Tag: M.W=150-200

Zhao, Matthew published the artcileA very concise synthesis of a potent N-(1,3-thiazol-2-yl)pyridin-2-amine KDR kinase inhibitor, Recommanded Product: 2-Chloroisonicotinic acid, the publication is Tetrahedron (2006), 62(6), 1110-1115, database is CAplus.

A very concise synthesis of a potent KDR kinase inhibitor I is described. The synthesis features an exceedingly efficient one-pot preparation of 2-aminothiazole-5-carbonitrile, followed by Pd-Xantphos catalyzed cross-coupling with 2-chloro-4-pyridinecarboxaldehyde. Reductive amination of the resulting aldehyde 2-(4-formylpyridin-2-ylamino)thiazole-5-carbonitrile with N-methyl-1-piperazinecarboxamide afforded the final product I.

Tetrahedron published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C10H18O4, Recommanded Product: 2-Chloroisonicotinic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Cheng, Xinlai published the artcileEthyl 2-((4-Chlorophenyl)amino)thiazole-4-carboxylate and Derivatives Are Potent Inducers of Oct3/4, Synthetic Route of 3696-23-9, the publication is Journal of Medicinal Chemistry (2015), 58(15), 5742-5750, database is CAplus and MEDLINE.

The octamer-binding transcription factor 4 (Oct3/4) is a master gene in the transcriptional regulatory network of pluripotent cells. Repression of Oct3/4 in embryonic stem cells (ESCs) is associated with cell differentiation and loss of pluripotency, whereas forced overexpression in cooperation with other transcriptional factors, such as Nanog, Sox2, and Lin28, can reprogram somatic cells back into pluripotent cells, termed induced pluripotent stem cells (iPSCs). However, random integration and potential tumorigenic transformation caused by viral transduction limit the clin. application of iPSCs. By performing a cell-based high throughput screening (HTS) campaign, the authors identified several potential small mols. as inducers of Oct3/4 expression. Here the authors report a lead structure Et 2-((4-chlorophenyl)amino)-thiazole-4-carboxylate, termed O4I2, showing high activity in enforcing Oct3/4 expression. On the basis of chem. expansion, the authors further identified derivatives having increased activities toward Oct3/4 induction. Thus, O4I2 and its derivatives should provide a new class of small mols. suitable for iPSC generation.

Journal of Medicinal Chemistry published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, Synthetic Route of 3696-23-9.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Liu, Wen-Shan published the artcileDesign, synthesis and biological evaluation of pyridine derivatives as selective SHP2 inhibitors, Related Products of chlorides-buliding-blocks, the publication is Bioorganic Chemistry (2020), 103875, database is CAplus and MEDLINE.

SHP2 is a non-receptor protein tyrosine phosphatase encoded by the PTPN11 gene, which affects the transduction of multiple signaling pathways, including RAS-ERK, PI3K-AKT and JAK-STAT. SHP2 also plays an important role in the programmed cell death pathway (PD-1/PD-L1). Studies have shown that SHP2 is associated with a variety of cancers, including breast, liver and gastric cancers. Therefore, the development of SHP2 inhibitors has attracted extensive attention. In this study, based on the known inhibitor 1 (SHP099), novel SHP2 inhibitors were designed by means of scaffold hopping, and 35 pyridine derivatives as SHP2 inhibitors were found. The in vitro enzyme activity assay was performed on these compounds, and multiple selective SHP2 inhibitors with activity potency similar to that of SHP099 were obtained. Among them, compound (2-(4-(aminomethyl)piperidin-1-yl)-5-(2,3-dichlorophenyl)pyridin-3-yl)methanol (11a) was the most potent and highly selective SHP2 inhibitor with an in vitro enzyme activity IC₅₀ value of 1.36 μM. Fluorescence titration assay verified that 11a bound directly to SHP2 protein. Subsequently, cell assay of representative compounds showed that these compounds could effectively inhibit the proliferation of Ba/F₃ cells. In addition, the pharmacokinetic characteristics of the designed compounds were analyzed by the in silico ADMET prediction. Mol. docking study provided more detailed information on the binding mode of compounds and SHP2 protein. In brief, this study reported for the first time that pyridine derivatives as novel SHP2 inhibitors had good inhibitory activity and selectivity, providing new clues for the development of small mol. SHP2 inhibitors.

Bioorganic Chemistry published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Guo, Yan published the artcileDesign, synthesis, and evaluation of acetylcholinesterase and butyrylcholinesterase dual-target inhibitors against Alzheimer’s disease, Product Details of C8H6ClF3, the publication is Molecules (2020), 25(3), 489, database is CAplus and MEDLINE.

A series of novel derivatives based on G801-0274 were synthesized and evaluated, together with the known analogs, for their inhibitory activities towards acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). The inhibitory activities of AChE and BChE were evaluated in vitro by Ellman method. The results show that some compounds have good inhibitory activity against AChE and BChE. Among them, compound -N-((1-Benzylpiperidin-4-yl)methyl)-2-Oxoindoline-5-carboxamide showed the strongest inhibitory effect on both AChE (AChE IC₅₀ = 0.39μM) and BChE (BChE IC₅₀ = 0.28μM). Enzyme inhibition kinetics and mol. modeling studies have shown that the above compound bind simultaneously to the peripheral anionic site (PAS) and the catalytic sites (CAS) of AChE and BChE and in addition, the cytotoxicity of this compound is lower than that of Tacrine, indicating its suitability as anti-Alzheimer’s disease (anti-AD) agents. In summary, these data suggest that compound N-((1-Benzylpiperidin-4-yl)methyl)-2-Oxoindoline-5-carboxamide is a promising multipotent agent for the treatment of AD.

Molecules published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C8H6ClF3, Product Details of C8H6ClF3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Liu, Ming-Chuan published the artcileSynthesis and cytotoxicity of novel ursolic acid derivatives containing an acyl piperazine moiety, Name: 2-Chloroisonicotinic acid, the publication is European Journal of Medicinal Chemistry (2012), 128-135, database is CAplus and MEDLINE.

This study designed and synthesized a series of novel ursolic acid derivatives in an attempt to develop potent antitumor agents. Their structures were confirmed using MS, IR, ¹H NMR and ¹³C NMR. The inhibitory activities of the title compounds against the MGC-803 (gastric cancer cell) and Bcap-37 (breast cancer cell) human cancer cell lines were evaluated using standard MTT assay in vitro. The pharmacol. results showed that some of the compounds displayed moderate to high levels of antitumor activities against the tested cancer cell lines and that most exhibited more potent inhibitory activities compared with ursolic acid. The mechanism of 2-(4-(2,6-dichlorobenzoyl)piperazin-1-yl)ethyl 3β-hydroxyurs-12-en-28-oate was preliminarily investigated by acridine orange/ethidium bromide staining, Hoechst 33258 staining, TUNEL assay and flow cytometry, which revealed that the compound can induce cell apoptosis in MGC-803 cells.

European Journal of Medicinal Chemistry published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C6H4ClNO2, Name: 2-Chloroisonicotinic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Xu, Jun published the artcileMultistep Synthesis and Nematicidal Activity of 2-(8-azabicyclo[3.2.1]octan-3-yl)-3-imino-2,3-dihydro-1H-isoindol-1-One Derivatives, Product Details of C7H6Cl2, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2021), 57(1), 31-39, database is CAplus.

Novel 2-(8-azabicyclo[3.2.1]octan-3-yl)-3-imino-2,3-dihydro-1H-isoindol-1-ones I [R = H, 5-F, 6-MeO, 5-Cl; R¹ = Me, benzyl, 4-chlorobenzyl, etc.; R² = tert-Bu, cyclohexyl, 2-MeOC₆H₄, etc.] which derived from 5-HT₃ receptor antagonists hexahydroazepinylbenzamides were designed and synthesized through isocyanide insertion reaction. All target compounds I were evaluated against pinewood nematodes B. xylophilus and root-knot nematodes M. incognita. Good lethal rate (75%) for I [R = 5-Cl, R¹= Me, R² = tert-butyl] and serious nervous curl effect against pinewood nematodes B. xylophilus for I [R = H, R¹= Me, R² = tert-butyl] were observed at 10 mg/l. The inhibition activities of I [R = H, R¹= Me, R² = 2-MeOC₆H₄, etc.] against root-knot nematodes M. incognita were 84% at 160 mg/l and 60% at 20 mg/l for in-vitro test and test tube test, resp.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about 620-20-2. 620-20-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 3-Chlorobenzylchloride, and the molecular formula is C5H10O2S, Product Details of C7H6Cl2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Xu, Jun published the artcileMultistep Synthesis and Nematicidal Activity of 2-(8-azabicyclo[3.2.1]octan-3-yl)-3-imino-2,3-dihydro-1H-isoindol-1-One Derivatives, Recommanded Product: 1-(Chloromethyl)-4-(trifluoromethyl)benzene, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2021), 57(1), 31-39, database is CAplus.

Novel 2-(8-azabicyclo[3.2.1]octan-3-yl)-3-imino-2,3-dihydro-1H-isoindol-1-ones I [R = H, 5-F, 6-MeO, 5-Cl; R¹ = Me, benzyl, 4-chlorobenzyl, etc.; R² = tert-Bu, cyclohexyl, 2-MeOC₆H₄, etc.] which derived from 5-HT₃ receptor antagonists hexahydroazepinylbenzamides were designed and synthesized through isocyanide insertion reaction. All target compounds I were evaluated against pinewood nematodes B. xylophilus and root-knot nematodes M. incognita. Good lethal rate (75%) for I [R = 5-Cl, R¹= Me, R² = tert-butyl] and serious nervous curl effect against pinewood nematodes B. xylophilus for I [R = H, R¹= Me, R² = tert-butyl] were observed at 10 mg/l. The inhibition activities of I [R = H, R¹= Me, R² = 2-MeOC₆H₄, etc.] against root-knot nematodes M. incognita were 84% at 160 mg/l and 60% at 20 mg/l for in-vitro test and test tube test, resp.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C8H17Br, Recommanded Product: 1-(Chloromethyl)-4-(trifluoromethyl)benzene.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Isaka, Masahiko published the artcileSemisynthesis and antibacterial activities of nidulin derivatives, Product Details of C6H3ClFNO2, the publication is Journal of Antibiotics (2019), 72(3), 181-184, database is CAplus and MEDLINE.

Derivatives of the fungal depsidone, nidulin, have been synthesized in order to evaluate the potential of the chem. skeleton as antibacterial agents. Alkylation, acylation, and arylation reactions of nornidulin underwent in a regioselective manner to predominantly produce 8-O-substituted derivatives Many of the semisynthetic derivatives showed more potent antibacterial activities than nidulin, In particular, 8-O-aryl ether derivatives displayed significant activities against Gram-pos. bacteria, including Methicillin-resistant Staphylococcus aureus.

Journal of Antibiotics published new progress about 350-30-1. 350-30-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Nitro Compound,Benzene, name is 3-Chloro-4-fluoronitrobenzene, and the molecular formula is C6H3ClFNO2, Product Details of C6H3ClFNO2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Xu, Shengtao published the artcileA Novel Potent Anticancer Compound Optimized from a Natural Oridonin Scaffold Induces Apoptosis and Cell Cycle Arrest through the Mitochondrial Pathway, Application In Synthesis of 6313-54-8, the publication is Journal of Medicinal Chemistry (2017), 60(4), 1449-1468, database is CAplus and MEDLINE.

The cytotoxicity of the natural ent-kaurene diterpenoid, oridonin, has been extensively studied. However, the application of oridonin for cancer therapy was hampered primarily by its moderate potency. In this study, a series of oridonin A-ring modified analogs, and their derivatives bearing various substituents on 14-OH position, were designed, synthesized and evaluated for anticancer efficacy. Some of the derivatives were significantly more potent than oridonin against both drug-sensitive and drug-resistant cancer cells. The most potent compound, I, was 200-fold more efficacious than oridonin in MCF-7 cancer cells. Furthermore, I induced apoptosis and cell cycle arrest at the G2/M phase. A decrease in mitochondrial membrane potential and increased Bax/Bcl-2 ratio, accompanied by activated caspase-3 cleavage, were observed in MCF-7 cells after treatment with I, suggesting that the mitochondrial pathway was involved in the I-mediated apoptosis. Moreover, I significantly inhibited tumor growth in mouse xenograft models and had no observable toxic effect.

Journal of Medicinal Chemistry published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C5H7FO2, Application In Synthesis of 6313-54-8.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Wang, Qi published the artcilePalladium-catalyzed aminocarbonylative cyclization of benzyl chlorides with 2-nitroaryl alkynes to construct indole derivatives, Application of 3-Chlorobenzylchloride, the publication is Molecular Catalysis (2022), 112302, database is CAplus.

A palladium-catalyzed aminocarbonylative cyclization of benzyl chlorides RCH₂Cl (R = Ph, 3,5-dichlorophenyl, naphthalen-1-yl, etc.) with 2-nitroaryl alkynes 2-NO₂-4-R¹-5-R²C₆H₂CCR³ (R¹ = H, Me, F; R² = H, Cl; R³ = Ph, n-Bu, cyclopropyl, etc.) has been developed for the rapid construction of indole skeletons I. The reaction utilized nitroarenes as the nitrogen source, Mo(CO)₆ as both the CO surrogate and the reductant to furnish various indole derivatives I in moderate to high yields.

Molecular Catalysis published new progress about 620-20-2. 620-20-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 3-Chlorobenzylchloride, and the molecular formula is C17H14N2O2, Application of 3-Chlorobenzylchloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics