Tag: 100-200

Ishikawa, Hiroki; Ban, Kazuma; Uemura, Naohiro; Yoshida, Yasushi; Mino, Takashi; Kasashima, Yoshio; Sakamoto, Masami published an article on February 24 ,2020. The article was titled 《Attrition-Enhanced Deracemization of Axially Chiral Nicotinamides》, and you may find the article in European Journal of Organic Chemistry.Synthetic Route of C8H8ClNO2 The information in the text is summarized as follows:

Attrition-enhanced deracemization of two axially chiral nicotinamides, crystallizing as a conglomerate of a P21 crystal system, was performed. N,N-Dialkylnicotinamides with substituents on the 2- and 4-positions of the pyridine ring exhibited stable axial chirality due to rotationally restricted scaffolds for the Ar-C(=O)N bond. Crystallization of the racemic mixtures from the melt or attrition-enhanced deracemization led to the chiral breaking of symmetry to give 95-96% ee of enantiomorphic crystals. In the experiment, the researchers used many compounds, for example, 2-Chloro-4,6-dimethylnicotinic acid(cas: 66662-48-4Synthetic Route of C8H8ClNO2)

2-Chloro-4,6-dimethylnicotinic acid(cas: 66662-48-4) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Synthetic Route of C8H8ClNO2

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Eaton, John K.; Furst, Laura; Cai, Luke L.; Viswanathan, Vasanthi S.; Schreiber, Stuart L. published their research in Bioorganic & Medicinal Chemistry Letters on December 1 ,2020. The article was titled 《Structure-activity relationships of GPX4 inhibitor warheads》.Reference of 2-Chloroisonicotinic acid The article contains the following contents:

Direct inhibition of GPX4 requires covalent modification of the active-site selenocysteine. While phenotypic screening has revealed that activated alkyl chlorides and masked nitrile oxides can inhibit GPX4 covalently, a systematic assessment of potential electrophilic warheads with the capacity to inhibit cellular GPX4 has been lacking. Here, we survey more than 25 electrophilic warheads across several distinct GPX4-targeting scaffolds. We find that electrophiles with attenuated reactivity compared to chloroacetamides are unable to inhibit GPX4 despite the expected nucleophilicity of the selenocysteine residue. However, highly reactive propiolamides we uncover in this study can substitute for chloroacetamide and nitroisoxazole warheads in GPX4 inhibitors. Our observations suggest that electrophile masking strategies, including those we describe for propiolamide- and nitrile-oxide-based warheads, may be promising for the development of improved covalent GPX4 inhibitors. In the part of experimental materials, we found many familiar compounds, such as 2-Chloroisonicotinic acid(cas: 6313-54-8Reference of 2-Chloroisonicotinic acid)

2-Chloroisonicotinic acid(cas: 6313-54-8) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Reference of 2-Chloroisonicotinic acid

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

COA of Formula: C9H7ClN2OOn May 31, 2010, Mohajeri, Afshan; Shahamirian, Mozhgan published an article in Journal of Physical Organic Chemistry. The article was 《Substituent effect on local aromaticity in mono and di-substituted heterocyclic analogs of naphthalene》. The article mentions the following:

A quant. study on local aromaticity has been performed on a series of mono- and di-substituted biheterocycles (quinoline, isoquinoline, quinoxaline, quinazoline). Three electronically based indexes (PDI, ATI, and FLU) have been employed to investigate the substituent effect on the π-electron delocalization in both heterocycle and benzenoid rings. Three typical substituents (Cl, OCH3, and CN) with different inductive and resonance power have been selected. Generally, substituent causes a reduction in aromaticity irresp. of whether it is electron attracting or electron donating. It is shown that the maximum aromaticity exhibits a similar trend of Cl > CN > OCH3 for all the studied rings. Moreover, it is found that the substituent situation with respect to the heteroatom has a significant influence on the aromaticity. It results from our study that in di-substituted derivatives, irresp. of whether the two substituents form a meta or para isomer, they preferably choose the position which leads to the maximum aromaticity character. Copyright © 2009 John Wiley & Sons, Ltd. The experimental process involved the reaction of 2-Chloro-5-methoxyquinoxaline(cas: 76052-76-1COA of Formula: C9H7ClN2O)

2-Chloro-5-methoxyquinoxaline(cas: 76052-76-1) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. COA of Formula: C9H7ClN2O However, the extent of chlorination is difficult to control. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Recommanded Product: 350-30-1On March 13, 2019, Zhu, Xiao-Lei; Zhang, Rui; Wu, Qiong-You; Song, Yong-Jun; Wang, Yu-Xia; Yang, Jing-Fang; Yang, Guang-Fu published an article in Journal of Agricultural and Food Chemistry. The article was 《Natural product neopeltolide as a cytochrome bc1 complex inhibitor: Mechanism of action and structural modification》. The article mentions the following:

The marine natural product neopeltolide was isolated from a deep-water sponge specimen of the family Neopeltidae. Neopeltolide has been proven to be a new type of inhibitor of the cytochrome bc1 complex in the mitochondrial respiration chain. However, its detailed inhibition mechanism has remained unknown. In addition, neopeltolide is difficult to synthesize because of its very complex chem. structure. In the present work, the binding mode of neopeltolide was determined for the first time by integrating mol. docking, mol. dynamics simulations, and mol. mechanics Poisson-Boltzmann surface area calculations, which showed that neopeltolide is a Qo site inhibitor of the bc1 complex. Then, according to guidance via inhibitor-protein interaction anal., structural modification was carried out with the aim to simplify the chem. structure of neopeltolide, leading to the synthesis of a series of new neopeltolide derivatives with much simpler chem. structures. The calculated binding energies (ΔGcal) of the newly synthesized analogs correlated very well (R2 = 0.90) with their exptl. binding free energies (ΔGexp), which confirmed that the computational protocol was reliable. Compound 45, bearing a di-Ph ether fragment, was successfully designed and synthesized as the most potent candidate (IC50 = 12 nM) against porcine succinate cytochrome c reductase. The mol. modeling results indicate that compound 45 formed a π-π interaction with Phe274 and two hydrogen bonds with Glu271 and His161. The present work provides a new starting point for future fungicide discovery to overcome the resistance that the existing bc1 complex inhibitors are facing. In addition to this study using 3-Chloro-4-fluoronitrobenzene, there are many other studies that have used 3-Chloro-4-fluoronitrobenzene(cas: 350-30-1Recommanded Product: 350-30-1) was used in this study.

3-Chloro-4-fluoronitrobenzene(cas: 350-30-1) belongs to organochlorine compounds. Many organochlorine compounds have been isolated from natural sources ranging from bacteria to humans. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. Recommanded Product: 350-30-1

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

SDS of cas: 768-35-4In 2020 ,《Static to inducibly dynamic stereocontrol: The convergent use of racemic β-substituted ketones》 was published in Science (Washington, DC, United States). The article was written by DeHovitz, Jacob S.; Loh, Yong Yao; Kautzky, Jacob A.; Nagao, Kazunori; Meichan, Andrew J.; Yamauchi, Motoshi; MacMillan, David W. C.; Hyster, Todd K.. The article contains the following contents:

The synthesis of stereochem. complex mols. in the pharmaceutical and agrochem. industries requires precise control over each distinct stereocenter, a feat that can be challenging and time consuming using traditional asym. synthesis. Although stereoconvergent processes have the potential to streamline and simplify synthetic routes, they are currently limited by a narrow scope of inducibly dynamic stereocenters that can be readily epimerized. Here, we report the use of photoredox catalysis to enable the racemization of traditionally static, unreactive stereocenters through the intermediacy of prochiral radical species. This technol. was applied in conjunction with biocatalysts such as ketoreductases and aminotransferases to realize stereoconvergent syntheses of stereodefined β-substituted alcs. and amines from β-substituted ketones. After reading the article, we found that the author used (3-Fluorophenyl)boronic acid(cas: 768-35-4SDS of cas: 768-35-4)

(3-Fluorophenyl)boronic acid(cas: 768-35-4) can be used to make novel liquid crystalline fluorobiphenylcyclohexenes and difluoroterphenyls by palladium-catalyzed cross-couplings also used in the synthesis of o-phenylphenols as potent leukotriene B4 receptor agonists.SDS of cas: 768-35-4

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Thirupataiah, B.; Mounika, Guntipally; Reddy, Gangireddy Sujeevan; Kumar, Jetta Sandeep; Hossain, Kazi Amirul; Medishetti, Raghavender; Samarpita, Snigdha; Rasool, Mahaboobkhan; Mudgal, Jayesh; Mathew, Jessy E.; Shenoy, Gautham G.; Rao, C. Mallikarjuna; Chatti, Kiranam; Parsa, Kishore V. L.; Pal, Manojit published their research in European Journal of Medicinal Chemistry in 2021. The article was titled 《PdCl2-catalyzed synthesis of a new class of isocoumarin derivatives containing aminosulfonyl / aminocarboxamide moiety: First identification of a isocoumarin based PDE4 inhibitor》.Reference of Thiophene-2-sulfonyl chloride The article contains the following contents:

In this effort the non-PDE4 inhibitor isocoumarins were transformed into the promising inhibitors via introducing an aminosulfonyl/aminocarboxamide moiety to the C-3 benzene ring attached to the isocoumarin framework. This new class of isocoumarins were synthesized via a PdCl2-catalyzed construction of the 4-allyl substituted 3-aryl isocoumarin ring I (X = SO2Me, SO2Ph, COPh, etc.; R1 = H, 6-Cl, 7-F) starting from the appropriate 2-alkynyl benzamide derivative Several compounds showed good inhibition of PDE4B in vitro and the SAR indicated superiority of aminosulfonamide moiety over aminocarboxamide in terms of PDE4B inhibition. Two compounds I (X = SO2Ph; R1 = 7-F) and I (X = SO2(thiophen-2-yl); R1 = 7-F) with PDE4B IC50 = 0.43 +/= 0.11 and 0.54 +/= 0.19μM and >/= 2-fold selectivity over PDE4D emerged as initial hits. The participation of aminosulfonamide moiety in PDE4B inhibition and the reason for selectivity though moderate shown by I (X = SO2Ph; R1 = 7-F) and I (X = SO2(thiophen-2-yl); R1 = 7-F) was revealed by the in silico docking studies. In view of potential usefulness of moderately selective PDE4B inhibitors the compound I (X = SO2(thiophen-2-yl); R1 = 7-F) was further evaluated in adjuvant induced arthritic rats. Thus, the isocoumarin I (X = SO2(thiophen-2-yl); R1 = 7-F) emerged as a new, safe and moderately selective PDE4B inhibitor could be useful for inflammatory diseases possibly including COVID-19. In the experimental materials used by the author, we found Thiophene-2-sulfonyl chloride(cas: 16629-19-9Reference of Thiophene-2-sulfonyl chloride)

Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Reference of Thiophene-2-sulfonyl chloride

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

《Synthesis and insecticidal activity of sulfonate derivatives of sesamol against Mythimna separata in vivo》 was written by Che, Zhi-Ping; Yang, Jin-Ming; Shan, Xi-Jie; Tian, Yue-E.; Liu, Sheng-Ming; Lin, Xiao-Min; Jiang, Jia; Hu, Mei; Chen, Gen-Qiang. Reference of Thiophene-2-sulfonyl chloride And the article was included in Journal of Asian Natural Products Research in 2020. The article conveys some information:

A series of sulfonate derivatives of sesamol were synthesized and evaluated for their insecticidal activity against a crop-threatening agricultural pest, the pre-third-instar larvae of Mythimna separata in vivo. Among all the target compounds, compounds , , and exhibited more promising insecticidal activity than sesamol and toosendanin, and the final mortality rates (FMRs) of , , , , and toosendanin were 60.7%/60.7%/67.9%/53.6%/32.1%/50.0%, resp. Especially compound exhibited the most potent insecticidal activity with FMRs of 67.9%. This suggested that a 4-fluorophenylsulfonyl group introduced at the hydroxyl position of sesamol was necessary for obtaining the most potent compound The experimental process involved the reaction of Thiophene-2-sulfonyl chloride(cas: 16629-19-9Reference of Thiophene-2-sulfonyl chloride)

Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Reference of Thiophene-2-sulfonyl chloride

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

《Design, synthesis and biological evaluation of novel indole-based oxalamide and aminoacetamide derivatives as tubulin polymerization inhibitors》 was written by Diao, Peng-Cheng; Jian, Xie-Er; Chen, Peng; Huang, Chuan; Yin, Jie; Huang, Jie Chun; Li, Jun-Sheng; Zhao, Pei-Liang. Electric Literature of C3H3ClO3 And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020. The article conveys some information:

A series of novel indole-based oxalamides I [R1 = H, Me, Cl; R2 = H, C(O)Me, C(O)C6H5, cyclopropanecarbonyl, furan-2-carbonyl; X = N, CH] and aminoacetamides II [R3 = H, Cl; R4 = C(O)C6H5, 4-MeC6H4C(O), 4-MeOC6H4C(O); R5 = H, 2-Me, 4-Me, 4-F, 4-MeO, 3,4,5-tri-MeO] were designed, synthesized, and evaluated for antiproliferative activities. Preliminary results revealed that compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] exhibited significant antiproliferative effect against PC-3, HeLa and HCT-116 cell lines. Flow cytometric anal. of the cell cycle demonstrated the compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] induced the cell cycle arrest at G2/M phase in HeLa cell lines. Immunocytochem. revealed loss of intact microtubule structure in cells treated with compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] and inhibition of tubulin polymerization Addnl., mol. docking anal. suggested that compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] formed stable interactions in the colchicine-binding site of tubulin. These preliminary results demonstrated that a new class of novel indole-based oxalamide and aminoacetamide derivatives described in the investigation could be developed as potential scaffolds to new anticancer agents. In addition to this study using Methyl 2-chloro-2-oxoacetate, there are many other studies that have used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Electric Literature of C3H3ClO3) was used in this study.

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.Electric Literature of C3H3ClO3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Hassan, Muhammad Murtaza; Israelian, Johan; Nawar, Nabanita; Ganda, Giovanni; Manaswiyoungkul, Pimyupa; Raouf, Yasir S.; Armstrong, David; Sedighi, Abootaleb; Olaoye, Olasunkanmi O.; Erdogan, Fettah; Cabral, Aaron D.; Angeles, Fabrizio; Altintas, Rabia; de Araujo, Elvin D.; Gunning, Patrick T. published their research in Journal of Medicinal Chemistry on August 13 ,2020. The article was titled 《Characterization of Conformationally Constrained Benzanilide Scaffolds for Potent and Selective HDAC8 Targeting》.Name: 3-(tert-Butyl)benzoyl chloride The article contains the following contents:

Histone deacetylases (HDACs) are an attractive therapeutic target for a variety of human diseases. Currently, all four FDA-approved HDAC-targeting drugs are nonselective, pan-HDAC inhibitors, exhibiting adverse side effects at therapeutic doses. Although selective HDAC inhibition has been proposed to mitigate toxicity, the targeted catalytic domains are highly conserved. Herein, a series of rationally designed, conformationally constrained, benzanilide foldamers which selectively bind the catalytic tunnel of HDAC8 is described. The series includes benzanilides, MMH371, MMH409, and MMH410, which exhibit potent in vitro HDAC8 activity (IC50 = 66, 23, and 66 nM, resp.) and up to 410-fold selectivity for HDAC8 over the next targeted HDAC. Exptl. and computational analyses of the benzanilide structure docked with human HDAC8 enzyme showed the adoption of a low-energy L-shaped conformer that favors HDAC8 selectivity. The conformationally constrained HDAC8 inhibitors present an alternative biol. probe for further determining the clin. utility and safety of pharmacol. knockdown of HDAC8 in diseased cells. The results came from multiple reactions, including the reaction of 3-(tert-Butyl)benzoyl chloride(cas: 21900-36-7Name: 3-(tert-Butyl)benzoyl chloride)

3-(tert-Butyl)benzoyl chloride(cas: 21900-36-7) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.Name: 3-(tert-Butyl)benzoyl chloride

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The author of 《Design, synthesis, and antifungal activity of novel 1,2,4-triazolo[4,3-c] trifluoromethylpyrimidine derivatives bearing the thioether moiety》 were Liu, Chunyi; Fei, Qiang; Pan, Nianjuan; Wu, Wenneng. And the article was published in Frontiers in Chemistry (Lausanne, Switzerland) in 2022. Recommanded Product: 3-Chlorobenzylchloride The author mentioned the following in the article:

Crop disease caused by fungi seriously affected food security and economic development. Inspired by the utilization of fungicide containing 1,2,4-triazole and trifluoromethylpyrimidine, a novel series of 1,2,4-triazolo[4,3-c]trifluoromethylpyrimidine derivatives I (R = CO2C2H5, 2-MeC6H4, 2-FC6H4, etc.) bearing the thioether moiety were synthesized. Meanwhile, the antifungal activities of the title compounds were evaluated and most compounds exhibited obvious antifungal activities against cucumber Botrytis cinerea, strawberry Botrytis cinerea, tobacco Botrytis cinerea, blueberry Botrytis cinerea, Phytophthora infestans, and Pyricularia oryzae Cav. Among the compounds, 5-methyl-7-(trifuoromethyl)-[1,2,4]triazolo[4,3-c]pyrimidine-3-thiol and I (R = 4-BrC6H4, 4-Br-2-FC6H3 and 2,6-diClC6H3) showed significant antifungal activities against three of the four Botrytis cinerea, which indicated the potential to become the leading structures or candidates for resistance to Botrytis cinerea. In the experiment, the researchers used 3-Chlorobenzylchloride(cas: 620-20-2Recommanded Product: 3-Chlorobenzylchloride)

3-Chlorobenzylchloride(cas: 620-20-2) has been used in the reaction of 3-methoxybenzyl chloride and ethyl 4-bromobenzoate in pure water, using zinc dust and a Pd catalyst.Recommanded Product: 3-Chlorobenzylchloride

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics