Tag: M.W=100-150

Ge, Xin published the artcileA concise synthesis of 2-chloro-3-amino-4-methylpyridine, Application In Synthesis of 133627-45-9, the main research area is pyridinamine chloro methyl preparation.

An improved and com. valuable process is developed for the scalable synthesis of 2-chloro-3-amino-4-methylpyridine [CAPIC, a key intermediate of Nevirapine]. The synthesis was accomplished in four steps, featuring a condensation reaction starting from 4,4-dimethoxy-2-butanone and cyanoacetamide with ammonium acetate and acetic acid as catalyst. The total yield of the process is 62.1%. The pure CAPIC sample was confirmed with FTIR, 1H-NMR and 13C-NMR.

Research on Chemical Intermediates published new progress about Chlorination. 133627-45-9 belongs to class pyridine-derivatives, name is 2-Chloro-4-methylpyridin-3-amine, and the molecular formula is C6H7ClN2, Application In Synthesis of 133627-45-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Velraj, G. published the artcileInvestigation of structure, vibrational, electronic, NBO and NMR analyses of 2-chloro-4-nitropyridine (CNP), 2-chloro-4-methyl-5-nitropyridine (CMNP) and 3-amino-2-chloro-4-methylpyridine (ACMP) by experimental and theoretical approach, Synthetic Route of 133627-45-9, the main research area is chloronitropyridine chloromethylnitropyridine aminochloromethylpyridine structure vibration electronic NBO NMR analysis; 2-Chloro-4-methyl-5-nitropyridine; 2-Chloro-4-nitropyridine; 3-Amino-2-chloro-4-methylpyridine; DFT; NMR.

This study reports about the optimized mol. structures, vibrational wavenumbers, at. charges, mol. electrostatic potentials, NBO, electronic properties, 1H NMR and 13C NMR chem. shifts for the mols. 2-chloro-4-nitropyridine (CNP), 2-chloro-4-methyl-5-nitropyridine (CMNP) and 3-amino-2-chloro-4-methylpyridine (ACMP). Theor. calculations were performed by d. functional theory (DFT)/B3LYP method using 6-311++G (d,p) basis set. The stability and charge delocalization of the title mols. were studied by natural bond orbital (NBO) anal. Mol. electrostatic potential maps (MEP) were calculated to predict the reactive sites. The reactivity of the title compounds were investigated by HOMO-LUMO energies and global descriptors. The electronic properties of the compounds were also discussed and the transitions were found to be π → π*. In addition, the thermodn. properties were studied for the title compounds and corresponding relations between the properties and temperature were also discussed. The hyperpolarizability values (βtot) were calculated for the title compounds Hyperpolarizability value (βtot) of CMNP was found to be high and nineteen times greater than that of urea.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about Dipole moment. 133627-45-9 belongs to class pyridine-derivatives, name is 2-Chloro-4-methylpyridin-3-amine, and the molecular formula is C6H7ClN2, Synthetic Route of 133627-45-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kang, Shenghong published the artcileDesign, synthesis and insecticidal activities of novel acetamido derivatives containing N-pyridylpyrazole carboxamides, Recommanded Product: 2-Chloro-4-methylpyridin-3-amine, the main research area is pyridylpyrazole derivative insecticide; (1)H NMR; (13)C NMR; ADGUQHZGKCFXFF-UHFFFAOYSA-N; AXTBANQNGCQWIH-UHFFFAOYSA-N; Acetamido derivatives; BGRHXOCUOGKOFF-UHFFFAOYSA-N; CCAIWWICQJIRNT-UHFFFAOYSA-N; FVDHIDBTYNAYHU-UHFFFAOYSA-N; HKMJJZJSINSUJI-UHFFFAOYSA-N; HODOGMBBFHOUOU-UHFFFAOYSA-N; HWFBXXMWALNJFJ-UHFFFAOYSA-N; IR; Insecticidal activity; JUCFHZIFBCHESQ-UHFFFAOYSA-N; KBIDVIJRCFEWPJ-UHFFFAOYSA-N; LC(50); LHDALURNYHPVBP-UHFFFAOYSA-N; MESJBVRMCYELSC-UHFFFAOYSA-N; N-pyridylpyrazole carboxamides; P. xylostella; PZPPOKUDKNZEPN-UHFFFAOYSA-N; Plutella xylostella; QIGAGLVKQMVUIW-UHFFFAOYSA-N; RUYMOGKRZCUDBX-UHFFFAOYSA-N; SAR; SMDGKMMSFKFABF-UHFFFAOYSA-N; Synthesis; UUQTUDLAQCJRLR-UHFFFAOYSA-N; WAQJLNODBHIJBL-UHFFFAOYSA-N; WFPFPTZXYSLGKU-UHFFFAOYSA-N; WNIMVUTWILZLSB-UHFFFAOYSA-N; WSFNQGLZXUQPCR-UHFFFAOYSA-N; YUTGLCZQUUBWPD-UHFFFAOYSA-N; ZGBYCDKJPMXJQG-UHFFFAOYSA-N; carbon nuclear magnetic resonance; infrared; median lethal concentration; melting point; mp; proton nuclear magnetic resonance; structure–activity relationship.

A series of novel acetamido derivatives containing N-pyridylpyrazole carboxamides was designed and synthesized by increasing the amide bridge of chlorantraniliprole using acetamido moieties and introducing different aryl substitutions. The target compounds were characterized by 1H NMR, 13C NMR, IR, and elemental anal. Bioassays indicated that some of the synthesized compounds exhibited strong insecticidal activity against Plutella xylostella. Compounds I (R = 2,6-Cl2-4-CF3Ph, 2-NO2Ph or 2-Cl-4-Me-pyridin-3-yl) were the most potent, with LC50 values of 23.72, 2.04, and 20.01 mg/L, resp. The insecticidal activity of compound I (R- 2-NO2Ph) was higher than that of chlorpyrifos (LC50 = 7.25 mg/L), a commonly used insecticide. These results indicate that novel acetamido derivatives containing N-pyridylpyrazole carboxamides can effectively control P. xylostella.

European Journal of Medicinal Chemistry published new progress about Agrochemicals. 133627-45-9 belongs to class pyridine-derivatives, name is 2-Chloro-4-methylpyridin-3-amine, and the molecular formula is C6H7ClN2, Recommanded Product: 2-Chloro-4-methylpyridin-3-amine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pagano, Nicholas published the artcileAn integrated chemical biology approach reveals the mechanism of action of HIV replication inhibitors, Computed Properties of 71255-09-9, the main research area is dihydropyrimidinone derivative preparation antiviral HIV replication reverse transcriptase inhibitor; Dihydropyrimidinone; Flow chemistry; HIV; Microreactors; Multistep synthesis; NNRTI; Resistant virus activity.

Continuous flow (microfluidic) chem. was employed to prepare a small focused library of dihydropyrimidinone (DHPM) derivatives Compounds in this class have been reported to exhibit activity against the human immunodeficiency virus (HIV), but their mol. target had not been identified. The authors tested the initial set of DHPMs in phenotypic assays providing a hit (4-(2-(4-(3-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidin-5-yl)thiazol-4-yl)benzonitrile (1i)) that inhibited the replication of the human immunodeficiency virus HIV in cells. Flow chem.-driven optimization of 1i led to the identification of HIV replication inhibitors such as (4-(2-(4-(4-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidin-5-yl)thiazol-4-yl)benzonitrile (1l)) with cellular potency comparable with the clin. drug nevirapine (NVP). Mechanism of action (MOA) studies using cellular and biochem. assays coupled with 3D fingerprinting and in silico modeling demonstrated that these drug-like probe compounds exert their effects by inhibiting the viral reverse transcriptase polymerase (RT). This led to the design and synthesis of the novel DHPM (3-methyl-4-(2-(6-methyl-4-(1-methyl-1H-indol-2-yl)-2-oxo-1,2,3,4-tetrahydropyrimidin-5-yl)thiazol-4-yl)benzonitrile (1at)) that inhibits the replication of drug resistant strains of HIV. The authors’ work demonstrates that combining flow chem.-driven analog refinement with phenotypic assays, in silico modeling and MOA studies is a highly effective strategy for hit-to-lead optimization applicable to the discovery of future therapeutic agents.

Bioorganic & Medicinal Chemistry published new progress about AIDS (disease). 71255-09-9 belongs to class pyridine-derivatives, name is 2-Methoxynicotinaldehyde, and the molecular formula is C7H7NO2, Computed Properties of 71255-09-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hargrave, Karl D. published the artcileNovel non-nucleoside inhibitors of HIV-1 reverse transcriptase. 1. Tricyclic pyridobenzo- and dipyridodiazepinones, Product Details of C6H7ClN2, the main research area is pyridobenzodiazepinone HIV1 reverse transcriptase inhibition; dipyridodiazepinone HIV1 reverse transcriptase inhibition; AIDS inhibitor pyridobenzodiazepinone dipyridodiazepinone.

Novel pyrido[2,3-b][1,4]benzodiazepinones, pyrido[2,3-b][1,5]benzodiazepinones, and dipyrido[3,2-b:2′,3′-e][1,4]diazepinones e.g., I (X = N, X1 = CH; X = CH; X1 = N) and II inhibited human immunodeficiency virus type 1 reverse transcriptase in vitro at concentrations as low as 35 nM. In all three series, small substituents (e.g., Me, Et, Ac) are preferred at the lactam nitrogen, whereas slightly larger alkyl moieties (e.g., Et, cyclopropyl) are favored at the other (N-11) diazepinone nitrogen. In general, lipophilic substituents are preferred on the A ring, whereas substitution on the C ring generally reduces potency relative to the corresponding compounds with no substituents on the aromatic ring. Maximum potency is achieved with Me substitution at the position ortho to the lactam nitrogen atom; however, in this case an unsubstituted lactam nitrogen is preferred. Addnl. substituents on the A ring can be readily tolerated. II (BI-RG-587) is a potent (IC50 = 84 nM) and selective non-nucleoside inhibitor of HIV-1 reverse transcriptase, and has been chosen for preclin. development. II is noncytotoxic except at high doses and effective against all clin. isolates of HIV-1, including those which are AZT-resistant. It is specific for HIV-1, ineffective against HIV-2, inactive against simian and feline reverse transcriptase, and does not inhibit DNA polymerases.

Journal of Medicinal Chemistry published new progress about AIDS (disease). 133627-45-9 belongs to class pyridine-derivatives, name is 2-Chloro-4-methylpyridin-3-amine, and the molecular formula is C6H7ClN2, Product Details of C6H7ClN2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wells, Jeffrey L. published the artcileOn the electrophilic reactivities of α-carbonyl heterocycles and arenes, Quality Control of 71255-09-9, the main research area is heterocyclic aldehyde hemi acetal formation electrophilic reactivity LUMO.

A series of heterocyclic aldehydes and substituted benzaldehydes were studied for their tendencies to form hemiacetal products with methanol. The equilibrium ratios were compared with DFT calculated MO levels and the hemi-acetal content was found to correlate roughly to the energy level of the lowest unoccupied MOs (LUMOs). Hemi-acetal formation is enhanced by intramol. hydrogen bonds and diminished by steric effects.

Pharma Chemica published new progress about Acid catalysis. 71255-09-9 belongs to class pyridine-derivatives, name is 2-Methoxynicotinaldehyde, and the molecular formula is C7H7NO2, Quality Control of 71255-09-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Radix, Sylvie published the artcileA Journey through Hemetsberger-Knittel, Leimgruber-Batcho and Bartoli Reactions: Access to Several Hydroxy 5- and 6-Azaindoles, Application In Synthesis of 71255-09-9, the main research area is azaindole preparation Hemetsberger Knittel Bartoli Leimgruber Batcho reaction.

The preparation of various 5- and 6-azaindoles, heterocyclic structures e.g., I that are frequently part of mols. in clin. development, and their monohydroxy analogs were described. Different strategies, relying on the de novo pyrrole ring formation, were investigated and, Hemetsberger-Knittel, Bartoli and Leimgruber-Batcho approaches, 4- and 7-monohydroxy 5- and 6-azaindoles e.g., I were obtained. The crucial introduction of the oxygen atom was carried out from halogen derivatives, using nucleophilic substitution reactions under basic conditions with or without a copper catalyst. Some preliminary oxidation reactions have shown that it was yet not possible to synthesize the azaquinone indole structure from monohydroxy azaindole, using mol. oxygen in the presence of salcomine as a catalyst.

Helvetica Chimica Acta published new progress about Bartoli reaction. 71255-09-9 belongs to class pyridine-derivatives, name is 2-Methoxynicotinaldehyde, and the molecular formula is C7H7NO2, Application In Synthesis of 71255-09-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hansen, Martin published the artcileSynthesis and pharmacological evaluation of N-benzyl substituted 4-bromo-2,5-dimethoxyphenethylamines as 5-HT2A/2C partial agonists, Computed Properties of 71255-09-9, the main research area is bromodimethoxy phenethyl amine preparation 5HT2A 5HT2C agonist; 5-HT(2A) agonists; N-Benzyl phenethylamines; Selectivity; Serotonin; Structure activity relations.

N-Benzyl substitution of phenethylamine 5-HT2A receptor agonists has dramatic effects on binding affinity, receptor selectivity and agonist activity. In this paper we examine how affinity for the 5-HT2A/2C receptors are influenced by N-benzyl substitution of 4-bromo-2,5-dimethoxyphenethylamine derivatives Special attention is given to the 2′ and 3′-position of the N-benzyl as such compounds are known to be very potent. We found that substitutions in these positions are generally well tolerated. The 2′-position was further examined using a range of substituents to probe the hydrogen bonding requirements for optimal affinity and selectivity, and it was found that small changes in the ligands in this area had a profound effect on their affinities. Furthermore, two ligands that lack a 2′-benzyl substituent were also found to have high affinity contradicting previous held notions. Several high-affinity ligands were identified and assayed for functional activity at the 5-HT2A and 5-HT2C receptor, and they were generally found to be less efficacious agonists than previously reported N-benzyl phenethylamines.

Bioorganic & Medicinal Chemistry published new progress about 5-HT2A agonists. 71255-09-9 belongs to class pyridine-derivatives, name is 2-Methoxynicotinaldehyde, and the molecular formula is C7H7NO2, Computed Properties of 71255-09-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhang, Guiping published the artcileDiscovery of N-substituted (2-phenylcyclopropyl)methylamines as functionally selective serotonin 2C receptor agonists for potential use as antipsychotic medications, Application In Synthesis of 71255-09-9, the main research area is phenylcyclopropylmethylamine preparation serotonin 2C receptor agonist antipsychotic.

A series of N-substituted (2-phenylcyclopropyl)methylamines were designed and synthesized, with the aim of finding serotonin 2C (5-HT2C)-selective agonists with a preference for Gq signaling. A number of these compounds exhibit 5-HT2C selectivity with a preference for Gq-mediated signaling compared with β-arrestin recruitment. Furthermore, the N-Me compound I•HCl, which displayed an EC50 of 23 nM in the calcium flux assay while showing no β-arrestin recruitment activity, is the most functionally selective 5-HT2C agonist reported to date. The N-benzyl compound II•HCl, which showed an EC50 of 24 nM at the 5-HT2C receptor, is fully selective over the 5-HT2B receptor. In an amphetamine-induced hyperactivity model, compound II showed significant antipsychotic-drug-like activity. These compounds shed light on the role of functional selectivity at the 5-HT2C receptor with respect to antipsychotic activity.

Journal of Medicinal Chemistry published new progress about 5-HT2C agonists. 71255-09-9 belongs to class pyridine-derivatives, name is 2-Methoxynicotinaldehyde, and the molecular formula is C7H7NO2, Application In Synthesis of 71255-09-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhao, Lifeng published the artcileNovel small molecules as apoptosis inducers: Synthesis, preliminary structure-activity relationships, and in vitro biological evaluation, COA of Formula: C6H7ClN2, the main research area is small mol apoptosis inducer preparation structure activity relationship bioactivity.

Inducing apoptosis is a promising therapeutic approach to overcome cancer. In this study, 30 compounds were synthesized and evaluated for their antiproliferative activity against three tumor cell lines in vitro: A875, H460 and Hela cancer cells by the MTT assay. The most potent compound discovered by our group inhibited the proliferation of A875 cells with an IC50 value of 98 nM. Flow cytometry anal. and morphol. anal. suggested that said compound had potential anticancer efficacy via G2/M cell cycle arrest. The SAR anal. was also performed.

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 133627-45-9 belongs to class pyridine-derivatives, name is 2-Chloro-4-methylpyridin-3-amine, and the molecular formula is C6H7ClN2, COA of Formula: C6H7ClN2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem