Tag: 200-300

In 2019,Bioorganic Chemistry included an article by Gholampour, Maryam; Ranjbar, Sara; Edraki, Najmeh; Mohabbati, Maryam; Firuzi, Omidreza; Khoshneviszadeh, Mehdi. Formula: C7H6BrCl. The article was titled 《Click chemistry-assisted synthesis of novel aminonaphthoquinone-1,2,3-triazole hybrids and investigation of their cytotoxicity and cancer cell cycle alterations》. The information in the text is summarized as follows:

A series of 12 novel 1,4-naphthoquinone-1,2,3-triazole hybrids were designed and synthesized through copper-catalyzed click reaction of 2-(prop-2-ynylamino)naphthalene-1,4-dione (3) and different azidomethyl-benzene derivatives The synthesized compounds were assessed for their anticancer activity against three cancer cell lines (MCF-7, HT-29 and MOLT-4) by MTT assay. The results showed that the majority of the synthesized compounds displayed cytotoxic activity. Derivatives 6f and 6h, bearing 4-trifluoromethyl-benzyl and 4-tert-butyl-benzyl groups, resp., as well as intermediate 3 demonstrated good cytotoxic potential against all tested cancer cell lines, among which compound 6f showed the highest activity. Flow cytometric anal. revealed that compounds 3, 6f and 6h arrested cell cycle at G0/G1 phase in MCF-7 cells. Therefore, synthesized aminonaphthoquinone-1,2,3-triazole derivatives can be introduced as promising mols. for further development as potential anticancer agents. The results came from multiple reactions, including the reaction of 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Formula: C7H6BrCl)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) may be used to synthesize 1-(4-chlorobenzyl)-2-(pyrrolidin-1-yl-methyl)-1H-benzimidazole dihydrochloride.Formula: C7H6BrCl It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

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

Stadler, Marc; Hellwig, Veronika; Mayer-Bartschmid, Anke; Denzer, Dirk; Wiese, Burkhard; Burkhardt, Nils published their research in Journal of Antibiotics on December 31 ,2005. The article was titled 《Novel analgesic triglycerides from cultures of Agaricus macrosporus and other Basidiomycetes as selective inhibitors of neurolysin》.Formula: C8H6Cl2O3 The article contains the following contents:

The agaricoglycerides are a new class of fungal secondary metabolites that constitute esters of chlorinated 4-hydroxy benzoic acid and glycerol. They are produced in cultures of the edible mushroom, Agaricus macrosporus, and several other basidiomycetes of the genera Agaricus, Hypholoma, Psathyrella and Stropharia. The main active principle, agaricoglyceride A, showed strong activities against neurolysin, a protease involved in the regulation of dynorphin and neurotensin metabolism (IC50 = 200 nM), and even exhibited moderate analgesic in vivo activities in an in vivo model. Agaricoglyceride monoacetates (IC50 = 50 nM) showed even stronger in vitro activities. Several further co-metabolites with weaker or lacking bioactivities were also obtained and characterized. Among those were further agaricoglyceride derivatives, as well as further chlorinated phenol derivatives such as the new compound, agaricic ester. The characteristics of the producer organisms, the isolation of bioactive metabolites from cultures of A. macrosporus, their biol. activities, and preliminary results on their occurrence in basidiomycetes, are described. After reading the article, we found that the author used 3,5-Dichloro-4-methoxybenzoic acid(cas: 37908-97-7Formula: C8H6Cl2O3)

3,5-Dichloro-4-methoxybenzoic acid(cas: 37908-97-7) belongs to organochlorine compounds. Many organochlorine compounds have been isolated from natural sources ranging from bacteria to humans. Formula: C8H6Cl2O3 Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids.

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

Pridmore, Simon J.; Williams, Jonathan M. J. published their research in Tetrahedron Letters on December 22 ,2008. The article was titled 《C-C bond formation from alcohols and malonate half esters using borrowing hydrogen methodology》.Product Details of 7116-36-1 The article contains the following contents:

Alcs. have been used as alkylating agents in a decarboxylative reaction with malonate half esters via a borrowing hydrogen pathway catalyzed by readily available Ru(PPh3)3Cl2. E.g., in presence of Ru(PPh3)3Cl2 and pyrrolidine, reaction of PhCH2OH and EtO2CCH2CO2H gave 88% PhCH2CH2CO2Et. The results came from multiple reactions, including the reaction of Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1Product Details of 7116-36-1)

Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. 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.Product Details of 7116-36-1

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

Formula: C11H13ClO2On March 31, 2008, Bohman, B.; Nordlander, G.; Nordenhem, H.; Sunnerheim, K.; Borg-Karlson, A.-K.; Unelius, C. R. published an article in Journal of Chemical Ecology. The article was 《Structure-Activity Relationships of Phenylpropanoids as Antifeedants for the Pine Weevil Hylobius abietis》. The article mentions the following:

Et cinnamate has been isolated from the bark of Pinus contorta in the search for antifeedants for the pine weevil, Hylobius abietis. Based on this lead compound, a number of structurally related compounds were synthesized and tested. The usability of the Topliss scheme, a flow diagram previously used in numerous structure-activity relationship (SAR) studies, was evaluated in an attempt to find the most potent antifeedants. The scheme was initially followed stepwise; subsequently, all compounds found in the scheme were compared. In total, 51 phenylpropanoids were tested and analyzed for SARs by using arguments from the field of medicinal chem. (rational drug design). Individual Hansch parameters based on hydrophobicity, steric, and electronic properties were examined The effects of position and numbers of substituents on the aromatic ring, the effects of conjugation in the mols., and the effects of the properties of the parent alc. part of the esters were also evaluated. It proved difficult to find strong SARs derived from single physicochem. descriptors, but our study led to numerous new, potent, phenylpropanoid antifeedants for the pine weevil. Among the most potent were Me 3-phenylpropanoates monosubstituted with chloro, fluoro, or Me groups and the 3,4-dichlorinated Me 3-phenylpropanoate. After reading the article, we found that the author used Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1Formula: C11H13ClO2)

Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties.Formula: C11H13ClO2 Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.

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

Zhang, Naichen; Ye, Yuanzhi; Bai, Lu; Liu, Jingjing; Wang, Han; Luan, Xinjun published an article in 2022. The article was titled 《Transition metal-free dearomatization of halonaphthols with C(sp3)-electrophiles》, and you may find the article in Chinese Chemical Letters.COA of Formula: C7H6BrCl The information in the text is summarized as follows:

The first intermol. electrophilic dearomatization of halonaphthols I (R1 = H, 7-MeO, 6-Me3Si, 3-Cl, etc.) with benzyl/allyl bromides R2Br (R2 = PhCH2, PhCHMe, 4-MeO2CC6H4CH2, H2C:CHCH2, PhCH:CH, etc.) is described. Halonaphthols are used as carbon nucleophiles in dearomatization to form three-dimensional cyclic enones II with excellent chemoselectivity, in which etherification of phenolic hydroxyl group could be restrained by using cesium carbonate as the base. A wide range of cyclic enones was directly prepared from various substituted benzyl/allyl bromides and halonaphthols. Mechanistic investigations suggest a direct SN2 reaction pathway.1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7COA of Formula: C7H6BrCl) was used in this study.

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) is a useful reagent for the preparation of panicinotam derivatives for use as anti-inflammatory agents or immunomodulators.COA of Formula: C7H6BrCl It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

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

《Copper-Catalyzed Chemoselective 1,4-Reductions: Sequential One-Pot Synthesis of Esters》 was published in ChemistrySelect in 2019. These research results belong to Kumar, Devarapalli Ravi; Panigrahy, Ram Sankar; Ravi Kishore, Dakoju; Satyanarayana, Gedu. Related Products of 7116-36-1 The article mentions the following:

A sequential one-pot Horner-Wadsworth-Emmons reaction followed by [Cu]-catalyzed 1,4-reduction for an efficient preparation of esters (R1)(R2)CHCH2C(O)OC2H5 (R1 = H, Me; R2 = Ph, naphthalen-1-yl, thiophen-2-yl, 2H-1,3-benzodioxol-5-yl, 4-chlorophenyl, etc.; R1R2 = -(CH2)4-, -(CH2)5-, -(CH2)6-) is described. The protocol showed excellent chemoselectivity and broad functional group tolerance. In addition, the strategy was successfully applied for the synthesis of indanones I (R3 = 4-Me, 5-iso-Pr, 7-methoxy, 5-methoxy; R4 = H, Me) by using a single column chromatog. process. After reading the article, we found that the author used Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1Related Products of 7116-36-1)

Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1) 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. Related Products of 7116-36-1

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

In 2022,Neerathilingam, Nalladhambi; Anandhan, Ramasamy published an article in RSC Advances. The title of the article was 《Metal-free photoredox-catalyzed direct α-oxygenation of N,N-dibenzylanilines to imides under visible light》.HPLC of Formula: 622-95-7 The author mentioned the following in the article:

An efficient synthesis of imides using metal-free photoredox-catalyzed direct α-oxygenation of N,N’-disubstituted anilines in the presence of 9-mesityl-10-methylacridinium [Acr+-Mes]BF4 as a photoredox catalyst and mol. oxygen as a green oxidant under visible light was developed. This photochem. approach offered operational simplicity, high atom economy with a low E-factor and functional group tolerance under mild reaction conditions. Control and quenching experiments confirmed the occurrence of a radical pathway and superoxide radical anion α-oxygenation reactions and also provided strong evidence for the reductive quenching of [Acr+-Mes]BF4 based on a Stern-Volmer plot, which led to the proposed mechanism of this reaction. The experimental process involved the reaction of 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7HPLC of Formula: 622-95-7)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) may be used to synthesize 1-(4-chlorobenzyl)-2-(pyrrolidin-1-yl-methyl)-1H-benzimidazole dihydrochloride.HPLC of Formula: 622-95-7 It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

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

《Arylsulfochlorination of β-aminopropioamidoximes giving 2-aminospiropyrazolylmorpholine-ammonium arylsulfonates》 was published in Russian Chemical Bulletin in 2020. These research results belong to Kayukova, L. A.; Praliyev, K. D.; Myrzabek, A. B.; Kainarbayeva, Zh. N.. Synthetic Route of C6H4Cl2O2S The article mentions the following:

The reaction of P-(morpholin-1-yl)propioamidoxime with aromatic sulfonyl chlorides (p-XC6H4SO2Cl; X = CH3O, CH3, H, Br, Cl, NO2) in chloroform in the presence of triethylamine does not produce expected O-arylsulfonyl-β-(morpholin-1-yl)propioamidoximes; instead, this reaction affords isomers of the latter compounds, 2-amino-8-oxa-l,5-diazaspiro[4.5]dec-1-ene-5-ammonium arylsulfonates. The structures of the reaction products were established by physicochem. methods, spectroscopy, and X-ray diffraction. In the experiment, the researchers used 4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Synthetic Route of C6H4Cl2O2S)

4-Chlorobenzenesulfonyl chloride(cas: 98-60-2) 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.Synthetic Route of C6H4Cl2O2S

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

In 2019,Organic Chemistry Frontiers included an article by Zhang, Huiru; Sun, Nan; Hu, Baoxiang; Shen, Zhenlu; Hu, Xinquan; Jin, Liqun. Formula: C7H6BrCl. The article was titled 《Copper-catalyzed direct couplings of terminal alkynes with primary and secondary benzyl bromides》. The information in the text is summarized as follows:

A facile Cu-catalyzed benzylation of terminal alkynes RCCH (R = Ph, thiophen-3-yl, cyclopropyl, n-C6H13, etc.) from easily available benzyl bromides R1CH(R2)Br (R1 = Ph, thiophen-2-yl, naphthalen-2-yl, etc.; R2 = H, Me, Et) and 1-(phenylethynyl)-indane, 1-(phenylethynyl)-1,2,3,4-tetrahydronaphthalene, 4-(phenylethynyl)chroman have been developed. Both primary and secondary benzylic bromides have been successfully coupled with various aryl alkynes, alkyl alkynes and enynes, selectively affording benzyl alkynes RCCCH(R2)R1 in moderate to excellent yields. Examples of scale-up reactions as well as the application for preparing substituted allenes as 1,3-diphenylpropa-1,2-diene, 1,3-diphenyl-buta-1,2-diene and 9-benzyl-10-methylphenanthrene have further demonstrated the practicality and efficiency of the developed strategy. The results came from multiple reactions, including the reaction of 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Formula: C7H6BrCl)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) is a useful reagent for the preparation of panicinotam derivatives for use as anti-inflammatory agents or immunomodulators.Formula: C7H6BrCl It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

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

《Synthesis, evaluation of thymidine phosphorylase and angiogenic inhibitory potential of ciprofloxacin analogues: Repositioning of ciprofloxacin from antibiotic to future anticancer drugs》 was published in Bioorganic Chemistry in 2020. These research results belong to Shahzad, Sohail Anjum; Sarfraz, Ayesha; Yar, Muhammad; Khan, Zulfiqar Ali; Naqvi, Syed Ali Raza; Naz, Sadia; Khan, Nazeer Ahmad; Farooq, Umar; Batool, Razia; Ali, Muhammad. Computed Properties of C6H4Cl2O2S The article mentions the following:

Discovery of potent inhibitors of thymidine phosphorylase (TP) can offer appropriate approach in cancer treatment. A series of ciprofloxacin derivatives has been synthesized and inhibitory activity of these ciprofloxacin derivatives against thymidine phosphorylase enzyme was assessed. Out of these twelve analogs of ciprofloxacin, nine analogs exhibited good inhibitory activity against thymidine phosphorylase. Inhibitory activity as presented by their IC50 values was found in the range of 39.71 ± 1.13 to 161.89 ± 0.95μM. The 7-deazaxanthine was used as a standard inhibitor with IC50 = 37.82 ± 0.93μM. Furthermore, the chick chorionic allantoic membrane (CAM) assay was used to investigate anti-angiogenic activity of the most active ciprofloxacin-based inhibitor compound I. To enlighten the important binding interactions of ciprofloxacin derivatives with target enzyme, the structure activity relationship and mol. docking studies of chosen ciprofloxacin analogs was discussed. Docking studies revealed key π-π stacking, π-cation and hydrogen bonding interactions of ciprofloxacin analogs with active site residues of thymidine phosphorylase enzyme. In the experiment, the researchers used 4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Computed Properties of C6H4Cl2O2S)

4-Chlorobenzenesulfonyl chloride(cas: 98-60-2) belongs to organochlorine compounds. Many organochlorine compounds have been isolated from natural sources ranging from bacteria to humans. Computed Properties of C6H4Cl2O2S Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids.

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