21686-05-5

Basic information

• Product Name: 1-(1,5-DIMETHYL-1H-PYRAZOL-4-YL)ETHANONE
• Synonyms: 1-(1,5-dimethyl-4-pyrazolyl)ethanone;1-(1,5-dimethylpyrazol-4-yl)ethanone;Ethanone,1-(1,5-dimethyl-1H-pyrazol-4-yl)-
• CAS NO: 21686-05-5
• Molecular Formula: C₇H₁₀N₂O
• Molecular Weight: 138.17
• Mol File: 21686-05-5.mol

Chemical Properties

• Melting Point: 78-79 °C
• Boiling Point: 231.8°C at 760 mmHg
• Flash Point: 94°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 0.061mmHg at 25°C
• Refractive Index: 1.536
• PKA: 0.41±0.10(Predicted)
• CAS DataBase Reference: 1-(1,5-DIMETHYL-1H-PYRAZOL-4-YL)ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1,5-DIMETHYL-1H-PYRAZOL-4-YL)ETHANONE(21686-05-5)
• EPA Substance Registry System: 1-(1,5-DIMETHYL-1H-PYRAZOL-4-YL)ETHANONE(21686-05-5)

Safety Data

• Hazardous Substances Data: 21686-05-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-(1,5-DIMETHYL-1H-PYRAZOL-4-YL)ETHANONE is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and products.
Used in Coordination Chemistry:
1-(1,5-DIMETHYL-1H-PYRAZOL-4-YL)ETHANONE is used as a chelating ligand in coordination chemistry, playing a crucial role in the development of coordination compounds for various applications.
Used in Anti-inflammatory Applications:
1-(1,5-DIMETHYL-1H-PYRAZOL-4-YL)ETHANONE is studied for its potential as an anti-inflammatory agent, which could be utilized in the treatment of various inflammatory conditions.
Used in Anti-cancer Applications:
1-(1,5-DIMETHYL-1H-PYRAZOL-4-YL)ETHANONE is being researched for its potential as an anti-cancer agent, with the aim of developing new therapeutic approaches for cancer treatment.

InChI:InChI=1/C7H10N2O/c1-5-7(6(2)10)4-8-9(5)3/h4H,1-3H3

Upstream product

• 33884-41-2 ethoxylideneacetylacetone 
• 60-34-4 methylhydrazine 
• 18856-72-9 3-dimethylaminomethylenepentane-2,4-dione 
• 105224-04-2 1-(3-methyl-1H-pyrazol-4-yl)ethanone 
• 74-88-4 methyl iodide 
• 71591-87-2 3-(aminomethylene)pentane-2,4-dione 
• 123-54-6 acetylacetone 
• 87150-12-7 ethyl 4-acetyl-3-methyl-1H-pyrazole-1-carboxylate 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 

Downstream Products

• 31728-75-3 1,5-dimethylpyrazole-4-carboxylic acid 
• 1005585-64-7 4,4-difluro-1-(1,5-dimethyl-1H-pyrazol-4-yl)butane-1,3-dione 
• 1005612-96-3 1-(1,5-dimethyl-1H-pyrazol-4-yl)-4,4,4-trifluorobutane-1,3-dione 
• 3920-42-1 1,5-dimethyl-4-nitro-1H-pyrazole 

Relevant articles and documents

Catalyst-free one-pot synthesis of 1,4,5-trisubstituted pyrazoles in 2,2,2-trifluoroethanol

A simple, efficient and three component one-pot synthesis of 1,4,5-trisubstituted pyrazoles by condensation of β-dicarbonyls, N,N-dimethylformamide dimethyl acetal (DMFDMA) and hydrazine derivatives in 2,2,2-trifluoroethanol without using any catalyst and activation, is described.

New reactivity of nitropyrimidinone: Ring transformation and N-C transfer reactions

Nitropyrimidinone 1 revealed new reactivity upon treatment with active methylene compounds 2 under basic conditions. The N1-C2-C3-C4 moiety of 1 combined with two carbon units of 2 affording polyfunctionalized pyridones 4, which was hitherto unknown ring transformation. On the other hand, the N1-C2 moiety of 1 was transferred to the methylene group of 2 giving functionalized enamines 3. It was also possible to modify the amino group in 3a by reactions with primary amines. Enamines 3 reacted with hydrazines, and leading to functionalized pyrazoles 7 quantitatively. The ratios of regioisomeric pyrazoles 7/8 were moderately controlled by use of sterically hindered enamines 3h, 3k and 31. Furthermore, enamine 3a was readily converted to 1,4-diazepines 9 having a functional group at the 6-position.

Reaction of 2-Dimethylaminomethylene-1,3-diones with Dinucleophiles. I. Synthesis of 1,5-Disubstituted 4-Acylpyrazoles

Reaction of open-chain and cyclic sym-1,3-diones with N,N-dimethylformamide dimethyl acetal gave, generally in high yield, a series of sym-2-dimethylaminomethylene-1,3-diones which reacted with phenylhydrazine and methylhydrazine to afford, generally in satisfactory yield, a number of 1,5-disubstituted 4-acylpyrazoles.The applications and limits of this new pyrazole synthesis are presented and discussed.