Category: 133627-45-9

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

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

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

Norman, Mark H. published the artcileStructural elucidation of an oxazolo[5,4-b]pyridine: an alternative cyclization product related to nevirapine, Recommanded Product: 2-Chloro-4-methylpyridin-3-amine, the main research area is mol structure oxazolopyridine; nevirapine derivative; pyridooxazole structure; crystal structure oxazolopyridine.

An unexpected cyclization product was isolated in the final step of the synthesis of nevirapine, a non-nucleoside inhibitor of HIV-1 reverse transcriptase. Based on IR spectrometry, mass spectrometry, and a number of two-dimensional NMR experiments, the structure of this product was assigned to be 2-((2-cyclopropylamino)-3-pyridyl)-7-methyloxazolo[5,4-b]pyridine. Results of a single crystal X-ray anal. confirmed this structural assignment. This product arises from cyclization of N-(2-chloro-4-methyl-3-pyridyl)-2-(cyclopropylamine)-3-pyridinecarboxamide, 8, by displacement of the chlorine with the amide carbonyl oxygen. A competitive reaction occurs when 8 is deprotonated prior to cyclization to form nevirapine, 11-cyclopropyl-5,11-dihydro-4-methyl-6H- dipyrido[3,2-b:2′,3′-e][1,4]diazepin-6-one.

Journal of Heterocyclic Chemistry published new progress about Crystal structure. 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

Grozinger, K. G. published the artcileSynthesis of nevirapine and its major metabolite, COA of Formula: C6H7ClN2, the main research area is nevirapine preparation metabolite.

Several synthetic methods were developed during the process optimization for the large scale synthesis of nevirapine, a non-nucleoside inhibitor of HIV-1 reverse transcriptase. The synthesis of its putative major metabolite 11-cyclopropyl-5,11-dihydro-4-hydroxymethyl-6H-[3,2-b:2′,3′-e][1,4]diazepin-6-one and its oxidation to the corresponding aldehyde, were described.

Journal of Heterocyclic Chemistry published new progress about nevirapine preparation metabolite. 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

Bernard, Sylvain published the artcileEfficient synthesis of nevirapine analogs to study its metabolic profile by click fishing, HPLC of Formula: 133627-45-9, the main research area is nevirapine analog preparation azide coupling click.

Knowledge of the biotransformation and pharmacokinetics of the antiretroviral agent nevirapine is still insufficient. In order to trace rash inducing metabolites of nevirapine, a short and efficient multi-gram synthesis of a nevirapine analog that can be coupled to azide containing compounds by click chem. was developed.

Bioorganic & Medicinal Chemistry Letters published new progress about nevirapine analog preparation azide coupling click. 133627-45-9 belongs to class pyridine-derivatives, name is 2-Chloro-4-methylpyridin-3-amine, and the molecular formula is C6H7ClN2, HPLC of Formula: 133627-45-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhang, Tony Y. published the artcileRegioselective synthesis of 2-chloro-3-pyridinecarboxylates, COA of Formula: C6H7ClN2, the main research area is chloropyridinecarboxylate regioselective preparation; pyridinecarboxylate chloro regioselective preparation.

2-Chlorocyanoacetate undergoes base-catalyzed Michael addition to α,β-unsaturated ketones or aldehydes, e.g., acrolein, to afford 5-oxopentenenitrile derivatives, e.g., OHCCH2CH2CCl(CN)CO2Et. In the presence of anhydrous HCl, these compounds cyclize to yield 2-chloro-3-pyridinecarboxylates, e.g., I. The process is highly regiospecific and useful in the synthesis of 2,3-disubstituted pyridines.

Tetrahedron published new progress about chloropyridinecarboxylate regioselective preparation; pyridinecarboxylate chloro regioselective preparation. 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

Wollinger, Wagner published the artcileSimultaneous Determination of Assay and Related Substances in Nevirapine Suspension by HPLC, Name: 2-Chloro-4-methylpyridin-3-amine, the main research area is nevirapine impurity suspension HPLC UV detection.

The USP HPLC method for quant. determination of nevirapine in suspension formulations was evaluated to determine its ability to resolve nevirapine and its major related impurities. The method was modified and an overall satisfactory resolution for all components was obtained by changing the column temperature to 25°, the organic modifier to methanol, the mobile phase ratio to 50 %, adding 1% HCl into the diluents, decreasing the flow rate from 1.5 to 1.2 mL mL-1 and using an isocratic mode. The related organic impurities were synthesized in high yield. The method is shown to be linear with coefficient of determination around 0.999 to nevirapine (Nvp) and related impurities were resolved using a mobile phase of potassium phosphate/phosphoric acid buffer (pH 2.5; 10 mM)/methanol (50:50, volume/volume) on a BDS Hypersil C18 5 μm, 250 × 4.6 mm column. Accuracy ranged from 100.2 to 101.1 % and 100.0 to 100.5 % for nevirapine and related impurities, resp. Repeatability from all experiments achieved RSD values <0.95 %. The detection and quantification limits were determined in the level of ng mL-1. This method easily separated all known impurities synthesized and can be employed for routine anal. of suspension containing nevirapine in the presence of its impurities. Chromatographia published new progress about HPLC. 133627-45-9 belongs to class pyridine-derivatives, name is 2-Chloro-4-methylpyridin-3-amine, and the molecular formula is C6H7ClN2, Name: 2-Chloro-4-methylpyridin-3-amine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem