Tag: M.W=150-200

Selwood, David L. published the artcileSynthesis and Biological Evaluation of Novel Pyrazoles and Indazoles as Activators of the Nitric Oxide Receptor, Soluble Guanylate Cyclase, HPLC of Formula: 27412-71-1, the main research area is pyrazole indazole preparation activator nitric oxide receptor guanylate cyclase; guanylate cyclase activator dimethylaminopropyloxy pyrazole derivative; benzydamine analog preparation potent inhibitor platelet aggregation.

Database searching and compound screening identified 1-benzyl-3-(3-dimethylaminopropyloxy)indazole (benzydamine) as a potent activator of the nitric oxide receptor, soluble guanylate cyclase. A comprehensive structure-activity relationship study surrounding benzydamine clearly showed that the indazole C-3 dimethylaminopropyloxy substituent was critical for enzyme activity. However replacement of the indazole ring of benzydamine by appropriately substituted pyrazoles maintained enzyme activity. Compounds were evaluated for inhibition of platelet aggregation and showed a general lipophilicity requirement. Aryl-substituted pyrazoles I (R = CH2Ph, R1 = CONHC6H4OMe-p; R = CH2Ph, R1 = Ph; R = Ph, R1 = Ph) demonstrated potent activation of soluble guanylate cyclase and potent inhibition of platelet aggregation. Pharmacokinetic studies in rats showed that I (R = CH2Ph, R1 = CONHC6H4OMe-p) exhibits modest oral bioavailability (12%). Furthermore I (R = CH2Ph, R1 = CONHC6H4OMe-p) has an excellent selectivity profile notably showing no significant inhibition of phosphodiesterases or nitric oxide synthases.

Journal of Medicinal Chemistry published new progress about Drug bioavailability. 27412-71-1 belongs to class pyrazoles-derivatives, name is 5-Phenyl-1H-pyrazol-3(2H)-one, and the molecular formula is C9H8N2O, HPLC of Formula: 27412-71-1.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Acosta, Paola published the artcileSynthesis and study of the electronic properties of pyrazolo[1,5-c]pyrrolo[1,2-a]quinazoline and pyrazolo[1,5-c]pyrido[1,2-a]quinazoline derivatives, Formula: C9H9N3, the main research area is pyrazolyl aniline chlorobutanone acetic acid catalyst tandem cyclization; pyrazolopyrroloquinazoline preparation electronic property; pyrazolopyridoquinazoline preparation electronic property; chlorohexanone pyrazolyl aniline acetic acid catalyst tandem cyclization.

Pyrazolo[1,5-c]pyrrolo[1,2-a]quinazoline and pyrazolo[1,5-c]pyrido[1,2-a]quinazoline derivatives were prepared by a double cyclization cascade type reaction between 2-(1H-pyrazol-5-yl)anilines and ω-chloroketones using acetic acid both as catalyst and solvent. The electronic and redox properties characterization of the new compounds offered a new alternative in luminescence applications due to the interesting (π-π*) displayed in their absorption spectra with remarkable values between 151.408-271.274 M-1 cm-1. Furthermore, the fluorescence quantum yields were in the range of 0.6-0.1. The redox properties were dependent of the unsaturation degree of their fused heterocyclic rings, as well as, the substituents at 6- and 11a-positions ruled out the absorption, emission and redox behavior of these compounds

Monatshefte fuer Chemie published new progress about Absorption spectra. 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Formula: C9H9N3.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Ihara, Hideki published the artcileRuthenium-catalyzed C-H silylation of methylboronic acid using a removable α-directing modifier on the boron atom, COA of Formula: C9H9N3, the main research area is ruthenium catalyst silylation methylboronic acid; silylborane preparation cross coupling aryl halide palladium catalyst.

Ruthenium-catalyzed C-H silylation of methylboronic acid was achieved by use of 2-(1H-pyrazol-3-yl)aniline as a removable α-directing modifier on the boron atom. Cross-coupling of the product, i.e., (phenyldimethylsilyl)methylpinacolborane, with aryl halides proceeded in the presence of a [PdCl2(dppf)] catalyst and CsOH as a base.

Chemistry Letters published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, COA of Formula: C9H9N3.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Schreiner, Ella published the artcileConsecutive Three-Component Synthesis of 2,6-Disubstituted Pyrimid-4(3H)-ones and 1,5-Disubstituted 3-Hydroxypyrazoles Initiated by Copper(I)-Catalyzed Carboxylation of Terminal Alkynes, Recommanded Product: 5-Phenyl-1H-pyrazol-3(2H)-one, the main research area is pyrimidone hydroxypyrazole preparation green chem; terminal alkyne carboxylation copper catalyst methylation Michael addition cyclocondensation.

A copper(I)-catalyzed carboxylation of terminal alkynes followed trapping of the carboxylate with Me iodide provides a straightforward access to 3-substituted Me propiolates that can be reacted in the same reaction vessel in a consecutive fashion to give 2,6-disubstituted pyrimid-4(3H)-ones I (R1 = Ph, 4-MeOC6H4, 4-MeC6H4, etc.; R2 = Me, Ph, 4-H2NC6H4, etc.) and 1,5-disubstituted 3-hydroxypyrazoles II (R1 = Ph, 4-MeOC6H4, etc.; R2 = H, Me, Bn, etc.) in moderate to good yields. The Cu(I)-catalyzed carboxylation with carbon dioxide as C1 source therefore provides an environmentally benign entry to three-carbon building blocks in heterocyclic synthesis.

Advanced Synthesis & Catalysis published new progress about Alkynes, α- Role: RCT (Reactant), RACT (Reactant or Reagent). 27412-71-1 belongs to class pyrazoles-derivatives, name is 5-Phenyl-1H-pyrazol-3(2H)-one, and the molecular formula is C9H8N2O, Recommanded Product: 5-Phenyl-1H-pyrazol-3(2H)-one.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Pal, Sarbani published the artcileHigh speed synthesis of pyrazolones using microwave-assisted neat reaction technology, Related Products of pyrazoles-derivatives, the main research area is keto ester cyclization hydrazine microwave; pyrazolone preparation reaction acrylate; spiro cyclohexane pyrazolone preparation.

A high speed, solvent-free, and practical synthesis of pyrazolones under microwave irradiation was described. This greener synthetic methodol. involves the reaction of β-keto ester with substituted or unsubstituted hydrazine and provides a simple and straightforward one-pot approach for the synthesis of a variety of pyrazolone derivatives with high regioselectivity. These pyrazolones can exist in different tautomeric forms in solution and the aryl ring of 2-aryl pyrazol-3-ones remain twisted with respect to the pyrazole plane in the crystal state. Mechanism of the reaction accounting the regioselectivity was proposed. One of the pyrazolones obtained via this process was utilized to prepare a spiro-cyclohexanone derivative of potential biol. significance.

Journal of the Brazilian Chemical Society published new progress about Hydrazines Role: RCT (Reactant), RACT (Reactant or Reagent). 27412-71-1 belongs to class pyrazoles-derivatives, name is 5-Phenyl-1H-pyrazol-3(2H)-one, and the molecular formula is C9H8N2O, Related Products of pyrazoles-derivatives.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Salvado, Oriol published the artcileStereoselective Cyclopropanation of 1,1-Diborylalkenes via Palladium-Catalyzed (Trimethylsilyl)diazomethane Insertion, Synthetic Route of 111562-32-4, the main research area is diborylalkene preparation silyl cyclopropanation insertion reaction diazomethane; chiral silyl boryl naphthyl cyclopropane preparation crystal structure; mol structure chiral silyl boryl naphthyl cyclopropane; diborylation aldehyde; diborylcyclopropane stereoselective preparation.

Pd catalyzes the cyclopropanation of 2-substituted 1,1-diborylalkenes with (trimethylsilyl)diazomethane. The relative stereoselectivity is controlled via a carbene insertion sequence generating an exclusive anti conformation between the R and SiMe3 substituents. Mixed 1,1-diborylalkenes also contributed to the formation of stereoselective B, B, Si-cyclopropanes. Orthogonal activation with NaOtBu gives protodeborylation preferentially on the B moiety syn to the aryl group. Further oxidation gives access to polyfunctional cyclopropyl alcs. with controlled enantioselectivity when chiral boryl motifs are involved.

Organic Letters published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Synthetic Route of 111562-32-4.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Zheng, Zhaoyan published the artcileTautomerism-Dependent Ring Construction of N-Heterocyclic Compounds from the Reactions of 1-Alkynyl Fischer Carbene Complexes and Substituted Pyrazolinones, Safety of 5-Phenyl-1H-pyrazol-3(2H)-one, the main research area is pyrazolone fused preparation alkynyl Fischer carbene complex.

Four types of N-heterocyclic ring systems were successfully constructed from the reactions of 1-alkynyl Fischer carbene complexes (OC)5M:C(OEt)CCPh (I, M = Cr, W) and substituted pyrazolinones. Reactions of I with 3-methyl-, 3-propyl-, 3,4-dimethyl-, 3,4-trimethylene-, or 3,4-tetramethylene-2-pyrazolin-5-one generated three kinds of Fischer aminocarbene complexes, and reactions of I with 3-phenyl-2-pyrazolin-5-one and its tautomer 3-phenyl-3-pyrazolin-5-one, gave Fischer alkoxycarbene complexes as the major products and aminocarbene complexes as the minor products. Multiple tautomerism of pyrazolinones is attributed to the versatile formation of N-heterocyclic Fischer carbene complexes. Oxidative demetalation of the complexes with pyridine N-oxide or m-chloroperoxybenzoic acid efficiently afforded organic carbonyl products, and thus, strongly fluorescent syn-mixed-bimanes were prepared The present findings constitute an alternative new method to synthesize mixed bimanes and other novel N-heterocyclic compounds

Journal of Organic Chemistry published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent). 27412-71-1 belongs to class pyrazoles-derivatives, name is 5-Phenyl-1H-pyrazol-3(2H)-one, and the molecular formula is C9H8N2O, Safety of 5-Phenyl-1H-pyrazol-3(2H)-one.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Morozov, Oleg S. published the artcileHydrohydrazination of Arylalkynes Catalyzed by an Expanded Ring N-Heterocyclic Carbene (er-NHC) Gold Complex Under Solvent-Free Conditions, COA of Formula: C9H8N2O, the main research area is aryldiazepinylidene gold carbene complex preparation mol crystal structure; diastereoselective hydroamination aryl alkyne hydrazine aryldiazepinylidene gold complex catalyst; hydrazone stereoselective preparation green chem solvent free; aryl alkyne hydrazine hydrohydrazination gold carbene catalyst; expanded ring nitrogen heterocyclic carbene gold complex catalyst.

The gold carbene complex [(THD-Dipp)AuOTf], containing the strongly electron donating, sterically bulky 1,3-bis(2,6-diisopropylphenyl)hexahydro-2H-1,3-diazepine-2-ylidene ligand, was an effective catalyst for the stereoselective hydroamination of aryl alkynes with tosylhydrazine and tert-Bu carbazate under solvent-free conditions to give (E)-tosyl and Boc hydrazones. The structure of (THD-Dipp)AuOTf was determined by X-ray crystallog.

Advanced Synthesis & Catalysis published new progress about Addition reaction, stereoselective (hydrohydrazination). 27412-71-1 belongs to class pyrazoles-derivatives, name is 5-Phenyl-1H-pyrazol-3(2H)-one, and the molecular formula is C9H8N2O, COA of Formula: C9H8N2O.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Belmar, J. published the artcileSynthesis and tautomerism of new 1-n-alkyl-5-pyrazolone derivatives, Related Products of pyrazoles-derivatives, the main research area is pyrazolone alkylation acylation nitrosation tautomerism.

3-Phenyl-5-pyrazolone (1) is selectively alkylene at position 1 in 40% yield. The alkylated compound (2) is acylated (3) in 60% yield and nitrosated (4) in 80% yield. According to the spectroscopic data a N-H or O-H structure can be proposed for 1 in DMSO. The proton may be at N-2 or on the oxygen at C-5, resp. The alkylated compound 2 exists as 5-pyrazolone in chloroform with a CH2 at C-4. In DMSO, 2 is a 5-hydroxypyrazole. For compound 3 in chloroform the structure corresponds to 4-acyl-5-hydroxypyrazole. For compound 4 in chlorolform there is one tautomer with a 4-nitroso-5-hydroxypyrazole structure while in DMSO the same 4-nitroso-5-hydroxypyrazole (92%) and a 4-nitroso-5-pyrazolone (8%) tautomer can be found.

Boletin de la Sociedad Chilena de Quimica published new progress about Acylation (of 1-alkyl-3-phenyl-5-pyrazolone). 27412-71-1 belongs to class pyrazoles-derivatives, name is 5-Phenyl-1H-pyrazol-3(2H)-one, and the molecular formula is C9H8N2O, Related Products of pyrazoles-derivatives.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Yamamoto, Takeshi published the artcileRhodium-catalyzed C(sp2)-H addition of arylboronic acids to alkynes using a boron-based, convertible ortho-directing group, Category: pyrazoles-derivatives, the main research area is diarylacrylate dioxaborolanyl diarylethene preparation regioselective diastereoselective; arylboronic acid preparation alkyne addition rhodium catalyst; pyrazolylaniline directed arylboronate borylation.

Temporary modification of a boronyl group with pyrazolylaniline allowed insertion of arylpropiolates and diphenylacetylenes into ortho-C-H bond of arylboronic acids in the presence of rhodium catalysts, giving 3,3-diarylacrylates I [R1 = H, Me, OMe, CF3; R2 = H, Me, Br, OMe, CF3; R3 = H, OMe; R4 = Ph, 1-naphthyl, 2-naphthyl, etc.; R5 = CO2Et, C6H5, 4-CF3C6H4] and diarylethenes II containing aryl groups bearing an o-boryl group stereoselectively. The boronyl group in the 3,3-diarylacrylate I [R1 = R2 = R3 = H, R4 = Ph, R5 = CO2Et] was converted into various functional groups, including chlorine, hydrogen, hydroxy, and aromatic groups.

Chemistry Letters published new progress about Addition reaction catalysts, stereoselective. 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Category: pyrazoles-derivatives.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics