4-Aminoantipyrine
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4-Aminoantipyrine
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CAS No:
83-07-8
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Formula:
C11H13N3O
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Chemical Name:
4-Aminoantipyrine
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Synonyms:
3H-Pyrazol-3-one,4-amino-1,2-dihydro-1,5-dimethyl-2-phenyl-;Antipyrine,4-amino-;4-Amino-1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one;4-AAP;4-Aminoantipyrine;4-Amino-1,5-dimethyl-2-phenyl-3-pyrazolone;4-Aminophenazone;Ampyrone;1-Phenyl-2,3-dimethyl-4-amino-5-pyrazolone;Aminoantipyrine;4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one;Aminoazophene;4-Amino-1,5-dimethyl-2-phenylpyrazolin-3-one;4-Amino-2,3-dimethyl-1-phenyl-5-pyrazolone;4-Amino-2,3-dimethyl-1-phenylpyrazolin-5-one;4-Amino-1,5-dimethyl-2-phenyl-4-pyrazolin-3-one;4-Amino-1,5-dimethyl-3-oxo-2-phenylpyrazoline;Metapirazone;Solvapyrin A;4-Amino-1-phenyl-2,3-dimethyl-5-pyrazolone;1,2-Dihydro-1,5-dimethyl-2-phenyl-4-amino-3H-pyrazol-3-one;4-Amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one;NSC 60242;4-Amino-1,5-dimethyl-2-phenyl-1,2-dihydropyrazol-3-one;(2,3-Dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)amine;4-Amino-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one;4-Amino-1,2-dihydro-2,3-dimethyl-1-phenylpyrazol-5-one;4-Amino-1,5-dimethyl-2-phenyl-1H-pyrazol-3-one;4-Amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazole-3-one
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CAS No:
Description
Ampyrone is a reagent for glucose determination in the presence of peroxidase and phenol.
4-aminoantipyrine is a pyrazolone, a member of the class of pyrazoles that is antipyrine substituted at C-4 by an amino group. It is a metabolite of aminopyrine and of metamizole. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antirheumatic drug, a peripheral nervous system drug, an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor, an antipyretic, a drug metabolite and a marine xenobiotic metabolite. It is a primary amino compound and a pyrazolone. It derives from an antipyrine.|A metabolite of AMINOPYRINE with analgesic and anti-inflammatory properties. It is used as a reagent for biochemical reactions producing peroxides or phenols. Ampyrone stimulates LIVER MICROSOMES and is also used to measure extracellular water.
4-Aminoantipyrine Basic Attributes
203.24
203.24
181635
201-452-3
0M0B7474RA
60242
DTXSID8048860
N02BB03
29331190
Characteristics
49.6
0.1
Yellow to yellow-brown Powder or Crystals
1.2±0.1 g/cm3
109 °C
340 C
140.7±28.7 °C
1.607
H2O: ca. 500 g/L (20 ºC)
Store at RT.
Oral-rat LD50: 1700 mg/kg; Oral-Mouse LD50: 800 mg/kg
Flammable; burning produces toxic nitrogen oxide fumes
142.6 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]|142.48 Ų [M+H]+
Safety Information
NONH for all modes of transport
3
22-36/37/38-20/21/22
26-36-36/37/39
CD2480000
Xn
Warehouse ventilated, low temperature and dry
Harmful
Stable. May be light sensitive.
P301 + P312 + P330
H302
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 100 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
4-Aminoantipyrine is a known transformation product of 4-Acetamidoantipyrine, 4-Formylaminoantipyrine, and Aminopyrine.
Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant and Hackh's Chemical Dictionary, 5th ed, p301, p499) (See all compounds classified as Indicators and Reagents.)|Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions.They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)
4 Amino 1,5 Dimethyl 2 Phenyl 3H Pyrazolone
4-Aminoantipyrine Use and Manufacturing
Antipyrine is nitrified by sodium nitrite, reduced by ammonium bisulfite and ammonium sulfite, hydrolyzed by sulfuric acid, and finally neutralized with liquid ammonia to obtain 4-aminoantipyrine. The process is as follows: Antipyrine and 50% sulfuric acid are formulated into a solution, which contains 38%-40% of antipyrine and 11%-12% of sulfuric acid. The solution and the sodium nitrite solution were simultaneously flowed into the nitrosation reactor, the flow rate of the two was controlled, the reaction temperature was controlled at 45-50°C, the reaction was stirred, and the end point of the reaction was measured with iodized starch test paper to adjust the water flow. The nitrosoantipyrine produced by nitrosation immediately flows into the reduction tank and reacts with the aqueous solution of ammonium bisulfite and ammonium sulfite prepared in the tank. Sampling to measure the pH value and the degree of reduction, the pH value is between 5.4-5.8, the degree of reduction is about 15 (that is, 1 ml of reducing solution consumes 0.1 ml of iodine solution). After the reduction is completed, the pH value is adjusted to 5.8-6.0, and the degree of reduction is about 5. Raise the temperature to 100℃ and hydrolyze it for 3h. The temperature was lowered to 80°C, neutralized with liquid ammonia to pH 7-7.5, and allowed to stand for separation. The waste water is separated to obtain 4-aminoantipyrine oil (content above 80%). Press it into a crystallization tank, stir, cool and crystallize, and filter to obtain 4-aminoantipyrine. The yield is 96%.
A reagent for glucose determination in the presence of peroxidase and phenol
3H-Pyrazol-3-one, 4-amino-1,2-dihydro-1,5-dimethyl-2-phenyl-: ACTIVE
Pharmaceuticals -> Animal Drugs -> Approved in Taiwan|Pharmaceuticals -> Nervous System -> Analgesics -> Pyrazolones -> Transformation products
Computed Properties
Molecular Weight:203.24
XLogP3:0.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:203.105862047
Monoisotopic Mass:203.105862047
Topological Polar Surface Area:49.6
Heavy Atom Count:15
Complexity:305
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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