1-Phenyl-2,3-dimethyl-4-(dimethylamino)-5-pyrazolone
1-Phenyl-2,3-dimethyl-4-dimethylaminopyrazol-5-one
1-Phenyl-2,3-dimethyl-4-dimethylaminopyrazolone-5
2,3-Dimethyl-4-dimethylamino-1-phenyl-5-pyrazolone
3H-Pyrazol-3-one, 4-(dimethylamino)-1,2-dihydro-1,5-dimethyl-2-phenyl-
3-keto-1,5-Dimethyl-4-dimethylamino-2-phenyl-2,3-dihydropyrazole
3-Pyrazolin-5-one, 4-(dimethylamino)-2,3-dimethyl-1-phenyl-
EINECS(EC#)
200-365-8
Molecular Formula
C11H13N3O
MDL Number
MFCD00003142
Molecular Weight
203.24
MOL File
58-15-1.mol

Chemical Properties

Appearance
white crystalline powder
Melting point 
107-109 °C(lit.)

mp 
107-109 °C(lit.)

Boiling point 
373.38°C (rough estimate)
density 
1.0744 (rough estimate)
refractive index 
1.6140 (estimate)
storage temp. 
Refrigerator
form 
Crystalline Powder, Crystals and/or Chunks
pka
pKa 5.0 (Uncertain)
color 
Off-white to brownish
Stability:
Stable. Incompatible with strong oxidizing agents, strong acids, strong bases. Light sensitive. Degrades under the action of mild oxidizing agents in the presence of moisture or water.
Water Solubility 
5.55 g/100 mL
Sensitive 
Air & Light Sensitive
Merck 
14,474
InChIKey
RMMXTBMQSGEXHJ-UHFFFAOYSA-N
CAS DataBase Reference
58-15-1(CAS DataBase Reference)
NIST Chemistry Reference
Aminopyrine(58-15-1)
EPA Substance Registry System
58-15-1(EPA Substance)

Safety Data

Hazard Codes 
Xn
Risk Statements 
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R21/22:Harmful in contact with skin and if swallowed .
Safety Statements 
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
RIDADR 
UN 2811 6.1/PG 3

WGK Germany 
3

RTECS 
CD2625000

TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29331190
Safety Profile
Human poison by unspecified route. Experimental poison by ingestion, subcutaneous, intramuscular,intravenous, and intraperitoneal routes. Moderately toxic by parenteral route. Experimental teratogenic and reproductive effects. Questionable carcinogen when mixed with NaNO2 (1:l). Mutation data reported. Can cause bone marrow depression resulting in leucopenia. Has been implicated in development of aplastic anemia. A tranquilizer. When heated to decomposition it emits toxic fumes of NOx.
Hazardous Substances Data
58-15-1(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 1.7 g/kg (Hart)

Raw materials And Preparation Products

Hazard Information

General Description
Small colorless crystals or white crystalline powder. Aqueous solution slightly alkaline to litmus. pH (5% water solution) 7.5-9. Odorless. Slightly bitter taste.
Reactivity Profile
4-DIMETHYLAMINOANTIPYRINE(58-15-1) is sensitive to exposure to light. This chemical is readily attacked by mild oxidizing agents in the presence of water. 4-DIMETHYLAMINOANTIPYRINE(58-15-1) is incompatible with acacia, apomorphine, aspirin, chloral hydrate, iodine and tannic acid.
Air & Water Reactions
Water soluble.
Fire Hazard
Flash point data for this chemical are not available; however, 4-DIMETHYLAMINOANTIPYRINE is probably combustible.
Chemical Properties
white crystalline powder
Uses
Antipyretic; analgesic.
Uses
Antipyretic;ACTH secretor
Definition
ChEBI: A pyrazolone that is 1,2-dihydro-3H-pyrazol-3-one substituted by a dimethylamino group at position 4, methyl groups at positions 1 and 5 and a phenyl group at position 2. It exhibits analgesic, anti-inflammatory, and antipyretic proper ies.
Brand name
Adexogan;Agevis;Algimicin anttitermico;Amidazopen;Amidozen;Anoixal;Antigripina;Areumal;Axiston;Balbion;Barsedan;Baukal suppositories;Bayer 1387 p;Bronchisan;Brufaneuseol;Butapyrine;Capsyka dr knapf;Capysal;Chinopyrin;Cibalgin;Ciclazon;Clinit;Coffan;Compral;Cusayth;Demolpas;Dentigoa;Depiral c;Dexa escopyrin;Dha 51;Dialpyrin;Digisab;Dimametten;Dimopyrin;Diprin;Dolo-attirin;Dolo-optineural;Dolorphen;Dolovosano;Donobin;Duerin;Dysmensan;Escopyrinus;Espasnatex;Eufibran;Euprogan;Febren;Febrosolvin;Fenodone;Fever;Flivalgin;Flumil;Framidone;Ftalazon;Funapon;Galenopyrin;Glucopirina;Glucopitina;Helvagit-f;Hemicraneal;Hisense-p;Influnal depot;Inst;Irgapyrine;Isoftal;Kalmine;Katareuma;Lagaflex;Latepyrine;Lauroanginol;Manslu;Medispanmin;Meloka;Neuro-demoplast;Nifedon;Nikartrone;Nostress;Optineural(analgesic);Optipax;Osadrine;Osmotipax;P.s.b.p.;Piracodid;Piradenil;Piradol;Pirasco;Piraseptolo.
World Health Organization (WHO)
Aminophenazone, a pyrazolone derivative, has been used as an antiinflammatory and analgesic agent for over a century. Its use has been associated with cases of bone marrow depression and agranulocytosis and more recently it has been claimed to have a carcinogenic potential. Products containing aminophenazone have been formally withdrawn in many countries and marketing has been voluntarily suspended in others. Elsewhere, however, proprietary preparations containing this ingredient may remain available. (Reference: (WHODI) WHO Drug Information, 3, 9, 1977)
Purification Methods
It crystallises from pet ether, sublimes between 80o and 90o, and forms metal complexes. [Beilstein 25 H 452, 25 III/IV 3555.]

Material Safety Data Sheet(MSDS)

Spectrum Detail

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