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92-43-3 Usage

Chemical Properties

light beige powder or crystals

Uses

Different sources of media describe the Uses of 92-43-3 differently. You can refer to the following data:
1. Phenidone is used as black and white photographic developer.
2. Phenidone inhibits both the LO (lipoxygenase) and Cox (cyclooxygenase) pathways, the synthesis of Fos-related antigen protein, and is described as an anti-inflammatory and anti-oxidant compound. Phenidone has been shown to block neurotoxicity induced by kainate, and weakens oxidative stress induced by lipopolysaccharide.

Flammability and Explosibility

Notclassified

Safety Profile

Poison by ingestion and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx.

Check Digit Verification of cas no

The CAS Registry Mumber 92-43-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 2 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 92-43:
(4*9)+(3*2)+(2*4)+(1*3)=53
53 % 10 = 3
So 92-43-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H10N2O/c12-9-6-7-11(10-9)8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,12)

92-43-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (A12089)  1-Phenyl-3-pyrazolidinone, 97%   

  • 92-43-3

  • 50g

  • 323.0CNY

  • Detail
  • Alfa Aesar

  • (A12089)  1-Phenyl-3-pyrazolidinone, 97%   

  • 92-43-3

  • 250g

  • 1373.0CNY

  • Detail
  • Alfa Aesar

  • (A12089)  1-Phenyl-3-pyrazolidinone, 97%   

  • 92-43-3

  • 1000g

  • 4522.0CNY

  • Detail
  • Aldrich

  • (127914)  1-Phenyl-3-pyrazolidinone  97%

  • 92-43-3

  • 127914-25G

  • 284.31CNY

  • Detail
  • Aldrich

  • (127914)  1-Phenyl-3-pyrazolidinone  97%

  • 92-43-3

  • 127914-100G

  • 752.31CNY

  • Detail

92-43-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Phenidone

1.2 Other means of identification

Product number -
Other names PYRAZOLIDONE A

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:92-43-3 SDS

92-43-3Synthetic route

phenylhydrazine hydrochloride
59-88-1

phenylhydrazine hydrochloride

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
With sodium methylate In methanol; toluene at 30℃; Reflux;75%
Stage #1: phenylhydrazine hydrochloride With sodium methylate In ethanol at 40℃; for 0.5h;
Stage #2: acrylic acid methyl ester In ethanol Reflux;
3-Amino-1-phenyl-2-pyrazoline
3314-35-0

3-Amino-1-phenyl-2-pyrazoline

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
With hydrogenchloride
With sulfuric acid
Multi-step reaction with 3 steps
2: LiAlH4
3: aqueous H2SO4
View Scheme
ethyl-(1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-amine
29522-26-7

ethyl-(1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-amine

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
With sulfuric acid
3-hydroxy-propionic acid-(N'-phenyl-hydrazide)
41682-87-5

3-hydroxy-propionic acid-(N'-phenyl-hydrazide)

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
With phosphoric acid
With toluene-4-sulfonic acid; xylene Abdestillieren des entstandenen H2O;
2-propenamide
79-06-1

2-propenamide

phenylhydrazine
100-63-0

phenylhydrazine

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
With ethanol; sodium ethanolate
N-ethyl-2-propenamide
5883-17-0

N-ethyl-2-propenamide

phenylhydrazine
100-63-0

phenylhydrazine

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
With ethanol; sodium ethanolate
phenylhydrazine
100-63-0

phenylhydrazine

methyl 3-chloropropionate
6001-87-2

methyl 3-chloropropionate

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

ethanol
64-17-5

ethanol

sodium ethanolate
141-52-6

sodium ethanolate

phenylhydrazine
100-63-0

phenylhydrazine

ethyl acrylate
140-88-5

ethyl acrylate

benzene
71-43-2

benzene

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

phenylhydrazine
100-63-0

phenylhydrazine

ethyl acrylate
140-88-5

ethyl acrylate

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
With ethanol; sodium ethanolate; benzene
With triethylamine
3-(N'-phenyl-hydrazino)-propionitrile
26955-79-3

3-(N'-phenyl-hydrazino)-propionitrile

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
With hydrogenchloride
Multi-step reaction with 2 steps
1: aqueous HCl
2: concentrated aqueous HCl
View Scheme
phenylhydrazine
100-63-0

phenylhydrazine

β-halogen-propionic acid ethyl ester

β-halogen-propionic acid ethyl ester

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
With alkali
phenylhydrazine
100-63-0

phenylhydrazine

β-halogen-propionic acid

β-halogen-propionic acid

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
With water
With ethanol
With benzene
3-(N-phenyl-hydrazino)-propionic acid ethyl ester

3-(N-phenyl-hydrazino)-propionic acid ethyl ester

A

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

B

1-phenyl-pyrazolone-(3)

1-phenyl-pyrazolone-(3)

Conditions
ConditionsYield
With sodium ethanolate Behandeln mit Wasser und Essigsaeure;
ethanol
64-17-5

ethanol

phenylhydrazine
100-63-0

phenylhydrazine

β-halogensubstituted propionic acid

β-halogensubstituted propionic acid

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

water
7732-18-5

water

phenylhydrazine
100-63-0

phenylhydrazine

β-halogensubstituted propionic acid

β-halogensubstituted propionic acid

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

phenylhydrazine
100-63-0

phenylhydrazine

benzene
71-43-2

benzene

β-halogensubstituted propionic acid

β-halogensubstituted propionic acid

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

phenylhydrazine
100-63-0

phenylhydrazine

ester of/the/ β-halogensubstituted propionic acid

ester of/the/ β-halogensubstituted propionic acid

alkali

alkali

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

N-(1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-acetamide
29574-31-0

N-(1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-acetamide

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiAlH4
2: aqueous H2SO4
View Scheme
ethyl 3-phenylaminopropionate
62750-11-2

ethyl 3-phenylaminopropionate

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: diluted hydrochloric acid; NaNO2
2: aluminium amalgam; diethyl ether
3: sodium ethylate / Behandeln mit Wasser und Essigsaeure
View Scheme
N-nitroso-N-phenyl-β-alanine ethyl ester
99841-38-0

N-nitroso-N-phenyl-β-alanine ethyl ester

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aluminium amalgam; diethyl ether
2: sodium ethylate / Behandeln mit Wasser und Essigsaeure
View Scheme
aniline
62-53-3

aniline

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 80 °C
2: diluted hydrochloric acid; NaNO2
3: aluminium amalgam; diethyl ether
4: sodium ethylate / Behandeln mit Wasser und Essigsaeure
View Scheme
Multi-step reaction with 2 steps
1.1: hydrogenchloride; sodium nitrite / water / 0.33 h / Cooling with ice
1.2: 2 h / -10 - -5 °C
2.1: sodium methylate / ethanol; toluene / 16 h / 40 - 45 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium nitrite; tin(ll) chloride
2: toluene
View Scheme
phenylhydrazine
100-63-0

phenylhydrazine

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium ethylate; ethanol
3: LiAlH4
4: aqueous H2SO4
View Scheme
Multi-step reaction with 2 steps
1: sodium ethylate; ethanol
2: aqueous H2SO4
View Scheme
Multi-step reaction with 2 steps
2: concentrated aqueous HCl
View Scheme
Multi-step reaction with 3 steps
2: aqueous HCl
3: concentrated aqueous HCl
View Scheme
Multi-step reaction with 2 steps
2: toluene-4-sulfonic acid; xylene / Abdestillieren des entstandenen H2O
View Scheme
phenylhydrazine hydrochloride
59-88-1

phenylhydrazine hydrochloride

ethyl acrylate
140-88-5

ethyl acrylate

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
Stage #1: ethyl acrylate With sodium methylate In ethanol; toluene at 40 - 45℃; for 1h;
Stage #2: phenylhydrazine hydrochloride In ethanol; toluene at 45℃; for 15h;
With sodium methylate In ethanol; toluene at 40 - 45℃; for 16h;
ethanol
64-17-5

ethanol

phenylhydrazine hydrochloride
59-88-1

phenylhydrazine hydrochloride

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

Conditions
ConditionsYield
In toluene
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

N-cyclopentyl-O-benzoylhydroxylamine
80335-74-6

N-cyclopentyl-O-benzoylhydroxylamine

1-[2-(cyclopentylamino)phenyl]-3-pyrazolidinone

1-[2-(cyclopentylamino)phenyl]-3-pyrazolidinone

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; Trimethylacetic acid In toluene at 20℃; Catalytic behavior; Solvent; Temperature;97%
1-ethenyl-2-pyrrolidinone
88-12-0

1-ethenyl-2-pyrrolidinone

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

1-(2-oxopyrrolidin-1-yl)-1-(5-oxo-2-phenylpyrazolidin-1-yl)ethane

1-(2-oxopyrrolidin-1-yl)-1-(5-oxo-2-phenylpyrazolidin-1-yl)ethane

Conditions
ConditionsYield
With chloro-trimethyl-silane Heating;96%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

N-(4,4-diethoxybutyl)-4-methylbenzenesulfonylamide
858005-68-2

N-(4,4-diethoxybutyl)-4-methylbenzenesulfonylamide

1-phenyl-2-(1-tosylpyrrolidin-2-yl)pyrazolidin-3-one

1-phenyl-2-(1-tosylpyrrolidin-2-yl)pyrazolidin-3-one

Conditions
ConditionsYield
With trifluoroacetic acid In benzene for 5h; Reflux;96%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

N-(4-(N-(4,4-diethoxybutyl)sulfamoyl)phenyl)acetamide
23461-58-7

N-(4-(N-(4,4-diethoxybutyl)sulfamoyl)phenyl)acetamide

N-(4-((2-(5-oxo-2-phenylpyrazolidin-1-yl)pyrrolidin-1-yl)sulfonyl)phenyl)acetamide

N-(4-((2-(5-oxo-2-phenylpyrazolidin-1-yl)pyrrolidin-1-yl)sulfonyl)phenyl)acetamide

Conditions
ConditionsYield
With trifluoroacetic acid In benzene for 5h; Reflux;95%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

diphenyl acetylene
501-65-5

diphenyl acetylene

3-(2,3-diphenyl-1H-indol-1-yl)propanamide

3-(2,3-diphenyl-1H-indol-1-yl)propanamide

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; palladium diacetate; sodium carbonate In 1,2-dichloro-ethane at 100℃; for 2h; Catalytic behavior; Reagent/catalyst; Solvent; Sealed tube;94%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium acetate In chlorobenzene at 110℃; for 18h; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere; regioselective reaction;91%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

1-(p-phenylphenyl)oct-1-yne
1208610-05-2

1-(p-phenylphenyl)oct-1-yne

3-(2-(biphenyl-4-yl)-3-hexyl-1H-indol-1-yl)propanamide

3-(2-(biphenyl-4-yl)-3-hexyl-1H-indol-1-yl)propanamide

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium acetate In chlorobenzene at 110℃; for 18h; Schlenk technique; Inert atmosphere; regioselective reaction;93%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

N-cyclohexyl-O-benzoylhydroxylamine
1485-75-2

N-cyclohexyl-O-benzoylhydroxylamine

1-[2-(cyclohexylamino)phenyl]-3-pyrazolidinone

1-[2-(cyclohexylamino)phenyl]-3-pyrazolidinone

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; Trimethylacetic acid In toluene at 20℃;93%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

C17H24N2O4
1510821-72-3

C17H24N2O4

tert-butyl 4-{[2-(3-oxopyrazolidin-1-yl)phenyl]amino}piperidine-1-carboxylate

tert-butyl 4-{[2-(3-oxopyrazolidin-1-yl)phenyl]amino}piperidine-1-carboxylate

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; Trimethylacetic acid In toluene at 20℃;92%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

1-phenyl-1,2-dihydro-pyrazol-3-one
1008-79-3

1-phenyl-1,2-dihydro-pyrazol-3-one

Conditions
ConditionsYield
With iron(III) chloride hexahydrate at 80℃;91%
With trifluoro-N-(oxo-λ4-sulfanylidene)methanesulfonamide In dichloromethane at -30 - 20℃; Inert atmosphere;80%
With tetrabutylammonium tetrafluoroborate In dichloromethane electrolysis;21%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

4-bromo-3-hydroxy-1-phenyl-1H-pyrazole
7409-31-6

4-bromo-3-hydroxy-1-phenyl-1H-pyrazole

Conditions
ConditionsYield
With hydrogen bromide; dihydrogen peroxide In chloroform; water at 60℃; for 0.5h; Green chemistry;91%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

benzyl bromide
100-39-0

benzyl bromide

2-benzyl-1-phenyl-3-pyrazolidinone
104573-72-0

2-benzyl-1-phenyl-3-pyrazolidinone

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide90%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

(hex-1-yn-1-yl)benzene
1129-65-3

(hex-1-yn-1-yl)benzene

3-(3-butyl-2-phenyl-1H-indol-1-yl)propanamide

3-(3-butyl-2-phenyl-1H-indol-1-yl)propanamide

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium acetate In chlorobenzene at 110℃; for 18h; Schlenk technique; Inert atmosphere; regioselective reaction;90%
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; palladium diacetate; sodium carbonate In 1,2-dichloro-ethane at 100℃; for 2h; Sealed tube; regioselective reaction;85%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

C12H15NO3
1510821-71-2

C12H15NO3

1-{2-[(tetrahydro-2H-pyran-4-yl)amino]phenyl}-3-pyrazolidinone

1-{2-[(tetrahydro-2H-pyran-4-yl)amino]phenyl}-3-pyrazolidinone

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; Trimethylacetic acid In toluene at 20℃;90%
1-Phenylprop-1-yne
673-32-5

1-Phenylprop-1-yne

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

3-(3-methyl-2-phenyl-1H-indol-1-yl)propanamide
64359-28-0

3-(3-methyl-2-phenyl-1H-indol-1-yl)propanamide

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium acetate In chlorobenzene at 110℃; for 18h; Schlenk technique; Inert atmosphere; regioselective reaction;89%
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; palladium diacetate; sodium carbonate In 1,2-dichloro-ethane at 100℃; for 2h; Sealed tube; regioselective reaction;65%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

2-chlorophenylacetylene
873-31-4

2-chlorophenylacetylene

3-(2-(2-chlorophenyl)-1H-indol-1-yl)propanamide

3-(2-(2-chlorophenyl)-1H-indol-1-yl)propanamide

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium acetate In chlorobenzene at 110℃; for 18h; Schlenk technique; Inert atmosphere; regioselective reaction;89%
4-n-chlorophenylacetylene
873-73-4

4-n-chlorophenylacetylene

1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

3-(2-(4-chlorophenyl)-1H-indol-1-yl)propanamide

3-(2-(4-chlorophenyl)-1H-indol-1-yl)propanamide

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium acetate In chlorobenzene at 110℃; for 18h; Schlenk technique; Inert atmosphere; regioselective reaction;89%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

4-iodo-1-phenyl-1H-pyrazol-3-ol
1190837-95-6

4-iodo-1-phenyl-1H-pyrazol-3-ol

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide; sodium iodide In dichloromethane; water at 25℃; for 2h;89%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

1-((3,5-dimethoxyphenyl)ethynyl)cyclobutanol
1394173-12-6

1-((3,5-dimethoxyphenyl)ethynyl)cyclobutanol

9-(3,5-dimethoxyphenyl)-9-(2-oxopentyl)-2,3-dihydro-1H,9H-pyrazolo[1,2-a]indazol-1-one

9-(3,5-dimethoxyphenyl)-9-(2-oxopentyl)-2,3-dihydro-1H,9H-pyrazolo[1,2-a]indazol-1-one

Conditions
ConditionsYield
With copper(l) iodide; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium carbonate In 1,2-dichloro-ethane at 50℃; for 12h; Inert atmosphere;89%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

1-(naphthalen-2-ylethynyl)cyclobutanol

1-(naphthalen-2-ylethynyl)cyclobutanol

9-(naphthalen-2-yl)-9-(2-oxopentyl)-2,3-dihydro-1H,9H-pyrazolo[1,2-a]indazol-1-one

9-(naphthalen-2-yl)-9-(2-oxopentyl)-2,3-dihydro-1H,9H-pyrazolo[1,2-a]indazol-1-one

Conditions
ConditionsYield
With copper(l) iodide; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium carbonate In 1,2-dichloro-ethane at 50℃; for 12h; Inert atmosphere;89%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

m-chlorophenylacetylene
766-83-6

m-chlorophenylacetylene

3-(2-(3-chlorophenyl)-1H-indol-1-yl)propanamide

3-(2-(3-chlorophenyl)-1H-indol-1-yl)propanamide

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium acetate In chlorobenzene at 110℃; for 18h; Schlenk technique; Inert atmosphere; regioselective reaction;88%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

O-benzoyl-N-sec-butylhydroxylamine
145279-67-0

O-benzoyl-N-sec-butylhydroxylamine

1-[2-(sec-butylamino)phenyl]-3-pyrazolidinone

1-[2-(sec-butylamino)phenyl]-3-pyrazolidinone

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; Trimethylacetic acid In toluene at 20℃;88%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

1-(2-phenylethynyl)-1-cyclobutanol
308805-77-8

1-(2-phenylethynyl)-1-cyclobutanol

9-(2-oxopentyl)-9-phenyl-2,3-dihydro-1H,9H-pyrazolo[1,2-a]indazol-1-one

9-(2-oxopentyl)-9-phenyl-2,3-dihydro-1H,9H-pyrazolo[1,2-a]indazol-1-one

Conditions
ConditionsYield
With copper(l) iodide; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium carbonate In 1,2-dichloro-ethane at 50℃; for 12h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;88%
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate In dichloromethane at 60℃; for 8h;85%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

1-((4-chlorophenyl)ethynyl)cyclobutane-1-ol

1-((4-chlorophenyl)ethynyl)cyclobutane-1-ol

9-(4-chlorophenyl)-9-(2-oxopentyl)-2,3-dihydro-1H,9H-pyrazolo[1,2-a]indazol-1-one

9-(4-chlorophenyl)-9-(2-oxopentyl)-2,3-dihydro-1H,9H-pyrazolo[1,2-a]indazol-1-one

Conditions
ConditionsYield
With copper(l) iodide; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium carbonate In 1,2-dichloro-ethane at 50℃; for 12h; Inert atmosphere;88%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

C12H11BrO

C12H11BrO

9-(3-bromophenyl)-9-(2-oxopentyl)-2,3-dihydro-1H,9H-pyrazolo[1,2-a]indazol-1-one

9-(3-bromophenyl)-9-(2-oxopentyl)-2,3-dihydro-1H,9H-pyrazolo[1,2-a]indazol-1-one

Conditions
ConditionsYield
With copper(l) iodide; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium carbonate In 1,2-dichloro-ethane at 50℃; for 12h; Inert atmosphere;88%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

2-Methyl-4-phenyl-3-butyn-2-ol
1719-19-3

2-Methyl-4-phenyl-3-butyn-2-ol

5,5-dimethyl-7-phenyl-1,2-dihydro-3H,5H-benzo[c]pyrazolo[1,2-a][1,2]diazepin-3-one

5,5-dimethyl-7-phenyl-1,2-dihydro-3H,5H-benzo[c]pyrazolo[1,2-a][1,2]diazepin-3-one

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; zinc diacetate; sodium acetate In toluene at 100℃; for 4h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Sealed tube;88%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

4-cyanophenylacetylene
3032-92-6

4-cyanophenylacetylene

3-(2-(4-cyanophenyl)-1H-indol-1-yl)propanamide

3-(2-(4-cyanophenyl)-1H-indol-1-yl)propanamide

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium acetate In chlorobenzene at 110℃; for 18h; Schlenk technique; Inert atmosphere; regioselective reaction;87%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

bis(3-methylphenyl)acetylene
2765-16-4

bis(3-methylphenyl)acetylene

3-(2,3-di-m-tolyl-1H-indol-1-yl)propanamide

3-(2,3-di-m-tolyl-1H-indol-1-yl)propanamide

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; palladium diacetate; sodium carbonate In 1,2-dichloro-ethane at 100℃; for 2h; Sealed tube;87%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

4-cyclopropyl-2-methylbut-3-yn-2-yl acetate
1275615-59-2

4-cyclopropyl-2-methylbut-3-yn-2-yl acetate

7-cyclopropyl-5,5-dimethyl-1,2-dihydro-3H,5H-benzo[c]pyrazolo[1,2-a][1,2]diazepin-3-one

7-cyclopropyl-5,5-dimethyl-1,2-dihydro-3H,5H-benzo[c]pyrazolo[1,2-a][1,2]diazepin-3-one

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate In 1,2-dichloro-ethane at 100℃; for 12h;87%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

ethyl 1,1-dimethyl-3-phenylpropargyl acetate
61423-02-7

ethyl 1,1-dimethyl-3-phenylpropargyl acetate

5,5-dimethyl-7-phenyl-1,2-dihydro-3H,5H-benzo[c]pyrazolo[1,2-a][1,2]diazepin-3-one

5,5-dimethyl-7-phenyl-1,2-dihydro-3H,5H-benzo[c]pyrazolo[1,2-a][1,2]diazepin-3-one

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate In 1,2-dichloro-ethane at 100℃; for 12h; Catalytic behavior; Reagent/catalyst; Solvent;87%
1-phenylpyrazolidin-3-one
92-43-3

1-phenylpyrazolidin-3-one

1-((4-methylphenyl)ethynyl)cyclobutanol
524742-03-8

1-((4-methylphenyl)ethynyl)cyclobutanol

9-(2-oxopentyl)-9-(p-tolyl)-2,3-dihydro-1H,9H-pyrazolo[1,2-a]indazol-1-one

9-(2-oxopentyl)-9-(p-tolyl)-2,3-dihydro-1H,9H-pyrazolo[1,2-a]indazol-1-one

Conditions
ConditionsYield
With copper(l) iodide; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium carbonate In 1,2-dichloro-ethane at 50℃; for 12h; Inert atmosphere;87%

92-43-3Relevant articles and documents

Biguanide derivatives, pharmaceutical composition, preparation method and application

-

Paragraph 0035-0037, (2019/01/14)

The invention belongs to the field of medicine and particularly relates to biguanide derivatives, pharmaceutical composition, a preparation method and an application. The biguanide derivatives are compounds with the structure shown in the description, or pharmaceutically acceptable salts, solvates, isomers, esters and predrugs of the compounds. The compounds can remarkably inhibit proliferation and migration of tumor cells, IC50 is greatly lower than that of metformin and phenformin before derivatization, the compound 11 has the highest activity, and activity of the compounds in UMUC3, T24 andA2780 cells is more than 300-800 times that of metformin, and the compounds have good application prospect in antitumor drugs.

Amide compound and application thereof

-

Paragraph 0144-0148, (2018/09/28)

The invention provides an amide compound and application thereof. Compared with compounds in the prior art, the compound disclosed by the invention has the advantage that the bactericidal activity isobviously improved. The invention is expected to develop a bactericide which is in novel structure and is used for controlling diseases in agriculture, forestry or sanitation.

DMF-catalyzed direct and regioselective C-H functionalization: Electrophilic/nucleophilic 4-halogenation of 3-oxypyrazoles

Liu, Yuanyuan,He, Guangke,Chen, Kai,Jin, Yin,Li, Yufeng,Zhu, Hongjun

supporting information; experimental part, p. 5323 - 5330 (2011/11/13)

A novel, straightforward, and highly regioselective 4-chlorination of 3-oxypyrazole derivatives in boiling thionyl chloride (SOCl2) in the presence of catalytic N,N-dimethylformamide (DMF) has been developed. This reaction likely proceeds through a DMF-catalyzed electrophilic/nucleophilic chlorination mechanism and involves electrophilic attack by SOCl2 and nucleophilic substitution by Cl- as the key steps. Based on this mechanism, the corresponding 4-bromination and 4-iodination of 3-oxypyrazoles have also been achieved in good yield by adding Br- and I -, respectively, to the reaction system. This halogenation method enables quick access to many original 4-halo-3-oxypyrazole series. A novel DMF-catalyzed electrophilic/nucleophilic 4-halogenation of 3-oxypyrazole derivatives has been developed. This halogenation procedure provides quick access to many novel 4-halo-3-oxypyrazole series.

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