Month: December 2022

Prajapati, Ronak V. published the artcileElemental sulfur and aryl iodides in copper(I)iodide catalyzed sulfenylation of 1-aryl-3-alkyl-1H-pyrazol-5(4H)-ones, Safety of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Results in Chemistry (2021), 100226, database is CAplus.

The construction of C-S bond is considered as an important protocol in organic transformations. An innovative strategy for CuI-catalyzed sulfenylation of 1-aryl-3-alkyl-1H-pyrazol-5(4H)-ones have been developed using elemental sulfur as the sulfur source. This procedure provides a useful and direct approach for the assembly of a wide range of structurally diverse 4-sulfenyl pyrazolones with moderate to excellent yields from simple and readily available starting materials. This method might be potentially applicable to large scale production, and it enriches current sulfenylation methods.

Results in Chemistry published new progress about 14580-22-4. 14580-22-4 belongs to pyrazoles-derivatives, auxiliary class Organic Pigment, name is 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, and the molecular formula is C10H9ClN2O, Safety of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Melancon, Bruce J. published the artcileIsatin replacements applied to the highly selective, muscarinic M₁ PAM ML137: Continued optimization of an MLPCN probe molecule, Synthetic Route of 763120-58-7, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(2), 412-416, database is CAplus and MEDLINE.

This Letter describes the continued optimization of an MLPCN probe mol. I (ML137) with a focused effort on the replacement/modification of the isatin moiety present in this highly selective M₁ PAM. A diverse range of structures were validated as viable replacements for the isatin, many of which engendered sizeable improvements in their ability to enhance the potency and efficacy of acetylcholine when compared to ML137. Muscarinic receptor subtype selectivity for the M₁ receptor was also maintained.

Bioorganic & Medicinal Chemistry Letters published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C3H5BN2O2, Synthetic Route of 763120-58-7.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Naus, Petr published the artcile6-(Het)aryl-7-Deazapurine Ribonucleosides as Novel Potent Cytostatic Agents, Safety of 1H-Pyrazole-4-boronic acid, the publication is Journal of Medicinal Chemistry (2010), 53(1), 460-470, database is CAplus and MEDLINE.

A series of novel 7-deazapurine ribonucleosides, e.g. I, bearing an alkyl, aryl, or hetaryl group in position 6 and H, F, or Cl atom in position 7, has been prepared either by Pd-catalyzed cross-coupling reactions of the corresponding protected 6-chloro-(7-halogenated-)7-deazapurine ribonucleosides with alkyl- or (het)arylorganometallics followed by deprotection, or by single-step aqueous phase cross-coupling reactions of unprotected 6-chloro-(7-halogenated-)7-deazapurine ribonucleosides with (het)arylboronic acids. Significant cytostatic effect was detected with a substantial proportion of the prepared compounds The most potent were 7-H or 7-F derivatives of 6-furyl- or 6-thienyl-7-deazapurines displaying cytostatic activity in multiple cancer cell lines with a geometric mean of 50% growth inhibition concentration ranging from 16 to 96 nM, a potency comparable to or better than that of the nucleoside analog clofarabine. Intracellular phosphorylation to mono- and triphosphates and the inhibition of total RNA synthesis was demonstrated in preliminary study of metabolism and mechanism of action studies.

Journal of Medicinal Chemistry published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C3H5BN2O2, Safety of 1H-Pyrazole-4-boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Naus, Petr published the artcile6-(Het)aryl-7-Deazapurine Ribonucleosides as Novel Potent Cytostatic Agents, Synthetic Route of 724710-02-5, the publication is Journal of Medicinal Chemistry (2010), 53(1), 460-470, database is CAplus and MEDLINE.

A series of novel 7-deazapurine ribonucleosides, e.g. I, bearing an alkyl, aryl, or hetaryl group in position 6 and H, F, or Cl atom in position 7, has been prepared either by Pd-catalyzed cross-coupling reactions of the corresponding protected 6-chloro-(7-halogenated-)7-deazapurine ribonucleosides with alkyl- or (het)arylorganometallics followed by deprotection, or by single-step aqueous phase cross-coupling reactions of unprotected 6-chloro-(7-halogenated-)7-deazapurine ribonucleosides with (het)arylboronic acids. Significant cytostatic effect was detected with a substantial proportion of the prepared compounds The most potent were 7-H or 7-F derivatives of 6-furyl- or 6-thienyl-7-deazapurines displaying cytostatic activity in multiple cancer cell lines with a geometric mean of 50% growth inhibition concentration ranging from 16 to 96 nM, a potency comparable to or better than that of the nucleoside analog clofarabine. Intracellular phosphorylation to mono- and triphosphates and the inhibition of total RNA synthesis was demonstrated in preliminary study of metabolism and mechanism of action studies.

Journal of Medicinal Chemistry published new progress about 724710-02-5. 724710-02-5 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Pyrazole,Boronic Acids,Boronic acid and ester, name is (1H-Pyrazol-5-yl)boronic acid, and the molecular formula is C3H5BN2O2, Synthetic Route of 724710-02-5.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Daidone, G. published the artcileNew N-pyrazolyl salicylamides with antifungal activity, Category: pyrazoles-derivatives, the publication is Farmaco, Edizione Scientifica (1985), 40(9), 683-94, database is CAplus and MEDLINE.

Nine pyrazolyl salicylamides I [R = H or Ph; R¹ and R³ = H or Me; R² = H, Ph, CN, or CO₂Et; R¹R² = (CH₂)₄], as well as II (R = R¹ = R⁴ = H, R² = CO₂Et) [98817-30-2], II (R = R⁴ = H, R² = Me, R³ = CO₂Et) [98817-31-3], II (R = H) [98817-32-4], and (R = Me) [98817-33-5], were prepared and tested in vitro against Cryptococcus neoformans and Candida albicans. All compounds, with the exception of I (R = Ph, R¹ = R² = H, R³ = Me) [98817-34-6], were active. I (R = Ph, R¹ = Me, R² = R³ = H) [70803-10-0] was the most active.

Farmaco, Edizione Scientifica published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Category: pyrazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Venturella, Pietro published the artcileReactivity of the flavanone nucleus. II. Effect of substituents on the reaction with phenylhydrazine, Computed Properties of 13599-22-9, the publication is Annali di Chimica (Rome, Italy) (1961), 759-68, database is CAplus.

cf. CA 55, 15467b. Substituents in the flavanone nucleus do not particularly affect the conversion of their phenylhydrazones into pyrazoline derivatives The possibility to isolate the intermediate phenylhydrazones depends on the nature and the position of the substituents. The appropriate flavanone (0.5 g.) in 10 cc. 95% EtOH refluxed 1 hr. with 0.3 g. PhNHNH₂, kept some time, and diluted with H₂O gave the corresponding phenylhydrazone. In this manner were prepared the following compounds: 2-(p-methoxyphenyl)flavanone phenylhydrazone (I); 2-[3,4-(CH₂O₂)C₆H₃] analog (II) of I, m. 127-8°; 2-(3,4-methyl-enedioxyphenyl)-5,6,8-trimethoxyflavanone phenylhydrazone (III) (without EtOH), m. 129-31°; 2-Ph analog of III; 2-phenyl-6-methoxyflavanone phenylhydrazone (IV); and the 5,6-di-MeO analog of IV, needles, m. 118-20°. The appropriate flavanone (0.5 g.) and excess PhNHNH₂ heated a few min. in a test tube over a free flame, cooled, dissolved in AcOH, and poured into H₂O gave the corresponding 3,5-diarylpyrazoline (V). The appropriate flavanone (0.5 g.) in 5 cc. AcOH refluxed 1 hr. with 0.3 g. PhNHNH₂, cooled, and diluted with H₂O gave the corresponding V. The appropriate chalcone (0.2 g.) and PhNHNH₂ heated a few min. in a test tube over a free flame, dissolved in AcOH, and poured into H₂O gave the corresponding V. The appropriate phenylhydrazone refluxed 1 hr. with AcOH gave the corresponding V. The appropriate V refluxed with Ac₂O and NaOAc gave the corresponding acetate which fluoresces in EtOH intensely blue-green. By these methods were prepared the following V and their acetates (3- and 5-aryl group, crystal form, and m.p., and m.p. of acetate given): o-HOC₆H₄, p-MeOC₆H₄ (Va), needles, 168-9°, 132-3°; o-HOC₆H₄, 3,4-(CH₂O₂)C₆H₃ (VI), needles, 145-6°, 116-17°; 2,3,5,6-HO(MeO)₃C₆H, 3,4-(CH₂O₂)C₆H₃ (VIa), needles, 185-6°, 195-6°, 2,3,5,6-HO(MeO)₃C₆H, Ph (VII), yellow-green plates, 193-4°, 132-3°; 2,5-HO(MeO)C₆H₃, Ph (VIII), needles, 150-1°, 114-15°; 2,5,6-HO(MeO)₂C₆H₂, Ph (IX), yellow plates, 147-8°, 147°, VII or VIII or IX (1 g.) in 30 cc. refluxing 5% aqueous NaOH treated gradually with 6.5 g. KMnO₄ in 70 cc. H₂O, refluxed 3 hrs., and worked up gave 1,5-diphenyl-3-pyrazolecarboxylic acid, m. 183-5° (EtOH). Va or VI, or Via oxidized similarly with 8 g. KMnO₄ in 100 cc. H₂O gave 1-phenyl-3,5-pyrazoledicarboxylic acid, platelets, m. 265-6° (H₂O). The ultraviolet absorption spectra of the various pyrazolines, and II, III, and V, and the infrared absorption spectra of VI and its acetate are recorded.

Annali di Chimica (Rome, Italy) published new progress about 13599-22-9. 13599-22-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid,Benzene, name is 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid, and the molecular formula is C12H10O4S, Computed Properties of 13599-22-9.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

van Alphen, J. published the artcileThe reaction between α-halogen ketones and derivatives of phenylhydrazine. I. The reactivity of the N:NC:C group in α-phenylazocrotonic acid esters, Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Recueil des Travaux Chimiques des Pays-Bas et de la Belgique (1945), 109-14, database is CAplus.

α-Phenylazocrotonic acid (I) Et ester, prepared from 16.5 g. ClCH₂CO₂Et (II) in 60 ml. EtOH mixed with cooling with 10.8 g. PhNHNH₂ in 100 ml. EtOH and 13.6 g. crystallized NaOAc in 30 ml. H₂O, seps. as red needles, m. 51°. After a long time 1-phenyl-3-methyl-4-phenylazo-5-pyrazolone (III), m. 158°, seps. from the mother liquor. I Me ester, prepared in the same manner, m. 46° (from EtOH). When the Et ester was ozonized in CHCl₃ at 0°, then decomposed with ice and CaCO₃, the CHCl₃ layer contained an oil which was reduced in EtOH with Al-Hg, yielding PhNHNHAc, thus proving the structure of I. Reduction of I (Raney Ni, H) yielded 4,4′-bi[1-phenyl-3-methylpyrazolone] (IV), which, boiled with FeCl₃, gave the characteristic blue color of “pyrazolone blue” in CHCl₃. I reduced in EtOH (Al-Hg) yielded 1-phenyl-3-methyl-5-pyrazolone (V). Bromination of I yielded tars. Bromination in small amounts in Et₂O yielded 1-(4-bromophenyl)-3-methyl-4-bromo-5-pyrazolone, m. 171°. Me ester of I yielded the same product. Et ester of I reacted in dry Et₂O with HCl to give a salt which, boiled with H₂O, yielded 1-phenyl-3-methyl-4-chloro-5-pyrazolone (VI), m. 153°. Me ester of I yielded the same product. Heating VI with PhNHNH₂ yielded III. That the Cl had not entered the ring was shown by the preparation of 1-(4-chlorophenyl)-3-methyl-5-pyrazolone, m. 168°, and 1-(2-chlorophenyl)-3-methyl-5-pyrazolone, m. 109°. Et acetoacetate p-chlorphenylhydrazone, yellow needles, m. 111°. PhMgBr added to I gave a complex mixture of unidentifiable products. I does not add to maleic anhydride.

Recueil des Travaux Chimiques des Pays-Bas et de la Belgique published new progress about 14580-22-4. 14580-22-4 belongs to pyrazoles-derivatives, auxiliary class Organic Pigment, name is 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, and the molecular formula is C25H47NO8, Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Valecha, Sheela M. published the artcileSynthesis and characterization of manganese (II), cobalt (II), nickel (II), copper (II) and zinc (II) mixed ligand complexes with [(1-phenyl-3-methyl-5-hydroxopyrazol-4-yl) phenylimino]2′,3′ dimethylaniline and 2-hydroxy-1-naphthaldehyde, Application In Synthesis of 4551-69-3, the publication is Acta Chimica Pharmaceutica & Indica (2015), 5(1), 16-21, database is CAplus.

Mixed ligand complexes of the type [MLL′] where M = Mn (II), Co (II), Ni (II), Cu (II), Zn (II) HL = [(1-phenyl-3-methyl-5-hydroxopyrazol-4-yl)phenylimino]2,3-dimethylaniline; (HPMPZP)dma. HL′= 2-hydroxy-1-naphaldehyde; (HNA), have been synthesized and characterized on the basis of elemental anal., conductivity measurements, magnetic, electronic and infra red spectral studies. The complexes confirm to 1:1:1 stoichiometry and are non electrolytes. The schiff base HL act as a monovalent bidentate ligand co-ordinating through azomethine nitrogen and phenolic oxygen. On the basis of electronic spectra, IR spectra and magnetic moment measurements; six coordinated octahedral structures have been proposed for the complexes. Thermal studies revealed the presence of two coordinated water mols. The shiff base and mixed ligand complexes have been tested for their antibacterial activity against the Escherichia coli, Bacillus substilis, staphylococcus aureus.

Acta Chimica Pharmaceutica & Indica published new progress about 4551-69-3. 4551-69-3 belongs to pyrazoles-derivatives, auxiliary class Benzenes, name is 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and the molecular formula is C24H12, Application In Synthesis of 4551-69-3.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Tomasik, Z. published the artcile1-o-Chlorophenyl-3-methyl-5-pyrazolone and its derivatives, SDS of cas: 14580-22-4, the publication is Roczniki Chemii (1928), 345-8, database is CAplus.

o-ClC₆H₄NHNH₂ condenses with AcCH₂CO₂Et to yield 1-o-chlorophenyl-3-methyl-5-pyrazolone, m. 199° (4-benzylidene derivative, m. 167°; 4-o-nitrobenzylidene derivative, m. 160°), which when condensed with o-O₂NC₆H₄CHO yields o-nitrophenylbis-[1-o-chlorophenyl-3-methyl-5-pyrazolonyl]methane, m. 249°.

Roczniki Chemii published new progress about 14580-22-4. 14580-22-4 belongs to pyrazoles-derivatives, auxiliary class Organic Pigment, name is 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, and the molecular formula is C13H10O3, SDS of cas: 14580-22-4.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Shibamoto, Takayuki published the artcileA Novel Gas Chromatographic Method for Determination of Malondialdehyde from Oxidized DNA, SDS of cas: 930-36-9, the publication is Methods in Molecular Biology (New York, NY, United States) (2015), 49-62, database is CAplus and MEDLINE.

Malondialdehyde (MA) is known to form from various lipids upon oxidation as one of secondary oxidation products. Determination of MA formed from lipid peroxidation has been used to examine occurrence of oxidative damages associated with many diseases, such as cancer, Alzheimer’s, arthritis, inflammation, diabetes, atherosclerosis, and AIDS as well as aging. Anal. of MA is, however, extremely difficult because it is highly reactive and readily polymerized and forming adducts with biol. substances such as proteins, phospholipids, and DNA (Shibamoto, J Pharm Biomed Anal 41:12-25, 2002). Gas chromatog. method using stable derivative, 1-methylpyrazole was advanced and has been successfully used to analyze MA in various lipids and lipid-rich foods. This method was also applied to determine MA formed from DNA and related compounds The amounts found in oxidized 2-deoxyribonucleotides were 213.8 nmol/16 mmol in 2-deoxyguanosine, 130.6 nmol/16 mmol in 2-deoxycytidine, 85.1 nmol/16 mmol in 2-deoxyadenosine, and 84.5 nmol/16 mmol in thymidine. When the antioxidant activity of flavonoids and anthocyanins against calf thymus DNA oxidized with Fenton’s reagent was examined using this newly developed gas chromatog. method, antioxidant activity of flavonoids and anthocyanins ranged from 48.5% (catechin) to 29.9% (apigenin) and from 45.0% (callistephin) to 10.2% (cyaniding), resp.

Methods in Molecular Biology (New York, NY, United States) published new progress about 930-36-9. 930-36-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole, name is 1-Methylpyrazole, and the molecular formula is C3H5F3O, SDS of cas: 930-36-9.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics