Tag: 100-200

Pd-Catalyzed ipso,meta-Dimethylation of ortho-Substituted Iodoarenes via a Base-Controlled C-H Activation Cascade with Dimethyl Carbonate as the Methyl Source was written by Wu, Zhuo;Wei, Feng;Wan, Bin;Zhang, Yanghui. And the article was included in Journal of the American Chemical Society in 2021.Name: 2-(Chloromethyl)-1,3-difluorobenzene This article mentions the following:

A Me group can have a profound impact on the pharmacol. properties of organic mols. Hence, developing methylation methods and methylating reagents is essential in medicinal chem. We report a palladium-catalyzed dimethylation reaction of ortho-substituted iodoarenes using di-Me carbonate as a Me source. In the presence of K₂CO₃ as a base, iodoarenes are dimethylated at the ipso- and meta-positions of the iodo group, which represents a novel strategy for meta-C-H methylation. With KOAc as the base, subsequent oxidative C(sp³)-H/C(sp³)-H coupling occurs; in this case, the overall transformation achieves triple C-H activation to form three new C-C bonds. These reactions allow expedient access to 2,6-dimethylated phenols, 2,3-dihydrobenzofurans, and indanes, which are ubiquitous structural motifs and essential synthetic intermediates of biol. and pharmacol. active compounds In the experiment, the researchers used many compounds, for example, 2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4Name: 2-(Chloromethyl)-1,3-difluorobenzene).

2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Name: 2-(Chloromethyl)-1,3-difluorobenzene

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

Designing New Analogs for Streamlining the Structure of Cytotoxic Lamellarin Natural Products was written by Tangdenpaisal, Kassrin;Worayuthakarn, Rattana;Karnkla, Supatra;Ploypradith, Poonsakdi;Intachote, Pakamas;Sengsai, Suchada;Saimanee, Busakorn;Ruchirawat, Somsak;Chittchang, Montakarn. And the article was included in Chemistry – An Asian Journal in 2015.Application In Synthesis of 2-(3-Methoxyphenyl)acetyl chloride This article mentions the following:

Despite the therapeutic potential of marine-derived lamellarin natural products, their preclin. development has been hampered by their lipophilic nature, causing very poor aqueous solubility In order to develop more drug-like analogs, their structure was streamlined in this study from both the cytotoxic activity and lipophilicity standpoints. First, a modified total synthetic route was successfully devised to construct a library of 59 systematically designed lamellarin analogs, which were then subjected to cytotoxicity and log P determinations [e.g., I with single or double bond as indicated by dotted line; R = H, Me; X = H, OH; Y = H, OMe; A, B = H, OH]. Along with the 25 first-generation lamellarins previously synthesized in our laboratory, the structure-activity and structure-lipophilicity relationships were extensively evaluated. Our results clearly indicated the addnl. structural requirements around the lamellarin skeleton which, when combined with those reported previously, can provide invaluable guidance for further modifications to increase the aqueous solubility of these compounds In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0Application In Synthesis of 2-(3-Methoxyphenyl)acetyl chloride).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) belongs to organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Application In Synthesis of 2-(3-Methoxyphenyl)acetyl chloride

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

Enol-keto tautomerism of 伪-ketophosphonates was written by Tam, Coretta C.;Mattocks, Karen L.;Tishler, Max. And the article was included in Proceedings of the National Academy of Sciences of the United States of America in 1981.HPLC of Formula: 6834-42-0 This article mentions the following:

R¹CHR²COP(O)(OEt)₂ (I; R¹ = H, R² = Me, CMe₃, Ph, o-, m-, p-MeOC₆H₄, 3,4-(MeO)₂C₆H₃, p-O₂NC₆H₄; R¹ = R² = Me) were prepared in 60-90% yield by reaction of R¹CHR²COCl with P(OEt)₃; the keto-enol tautomerism of I was studied by proton and P NMR and IR and the FeCl₃ test. Aliphatic I existed largely in the keto tautomeric forms, with only a small amount of enol forms present; however, aromatic I enolized extensively. Reaction of I (R¹ = H, R² = p-MeOC₆H₄) with CH₂N₂ gave a mixture of O-methylation and carbene insertion products; similar reaction of I (R¹ = R² = Me) gave only carbene insertion products. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0HPLC of Formula: 6834-42-0).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) belongs to organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available. Alkyl chlorides readily undergo attack by nucleophiles.HPLC of Formula: 6834-42-0

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

Structure-Activity Relationship Studies on Diversified Salicylamide Derivatives as Potent Inhibitors of Human Adenovirus Infection was written by Xu, Jimin;Berastegui-Cabrera, Judith;Chen, Haiying;Pachon, Jeronimo;Zhou, Jia;Sanchez-Cespedes, Javier. And the article was included in Journal of Medicinal Chemistry in 2020.Application In Synthesis of 5-Chloro-2-methoxybenzoic acid This article mentions the following:

The effective treatment of adenovirus (HAdV) infections in immunocompromised patients still poses great challenges. Herein, we reported our continued efforts to optimize a series of salicylamide derivatives as potent inhibitors of HAdV infection. Of these, nine compounds (11, 13, 14, 17, 20, 58, 60, 62, and 70) showed significantly improved anti-HAdV activities with nanomolar to submicromolar IC₅₀ values and high selectivity indexes (SI > 100), indicating better safety windows, compared to those of the lead compound niclosamide. Our mechanistic assays suggest that compounds 13, 62, and 70 exert their activities in the HAdV entry pathway, while compounds 14 and 60 likely target the HAdV DNA replication, and 11, 17, 20, and 58 inhibit later steps after DNA replication. Given the broad anti-viral activity profile of niclosamide, these derivatives may also offer therapeutic potential for other viral infections. In the experiment, the researchers used many compounds, for example, 5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2Application In Synthesis of 5-Chloro-2-methoxybenzoic acid).

5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2) belongs to organic chlorides. Organochlorines stimulate the central nervous system and cause convulsions, tremor, nausea, and mental confusion. Examples are dichlorodiphenyltrichloroethane (DDT), chlordane, lindane, endosulfan, and dieldrin. Organochlorine compounds are lipophylic, meaning they are more soluble in fat than in water. This gives them a high tenancy to accumulate in the food chain (biomagnification).Application In Synthesis of 5-Chloro-2-methoxybenzoic acid

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

Synthesis and central nervous system depression properties of 3-[(1′-pyrazolyl)phenyl]sydnones was written by Havanur, Shambhuling B.;Badami, Bharati V.;Puranik, Gurubasav S.. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 1981.HPLC of Formula: 7476-66-6 This article mentions the following:

Sydnones I [R = R² (R³ = H, Me); R¹ = H, Me, Ph] were prepared by the reaction of 2-RC₆H₄NH₂ and ClCHR¹CO₂Me and subsequent nitrosation and cyclization of 2-RC₆H₄NHCHR¹CO₂H. I [R = R² (R³ = H), R¹ = H] had central nervous system depressant activity and considerable toxicity. In the experiment, the researchers used many compounds, for example, Methyl 2-chloro-2-phenylacetate (cas: 7476-66-6HPLC of Formula: 7476-66-6).

Methyl 2-chloro-2-phenylacetate (cas: 7476-66-6) belongs to organic chlorides. Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. Alkyl chlorides readily react with amines to give substituted amines. Alkyl chlorides are substituted by softer halides such as the iodide in the Finkelstein reaction.HPLC of Formula: 7476-66-6

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

Discovery of novel indole derivatives that inhibit NEDDylation and MAPK pathways against gastric cancer MGC803 cells was written by Fu, Dong-Jun;Cui, Xin-Xin;Zhu, Ting;Zhang, Yan-Bing;Hu, Yang-Yang;Zhang, Li-Rong;Wang, Sheng-Hui;Zhang, Sai-Yang. And the article was included in Bioorganic Chemistry in 2021.Reference of 620-19-9 This article mentions the following:

A series of novel indole derivatives were synthesized and evaluated for their antiproliferative activity against three selected cancer cell lines (MGC803, EC-109 and PC-3). Among these analogs, 2-(5-methoxy-1H-indol-1-yl)-N-(4-methoxybenzyl)-N-(3,4,5-trimethoxyphenyl)acetamide (I) showed the best inhibitory activity against MGC803 cells with an IC₅₀ value of 1.59渭M. Cellular mechanisms elucidated that I inhibited colony formation, induced apoptosis and arrested cell cycle at G2/M phase. Importantly, indole analog I inhibited NEDDylation pathway and MAPK pathway against MGC803 cells. In the experiment, the researchers used many compounds, for example, 1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9Reference of 620-19-9).

1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Reference of 620-19-9

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

Control of ER-positive breast cancer by ER伪 expression inhibition, apoptosis induction, cell cycle arrest using semisynthetic isoeugenol derivatives was written by Nafie, Mohamed S.;Elghazawy, Nehal H.;Owf, Salma M.;Arafa, Kholoud;Abdel-Rahman, Mohamed A.;Arafa, Reem K.. And the article was included in Chemico-Biological Interactions in 2022.Name: 1-(Chloromethyl)-3-methylbenzene This article mentions the following:

New semi-synthetic effective and safe anticancer agents isoeugenol derivatives were synthesized, characterized, and screened for their cytotoxic activity against MCF-7. Moreover, their selective cytotoxicity was assessed against MCF-10A. Three derivatives, 2, 8 and 10 were significantly more active than the reference drug 5-FU with IC50 values of 6.59, 8.07 and 9.63 and 30.93 渭M, resp. Also interestingly, these derivatives demonstrated some degree of selectivity to cancer cells over normal cells. Furthermore, derivative 2 was subjected to other in vitro experiments against MCF-7 where it inhibited colony formation by 87.5% and lowered ER伪 concentration to 395.7 pg/mL compared to 1129 pg/mL in untreated control cells. In continuation of the investigation, the apoptotic activity of compound 2, was assessed where it significantly enhanced total apoptotic cell death by 9.16-fold (18.70% compared to 1.64% for the untreated MCF-7 control cells) and arrested the cell cycle at the G2/M phase. Furthermore, the mol. mechanism of apoptotic activity was investigated at both the gene (RT-PCR) and protein (western plotting) levels where upregulation of pro-apoptotic and down regulation of anti-apoptotic genes was detected. Addnl., compound 2 treatment enhanced the antioxidant (GSH, CAT, SOD) activities. Finally, in vivo experiments verified the effective anticancer activity of compound 2 through inhibition of tumor proliferation by 47.6% compared to 22.9% for 5-FU and amelioration of the hematol., biochem., and histopathol. examinations near normal. In effect, compound 2 can be viewed as a promising semi-synthetic derivative of isoeugenol with some degree of selectivity for management of breast cancer through apoptotic induction and ER伪 downregulation. In the experiment, the researchers used many compounds, for example, 1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9Name: 1-(Chloromethyl)-3-methylbenzene).

1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9) belongs to organic chlorides. Organochlorines stimulate the central nervous system and cause convulsions, tremor, nausea, and mental confusion. Examples are dichlorodiphenyltrichloroethane (DDT), chlordane, lindane, endosulfan, and dieldrin. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.Name: 1-(Chloromethyl)-3-methylbenzene

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

Efficient and Selective N-Methylation of Nitroarenes under Mild Reaction Conditions was written by Pedrajas, Elena;Sorribes, Ivan;Guillamon, Eva;Junge, Kathrin;Beller, Matthias;Llusar, Rosa. And the article was included in Chemistry – A European Journal in 2017.Quality Control of 2-Chloro-N,N-dimethylaniline This article mentions the following:

A straightforward protocol for the preparation of N,N-dimethylated amines from readily available nitro starting materials using formic acid as a renewable C₁ source and silanes as reducing agents was reported. This tandem process was efficiently accomplished in the presence of a cubane-type Mo₃PtS₄ catalyst. A [3+1] building block strategy starting from the trinuclear [Mo₃S₄Cl₃(dmen)₃]⁺ and Pt(PPh₃)₄ complexes was followed for the preparation of the novel [Mo₃Pt(PPh₃)S₄Cl₃(dmen)₃]⁺ (dmen: N,N’-dimethylethylenediamine) compound. The heterobimetallic [Mo₃Pt(PPh₃)S₄Cl₃(dmen)₃]⁺ cation preserved the main structural features of its [Mo₃S₄Cl₃(dmen)₃]⁺ cluster precursor. Interestingly, this catalytic protocol operated at room temperature with high chemoselectivity when the [Mo₃Pt(PPh₃)S₄Cl₃(dmen)₃]⁺ catalyst co-exists with its trinuclear [Mo₃S₄Cl₃(dmen)₃]⁺ precursor. N-heterocyclic arenes, double bonds, ketones, cyanides and ester functional groups were well retained after N-methylation of the corresponding functionalized nitroarenes. In addition, benzylic-type as well as aliphatic nitro compounds were also methylated following this protocol. In the experiment, the researchers used many compounds, for example, 2-Chloro-N,N-dimethylaniline (cas: 698-01-1Quality Control of 2-Chloro-N,N-dimethylaniline).

2-Chloro-N,N-dimethylaniline (cas: 698-01-1) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Quality Control of 2-Chloro-N,N-dimethylaniline

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

Design, synthesis and structure-activity relationships of azole acids as novel, potent dual PPAR 伪/纬 agonists was written by Zhang, Hao;Ryono, Denis E.;Devasthale, Pratik;Wang, Wei;O’Malley, Kevin;Farrelly, Dennis;Gu, Liqun;Harrity, Thomas;Cap, Michael;Chu, Cuixia;Locke, Kenneth;Zhang, Litao;Lippy, Jonathan;Kunselman, Lori;Morgan, Nathan;Flynn, Neil;Moore, Lisa;Hosagrahara, Vinayak;Zhang, Lisa;Kadiyala, Pathanjali;Xu, Carrie;Doweyko, Arthur M.;Bell, Aneka;Chang, Chiehying;Muckelbauer, Jodi;Zahler, Robert;Hariharan, Narayanan;Cheng, Peter T. W.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2009.Application In Synthesis of 2-(3-Methoxyphenyl)acetyl chloride This article mentions the following:

The design, synthesis and structure-activity relationships of a novel series of N-phenyl-substituted pyrrole I [R¹ = 3- or 4-[2-(5-Me-2-Ph-4-oxazolyl)ethoxy], R² = Me, Ph], 1,2-pyrazole and 1,2,3-triazole acid analogs as PPAR ligands was outlined. The triazole acid analogs II [R¹ = 3- (III) or 4-[2-(5-Me-2-Ph-4-oxazolyl)ethoxy]] were identified as potent dual PPAR伪/纬 agonists both in binding and functional assays in vitro. Analog III showed excellent glucose and triglyceride lowering in diabetic db/db mice. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0Application In Synthesis of 2-(3-Methoxyphenyl)acetyl chloride).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) belongs to organic chlorides. An organic chloride is an organic compound containing at least one covalently bonded atom of chlorine. Their wide structural variety and divergent chemical properties lead to a broad range of names and applications. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.Application In Synthesis of 2-(3-Methoxyphenyl)acetyl chloride

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

Palladium-Catalyzed Carbonylative Synthesis of 1,5-Dihydro-2H-pyrrol-2-ones from Propargyl Amines and Benzyl Chlorides was written by Le, Zhengjie;Zhu, Yiwen;Bao, Zhi-Peng;Ying, Jun;Wu, Xiao-Feng. And the article was included in Advanced Synthesis & Catalysis in 2021.HPLC of Formula: 620-19-9 This article mentions the following:

A palladium-catalyzed double carbonylation of propargyl amines and benzyl chlorides employing benzene-1,3,5-triyl triformate (TFBen) as the CO source was developed. By using this protocol, various 1,5-dihydro-2H-pyrrol-2-ones I [R = Ph, 4-FC₆H₄, 3-thienyl, etc.; R¹ = Ph, 4-MeC₆H₄, 4-ClC₆H₄, etc.] were produced in good yields. In the experiment, the researchers used many compounds, for example, 1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9HPLC of Formula: 620-19-9).

1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9) belongs to organic chlorides. Organic chlorides can be used in production of: PVC, pesticides, chloromethane, teflon, insulators. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.HPLC of Formula: 620-19-9

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