258281-02-6

Basic information

• Product Name: 4-(2-HYDROXYETHYL)-2,5-DIMETHYL-1,2-DIHYDRO-3H-PYRAZOL-3-ONE
• Synonyms: 4-(2-HYDROXYETHYL)-2,5-DIMETHYL-1,2-DIHYDRO-3H-PYRAZOL-3-ONE;4-(2-Hydroxyethyl)-2,5-diMethyl-1H-pyrazol-3(2H)-one;1,2-Dihydro-2,5-dimethyl-4-(2-hydroxyethyl)-3H-pyrazol-3-one;2,3-Dihydro-2,5-dimethyl-4-(2-hydroxyethyl)-3-oxo-1H-pyrazole
• CAS NO: 258281-02-6
• Molecular Formula: C7H12N2O2
• Molecular Weight: 156.18
• Mol File: 258281-02-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 78-81
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-(2-HYDROXYETHYL)-2,5-DIMETHYL-1,2-DIHYDRO-3H-PYRAZOL-3-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-HYDROXYETHYL)-2,5-DIMETHYL-1,2-DIHYDRO-3H-PYRAZOL-3-ONE(258281-02-6)
• EPA Substance Registry System: 4-(2-HYDROXYETHYL)-2,5-DIMETHYL-1,2-DIHYDRO-3H-PYRAZOL-3-ONE(258281-02-6)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 258281-02-6(Hazardous Substances Data)

Usage

General Description

4-(2-Hydroxyethyl)-2,5-dimethyl-1,2-dihydro-3H-pyrazol-3-one, also known as DG13, is a chemical compound with potential applications in the pharmaceutical and cosmetic industries. It has been studied for its antioxidant, anti-inflammatory, and potential anti-aging properties. The compound is a derivative of pyrazolone, and its structure includes a hydroxyethyl group and two methyl groups. It may have potential as a drug candidate due to its ability to scavenge free radicals and protect against oxidative stress. Additionally, it has been explored for its potential to inhibit the production of pro-inflammatory cytokines and reduce inflammation. Overall, 4-(2-Hydroxyethyl)-2,5-dimethyl-1,2-dihydro-3H-pyrazol-3-one shows promise as a versatile compound with various potential applications in the field of medicine and cosmetics.

Upstream product

• 517-23-7 3-acetyl-2-oxo-4,5-dihydrofuran 
• 60-34-4 methylhydrazine 

Relevant articles and documents

3-pyrazolone analogues of the 3-isoxazolol metabotropic excitatory amino acid receptor agonist homo-AMPA. Synthesis and pharmacological testing

We have previously shown that the higher homologue of (S)-glutamic acid [(S)-Glu], (S)-α-aminoadipic acid [(S)-α-AA] is selectively recognized by the mGlu2 and mGlu6 subtypes of the family of metabotropic glutamic acid (mGlu) receptors. Furthermore, a number of analogues of (S)-α-AA, in which the terminal carboxyl group has been replaced by various bioisosteric groups, such as phosphonic acid or 3-isoxazolol groups, have been shown to interact selectively with different subtypes of mGlu receptors. In this paper we report the synthesis of the 3-pyrazolone bioisosteres of α-AA, compounds (RS)-2-amino-4-(1,2-dihydro-5-methyl-3-oxo-3H-pyrazol-4-yl)butyric acid (1) and (RS)-2-amino-4-(1,2-dihydro-1,5-dimethyl-3-oxo-3H-pyrazol-4-yl)butyric acid (2). At a number of steps in the reaction sequences used, the reactions took unexpected courses and provided products which could not be transformed into the target compounds, and attempts to synthesize the 2,5-dimethyl isomer of 2, compound 3, failed. An X-ray crystallographic analysis of the intermediate 1,2-dihydro-4-(2-hydroxyethyl)-2,5-dimethyl-3H-pyrazol-3-one (5b) confirmed the expected regioselectivity of the reaction between methylhydrazine and α-acetylbutyrolactone (4). Neither 1 nor 2 showed significant effects at the different types of ionotropic glutamic acid receptors or at mGlu(1a) (group I), mGlu2 (group II), and mGlu(4a) and mGlu6 (group III) receptors, representing the three indicated groups of mGlu receptors.