78597-54-3 Usage
Description
5-AMINO-3-(4-METHYLPHENYL)PYRAZOLE is an organic compound with the chemical formula C9H10N4. It is a heterocyclic compound that features a pyrazole ring fused with a phenyl group. 5-AMINO-3-(4-METHYLPHENYL)PYRAZOLE is known for its potential use in the synthesis of various bioactive molecules and pharmaceutical intermediates.
Uses
Used in Pharmaceutical Industry:
5-AMINO-3-(4-METHYLPHENYL)PYRAZOLE is used as a starting material for the preparation of bioactive fused polycyclic pyrazoles. It serves as a potential precursor for the synthesis of 2,5-bis(4-methylphenyl)-7-phenyl-6,7-dihydropyrazolo[1,5-a]pyrimidine-3,6-dicarbaldehyde, which can be further utilized in the development of novel pharmaceutical compounds with potential therapeutic applications.
Used in Chemical Synthesis:
5-AMINO-3-(4-METHYLPHENYL)PYRAZOLE is used as a reactant in the synthesis of 4-hetarylpyrazolo[1,5-a][1,3,5]triazines. This synthesis can be carried out under microwave conditions and in the absence of solvent, which offers a more efficient and environmentally friendly approach to producing these heterocyclic compounds.
Used in Organic Chemistry Research:
5-AMINO-3-(4-METHYLPHENYL)PYRAZOLE is used in the synthesis of 5-cyano-6,7-dihydro-3-(4-methylphenyl)-6-oxo-1H-pyrazolo[3,4-b]pyridine-4-carboxylates. This is achieved by reacting the compound with dialkyl dicyanofumarates, resulting in the formation of new heterocyclic structures with potential applications in various fields, including pharmaceuticals and materials science.
Check Digit Verification of cas no
The CAS Registry Mumber 78597-54-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,8,5,9 and 7 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 78597-54:
(7*7)+(6*8)+(5*5)+(4*9)+(3*7)+(2*5)+(1*4)=193
193 % 10 = 3
So 78597-54-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H11N3/c1-7-2-4-8(5-3-7)9-6-10(11)13-12-9/h2-6H,1H3,(H3,11,12,13)
78597-54-3Relevant articles and documents
Novel benzenesulfonamide-bearing pyrazoles and 1,2,4-thiadiazoles as selective carbonic anhydrase inhibitors
Kumar, Rajiv,Kumar, Amit,Ram, Sita,Angeli, Andrea,Bonardi, Alessandro,Nocentini, Alessio,Gratteri, Paola,Supuran, Claudiu T.,Sharma, Pawan K.
, (2021/10/05)
Two series comprising 20 novel benzenesulfonamides bearing thioureido-linked pyrazole 8 and amino-1,2,4-thiadiazole 10 were synthesized and assayed as human carbonic anhydrase (hCA) inhibitors against isoforms I and II as well as the tumor-associated isof
Synthesis of Aminopyrazoles from Isoxazoles: Comparison of Preparative Methods by in situ NMR Analysis
Kallman, Neil J.,Cole, Kevin P.,Koenig, Thomas M.,Buser, Jonas Y.,McFarland, Adam D.,McNulty, LuAnne M.,Mitchell, David
, p. 3537 - 3543 (2016/10/18)
A single-step method and a two-step method for the synthesis of aminopyrazoles from isoxazoles are presented and compared. Based on in situ NMR monitoring, both processes proceed through a ketonitrile. In the single-step process, hydrazine serves to both open the isoxazole to the unisolated ketonitrile intermediate and form the aminopyrazole. The two-step process involves ring opening of the isoxazole by deprotonation with hydroxide to generate the ketonitrile followed by the addition of acetic acid and hydrazine to form the aminopyrazole.
Study of regioselectivity of reactions between 3(5)-aminopyrazoles and 2-acetylcycloalkanones
Petrov,Kasatochkin,Emelina
, p. 1111 - 1120 (2013/01/15)
Regioselectivity was examined of reactions between nine 3(5)-aminopyrazoles and 2-acetylcyclopentanone and 2-acetylcyclohexanone under various conditions. A series of cyclopenta[e]pyrazolo-[1,5-a]pyrimidines was obtained. The highest regioselectivity of the reaction was observed in alcohol at 20°C in the presence of a catalytic quantity of trifl uoroacetic acid. The regiostructure of compounds was established by 1H and 13C NMR spectroscopy. Pleiades Publishing, Ltd., 2012.