Tag: 100-200

Access to Oxetane-Containing psico-Nucleosides from 2-Methyleneoxetanes: A Role for Neighboring Group Participation? was written by Liang, Yanke;Hnatiuk, Nathan;Rowley, John M.;Whiting, Bryan T.;Coates, Geoffrey W.;Rablen, Paul R.;Morton, Martha;Howell, Amy R.. And the article was included in Journal of Organic Chemistry in 2011.Computed Properties of C8H7ClO2 This article mentions the following:

The first psico-oxetanocin analog of the powerful antiviral natural product, oxetanocin A, has been readily synthesized from cis-2-butene-1,4-diol. Key 2-methyleneoxetane precursors were derived from β-lactones prepared by the carbonylation of epoxides. F⁺-mediated nucleobase incorporation provided the corresponding nucleosides in good yield but with low diastereoselectivity. Surprisingly, attempted exploitation of anchimeric assistance to increase the selectivity was not fruitful. A range of 2-methyleneoxetane and related 2-methylenetetrahydrofuran substrates was prepared to explore the basis for this. With one exception, these substrates also showed little stereoselectivity in nucleobase incorporation. Computational studies were undertaken to examine if neighboring group participation involving fused [4.2.0] or [4.3.0] intermediates is favorable. In the experiment, the researchers used many compounds, for example, Chloromethyl benzoate (cas: 5335-05-7Computed Properties of C8H7ClO2).

Chloromethyl benzoate (cas: 5335-05-7) 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. 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.Computed Properties of C8H7ClO2

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

Design and synthesis of novel 1,3,4-oxadiazole sulfone compounds containing 3,4-dichloroisothiazolylamide moiety and evaluation of rice bacterial activity was written by Xiang, Jie;Liu, Dengyue;Chen, Jixiang;Hu, Deyu;Song, Baoan. And the article was included in Pesticide Biochemistry and Physiology in 2020.SDS of cas: 620-19-9 This article mentions the following:

In this study, thirty 1,3,4-oxadiazole sulfone derivatives containing 3,4-dichloroisothiazolamide moiety I [X = CH₂, R¹ = H, Me; X = CH₂CH₂, R¹ = H; R² = Me, i-Pr, PhCH₂, thiophen-3-ylmethyl, etc.] were designed and synthesized and their antibacterial activities were evaluated. Bioassay results showed that some compounds exhibited excellent antibacterial activities against Xanthomonas oryzae pv. oryzae (Xoo) and Xanthomonas oryzae pv. oryzicola (Xoc) in vitro and in vivo. Notably, the EC₅₀ values of compounds I (X = CH₂; R¹ = H; R² = Et, n-Pr) against Xoo were 0.79 and 0.85μg/mL, resp., which were superior to those of the control agents isotianil, bismerthiazol and thiodiazole copper. In addition, in vivo antibacterial activities revealed that the compound I (X = CH₂; R¹ = H; R² = Et) at 50μg/mL possessed protective and curative activities of 43.99% and 41.06% against Xoo, resp., which were better than pos. controls. Furthermore, the preliminary mechanism study disclosed that this compound exhibited effective antibacterial activity against Xoo by inhibiting the formation of extracellular polysaccharides from Xoo, increasing cell permeability and changing the shape of cells. This study suggested that 1,3,4-oxadiazole sulfone derivatives containing 3,4-dichloroisothiazolamide moiety displayed excellent antibacterial activity and could be further explored and developed as com. pesticides. In the experiment, the researchers used many compounds, for example, 1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9SDS of cas: 620-19-9).

1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9) 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. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.SDS of cas: 620-19-9

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

Studies of thiomorpholine derivatives. III. Reaction of 2-substituted-3-oxoperhydro-2H-1,4-thiazine-5-carboxylic acids and their methyl esters with sulfuryl chloride was written by Muro, Tomio. And the article was included in Yakugaku Zasshi in 1982.SDS of cas: 7476-66-6 This article mentions the following:

Each diastereomer was isolated from a mixture of (2R,5R)-I and (2S,5R)-I, which was derived from L-cysteine, by using SOCl₂ and their stereostructure was clarified by NMR. When each diastereomer I was treated with equivalent SO₂l₂, (1S,4R)-II was obtained. The reaction of thiazinecarboxylates III (R = Et, Me₂CH) with SO₂Cl₂ afforded alkylidene-thiazinecarboxylates IV (R¹ = H, Me). The reaction of (5R)-III (R = Ph) with SO₂Cl₂ gave [PhCOCONHCH(CO₂Me)CH₂S]₂ and (2R,5R,2′S,5′S)-V. In the experiment, the researchers used many compounds, for example, Methyl 2-chloro-2-phenylacetate (cas: 7476-66-6SDS of cas: 7476-66-6).

Methyl 2-chloro-2-phenylacetate (cas: 7476-66-6) 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.SDS of cas: 7476-66-6

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

Structure activity relationship exploration of 5-hydroxy-2-(3-phenylpropyl)chromones as a unique 5-HT_2B receptor antagonist scaffold was written by Kim, Minsoo;Truss, Myles;Pagare, Piyusha P.;Essandoh, Martha A.;Zhang, Yan;Williams, Dwight A.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020.Category: chlorides-buliding-blocks This article mentions the following:

Antagonists for the serotonin receptor 2B (5-HT_2B) have clin. applications towards migraine, anxiety, irritable bowl syndrome, and MDMA abuse; however, few selective 5-HT_2B antagonists have been identified. Previous studies from these labs identified a natural product, 5-hydroxy-2-(2-phenylethyl)chromone (5-HPEC, 2) as the first non-nitrogenous ligand for the 5-HT_2B receptor. Studies on 5-HPEC optimization led to the identification of 5-hydroxy-2-(3-phenylpropyl)chromone (5-HPPC, 3), which showed a tenfold improvement in binding affinity over 2 at 5-HT_2B. This study aimed to further improve receptor pharmacol. of this unique scaffold. Guided by mol. modeling studies modifications at the C-3′ and C-4′ positions of 3 were made to probe their effects on ligand binding affinity and efficacy. Among the derivatives synthesized 5-hydroxy-2-(3-(3-cyanophenyl)propyl)chromone (5-HCPC, 3d) showed the most promise with a multifold improvement in binding affinity (pK_i = 7.1 ± 0.07) over 3 with retained antagonism. In the experiment, the researchers used many compounds, for example, 1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9Category: chlorides-buliding-blocks).

1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9) 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. 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.Category: chlorides-buliding-blocks

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

Replacement by chlorine of the hydroxyl group in esters of hydroxy acids by means of phosphorus oxychloride and pyridine (steric course of the substitution) was written by Wagner-Jaurego, Theodor. And the article was included in Technische Hochschule, Zurich. Helv. Chim. Acta in 1929.Safety of Methyl 2-chloro-2-phenylacetate This article mentions the following:

POCl₃ can be used to replace OH by Cl in HO acids, provided pyridine is present. In its absence, dehydration often occurs. The chlorination is often accompanied by a reversal in polarity of the optically active acids d-Chlorosuccinic ester is prepared by treating 12.2 g. of l-malic acid (α_D^16.6 -4.62°) and 11.9 g. pyridine with 11.5g. of cold POCl₃, allowing to stand for 1 hr. in a freezing mixture After 22 hrs.’ standing at room temperature, the mass is decomposition with H₂O and extracted with CHCl₃. The extract is washed with H₂O, dried with Na₂SO₄ and distilled It b₁₆, 110-1° (yield 4.8 g.). After refractionation it b_10-1 106-7° (uncorrected), α_D²⁰ +36.6°. Me phenylchloroacetate: 7.4 g. of d-mandelic acid, α_D¹⁸ (CS₂) 172 (pure acid: 214°) + 7.1 g. pyridine + 6.8 g, POCl₃ yielded 4.2 g. b_19-20 133-40°. After refractionation it b_.15.5-14 130-1 (corrected) α_D¹⁸-62.2° (calculated for optically pure product -77.4°) dl-Isomer: 12.5 g. di-mandelic acid + 12 g. pyridine + 11.5 g. POCl₃ gave 6.8 g. of dl-product; b_13-15 129-30° (corrected). In the experiment, the researchers used many compounds, for example, Methyl 2-chloro-2-phenylacetate (cas: 7476-66-6Safety of Methyl 2-chloro-2-phenylacetate).

Methyl 2-chloro-2-phenylacetate (cas: 7476-66-6) 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.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.Safety of Methyl 2-chloro-2-phenylacetate

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

Design, synthesis and preliminary biological evaluation of benzylsulfone coumarin derivatives as anti-cancer agents was written by Wang, Tao;Peng, Tao;Wen, Xiaoxue;Wang, Gang;Sun, Yunbo;Liu, Shuchen;Zhang, Shouguo;Wang, Lin. And the article was included in Molecules in 2019.Name: 1-(Chloromethyl)-3-methylbenzene This article mentions the following:

In this work, a series of benzylsulfone coumarin derivatives I (5a-5o) R¹ = 4-Me, 2-Br, 3-F, etc.; R² = H, NO₂, Br) were synthesized and characterized. Kinase inhibitory activity assay indicated that most of the compounds showed considerable activity against PI3K. Anti-tumor activity studies of the active compounds were also carried out in vitro on the Hela, HepG2, H1299, HCT-116, and MCF-7 tumor cell lines by MTS assay. The structure-activity relationships (SARs) of these compounds were analyzed in detail. Compound 5h (R¹ = 4-F, R² = NO₂) exhibited the most potent activities against the mentioned cell lines with IC₅₀ values ranging from 18.12 to 32.60μM, followed by 5m (R¹ = 4-F, R² = Br) with IC₅₀ values of 29.30-42.14μM. Furthermore, 5h and 5m clearly retarded the migration of Hela cells in vitro. Next, an in silico mol. docking study was conducted to evaluate the binding models of 5h and 5m towards PI3Kα and PI3Kβ. Collectively, the above findings suggested that compounds 5h and 5m might be promising PI3K inhibitors deserving further investigation for cancer treatment. 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. 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.Name: 1-(Chloromethyl)-3-methylbenzene

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

5-Alkyl-6-benzyl-2-(2-oxo-2-phenylethylsulfanyl)pyrimidin-4(3H)-ones, a Series of Anti-HIV-1 Agents of the Dihydro-alkoxy-benzyl-oxopyrimidine Family with Peculiar Structure-Activity Relationship Profile was written by Nawrozkij, Maxim B.;Rotili, Dante;Tarantino, Domenico;Botta, Giorgia;Eremiychuk, Alexandre S.;Musmuca, Ira;Ragno, Rino;Samuele, Alberta;Zanoli, Samantha;Armand-Ugon, Mercedes;Clotet-Codina, Imma;Novakov, Ivan A.;Orlinson, Boris S.;Maga, Giovanni;Este, Jose A.;Artico, Marino;Mai, Antonello. And the article was included in Journal of Medicinal Chemistry in 2008.Quality Control of 2-Chloro-6-fluorophenylacetonitrile This article mentions the following:

A series of dihydro-alkylthio-benzyl-oxopyrimidines (S-DABOs) bearing a 2-aryl-2-oxoethylsulfanyl chain at pyrimidine C2, an alkyl group at C5, and a 2,6-dichloro-, 2-chloro-6-fluoro-, and 2,6-difluoro-benzyl substitution at C6 (oxophenethyl-S-DABOs, 6-8) is here described. The new compounds showed low micromolar to low nanomolar (in one case subnanomolar) inhibitory activity against wt HIV-1. Against clin. relevant HIV-1 mutants (K103N, Y181C, and Y188L) as well as in enzyme (wt and K103N, Y181I, and L100I mutated RTs) assays, compounds carrying an ethyl/iso-Pr group at C5 and a 2,6-dichloro-/2-chloro-6-fluoro-benzyl moiety at C6 were the most potent derivatives, also characterized by low fold resistance ratio. Interestingly, the structure-activity relationship (SAR) data drawn from this DABO series are more related to HEPT than to DABO derivatives These findings were at least in part rationalized by the description of a fair superimposition between the 6-8 and TNK-651 (a HEPT analog) binding modes in both WT and Y181C RTs. In the experiment, the researchers used many compounds, for example, 2-Chloro-6-fluorophenylacetonitrile (cas: 75279-55-9Quality Control of 2-Chloro-6-fluorophenylacetonitrile).

2-Chloro-6-fluorophenylacetonitrile (cas: 75279-55-9) 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-6-fluorophenylacetonitrile

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

Nucleophilic Aromatic Substitution of Unactivated Aryl Fluorides with Primary Aliphatic Amines by Organic Photoredox Catalysis was written by Shi, Weimin;Zhang, Jingjie;Zhao, Fengqian;Wei, Wei;Liang, Fang;Zhang, Yin;Zhou, Shaolin. And the article was included in Chemistry – A European Journal in 2020.SDS of cas: 202925-07-3 This article mentions the following:

A mild and transition-metal-free approach for the nucleophilic aromatic substitution (S_NAr) of unactivated fluoroarenes with primary aliphatic amines to form aromatic amines was reported. This reaction is facilitated by the formation of cationic fluoroarene radical intermediates in the presence of an acridinium-based organic photocatalyst under blue-light irradiation Various electron-rich and electron-neutral fluoroarenes are competent electrophiles for this transformation. A wide range of primary aliphatic amines, including amino acid esters, dipeptides and linear and branched amines are suitable nucleophiles. The synthetic utility of this protocol is demonstrated by the late-stage functionalization of several complex drug mols. In the experiment, the researchers used many compounds, for example, 2-Chloro-1-fluoro-4-methoxybenzene (cas: 202925-07-3SDS of cas: 202925-07-3).

2-Chloro-1-fluoro-4-methoxybenzene (cas: 202925-07-3) 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.SDS of cas: 202925-07-3

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

Light-promoted N,N-dimethylation of amine and nitro compound with methanol catalyzed by Pd/TiO₂ at room temperature was written by Zhang, Lina;Zhang, Yan;Deng, Youquan;Shi, Feng. And the article was included in RSC Advances in 2015.Quality Control of 2-Chloro-N,N-dimethylaniline This article mentions the following:

A series of TiO₂ supported nano-Pd catalysts (Pd/TiO₂) were prepared and used for the N,N-dimethylation of different amines and nitro compounds with methanol under UV irradiation at room temperature A wide range of N,N-di-Me amines were one-pot synthesized with up to 98% by applying aliphatic secondary amines, aromatic primary amines, aliphatic primary amines and aromatic nitro compounds as starting materials. It is noteworthy that up to 90% yield of 4-chloro-N,N-dimethylaniline was obtained by adjusting the Pd loadings on the TiO₂ and the dehalogenation reaction was inhibited. Finally, a reaction mechanism is discussed, involving PhN=CH₂ and PhNHCH₃ as reaction intermediates. 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. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. 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

Effect of meta-substituents on aromatic nucleophilic substitution was written by Bevan, C. W. L.;Hirst, J.;Una, S. J.. And the article was included in Chemistry & Industry (London, United Kingdom) in 1966.Recommanded Product: 4815-64-9 This article mentions the following:

Displacement of F in 3,5-R(O₂N)C₆H₃F by OMe ions in MeOH varied by a factor of 10⁴ depending on the group R. The rate decreased as A varied in the order NO₂ > SO₂Me > CF₃ > Br > Cl > I > F > Ac > H > OMe > Me > CMe₃ > CO₂^– > NH₂. For PhF (no other substituent on the ring), the rate was 10^-4 which was the slowest of the meta-nitro-substituted series. All reactions were run at 100°. Despite an overall difference of 10⁸ in rates, the log B factor in the Arrhenius equation k = Be^-Ε/RT remained constant at approx. 12.5. The vast difference in rates was attributed to the changes in the activation energy. The reaction series was sensitive to electronic effects. Somewhat abnormal results, obtained where R was NH₂ or OMe, were attributed to 2nd-order effects in reactions especially sensitive to the charge d. on the C atoms ortho to that bonded to F. In the experiment, the researchers used many compounds, for example, 1-Chloro-3-fluoro-5-nitrobenzene (cas: 4815-64-9Recommanded Product: 4815-64-9).

1-Chloro-3-fluoro-5-nitrobenzene (cas: 4815-64-9) 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. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.Recommanded Product: 4815-64-9

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