Day: December 9, 2022

Luise, Nicola published the artcileDiversity-oriented synthesis of bicyclic fragments containing privileged azines, Safety of Ethyl 2-(2-chloropyridin-3-yl)acetate, the publication is Bioorganic & Medicinal Chemistry Letters (2019), 29(2), 248-251, database is CAplus and MEDLINE.

An innovative and efficient reagent- and scaffold-based diversity oriented synthesis (DOS) of a fragment set was developed for fragment-based drug discovery (FBDD) programs. Twelve diverse, functionalized and bicyclic scaffolds were rapidly accessed by adopting a convenient synthetic toolkit around three privileged azine cores in order to effectively modulate biomols. These structures are characterized by both key motifs for interacting with diverse biol. targets via hydrogen bonds and useful points of growth for subsequent fragment optimization.

Bioorganic & Medicinal Chemistry Letters published new progress about 164464-60-2. 164464-60-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Chloride,Ester, name is Ethyl 2-(2-chloropyridin-3-yl)acetate, and the molecular formula is C9H10ClNO2, Safety of Ethyl 2-(2-chloropyridin-3-yl)acetate.

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

Fang, Xiang published the artcileSynthesis of monofluorinated indolizines and their derivatives by the 1,3-dipolar reaction of N-ylides with fluorinated vinyl tosylates, COA of Formula: C7H7ClN2, the publication is Tetrahedron (2004), 60(25), 5487-5493, database is CAplus.

Monofluorinated indolizines, benzo[d]indolizines and 4H-pyrrolo[1,2-a]benzimidazoles were synthesized in moderate yields by 1,3-dipolar cycloaddition reaction between fluorinated vinyl tosylates and N-ylides of pyridinium, isoquinolinium and benzimidazolium, generated in situ from their halide salts. When the same N-ylides were allowed to react with 2,3,3-trifluoro-1-propenyl tosylate, the unexpected product formylated indolizines and their derivatives, e.g., I, were obtained. A reaction mechanism is also proposed.

Tetrahedron 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, COA of Formula: C7H7ClN2.

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

Ye, Hao published the artcilePalladium-catalyzed Heck cyclization/carbonylation with formates: synthesis of azaindoline-3-acetates and furoazaindolines, Name: 2-Bromopyridin-3-amine, the publication is Chemical Communications (Cambridge, United Kingdom) (2022), 58(48), 6825-6828, database is CAplus and MEDLINE.

Herein a palladium-catalyzed domino cyclization/carbonylation to access ester-functionalized azaindolines, e.g., I applying formates, e.g., phenylformate as a convenient carbonyl source was reported. All four azaindoline isomers were constructed, exhibiting good functional group compatibility. On this basis, modifying the starting tether on the aminopyridine led to furoazaindolines, e.g., II via an intramol. reductive cyclization after the palladium-catalyzed process.

Chemical Communications (Cambridge, United Kingdom) published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C10H16Br3N, Name: 2-Bromopyridin-3-amine.

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

Yu, Weiqun published the artcileReviving Cav1.2 as an attractive drug target to treat bladder dysfunction, Name: Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, the publication is FASEB Journal (2022), 36(1), e22118, database is CAplus and MEDLINE.

A review. Inhibition of bladder contraction with antimuscarinics is a common approach to treat bladder hyperactivity, and the L-type voltage-gated calcium channel α1C (Cav1.2) is crucial for bladder contractility. Therefore, strategies aimed at inhibiting Cav1.2 appear warranted. However, multiple clin. trials that attempted to treat bladder overactivity with calcium channel blockers (CCBs) have been unsuccessful, creating an unsolved mystery. In contrast, cardiologists and epidemiologists have reported strong associations between CCB use and bladder hyperactivity, opposing expectations of urologists. Recent findings from our lab offer a potential explanation. We have demonstrated that ketamine which can cause cystitis, functions, like nifedipine, as a Cav1.2 antagonist. We also show that a Cav1.2 agonist which potentiates muscle contraction, rather than antagonizing it, can increase the volume of voids and reduce voiding frequency. This perspective will discuss in detail the unsuccessful urol. trials of CCBs and the promise of Cav1.2 agonists as potential novel therapies for bladder dysfunctions.

FASEB Journal published new progress about 21829-25-4. 21829-25-4 belongs to pyridine-derivatives, auxiliary class Membrane Transporter/Ion Channel,Calcium Channel, name is Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, and the molecular formula is C16H20N2, Name: Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate.

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

Watanabe, Takashi published the artcileOrganic synthesis unit process-thiochemicals and heterocyclic compounds: heterocyclic compounds (part 1), Quality Control of 636-73-7, the publication is Fain Kemikaru (2013), 42(8), 53-66, database is CAplus.

Unit processes of various heterocyclic compounds including furan derivatives, THF or its derivatives, chroman, thiophene or its derivatives, tetrahydrothiophene, pyrrole or its derivatives, pyrrolidine or its derivatives, indole derivative, pyridine derivatives, piperidine derivatives, and quinoline or its derivatives are described. Thus, 2,6-dibromo-4-nitrophenol 8, glycerin 20, and concentrated H₃PO₄ 12 g were charged to a 3-neck flask fitted with a stirrer, a reflux condenser, and a thermometer, cooled, treated slowly with concentrated H₂SO₄ with stirring well, heated in a oil bath at 150-160° for 3 h with gentle refluxing, and cooled. Water (∼150 mL) was added to the flask content solidified, throughly pulverized, and filtered to sep. the insoluble residue and the filtrate. The insoluble residue was immersed in warm 5% aqueous HCl solution and left to be cooled to readily precipitate colorless needle crystals which were filtered off. The filtrate was concentrated to give addnl. crystalline salt. The combined crystalline salt (3.55 g) was added to slightly acidic aqueous Na₂CO₃ solution, throughly stirred, left to stand for ∼20 min, and the free amine formed (2.87 g) was filtered off and recrystallized from acetone to give 7-bromo-6-hydroxyquinoline. The filtrate from the aqueous Na₂CO₃ solution was neutralized with Na₂CO₃, followed by filtering off the precipitated free amine (0.72 g) and recrystallization from acetone to give 7-bromo-6-hydroxyquinoline in ∼62% as crude product.

Fain Kemikaru 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 C4H7BN2O2, Quality Control of 636-73-7.

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

Vecchio-Sadus, Angelica M. published the artcileElectrochemical synthesis of neutral transition metal(II) (Fe, Co, Ni, Cu, Zn) complexes of pyridine-2-carbaldehyde pyridine-2′-ylhydrazone and several analogs, SDS of cas: 2215-33-0, the publication is Transition Metal Chemistry (London) (1995), 20(3), 256-61, database is CAplus.

Neutral transition metal(II) complexes of pyridine-2-carbaldehyde pyridine-2′-ylhydrazone (papyH) and several analogs were prepared by electrochem. synthesis. [M(papy)₂] (M = Fe, Co, Ni, Cu or Zn) were obtained mostly as red-green dichroic substances as a result of the extended π-conjugation system in the anionic hydrazone. Vibrational and electronic spectra confirm the presence of the anionic hydrazone and its tridentate coordination to the metal center.

Transition Metal Chemistry (London) 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 C4Br2N2O4S, SDS of cas: 2215-33-0.

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

Vecchio-Sadus, Angelica M. published the artcileElectrosynthesis and magnetic behavior of neutral cobalt(II) complexes of pyridine-2-carbaldehyde pyridin-2′-ylhydrazone (papyH) and its analogs, Category: pyridine-derivatives, the publication is Transition Metal Chemistry (London) (1995), 20(1), 38-45, database is CAplus.

Neutral cobalt(II) complexes with the tridentate N-heterocyclic ligand pyridine-2-carbaldehyde pyridin-2′-ylhydrazone (papyH) and its analogs were prepared by the electrochem. oxidation of cobalt in an acetone solution of the hydrazone. [Co(papy)₂] were obtained as red-green dichroic microcrystals due to the extended π-conjugation system in the anionic ligand. The magnetic moments of the octahedral cobalt(II) chelates decrease continuously from μ_eff = 1.81-4.63 μB at room temperature to 1.7-4.08 μB at ∼90 K. The changes in magnetic moment were accounted for by a ⁴T₁ ↔ ²E spin crossover system.

Transition Metal Chemistry (London) 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 C4Br2N2O4S, Category: pyridine-derivatives.

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

Updegraff, D. M. published the artcileTriarylborane complexes, a new series of broad-spectrum germicides, Application of Triphenyl(pyridin-1-ium-1-yl)borate, the publication is Journal of Infectious Diseases (1964), 304-10, database is CAplus.

More than 100 coordination complexes of triarylboranes with amines and substituted phosphines were screened against bacteria and fungi, and selected members were also screened against protozoa. The chem. stable complexes of triphenylborane and tris(para-substituted phenyl)borane were powerful broad-spectrum germicides, fungicides, and protozoicides.

Journal of Infectious Diseases published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C19H22BNO5, Application of Triphenyl(pyridin-1-ium-1-yl)borate.

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

Torssell, Kurt published the artcilePositive halogen compounds. VI. Preparation of alkoxydimethylsulfonium salts and their role in the Kornblum oxidation. Revision of the structure for the olefin-bromotrinitromethane adduct, Quality Control of 971-66-4, the publication is Acta Chemica Scandinavica (1947-1973) (1967), 21(1), 1-14, database is CAplus.

cf. CA 63: 6839b; 65: 19963b. Structure I for the reaction product of BrC(NO2)3 and cyclohexene was revised to II (R = 2-trans-bromocyclohexyl) (III). Treatment of 0.2 g. III in 1 ml. EtOAc with 0.2 g. NaBPh4 gave ROS+Me2B-Ph4 (IV, R = 2-bromocyclohexyl) (V), m. 138-40° (decomposition). III (0.2 g.) was heated with 1 ml. iso-BuOH at 55-6° 45 min. and treated with 0.2 g. NaBPh4 in 1 ml. EtOAc to give 0.19 g. IV (R = iso-Bu) (VI) m. 141-3° (decomposition). ClCO2Bu-iso prepared from 0.16 g. iso-BuOH and a slight excess of COCl2 (10% in ether) was treated, after evaporation of ether, with 1 ml. Me2SO and, after 0.5 hr., 0.7 g. NaBPh4 in 6 ml. 1:1 MeOH-water mixture to give 0.4 g. IV (R = Et), m. 150-60°, remelts ∼260°. III (1 g.) in 4 ml. MeOH kept at 40-50° 20 min., evaporated to half volume in vacuo, and treated with 10 ml. CCl4 to give 0.55 g. II (R = Me). II (R = Me) (0.25 g.) in 1 ml. MeOH was treated with 0.4 g. NaBPh4 in 1 ml. MeOH to give 0.38 g. IV (R = Me) (VII). Me2SO (0.3 g.) was mixed with 0.5 g. Me2SO4, kept at room temperature 24 hrs., treated with 0.75 g. KC(NO2)3 in 5 ml. dimethoxyethane, filtered from KMeSO4, concentrated to 0.5 volume in vacuo, and treated with 10 ml. CCl4 to give 0.3 g. VII, m. 51-2° (decomposition). Treatment of a mixture of 0.5 g. Me2SO4 and 0.3 g. Me2SO with 1.4 g. NaBPh4 in 10 ml. MeOH gave 0.9 g. VII. A bromonium ion (VIII) is suggested. VII (0.2 g.) was heated to 190° in a small bulb tube until gas evolution ceased (∼10 min.) to give 40 mg. condensate composed of benzene and MeOCH2SMe (ir and N.M.R.); the remainder was partially crystalline and gave Ph3BOSMe2 (IX), m. 160-3°. IX can also be obtained by addition of 0.1 ml. concentrated HCl to 0.2 g. NaBPh4 in 2 ml. water. Treatment of 50 mg. IX in 3 ml. EtOAc with 50 mg. pyridine gave Ph3BQ (Q = 1-pyridyl), m. 210° (decomposition), which was also obtained by Pfitzner-Moffat oxidation Pyrolysis of V at 130-40° 5 min. gave mostly benzene and a small amount IX, and pyrolysis of V in Me2SO gave a somewhat higher yield of carbonyl compounds and trans-2-bromocyclohexanol. Thus, the Kornblum oxidation and Barton’s modification (CA 61: 2958e) proceeds via an intermediary sulfonium ion, which collapses to a carbonyl compound and Me2S either by the reaction (1) or a cyclic mechanism (2), giving Me2S and CD3SCD2H when Me2CHCH2OS+(CD3)2B-Ph4 was pyrolyzed. The oxidation follows the mechanism (1) only if the α-proton is activated as in p-BrC6H4COCH2OS+Me2. A mechanism (3) for Pfitzner and Moffat oxidation (CA 64: 6709g) was suggested to proceed via a complex (X). Magnetic nonequivalence for S-methyl resonance peak of V (a doublet, separation 1.7 Hz.) was found. N.M.R. spectrum of VII or II (R = Me) underwent a drastic change when the compounds were heated in (CD3)2SO at 65°. After 1 hr., the absorption of SMe at δ = 3.29 disappeared and a new peak appeared at δ = 2.57 ppm. The peak at δ = 3.97 ppm. had the same intensity as before and only traces of Me2S were detected. The result suggested a carbonium ion exchange (4) comparable with proton exchange in water. The reaction is completely reversible because when XI was dissolved in Me2SO, VII was regenerated. Addition of NaI to VII gave a rapid change of spectrum showing a reaction, Me2SO+Me + NaI → Me2SO + MeI + Na+. Pyrolysis of VII to MeOCH2SMe resembles the Pummerer rearrangement.

Acta Chemica Scandinavica (1947-1973) published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C10H10CoF6P, Quality Control of 971-66-4.

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

Thomas, K. V. published the artcileThe environmental fate and behaviour of antifouling paint booster biocides: A review, Related Products of pyridine-derivatives, the publication is Biofouling (2001), 17(1), 73-86, database is CAplus.

A review with references Antifouling paint booster biocides are a group of organic compounds added to antifouling paints to improve their efficacy. They have become prevalent since the requirement for alternative antifouling paints formulations for small boats (<25m). This need followed a ban on the use of triorganotin biocides in antifouling paints for small boats, in the late 1980’s. Worldwide, around eighteen compounds are currently used as antifouling biocides, viz. benzmethylamide, chlorothalonil, copper pyrithione, dichlofluanid, diuron, fluorofolpet, Irgarol 1051, Sea-Nine 211, Mancozeb, Polyphase, pyridine-triphenylborane, TCMS (2,3,5,6-tetrachloro-4-methylsulfonyl pyridine), TCMTB [2-(thiocyanomethylthio)benzothiazole], Thiram, tolylfluanid, zinc pyrithione (ZPT), ziram and Zineb. Any booster biocide released into the environment is subjected to a complex set of processes. These processes include transport mechanisms, transformation, degradation, cross media partitioning, and bioaccumulation. This paper reviews the fate and behavior data currently available in the public domain concerning antifouling paint booster biocides.

Biofouling published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C5H5F3O2, Related Products of pyridine-derivatives.

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