Antipyrine supplier | CasNO.60-80-0

Name
Antipyrine
EINECS 200-486-6
CAS No. 60-80-0
Article Data66
CAS DataBase
Density 1.156 g/cm³
Solubility 1000 g/L (20 °C) in water
Melting Point 109-111 °C(lit.)
Formula C₁₁H₁₂N₂O
Boiling Point 319 °C at 760 mmHg
Molecular Weight 188.229
Flash Point 114.8 °C
Transport Information UN 3249
Appearance White Powder
Safety 26-36-37/39
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms Antipyrine(8CI);1,5-Dimethyl-2-phenyl-1,2-dihydropyrazol-3-one;2,3-Dimethyl-1-phenyl-3-pyrazolin-5-one;2,3-Dimethyl-1-phenyl-5-pyrazolone;Azophen;Azophene;Dentigoa N;Dimethyloxychinizin;Fenazone;Methozin;NSC7945;Oxydimethylquinazine;Parodyne;Phenazon;Phenazone;Phenazone(pharmaceutical);Phenylon;Phenylone;Pyrazophyl;Sedatin;Sedatine;
PSA 26.93000
LogP 1.48440

Synthetic route

: 89-25-8
edaravone

: 77-78-1
dimethyl sulfate

: 60-80-0
antipyrine

Conditions

Conditions	Yield
at 160℃; for 5h;	71%
at 140 - 170℃;

: 948853-49-4
4-(2,3-dimethyl-5-oxo-2,5-dihydro-pyrazol-1-yl)-benzoic acid

: 60-80-0
antipyrine

Conditions

Conditions	Yield
With potassium carbonate In chloroform at 20℃; for 24h; Irradiation; Inert atmosphere;	68%

: 89-25-8
edaravone

: 74-88-4
methyl iodide

: 60-80-0
antipyrine

Conditions

Conditions	Yield
Stage #1: edaravone; methyl iodide In acetonitrile at 120℃; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate	58%
With methanol at 100 - 120℃; im Rohr;
With sodium hydrogencarbonate In acetonitrile
In acetonitrile for 12h; Heating; Sealed tube;

: 67-56-1
methanol

: 89-25-8
edaravone

A: 27349-35-5
5-methoxy-3-methyl-1-phenyl-1H-pyrazole

B: 60-80-0
antipyrine

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran for 20h; Ambient temperature;	A 53% B 14%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran for 20h; Product distribution; Ambient temperature; various solvents, various ratio of products;

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 19735-89-8
3-methyl-1-phenylpyrazolin-5(4H)-one

A: 27349-35-5
5-methoxy-3-methyl-1-phenyl-1H-pyrazole

B: 60-80-0
antipyrine

...Expand

: 67-56-1
methanol

: 19735-89-8
3-methyl-1-phenylpyrazolin-5(4H)-one

: 60-80-0
antipyrine

Conditions

Conditions	Yield
With hydrogenchloride at 120℃;
With ethyl bromide at 120℃;

: 74-83-9
methyl bromide

: 19735-89-8
3-methyl-1-phenylpyrazolin-5(4H)-one

: 60-80-0
antipyrine

Conditions

Conditions	Yield
With methoxybenzene
at 132℃;

: 19735-89-8
3-methyl-1-phenylpyrazolin-5(4H)-one

: 74-87-3
methylene chloride

: 60-80-0
antipyrine

Conditions

Conditions	Yield
With methylpyridine at 135℃;
With antipyrine at 135℃;

: 19735-89-8
3-methyl-1-phenylpyrazolin-5(4H)-one

: 80-48-8
methyl p-toluene sulfonate

: 60-80-0
antipyrine

Conditions

Conditions	Yield
at 150 - 160℃;

: 19735-89-8
3-methyl-1-phenylpyrazolin-5(4H)-one

: 77-78-1
dimethyl sulfate

: 60-80-0
antipyrine

Conditions

Conditions	Yield
With xylene at 150℃;
With calcium oxide In methanol

: 67-56-1
methanol

: 19735-89-8
3-methyl-1-phenylpyrazolin-5(4H)-one

: 74-88-4
methyl iodide

: 60-80-0
antipyrine

Conditions

Conditions	Yield
at 100 - 120℃; im Rohr;

...Expand

: 27349-35-5
5-methoxy-3-methyl-1-phenyl-1H-pyrazole

: 60-80-0
antipyrine

Conditions

Conditions	Yield
at 250 - 260℃; im geschlossenen Gefaess;
at 250 - 260℃; im geschlossenen Gefaess;

: 2436-96-6
1-nitro-2-(2-nitrophenyl)benzene

: 60-80-0
antipyrine

Conditions

Conditions	Yield
bei der elektrolytischen Reduktion;

: 67-56-1
methanol

: 1016-41-7
5-ethoxy-3-methyl-1-phenyl-1H-pyrazole

: 74-88-4
methyl iodide

: 60-80-0
antipyrine

Conditions

Conditions	Yield
at 115℃; Kochen des Reaktionsprodukts mit Natronlauge;
at 115℃; Kochen des Reaktionsprodukts mit Natronlauge;

...Expand

: 5372-10-1
2-(5-methyl-2-phenyl-2H-pyrazol-3-yloxy)-ethanol

: 60-80-0
antipyrine

Conditions

Conditions	Yield
bei der Methylierung;

: carbonic acid methyl ester-(5-methyl-2-phenyl-2H-pyrazol-3-yl ester)

A: 27349-35-5
5-methoxy-3-methyl-1-phenyl-1H-pyrazole

B: 60-80-0
antipyrine

Conditions

Conditions	Yield
at 200℃;

: 74-87-3
methylene chloride

: 55774-20-4
1-benzyl-5-methyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one

A: 19735-89-8
3-methyl-1-phenylpyrazolin-5(4H)-one

B: 60-80-0
antipyrine

C: 54462-78-1
4-benzyl-5-methyl-2-phenyl-1,2-dihydro-pyrazol-3-one

Conditions

Conditions	Yield
at 150 - 180℃;

...Expand

: 83-10-3
antipyric acid

: 60-80-0
antipyrine

Conditions

Conditions	Yield
Beim Erhitzen ueber den Schmelzpunkt;

: 2,2'-Bis-(N'-acetyl-hydrazino)-biphenyl

A: 60-35-5
acetamide

B: 60-80-0
antipyrine

Conditions

Conditions	Yield
at 250 - 260℃;

: 141-97-9
ethyl acetoacetate

: 618-40-6
1-Methyl-1-phenylhydrazine

: 60-80-0
antipyrine

Conditions

Conditions	Yield
at 130 - 160℃;

: 141-97-9
ethyl acetoacetate

: 529-27-1
2-methylphenylhydrazine

: 60-80-0
antipyrine

Conditions

Conditions	Yield
at 130 - 160℃;

: 3-benzoyloxy-1,5-dimethyl-2-phenyl-pyrazolium; chloride

: furan-2,3,5(4H)-trione pyridine (1:1)

: 60-80-0
antipyrine

: 3-benzoyloxy-1,5-dimethyl-2-phenyl-pyrazolium; chloride

A: 60-80-0
antipyrine

B: 74-87-3
methylene chloride

C: 56159-67-2
(3-methyl-1-phenyl-1H-pyrazol-5-yl) benzoate

D: 98-88-4
benzoyl chloride

Conditions

Conditions	Yield
at 180℃;

...Expand

: 74-87-3
methylene chloride

: 89-25-8
edaravone

: 60-80-0
antipyrine

Conditions

Conditions	Yield
With methanol at 95 - 100℃; under 6840 - 7600 Torr;

: 28752-68-3
2,2'-azinobis(3-ethylbenzthiazolinesulfonate)

: 60-80-0
1,5-Dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one

A: 60-80-0
antipyrine

B: 28752-68-3
C18H18N4O6S4(1+)

Conditions

Conditions	Yield
Rate constant;

...Expand

: 20828-91-5
(±)-2-chloro-10-(3-dimethylamino-2-methylpropyl)phenothiazine

: 60-80-0
1,5-Dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one

A: 60-80-0
antipyrine

B: 20828-91-5
trimeprazine(1+) radical

Conditions

Conditions	Yield
Rate constant; pH 3;

...Expand

: 950-81-2
4-formyl-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one

: 16052-66-7
3-amino crotonic acid-tert-butylester

A: 60-80-0
antipyrine

B: 55536-75-9
di-tert-butyl 2,6-dimethylpyridine-3,5-dicarboxylate

Conditions

Conditions	Yield
With pyridine; thionyl chloride 1.) CH2Cl2, from 0 deg C to 20 deg C, 1 h, 2.) CH2Cl2, 20 deg C, 18 h; Multistep reaction;

...Expand

: 950-81-2
4-formyl-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one

: 53256-19-2
ethyl (Z)-3-amino-3-phenylacrylate

A: 60-80-0
antipyrine

B: diethyl 2,6-diphenyl-3,5-pyridinedicarboxylate

Conditions

Conditions	Yield
With pyridine; thionyl chloride 1.) CH2Cl2, from 0 deg C to 20 deg C, 1 h, 2.) CH2Cl2, 20 deg C, 18 h; Multistep reaction;

...Expand

: 950-81-2
4-formyl-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one

: 21731-17-9
methyl 3-aminocrotonate

A: 60-80-0
antipyrine

B: 27525-74-2
dimethyl 2,6-dimethylpyridine-3,5-dicarboxylate

Conditions

Conditions	Yield
With pyridine; thionyl chloride 1.) CH2Cl2, from 0 deg C to 20 deg C, 1 h, 2.) CH2Cl2, 20 deg C, 18 h; Multistep reaction;

...Expand

: 950-81-2
4-formyl-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one

: 626-34-6
ethyl 3-aminobut-2-enoate

A: 60-80-0
antipyrine

B: 1149-24-2
2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester

Conditions

Conditions	Yield
With pyridine; thionyl chloride 1.) CH2Cl2, from 0 deg C to 20 deg C, 1 h, 2.) CH2Cl2, 20 deg C, 18 h; Multistep reaction;

...Expand

: 60-80-0
antipyrine

: 684-16-2
Hexafluoroacetone

: 4-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluorethyl)-2,3-dimethyl-1-phenylpyrazol-5-one

Conditions

Conditions	Yield
In chloroform 1.) 20 deg C, 24 h, 2.) 75 deg C, 3 h;	100%

: 60-80-0
antipyrine

: 20776-03-8, 49727-60-8
antipyrine perchlorate

Conditions

Conditions	Yield
With perchloric acid In ethanol	100%

: 60-80-0
antipyrine

: 552-89-6
2-nitro-benzaldehyde

: 14957-18-7
bis[1-(2,3-dimethyl-1-phenyl-3-pyrazolin-5-one)]-2-nitrophenylmethane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 20℃; for 1h;	99%
With hydrogenchloride In methanol at 60℃; for 12h;	67%
With ethanol hydrochloride

: 60-80-0
antipyrine

: 3319-15-1
rac-1-(4-methoxyphenyl)-ethanol

: 1321804-59-4
4-[1-(4-methoxyphenyl)ethyl]antipyrine

Conditions

Conditions	Yield
With gluconic acid In water at 100℃; for 4h;	99%

: 60-80-0
antipyrine

: 19744-87-7
2,3,4,9-tetrahydro-9-(2-hydroxy-4,4-dimethyl-6-oxo-1-cyclohexen-1-yl)-3,3-dimethyl-1H-xanthen-1-one

: 4-(3,3-dimethyl-1-oxo-2,3,4,9-tetrahydro-1H-xanthen-9-yl)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one

Conditions

Conditions	Yield
With iron(III) chloride; triphenylphosphine In 1,2-dichloro-ethane at 80℃; for 11h;	99%

: 60-80-0
antipyrine

: 90-02-8
salicylaldehyde

: 126-81-8
dimedone

: 4-(3,3-dimethyl-1-oxo-2,3,4,9-tetrahydro-1H-xanthen-9-yl)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one

Conditions

Conditions	Yield
With iron(III) chloride; triphenylphosphine In nitromethane at 100℃; for 11h;	99%

...Expand

: 60-80-0
antipyrine

: 103-19-5
di(p-tolyl) disulfide

: 1,5-dimethyl-2-phenyl-4-(p-tolylthio)-1,2-dihydro-3H-pyrazol-3-one

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; potassium iodide In acetonitrile at 60℃; for 16h;	99%
With 1,4-diaza-bicyclo[2.2.2]octane; silver(I) acetate In methanol at 20℃; for 2h; Catalytic behavior; Reagent/catalyst; Solvent; Sealed tube;	98%
With silver(I) acetate; silver trifluoromethanesulfonate In toluene at 100℃; for 16h; Temperature; Reagent/catalyst; Inert atmosphere;	76%

: 60-80-0
antipyrine

: 135-57-9
bis(2-benzoylaminophenyl) disulfide

: N-(2-((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)thio)phenyl)benzamide

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; potassium iodide In acetonitrile at 60℃; for 16h;	99%
With 1,4-diaza-bicyclo[2.2.2]octane; silver(I) acetate In methanol at 20℃; for 2h; Sealed tube;	81%

: 60-80-0
antipyrine

: 882-33-7
diphenyldisulfane

: 1,5-dimethyl-2-phenyl-4-(phenylthio)-1,2-dihydro-3H-pyrazol-3-one

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; silver(I) acetate In methanol at 20℃; Sealed tube;	99%
With dipotassium peroxodisulfate; potassium iodide In acetonitrile at 60℃; for 16h; Reagent/catalyst; Solvent; Temperature;	99%

: 60-80-0
antipyrine

: N-(4,4-diethoxybutyl)ethenesulfonamide

: 1,5-dimethyl-2-phenyl-4-(1-(vinylsulfonyl)pyrrolidin-2-yl)-1,2-dihydro-3H-pyrazol-3-one

Conditions

Conditions	Yield
With trifluoroacetic acid In benzene for 5h; Reflux;	99%

: 60-80-0
antipyrine

: 13089-11-7
methyl 3,3,3-trifluoropyruvate

: 4-(1-hydroxy-1-methoxycarbonyl-2,2,2-trifluoroethyl)-2,3-dimethyl-1-phenylpyrazol-5-one

Conditions

Conditions	Yield
In chloroform 1.) 20 deg C, 16 h, 2.) reflux, 2 h;	98%

: 60-80-0
antipyrine

: 185245-63-0
(2-Methylthio-2-pyrrolidinovinyl)phenylketon

: 1,2-dihydro-1-methyl-2,4-diphenyl-6-(1-pyrrolidyl)-3H-indazol-3-one

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran; diethyl ether -78 deg C, 30-40 min; RT, 6-8 h;	98%

: 60-80-0
antipyrine

: 5335-87-5
4,4'-dimethoxyphenyl disulfide

: 4-((4-methoxyphenyl)thio)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; potassium iodide In acetonitrile at 60℃; for 16h;	98%
With 1,4-diaza-bicyclo[2.2.2]octane; silver(I) acetate In methanol at 20℃; for 2h; Sealed tube;	86%

: 6911-51-9
2-thienyl disulfide

: 60-80-0
antipyrine

: 1,5-dimethyl-2-phenyl-4-(thiophen-2-ylthio)-1,2-dihydro-3H-pyrazol-3-one

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; potassium iodide In acetonitrile at 60℃; for 16h;	98%
With 1,4-diaza-bicyclo[2.2.2]octane; silver(I) acetate In methanol at 20℃; for 2h; Sealed tube;	83%

: ammonium thiocyanate

: 60-80-0
antipyrine

: 91397-05-6
1,5-dimethyl-2-phenyl-4-thiocyanato-1,2-dihydro-3H-pyrazol-3-one

Conditions

Conditions	Yield
With dipotassium peroxodisulfate In acetonitrile at 20℃; for 16h; Reagent/catalyst;	98%

: 60-80-0
antipyrine

: 586-78-7
para-nitrophenyl bromide

: 1,5-dimethyl-4-(4-nitrophenyl)-2-phenyl-1H-pyrazol-3(2H)-one

Conditions

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	98%

: 1600-44-8
1-oxothiolane

: 60-80-0
antipyrine

: (2,3-Dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)-tetrahydrothiopheniumperchlorat

Conditions

Conditions	Yield
With lithium perchlorate; trifluoroacetic acid In dichloromethane 2.) r.t.;	97%

: 60-80-0
antipyrine

: 120-78-5
di(benzothiazol-2-yl)disulfide

: 4-(benzo[d]thiazol-2-ylthio)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; potassium iodide In acetonitrile at 60℃; for 16h;	97%
With 1,4-diaza-bicyclo[2.2.2]octane; silver(I) acetate In methanol at 20℃; for 2h; Sealed tube;	84%

: 60-80-0
antipyrine

: 189278-27-1
2-bromo-6-(trifluoromethyl)pyridine

: 1,5-dimethyl-2-phenyl-4-(6-(trifluoromethyl)pyridin-2-yl)-1H-pyrazol-3(2H)-one

Conditions

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	97%

: 5625-90-1
4-(morpholinomethyl)morpholine

: 60-80-0
antipyrine

: 101268-93-3
4-(N-morpholinylmethyl) antipyrine

Conditions

Conditions	Yield
In acetonitrile at 40℃; for 24h;	95%
With water

: 60-80-0
antipyrine

: 1142-19-4
4,4'-dichlorodiphenyl disulfide

: 4-((4-chlorophenyl)thio)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; potassium iodide In acetonitrile at 60℃; for 16h;	95%
With 1,4-diaza-bicyclo[2.2.2]octane; silver(I) acetate In methanol at 20℃; for 2h; Sealed tube;	83%

: 60-80-0
antipyrine

: 129-81-7
iodoantipyrine

Conditions

Conditions	Yield
With [bis(pyridine)iodine]+ tetrafluoroborate In dichloromethane for 2h; Ambient temperature;	94%
With iodine; oxygen; 9,10-phenanthrenequinone; trifluoroacetic acid In 1,2-dichloro-ethane at 25℃; for 1h; Irradiation; regioselective reaction;	83%
With iodine In dichloromethane at 20℃; for 2h;	83%

: 60-80-0
antipyrine

: 103-19-5
di(p-tolyl) disulfide

: 1,5-dimethyl-2-phenyl-4-(phenylthio)-1,2-dihydro-3H-pyrazol-3-one

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver(I) acetate In methanol at 20℃; for 2h; Sealed tube;	94%

: 60-80-0
antipyrine

: 99-61-6
3-nitro-benzaldehyde

: 1606-53-7
bis[1-(2,3-dimethyl-1-phenyl-3-pyrazolin-5-one)]-3-nitrophenylmethane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 20℃; for 24h;	93%
With hydrogenchloride
With sulfuric acid

: 60-80-0
antipyrine

: 27895-60-9
2-(4-bromo-benzylidenamino)-ethanol

: 84905-11-3
4-[(4-Bromo-phenyl)-(2-hydroxy-ethylamino)-methyl]-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one

Conditions

Conditions	Yield
With hydrogenchloride In ethanol for 12h; Heating;	93%

: 60-80-0
antipyrine

: 1609076-47-2
2-[(4-chlorophenyl)(phenylthio)methyl]-3-hydroxy-5,5-dimethylcyclohex-2-enone

: 1609076-74-5
4-[(4-chlorophenyl)(2-hydroxy-4,4-dimethyl-6-oxocyclohex-1-en-1-yl)methyl]-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one

Conditions

Conditions	Yield
With manganese(II) chloride tetrahydrate In nitromethane at 100℃; for 6h;	93%

: 106-39-8
bromochlorobenzene

: 60-80-0
antipyrine

: 4-(4-chlorophenyl)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one

Conditions

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	93%

: 60-80-0
antipyrine

: 137897-99-5
1,2-bis(3,5-dichlorophenyl)disulfane

: 4-((3,5-dichlorophenyl)thio)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; potassium iodide In acetonitrile at 60℃; for 16h;	92%
With 1,4-diaza-bicyclo[2.2.2]octane; silver(I) acetate In methanol at 20℃; for 8h; Sealed tube;	49%

: 19394-08-2
2-(p-Nitrobenzylidenamino)ethanol

: 60-80-0
antipyrine

: 84905-12-4
4-[(2-Hydroxy-ethylamino)-(4-nitro-phenyl)-methyl]-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one

Conditions

Conditions	Yield
With hydrogenchloride In ethanol for 12h; Heating;	91%

: 60-80-0
antipyrine

: 333-20-0
potassium thioacyanate

: 91397-05-6
1,5-dimethyl-2-phenyl-4-thiocyanato-1,2-dihydro-3H-pyrazol-3-one

Conditions

Conditions	Yield
With dipotassium peroxodisulfate In acetonitrile at 20℃; for 16h; Reagent/catalyst;	90%
With bromine; acetic acid

Antipyrine Consensus Reports

ANTIPYRINE is reported in EPA TSCA Inventory.

Antipyrine Specification

The Antipyrine is an organic compound with the formula C₁₁H₁₂N₂O. The IUPAC name of this chemical is 1,5-dimethyl-2-phenylpyrazol-3-one. With the CAS registry number 60-80-0, it is also named as 3H-pyrazol-3-one, 1,2-dihydro-1,5-dimethyl-2-phenyl-. The product's categories are Intermediates & Fine Chemicals; Pharmaceuticals; Lipid signaling. Besides, it is a white powder, which should be stored in a closed dark and dry place. It is an analgesic and antipyretic.

Physical properties about Antipyrine are: (1)ACD/LogP: 0.27; (2)ACD/LogD (pH 5.5): 0.27; (3)ACD/LogD (pH 7.4): 0.27; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 33.34; (7)ACD/KOC (pH 7.4): 33.34; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 23.55 Å²; (11)Index of Refraction: 1.585; (12)Molar Refractivity: 54.55 cm³; (13)Molar Volume: 162.7 cm³; (14)Polarizability: 21.62×10^-24cm³; (15)Surface Tension: 42.7 dyne/cm; (16)Density: 1.156 g/cm³; (17)Flash Point: 114.8 °C; (18)Enthalpy of Vaporization: 56.05 kJ/mol; (19)Boiling Point: 319 °C at 760 mmHg; (20)Vapour Pressure: 0.000348 mmHg at 25°C.

Preparation: this chemical is formed by reducing diortho- dinitrodiphenyl with sodium amalgam and methyl alcohol, or by heating diphenylene-ortho-dihydrazine with hydrochloric acid to 150 °C. It crystallizes in needles which melt at 156 °C. Potassium permanganate oxidizes it to pyridazine tetracarboxylic acid.

Uses of Antipyrine: it can be used to produce N-methyl-N'-phenyl-hydrazine at temperature of 130 °C. It will need reagent alcoholic KOH-solution.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C2\C=C(/N(N2c1ccccc1)C)C
(2)InChI: InChI=1/C11H12N2O/c1-9-8-11(14)13(12(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3
(3)InChIKey: VEQOALNAAJBPNY-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C11H12N2O/c1-9-8-11(14)13(12(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3
(5)Std. InChIKey: VEQOALNAAJBPNY-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LDLo	intravenous	525mg/kg (525mg/kg)	SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: NAUSEA OR VOMITING	Journal of Pharmacology and Experimental Therapeutics. Vol. 39, Pg. 177, 1930.
cat	LDLo	oral	1250mg/kg (1250mg/kg)	SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: NAUSEA OR VOMITING	Journal of Pharmacology and Experimental Therapeutics. Vol. 39, Pg. 177, 1930.
cat	LDLo	rectal	800mg/kg (800mg/kg)		Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 33, Pg. 10, 1944.
cat	LDLo	subcutaneous	700mg/kg (700mg/kg)		"Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1304, 1935.
dog	LDLo	oral	500mg/kg (500mg/kg)		"Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1304, 1935.
frog	LDLo	subcutaneous	2gm/kg (2000mg/kg)		"Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1304, 1935.
guinea pig	LDLo	oral	1400mg/kg (1400mg/kg)		"Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 14, 1959.
guinea pig	LDLo	subcutaneous	1600mg/kg (1600mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION CARDIAC: PULSE RATE	Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 186, Pg. 195, 1937.
man	LDLo	unreported	74mg/kg (74mg/kg)		"Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
mouse	LD50	intraperitoneal	750mg/kg (750mg/kg)		Archives Internationales de Pharmacodynamie et de Therapie. Vol. 135, Pg. 376, 1962.
mouse	LD50	intravenous	500mg/kg (500mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 686, 1960.
mouse	LD50	oral	1310mg/kg (1310mg/kg)		Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 45, Pg. 137, 1956.
mouse	LD50	subcutaneous	1gm/kg (1000mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 214, 1967.
rabbit	LDLo	intravenous	600mg/kg (600mg/kg)		"Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 14, 1959.
rabbit	LDLo	subcutaneous	1gm/kg (1000mg/kg)		"Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1304, 1935.
rat	LD50	oral	1705mg/kg (1705mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 401, 1959.
rat	LDLo	subcutaneous	1570mg/kg (1570mg/kg)	AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC CARDIAC: OTHER CHANGES	Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 186, Pg. 195, 1937.

Product Name

Antipyrine

Synthetic route

Antipyrine Consensus Reports

Antipyrine Specification

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