1206604-85-4

Basic information

• Product Name: 3-amino-1-(4-fluorophenyl)-5,10-dioxo-5,10-dihydro-1H-pyrazolo[1,2-b]phthalazine-2-carbonitrile
• Synonyms: 3-amino-1-(4-fluorophenyl)-5,10-dioxo-5,10-dihydro-1H-pyrazolo[1,2-b]phthalazine-2-carbonitrile
• CAS NO: 1206604-85-4
• Molecular Weight: 334.309
• Mol File: 1206604-85-4.mol

Chemical Properties

• CAS DataBase Reference: 3-amino-1-(4-fluorophenyl)-5,10-dioxo-5,10-dihydro-1H-pyrazolo[1,2-b]phthalazine-2-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-amino-1-(4-fluorophenyl)-5,10-dioxo-5,10-dihydro-1H-pyrazolo[1,2-b]phthalazine-2-carbonitrile(1206604-85-4)
• EPA Substance Registry System: 3-amino-1-(4-fluorophenyl)-5,10-dioxo-5,10-dihydro-1H-pyrazolo[1,2-b]phthalazine-2-carbonitrile(1206604-85-4)

Safety Data

• Hazardous Substances Data: 1206604-85-4(Hazardous Substances Data)

Upstream product

• 1445-69-8 2,3-dihydrophthalazine-1,4-dione 
• 459-57-4 4-fluorobenzaldehyde 
• 109-77-3 malononitrile 
• 136918-14-4 phthalimide 
• 85-44-9 phthalic anhydride 
• 88-96-0 phthalamide 

Relevant articles and documents

Nano-ZnO: An efficient and reusable catalyst for one-pot synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones and pyrazolo[1,2-a][1,2,4]triazole-1, 3-diones

The catalytic activity of nano-structured ZnO has been explored in the synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione and pyrazolo[1,2-a][1,2,4] triazole-1,3-dione derivatives via a three-component coupling reaction between aromatic aldehydes, malononitrile, and phthalhydrazides or 4-arylurazoles, respectively. High yield, low reaction times, non-toxicity and recyclability of the catalyst, and easy work-up are the main merits of this protocol. Graphical Abstract: [Figure not available: see fulltext.]

New role for photoexcited organic dye, Na2 eosin Y via the direct hydrogen atom transfer (HAT) process in photochemical visible-light-induced synthesis of spiroacenaphthylenes and 1H-pyrazolo[1,2-b]phthalazine-5,10-diones under air atmosphere

A green multi-component tandem strategy for metal-free synthesizing spiroacenaphthylenes and 1H-pyrazolo[1,2-b]phthalazine-5,10-diones by Knoevenagel-Michael cyclocondensation is reported via organic dye Na2 eosin Y-derived photoexcited states functions as a direct hydrogen atom transfer (HAT) catalyst via visible light-mediated in aqueous ethyl lactate at ambient temperature under air atmosphere. This study paves the new role for further use of a metal-free organic dye with commercial availability and inexpensiveness, Na2 eosin Y in photochemical synthesis with use of the lowest amount of catalyst, energy-effectiveness, excellent yields, operational simplicity, time-saving aspects of the reaction and high atom economy, thus meeting some features of sustainable and green chemistry. Notably, this cyclization is also runnable on gram scale, which highlights the potentiality of using this reaction in industrial uses.

Catalyst-free, visible light irradiation promoted synthesis of spiroacenaphthylenes and 1H-pyrazolo[1,2-b]phthalazine-5,10-diones in aqueous ethyl lactate

Catalyst-free three-component tandem approach can synthesize spiroacenaphthylenes and 1H-pyrazolo[1,2-b]phthalazine-5,10-diones by Knoevenagel-Michael cyclocondensation via visible light irradiation in aqueous ethyl lactate at room temperature. The signif

CuO nanoparticles as a reusable catalyst for the synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives under solvent-free conditions

Nanostructured CuO was successfully utilized for the synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives via one-pot multicomponent reaction among phthalhydrazide, malononitrile and aromatic aldehydes under solvent-free conditions. Utilization of non-toxic and inexpensive catalyst, improved yields in short reaction times, wide substrate scope and easy purification of products are the important features of the developed protocol. The CuO nanocatalyst presents good reusability over five catalytic cycles.

Amelioration of H4[W12SiO40] by nanomagnetic heterogenization: For the synthesis of 1H–pyrazolo[1,2-b]phthalazinedione derivatives

We conveniently coated silicotungstic acid (STA, H4[W12SiO40]) on amino-functionalized Si–magnetite nanoparticles, as surface functionalization of magnetic nanoparticles is an excellent way for green and efficient catalysis. The nanoparticles were structurally characterized using various techniques. The catalytic activity and recyclability of the STA–amine–Si–magnetite nanoparticles were probed through synthesis of 1H–pyrazolo[1,2-b]phthalazinedione derivatives. The reaction proceeds smoothly to provide products in excellent yields and short reaction times. The catalyst could be readily recovered using a simple external magnet and reused several times without any significant loss in activity. Herein, we report a comparison of the activity of H4[W12SiO40] as a homogeneous and heterogeneous catalyst, the latter being found to be more efficient. The findings offer effective methods for environmentally friendly synthesis of pyrazolo[1,2-b]phthalazinedione derivatives.

Four-component clean process for the eco-friendly synthesis of 177-pyrazolo [1,2-b]phthalazine-5,10-dione derivatives using Zn(OAc)2.2H2O as an efficient catalyst under solvent-free conditions

An efficient and convenient zinc acetate dihydrate (Zn(OAc)2.2H2O) catalyzed synthesis of li/-pyrazolo[l,2-b]phthalazine-5,10-dione derivatives has been accomplished via one-pot four-condensation of phthalic anhydride, hydrazine monohydrate, aromatic aldehydes derivatives and malononitrile under solvent-free conditions. The notable advantages of the present procedure are: operational simplicity, eco-friendly, environmentally benign nature, low-cost and non-toxic catalyst, no necessity of chromatographic purification steps, short reaction times and good to high yields.

[Bu3NH][HSO4] catalyzed: an eco-efficient synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones and 2H-indazolo[2,1-b]phthalazine-triones under solvent-free conditions

A Br?nsted acidic ionic liquid [Bu3NH][HSO4] as an eco-efficient catalyst for the one-pot multicomponent synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones and 2H-indazolo[2,1-b]phthalazine-triones by using various aldehyde, malo

New racemic annulated pyrazolo[1,2-b]phthalazines as tacrine-like AChE inhibitors with potential use in Alzheimer's disease

A novel series of tacrine-like compounds 7a-u possessing a fused pyrazolo[1,2-b]phthalazine structure were designed and synthesized as potent and selective inhibitors of AChE. The in-vitro biological assessments demonstrated that several compounds had hig

Preparation and characterization of nanomagnetic piperidinium benzene-1,3-disulfonate ionic liquid as a novel, green and heterogeneous catalyst and its use in the synthesis of 1H–pyrazolo[1,2-b]phthalazine-5,10-diones and 1H–pyrazolo[1,2-a] pyridazine-5,8-diones under solvent-free conditions

The one-pot four-component synthesis of 1H–pyrazolo[1,2-b]phthalazine-5,10-diones and 1H–pyrazolo[1,2-a]pyridazine-5,8-diones was carried out from the reaction between various aldehydes, malononitrile, hydrazine hydrate and phthalic anhydride or maleic anhydride at 110?°C in solvent-free conditions using piperidinium benzene-1,3-disulfonate nanomagnetic ionic liquid (NMIL) as a novel and reusable catalyst. Some advantages of the presented procedure are a significant reduction in cost, effective catalysis and reusability of the catalyst. NMIL was thoroughly characterized using Fourier transform infrared spectroscopy, X-ray diffraction, scanning and transmission electron microscopies, thermogravimetry, derivative thermogravimetry, Brunauer–Emmett–Teller analysis, vibrating sample magnetometry and energy-dispersive X-ray spectroscopy. The technique is developed as a suitable and safe method for the synthesis of 1H–pyrazolo[1,2-b]phthalazine-5,10-diones and 1H–pyrazolo[1,2-a]pyridazine-5,8-diones making use of an efficient and reusable green catalyst.