Tag: M.W=150-200

Wang, Shengqiang published the artcileEfficient synthesis of 3-aryl-1H-indazol-5-amine by Pd-catalyzed Suzuki-Miyaura cross-coupling reaction under microwave-assisted conditions, COA of Formula: C7H10BNO3, the publication is Tetrahedron Letters (2015), 56(24), 3750-3753, database is CAplus.

Various 3-aryl-1H-indazol-5-amine derivatives were synthesized by Pd-catalyzed Suzuki-Miyaura cross-coupling reaction of (NH) free 3-bromo-indazol-5-amine with arylboronic acids under microwave-assisted conditions. The coupling reaction can be carried out under the conditions with dioxane/H₂O as solvent, Pd(OAc)₂ and RuPhos as catalyst system, and K₃PO₄ as a base in good to excellent yields.

Tetrahedron Letters published new progress about 612845-44-0. 612845-44-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Ether,Boronic Acids,Boronic acid and ester, name is (6-Ethoxypyridin-3-yl)boronic acid, and the molecular formula is C13H19N5OS, COA of Formula: C7H10BNO3.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Bhar, Kishalay published the artcileHigh temperature spin crossover behaviour of mononuclear bis-(thiocyanato)iron(II) complexes with judiciously designed bidentate N-donor Schiff bases with varying substituents, Safety of Phenyl(pyridin-2-yl)methanone, the publication is Dalton Transactions (2022), 51(24), 9302-9313, database is CAplus and MEDLINE.

THe authors present herein a family of mol. cis-[Fe^II(X-PPMA)₂(NCS)₂]·H₂O [4-X-N-(phenyl(pyridin-2-yl)methylene)aniline; X-PPMA; X = Cl (1), Br (2), and CH₃ (3)] complexes that exhibit spin crossover behavior above room temperature Judiciously designed bidentate N-donor Schiff bases of 2-benzoylpyridine and para-substituted anilines in combination with Fe(NCS)₂ were used for the synthesis of complexes 1–3. The relatively strong ligand field of the Schiff bases stabilizes the low spin state of iron(II) up to 300 K which is evident from magnetic measurements, room temperature Mossbauer spectra and crystallog. bond/angle distortion parameters. Interestingly, complexes 1–3 crystallize in a tetragonal system with either a P4₃2₁2 or P4₁2₁2 chiral space group from achiral building units due to the supramol. helical arrangements of mols. through intermol. (pyridine)C-H···C(NCS) interactions in the crystalline state. Complexes 1 and 2 exhibit complete, gradual and slightly irreversible spin crossover behavior in the temperature range of 300-500 K with equilibrium temperatures (T_1/2) 375 K (1) and 380 K (2). The spin state evolution of iron(II) in complexes 1 and 2 is monitored between 150 K and 450 K through variable temperature crystallog. studies in the warming mode. The structural data are in good agreement with the 94% (1) and 87% (2) high spin conversion of iron(II) at 450 K. At a high temperature (450 K), some minor irreversible ligand motion is noticed in complexes 1 and 2, in addition to a complete solvent loss that may induce the slight irreversibility of the spin crossover. On the other hand, complex 3 shows a complete and gradual spin crossover in the temperature range of 10-475 K with strong irreversible features. The equilibrium temperatures obtained upon first warming (T_1/2↑) and second cooling (T_1/2↓) are 375 K and 200 K, resp. In complex 3, the loss of a water mol. triggers strong deviations in the spin crossover behavior. Moreover, dehydrated complex 3 exhibits photoswitching LIESST effect with a relaxation temperature T(LIESST) = 60 K.

Dalton Transactions published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, Safety of Phenyl(pyridin-2-yl)methanone.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Mohan, M. published the artcileSynthesis, characterization and antitumor properties of some metal(II) complexes of 2-pyridinecarboxaldehyde 2′-pyridylhydrazone and related compounds, Application of 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, the publication is Inorganica Chimica Acta (1988), 151(1), 61-8, database is CAplus.

MLX₂ (M = Mn, Fe, Co, Ni, Cu, Pt, X = Cl; M = Zn, X = OAc; L = 2-pyridinecarboxaldehyde 2′-quinolylhydrazone and 2′-pyridylhydrazone (PCPH) and the 6-, 3′-, 4′-, 5′-, and 6′-Me derivatives of PCPH) were prepared and characterized by magnetic susceptibility measurements down to liquid N temperature and also by electronic, IR, ESR and Moessbauer spectra. All MLX₂ are monomeric, high-spin, 5-coordinate (square-pyramidal) except for Ni(PCPH)Cl₂ which is polymeric, high-spin, 6-coordinate. Each ligand behaves as a tridentate NNN donor, via the pyridine N, azomethine N, and pyridine or quinoline N. One of the most active agents of this series, Cu(PCPH)Cl₂, showed antitumor activity against a variety of transplanted tumors, including Sarcoma 180, Ehrlich carcinoma and L1210 leukemia sensitive to α-(N)-heterocyclic carboxaldehyde thiosemicarbazones. This agent caused inhibition of ³H-thymidine and ³H-uridine incorporation into DNA and RNA, resp., of Sarcoma 180 ascites cells; protein biosynthesis was relatively insensitive to the action of this agent.

Inorganica Chimica Acta published new progress about 2215-33-0. 2215-33-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, and the molecular formula is C11H10N4, Application of 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Toure, B. Barry published the artcileToward the Validation of Maternal Embryonic Leucine Zipper Kinase: Discovery, Optimization of Highly Potent and Selective Inhibitors, and Preliminary Biology Insight, Product Details of C6H8BNO3, the publication is Journal of Medicinal Chemistry (2016), 59(10), 4711-4723, database is CAplus and MEDLINE.

MELK kinase has been implicated in playing an important role in tumorigenesis. Our previous studies suggested that MELK is involved in the regulation of cell cycle and its genetic depletion leads to growth inhibition in a subset of high MELK-expressing basal-like breast cancer cell lines. Herein we describe the discovery and optimization of novel MELK inhibitors 8a and 8b that recapitulate the cellular effects observed by short hairpin RNA (shRNA)-mediated MELK knockdown in cellular models. We also discovered a novel fluorine-induced hydrophobic collapse that locked the ligand in its bioactive conformation and led to a 20-fold gain in potency. These novel pharmacol. inhibitors achieved high exposure in vivo and were well tolerated, which may allow further in vivo evaluation.

Journal of Medicinal Chemistry published new progress about 1008506-24-8. 1008506-24-8 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Ether,Pyridine,Boronic Acids,Boronic acid and ester, name is 3-Methoxypyridine-4-boronic acid, and the molecular formula is C10H9NO4S, Product Details of C6H8BNO3.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wu, Zhao published the artcileAnti-Markovnikov hydro(amino)alkylation of vinylarenes via photoredox catalysis, Quality Control of 91-02-1, the publication is Nature Communications (2021), 12(1), 5956, database is CAplus and MEDLINE.

Herein, the application of this powerful catalytic manifold to address the hydroalkylation and hydroaminoalkylation of electronically diverse vinylarenes e.g., 1,1-diphenylethylene was presented. This reaction allows for generalized alkene hydroalkylation leveraging common alkyl radical precursors, such as organotrifluoroborate salts and carboxylic acids. Furthermore, utilizing easily accessible α-silyl amine reagents or tertiary amines directly, secondary and tertiary amine moieties can be installed onto monoaryl and diaryl alkenes to access valuable products. Thus, under a unified system, both hydroalkylation and hydroaminoalkylation of alkenes are achieved. The substrate scope is evaluated through 57 examples, the synthetic utility of the method is demonstrated, and preliminary mechanistic insights are presented.

Nature Communications published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C16H24BF4Ir, Quality Control of 91-02-1.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Korthals, Brigitte published the artcileNickel(II)-Methyl Complexes with Water-Soluble Ligands L [(salicylaldiminato-κ²N,O)NiMe(L)] and Their Catalytic Properties in Disperse Aqueous Systems, Application of Pyridine-3-sulfonic acid, the publication is Organometallics (2007), 26(6), 1311-1316, database is CAplus.

Neutral (salicylaldiminato)nickel(II) Me complexes [{6-C(H):NAr-2,4-I₂C₆H₂O-κ²N,O}NiMe(L)] (Ar = 2,6-{3,5-(F₃C)₂C₆H₃}₂C₆H₃) with different water-soluble ligands L (2a, L = 1,3,5-triaza-7-phosphaadamantane; 2b, L = hexamethylenetetramine (urotropine); 2c, L = tetraethylammonium pyridine-3-sulfonate; 2d, L = amino-terminated poly(ethylene glycol) monomethoxy ether) were prepared 2A–d are potentially water-soluble catalyst precursors for ethylene polymerization, which form a water-insoluble active site [{κ²-N,O}NiR(ethylene)] (R = growing chain). Only complex 2d was water-soluble (>2 mmol L^-1); 2c is soluble in water/2-propanol mixtures In toluene as a reaction medium, only the relatively weakly coordinated tertiary amine complex 2b is polymerization active (1.7 × 10⁴ TO). In aqueous systems 2c,d are also active due to compartmentalization of the active site in the polymer particles and of L in the aqueous phase. Polyethylene particle sizes vary from 18 nm (dispersions formed with 2d) to over 0.5 μm (2c) to suspensions (2b) depending on the initial state of the reaction mixture, correlated with catalyst solubility

Organometallics published new progress about 636-73-7. 636-73-7 belongs to pyridine-derivatives, auxiliary class Pyridine,Sulfonic acid, name is Pyridine-3-sulfonic acid, and the molecular formula is C5H5NO3S, Application of Pyridine-3-sulfonic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Green, R. W. published the artcileThermodynamics of chelation. I. Iron (II) and zinc (II) complexes of pyridine-2-carboxaldehyde 2′-pyridylhydrazone, Computed Properties of 2215-33-0, the publication is Australian Journal of Chemistry (1968), 21(5), 1165-73, database is CAplus.

In dilute solution, pyridine-2-carboxaldehyde 2′-pyridylhydrazone can behave as a diacid base or as a tridentate chelating agent. Its cationic bis complexes further undergo 2 stages of deprotonation. Equilibrium constants were measured at 7 temperatures from 5° to 60° and over a range of ionic strength. They have been used to derive values of enthalpies and entropies of reaction with H+, Fe2+, and Zn2+.

Australian Journal of Chemistry published new progress about 2215-33-0. 2215-33-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, and the molecular formula is C11H10N4, Computed Properties of 2215-33-0.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Pickart, Loren published the artcileInhibition of the growth of cultured cells and an implanted fibrosarcoma by aroylhydrazone analogs of the Gly-His-Lys-copper(II) complex, Category: pyridine-derivatives, the publication is Biochemical Pharmacology (1983), 32(24), 3868-71, database is CAplus and MEDLINE.

Both salicylaldehydebenzoylhydrazonato-Cu(II) chloride hydrate (I) [83614-45-3] and pyridine-2-carboxaldehyde-2-pyridylhydrazonato-Cu(II) dichloride (II) [46847-77-2] inhibited DNA formation in 6 types of human and mouse cultured cells (normal and neoplastic). The degree of inhibition by I or II was comparable to that obtained with cisplatin, bleomycin, and thiotepa. In vivo, I or II injection into the tumor area of mice implanted s.c. with MCA1511 fibrosarcoma resulted in marked tumor-size regression. I.p. treatment of the transplanted tumors was less effective in controlling tumor growth. The Cu-free ligands were inactive as antitumor agents. Thus, I and II, both analogs of Gly-His-Lys-Cu(II), are potent antimitotic and antineoplastic agents.

Biochemical Pharmacology published new progress about 2215-33-0. 2215-33-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, and the molecular formula is C11H10N4, Category: pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Midya, Siba Prasad published the artcileSynthesis of fused cyanopyrroles and spirocyclopropanes via addition of N-ylides to chalconimines, Computed Properties of 17281-59-3, the publication is Organic & Biomolecular Chemistry (2017), 15(17), 3616-3627, database is CAplus and MEDLINE.

Addition of N-ylides derived from DABCO to chalconimines takes place through a Michael addition-cyclization pathway to afford fused cyanopyrroles I (R = C₆H₅, 4-CH₃OC₆H₄, 4-FC₆H₄, 4-H₃CC₆H₄, 1,3-benzodioxol-5-yl) and/or spirocyclopropanes II (R = C₆H₅, 4-BrC₆H₄, 3-CH₃OC₆H₄, etc.; n = 1, 2, 3). The product profile depends heavily on the nature of chalconimines. While 6-membered cyclic chalconimines provide a mixture of pyrrole and spirocyclopropane, 5-membered chalconimines furnish exclusively spirocyclopropane. Cyclopropane was the only product in the case of a representative open chain chalconimine as well. On the other hand, chalcones provide only spirocyclopropanes which is in contrast to the previously reported reactivity of enones. The complementary nature of the reactivity of the tetralone derived chalcone and its corresponding imine in providing spirocyclopropane and pyrrole, resp., has also been demonstrated.

Organic & Biomolecular Chemistry published new progress about 17281-59-3. 17281-59-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitrile,Salt, name is 1-(Cyanomethyl)pyridin-1-ium chloride, and the molecular formula is C7H7ClN2, Computed Properties of 17281-59-3.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Hershko, Chaim published the artcilePhenolic ethylenediamine derivatives: a study of orally effective iron chelators, Name: 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, the publication is Journal of Laboratory and Clinical Medicine (1984), 103(3), 337-46, database is CAplus and MEDLINE.

Of 35 potential iron chelators screened for in vivo activity in rats, a group of phenolic compounds with excellent chelating properties were identified. These included N,N‘-ethylene-bis(o-hydroxyphenylglycine) (EHPG) [1170-02-1], NN‘-Bis(o-hydroxybenzyl)-ethylenediamine diacetic acid (HBED) [303-38-8], and their resp. di-Me esters (dmEHPG [90044-13-6] and dmHBED [85120-52-1]. All 4 phenolic compounds produced a marked increase in the fecal excretion of hepatocellular radioiron. This amounted to 42% of total body radioactivity with dmEHPG, 58% with EHPG, 60% with HBED, and 80% with dmHBED after a single injection of 40 mg/animal. At a dose of 5 mg/animal, EHPG, HBED, and dmHBED were 9, 12, and 15 times more potent, resp., than deferoxamine. Both di-Me esters showed significant oral activity: oral dmEHPG retained 1/3 and dmHBED retained 2/3 of the effect of the same dose given by i.m. injection. The ester dmHBED combines oral effectiveness with superior chelating ability, selective hepatocellular action, and low apparent toxicity. It may represent a significant advance in the development of new iron-chelating drugs.

Journal of Laboratory and Clinical Medicine published new progress about 2215-33-0. 2215-33-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, and the molecular formula is C11H10N4, Name: 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem