30957-66-5

Basic information

• Product Name: 1,5-dimethyl-4-{[(Z)-(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino}-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
• CAS NO: 30957-66-5
• Molecular Formula: C₁₈H₁₇N₃O₂
• Molecular Weight: 307.3465
• Mol File: 30957-66-5.mol

Chemical Properties

• Boiling Point: 464.4°C at 760 mmHg
• Flash Point: 234.6°C
• Density: 1.29g/cm³
• Vapor Pressure: 8.41E-09mmHg at 25°C
• Refractive Index: 1.674
• CAS DataBase Reference: 1,5-dimethyl-4-{[(Z)-(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino}-2-phenyl-1,2-dihydro-3H-pyrazol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-dimethyl-4-{[(Z)-(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino}-2-phenyl-1,2-dihydro-3H-pyrazol-3-one(30957-66-5)
• EPA Substance Registry System: 1,5-dimethyl-4-{[(Z)-(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino}-2-phenyl-1,2-dihydro-3H-pyrazol-3-one(30957-66-5)

Safety Data

• Hazardous Substances Data: 30957-66-5(Hazardous Substances Data)

Usage

Chemical structure

A complex organic chemical compound with a long name that describes its structure and composition.

Synthetic compound

It is a synthetic compound with potential pharmaceutical properties.

Field of application

Particularly in the field of medicinal chemistry.

Functional groups

Contains a pyrazolone ring, a phenyl group, and a cyclohexadienone moiety, which are all important functional groups in organic chemistry.

Biological activities

The intricate arrangement of atoms in 1,5-dimethyl-4-{[(Z)-(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino}-2-phenyl-1,2-dihydro-3H-pyrazol-3-one suggests that it may have specific biological activities or therapeutic effects.

Drug development and research

Making it potentially valuable in drug development and research.

Upstream product

• 83-07-8 4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one 
• 90-02-8 salicylaldehyde 
• 60-80-0 antipyrine 
• 885-11-0 1,5-dimethyl-4-nitroso-2-phenyl-1,2-dihydro-pyrazol-3-one 
• 89-95-2 2-methyl-benzyl alcohol 

Downstream Products

• 1011466-42-4 Cu₂((4E)-4-(2-hydroxybenzylideneamino)-1,2-dihydro-2-methyl-3-hydroxymethyl-1-phenylpyrazol-5-one(-H))2 
• 169264-81-7 [Ho(C₁₈H₁₇N₃O₂)2Br₂]⁽¹⁺⁾*Br^(1-) = [Ho(C₁₈H₁₇N₃O₂)2Br₂]Br 
• 104578-35-0 {UO₂(C₆H₄(OH)CHNC₂(CH₃)N(CH₃)N(C₆H₅)CO)2(CH₃CO₂)2} 
• 147344-39-6 Cu(C₃N₂(O)(CH₃)2(C₆H₅)NCHC₆H₄O)2(H₂O)2 
• 104551-77-1 UO₂(C₁₈H₁₆(OH)N₃O)2(NO₃)2 
• 169264-80-6 [Dy(C₁₈H₁₇N₃O₂)2Br₂]⁽¹⁺⁾*Br^(1-) = [Dy(C₁₈H₁₇N₃O₂)2Br₂]Br 
• 169264-83-9 [Gd(C₁₈H₁₇N₃O₂)2Br₂]⁽¹⁺⁾*Br^(1-) = [Gd(C₁₈H₁₇N₃O₂)2Br₂]Br 
• 169264-84-0 [Er(C₁₈H₁₇N₃O₂)2Br₂]⁽¹⁺⁾*Br^(1-) = [Er(C₁₈H₁₇N₃O₂)2Br₂]Br 
• 169264-82-8 [La(C₁₈H₁₇N₃O₂)2Br₂]⁽¹⁺⁾*Br^(1-) = [La(C₁₈H₁₇N₃O₂)2Br₂]Br 
• 169264-76-0 [Pr(C₁₈H₁₇N₃O₂)2Br₂]⁽¹⁺⁾*Br^(1-) = [Pr(C₁₈H₁₇N₃O₂)2Br₂]Br 
• 169264-78-2 [Sm(C₁₈H₁₇N₃O₂)2Br₂]⁽¹⁺⁾*Br^(1-) = [Sm(C₁₈H₁₇N₃O₂)2Br₂]Br 
• 169264-79-3 [Eu(C₁₈H₁₇N₃O₂)2Br₂]⁽¹⁺⁾*Br^(1-) = [Eu(C₁₈H₁₇N₃O₂)2Br₂]Br 
• 169264-77-1 [Nd(C₁₈H₁₇N₃O₂)2Br₂]⁽¹⁺⁾*Br^(1-) = [Nd(C₁₈H₁₇N₃O₂)2Br₂]Br 

Relevant articles and documents

Syntheses, structures and antimicrobial properties of complexes based on 2-hydroxybenzaldehyde-4-aminoantipyrine Schiff base

Two monomeric complexes, [NiL2·3H2O] (1) and [Nd2L3(NO3)3] (2), with a tridentate ONO-donor Schiff base ligand HL (HL = 2-hydroxybenzaldehyde-4-aminoantipyrine) have been synthesized. Single-crystal X-ray diffraction analysis indicates that the asymmetric unit of 1 contains one Ni(II) and two L? ligands, while 2 consists of two Nd(III) ions, three L? ligands, and three NO3? ions. Complexes 1 and 2 are both 0-D discrete monomers, and there are intermolecular π–π interactions in 1 and intramolecular π–π interactions in 2. The discrete [NiL2·3H2O] monomers are further connected through π–π interactions, resulting in a 3-D supramolecular structure. Powder XRD and TG-DSC were performed for 1 and 2. Antimicrobial experiments show that 1 displays significant antibacterial effect against Bacillary dysentery and Escherichia coli in comparison with that of Schiff base ligand.

Copper(II) complexes with ligands derived from 4-amino-2,3-dimethyl-1- phenyl-3-pyrazolin-5-one: Synthesis and biological activity

The synthesis of Cu(II) complexes derived from Schiff base ligands obtained by the condensation of 2-hydroxybenzaldehyde or terephtalic aldehyde with 4-aminoantipyrine (4-amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one) is presented. The newly prepared compounds were characterized by 1H-NMR, UV-VIS, IR and ESR spectroscopy. The determination of the antimicrobial activity of the ligands and of the complexes was carried out on samples of Escherichia coli, Klebsiella pneumoniae, Acinetobacter boumanii, Pseudomonas aeruginosa, Staphylococcus aureus and Candida sp. The qualitative and quantitative antimicrobial activity test results proved that all the prepared complexes are very active, especially against samples of Ps. aeruginosa, A. Boumanii, E. coli and S. aureus.

Manganese(II) coordination polymer having pyrazine and μ-phenolato bridging: Structure, magnetism and biological studies

The manganese(II) coordination polymer, {[Mn(L)(pyz)]ClO4·2(H2O)}n. (1) has been synthesized from a mixture of Mn(ClO4)2·6H2O, Schiff base HL (derived from the condensation of 4-aminoantipyrine and sa

Antipyrine based Schiff bases as Turn-on Fluorescent sensors for Al (III) ion

Two new fluorescent sensors C1 and C2 with 4-aminoantipyrine unit have been prepared and characterized. Their complexation behaviour and binding mode towards Al3+ and other metal ions have been studied by UV-vis, fluorescence spectrometric and

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A novel series of mononuclear transition metal complexes, [Cu(L)Cl] 1, [Zn(L)Cl] 2, [Pd(L)Cl] 3, [Cd(L)I] 4, [Pt(L)Cl] 5, and [Hg(L)Cl] 6, was constructed from a pyrazole-derived Schiff ligand, HL, and characterized by physicochemical and spectroscopic methods. Fourier-transform infrared (FT-IR) spectral data showed the studied ligand to be tridentate and coordinated to the metal ions via ONO donor atoms, whereas powder X-ray diffraction (PXRD) analysis revealed the crystalline nature of all the complexes. The in vitro cytotoxicity of the studied ligand and its complexes were tested by the 3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxymethoxyphenyl)-2-(4-sulfophenyl)-2H-tetrazolium (MTS) assay against the human colorectal cancer cell lines HCT116 and HT29. The results suggested that the HCT116 cell line is highly sensitive to complex 1 with a half-maximal inhibitory concentration (IC50) of 45.6?μM, while both cell lines tolerated complexes 2 and 4 better in comparison with HL. In addition, complex 1 with significant anticancer activity was analyzed by molecular docking studies to explore its binding efficacy to the cyclin-dependent kinase?2 active site.

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Characterization of antimicrobial, antioxidant, and leishmanicidal activities of Schiff base derivatives of 4-aminoantipyrine

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