Category: 18437-58-6

Deady, Leslie W. published the artcileCatalysis by α-substituted pyridines in the hydrolysis of aryl acetates and acetic anhydride, Application In Synthesis of 18437-58-6, the publication is Australian Journal of Chemistry (1983), 36(10), 1951-6, database is CAplus.

Rate constants for the hydrolyses of p-nitrophenyl acetate (I), 2,4-dinitrophenyl acetate (II) and, acetic anhydride in the presence of α-substituted pyridines were determined Broensted LFER plots for I and II were linear over 4 pKa units. The 2-Me and 2-NH₂ substituted pyridines catalyze the hydrolyses by a nucleophilic mechanism.

Australian Journal of Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Application In Synthesis of 18437-58-6.

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

Deady, Leslie W. published the artcileReaction with acetic anhydride as a method for estimating the basicity of exocyclic amino groups in nitrogen heterocycles, Safety of 4-Amino-2-picoline, the publication is Australian Journal of Chemistry (1984), 37(8), 1625-30, database is CAplus.

Relative rates of acetylation of anilines and amino-substituted heterocycles with Ac₂O in pyridine were determined by a competition method. From a Broensted plot of reactivity against basicity for the anilines, and by considering the heterocycles as substituted anilines, pK_a values for the amino group in heterocycles were obtained.

Australian Journal of Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Safety of 4-Amino-2-picoline.

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

Ghiazza, Clement published the artcileDeaminative chlorination of aminoheterocycles, SDS of cas: 18437-58-6, the publication is Nature Chemistry (2022), 14(1), 78-84, database is CAplus and MEDLINE.

Herein we present a simple methodol. that enabled the NH₂ groups in aminoheterocycles to be conceived as masked modification handles. With the aid of a simple pyrylium reagent and a cheap chloride source, C(sp²)-NH₂ could be converted into C(sp²)-Cl bonds. The method was characterized by its wide functional group tolerance and substrate scope, allowing the modification of different classes of heteroaromatic motifs (five- and six-membered heterocycles), bearing numerous sensitive motifs. The facile conversion of NH₂ into Cl in a late-stage fashion enabled practitioners to apply Sandmeyer- and Vilsmeier-type transforms without the burden of explosive and unsafe diazonium salts, stoichiometric transition metals or highly oxidizing and unselective chlorinating agents.

Nature Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, SDS of cas: 18437-58-6.

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

Reich, Marvin F. published the artcilePyrido[3,4-e]-1,2,4-triazines and related heterocycles as potential antifungal agents, Recommanded Product: 4-Amino-2-picoline, the publication is Journal of Medicinal Chemistry (1989), 32(11), 2474-85, database is CAplus and MEDLINE.

The preparation and biol. activities of a series of pyrido[3,4-e]-1,2,4-triazines I (R = H, alkyl, CF₃, cycloalkyl, Ph, substituted Ph, 2-naphthyl, pyridyl, CH:CHNR¹₂, where NR¹₂ = dimethylamino, piperidino, or 4-methylpiperazino), 1,2,4-triazino[5,6-c]quinolines II (R = H, Me, 4-pyridyl), and related fused triazines are described. Methyl, amino, and acylamino substituents were placed in the pyridyl ring of the former system. In agar dilution assays, active compounds in this series, e.g., I (R = H, Me, CH₂OPh, Ph, 4-FC₆H₄, 3-FC₆H₄, 3,4-F₂C₆H₃, 3-, 4-pyridyl) inhibited strains of Candida, Aspergillus, Mucor, and Trichophyton species at MIC’s of ≤16μg/mL.

Journal of Medicinal Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Recommanded Product: 4-Amino-2-picoline.

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

Kort, Michael E. published the artcileDiscovery and Biological Evaluation of 5-Aryl-2-furfuramides, Potent and Selective Blockers of the Na_v1.8 Sodium Channel with Efficacy in Models of Neuropathic and Inflammatory Pain, Application of 4-Amino-2-picoline, the publication is Journal of Medicinal Chemistry (2008), 51(3), 407-416, database is CAplus and MEDLINE.

Na_v1.8 (also known as PN3) is a tetrodotoxin-resistant (TTx-r) voltage-gated sodium channel (VGSC) that is highly expressed on small diameter sensory neurons and has been implicated in the pathophysiol. of inflammatory and neuropathic pain. Recent studies using an Na_v1.8 antisense oligonucleotide in an animal model of chronic pain indicated that selective blockade of Na_v1.8 was analgesic and could provide effective analgesia with a reduction in the adverse events associated with nonselective VGSC blocking therapeutic agents. A series of 5-substituted 2-furfuramides, which are potent, voltage-dependent blockers of the human Na_v1.8 channel were prepared and characterized. Selected derivatives, e.g. the N-tolylfurancarboxamide I and the N-(dimethoxyphenyl)furancarboxamide II, also blocked TTx-r sodium currents in rat dorsal root ganglia neurons with comparable potency and displayed >100-fold selectivity vs. human sodium (Na_v1.2, Na_v1.5, Na_v1.7) and human ether-a-go-go (hERG) channels. Following systemic administration, I and II dose-dependently reduced neuropathic and inflammatory pain in exptl. rodent models.

Journal of Medicinal Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Application of 4-Amino-2-picoline.

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

Moser, Daniel published the artcileSelective Functionalization of Aminoheterocycles by a Pyrylium Salt, Safety of 4-Amino-2-picoline, the publication is Angewandte Chemie, International Edition (2018), 57(34), 11035-11039, database is CAplus and MEDLINE.

The functionalization of aminoheterocycles by using a pyrylium tetrafluoroborate reagent (Pyry-BF₄) is presented. This reagent efficiently condenses with a great variety of heterocyclic amines and primes the C-N bond for nucleophilic aromatic substitution. More than 60 examples for the formation of C-O, C-N, C-S, or C-SO₂R bonds are disclosed herein. In contrast to C-N activation through diazotization and polyalkylation, this method is characterized by its mild conditions and impressive functional-group tolerance. In addition to small-mol. derivatization, Pyry-BF₄ allows the introduction of functional groups in a late-stage fashion to furnish highly functionalized structures.

Angewandte Chemie, International Edition published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Safety of 4-Amino-2-picoline.

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

Vanhoenacker, Gerd published the artcileDetermination of arylamines and aminopyridines in pharmaceutical products using in-situ derivatization and liquid chromatography-mass spectrometry, Related Products of pyridine-derivatives, the publication is Journal of Chromatography A (2009), 1216(16), 3563-3570, database is CAplus and MEDLINE.

Arylamines and aminopyridines form a class of potentially genotoxic impurities (PGIs) that can be present at trace levels in active pharmaceutical ingredients (APIs). A generic method was developed that allows the anal. of a selected set of these solutes at sub-ppm level relative to the drug substance. A highly concentrated solution of the pharmaceutical compound is analyzed by LC-MS using a single quadrupole mass spectrometer in the selected ion monitoring (SIM) mode. Since a number of target compounds show little or no retention in the reversed-phase LC setup, a fast and simple derivatization procedure using hexylchloroformate was applied. The amide derivatives of the PGI result in a higher mol. weight (more specific ion for SIM) and better chromatog. behavior. The methodol., consisting of a dual run on resp. a non-derivatized and a derivatized sample, was validated and applied to a selection of pharmaceutical substances. The method was found to be sufficiently sensitive and robust and is applicable in a QA/QC environment.

Journal of Chromatography A published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C15H12O8, Related Products of pyridine-derivatives.

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

Ife, Robert J. published the artcile2-[[(4-Amino-2-pyridyl)methyl]sulfinyl]benzimidazole H⁺/K⁺-ATPase inhibitors. The relationship between pyridine basicity, stability, and activity, Safety of 4-Amino-2-picoline, the publication is Journal of Medicinal Chemistry (1989), 32(8), 1970-7, database is CAplus and MEDLINE.

The benzimidazole sulfoxide class of antisecretory H⁺/K⁺-ATPase inhibitors need to possess high stability under neutral physiol. conditions yet rearrange rapidly at low pH to the active sulfenamide. Since the initial reaction involves internal nucleophilic attack by the pyridine nitrogen, control of the pyridine pK_a is critical By utilizing the powerful electron-donating effect of a 4-amino substituent on the pyridine, moderated by the electron-withdrawing effect of a 3- or 5-halogen substituent, a combination of high potency (as inhibitors of histamine-stimulated gastric acid secretion) and good stability under physiol. conditions can be obtained in the title compounds I (NR₂ = morpholino, NMe₂, etc.; R¹ = H, halo, Me; R² = H, halo). Furthermore, the role of the steric interaction between the 3/5-substituents and the 4-substituent in modifying the electron-donating ability of the 4-amino group is exemplified, and addnl. factors affecting stability are identified. One compound, in particular, 2-[[(3-chloro-4-morpholino-2-pyridyl)methyl]sulfinyl]-5-methoxy-(1H)-benzimidazole was chosen for further development and evaluation in man. I were prepared by reaction of aminopyridines II with 5-methoxy-2-mercaptobenzimidazole, followed by oxidation

Journal of Medicinal Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Safety of 4-Amino-2-picoline.

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

Kawada, Hatsuo published the artcileLead optimization of a dihydropyrrolopyrimidine inhibitor against phosphoinositide 3-kinase (PI3K) to improve the phenol glucuronic acid conjugation, Quality Control of 18437-58-6, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(3), 673-678, database is CAplus and MEDLINE.

Lead compound I, for a phosphoinositide 3-kinase (PI3K) inhibitor, was metabolically unstable because of rapid glucuronidation of the phenol moiety. Based on structure-activity relationship (SAR) information and a FlexSIS docking simulation score, aminopyrimidine was identified as a bioisostere of phenol. An X-ray structure study revealed a hydrogen bonding pattern of aminopyrimidine derivatives Finally, aminopyrimidine derivative II showed strong tumor growth inhibition against a KPL-4 breast cancer xenograft model in vivo.

Bioorganic & Medicinal Chemistry Letters published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Quality Control of 18437-58-6.

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

Vrijdag, Johannes L. published the artcilePractical preparation of challenging amides from non-nucleophilic amines and esters under flow conditions, Related Products of pyridine-derivatives, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(95), 15094-15097, database is CAplus and MEDLINE.

A fast and efficient protocol for the formation of amides from low nucleophilic amines and esters in flow is described. Products were obtained in good to excellent yields and with the advantage of simultaneous mixing of all reagents at once, avoiding steps for intermediate formation. The protocol is also suitable to be combined with ester synthesis, giving amides in-line from haloarenes.

Chemical Communications (Cambridge, United Kingdom) published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C18H10, Related Products of pyridine-derivatives.

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