Tag: 100-200

Discovery of Highly Potent Liver X Receptor 尾 Agonists was written by Kick, Ellen K.;Busch, Brett B.;Martin, Richard;Stevens, William C.;Bollu, Venkataiah;Xie, Yinong;Boren, Brant C.;Nyman, Michael C.;Nanao, Max H.;Nguyen, Lam;Plonowski, Artur;Schulman, Ira G.;Yan, Grace;Zhang, Huiping;Hou, Xiaoping;Valente, Meriah N.;Narayanan, Rangaraj;Behnia, Kamelia;Rodrigues, A. David;Brock, Barry;Smalley, James;Cantor, Glenn H.;Lupisella, John;Sleph, Paul;Grimm, Denise;Ostrowski, Jacek;Wexler, Ruth R.;Kirchgessner, Todd;Mohan, Raju. And the article was included in ACS Medicinal Chemistry Letters in 2016.COA of Formula: C8H5ClFN This article mentions the following:

Introducing a uniquely substituted Ph sulfone into a series of biphenyl imidazole liver X receptor (LXR) agonists afforded a dramatic potency improvement for induction of ATP binding cassette transporters, ABCA1 and ABCG1, in human whole blood. The agonist series demonstrated robust LXR尾 activity (>70%) with low partial LXR伪 agonist activity (<25%) in cell assays, providing a window between desired blood cell ABCG1 gene induction in cynomolgus monkeys and modest elevation of plasma triglycerides for agonist I. The addition of polarity to the Ph sulfone also reduced binding to the plasma protein, human 伪-1-acid glycoprotein. Agonist I was selected for clin. development based on the favorable combination of in vitro properties, excellent pharmacokinetic parameters and a favorable lipid profile. In the experiment, the researchers used many compounds, for example, 2-Chloro-6-fluorophenylacetonitrile (cas: 75279-55-9COA of Formula: C8H5ClFN).

2-Chloro-6-fluorophenylacetonitrile (cas: 75279-55-9) 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. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.COA of Formula: C8H5ClFN

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

Esters of p-nitrophenol in synthesis of 1-N-monoamide and 1,7-bis-N,N’-amide derivatives of 1,4,7,10-tetraazacyclododecane was written by Skwierawska, A.. And the article was included in Polish Journal of Chemistry in 2006.Safety of 5-Chloro-2-methoxybenzoic acid This article mentions the following:

The efficient synthesis of N-monoamide and bis-N,N-amide-1,4,7,10-tetraazacyclododecanes is reported. Compounds thus prepared included 1-benzoyl-1,4,7,10-tetraazacyclododecane derivatives and 1-[(pyridinyl)carbonyl]-1,4,7,10-tetraazacyclododecane derivatives and analogs. In the experiment, the researchers used many compounds, for example, 5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2Safety of 5-Chloro-2-methoxybenzoic acid).

5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2) 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. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Safety of 5-Chloro-2-methoxybenzoic acid

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

Palladium-Catalyzed Cascade Decarboxylative Amination/6-endo-dig Benzannulation of o-Alkynylarylketones with N-Hydroxyamides To Access Diverse 1-Naphthylamine Derivatives was written by Zuo, Youpeng;He, Xinwei;Tang, Qiang;Hu, Wangcheng;Zhou, Tongtong;Shang, Yongjia. And the article was included in Organic Letters in 2020.Related Products of 3438-16-2 This article mentions the following:

An efficient and practical one-pot strategy to produce highly substituted 1-naphthylamines I [R¹ = t-Bu, Ph, 1-naphthyl, etc.; R² = H, 7-Me, 6-Cl, etc.; R³ = i-Pr, Ph, 4-MeC₆H₄, etc.; R⁴ = H, Me, CO₂Et] via sequential palladium-catalyzed decarboxylative amination/intramol. 6-endo-dig benzannulation reactions was described. In this reaction, a broad range of electron-rich, electron-neutral and electron-deficient o-alkynylarylketones reacted well with N-hydroxyl aryl/alkylamides to give a diversity of 1-naphthylamines in good to excellent yields under mild reaction conditions. The gram-scale synthesis, with benefits such as undiminished product yield and easy transformation, illustrated the practicality of this method. In the experiment, the researchers used many compounds, for example, 5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2Related Products of 3438-16-2).

5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2) 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. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.Related Products of 3438-16-2

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

The decarboxylative acylation of arylacetic acids was written by King, John A.;McMillan, Freeman H.. And the article was included in Journal of the American Chemical Society in 1951.Reference of 6834-42-0 This article mentions the following:

The conversion of arylacetic acids to ketones by means of Ac₂O is another instance of the base-catalyzed condensation of CO compounds Acid anhydride mols. function as both the addendum and the acceptor. A mechanism is presented which involves a quasi six-membered ring. It not only satisfactorily accommodates all the known facts but also demonstrates the manner in which CO₂ evolution acts as the driving force for the reaction. PhCH₂CO₂H (13.6 g.), 50 cc. Ac₂O, and 50 cc. pyridine refluxed 6 hrs., the solvent removed, the residue in C₆H₆ washed with 10% NaOH, the C₆H₆ evaporated, and the residue (12 g.) distilled yielded 7.5 g. PhCH₂COMe (I), b_0.1 30-64掳 (all b.ps. and m. ps. uncorrected) (phenylhydrazone m. 82-4掳), an intermediate cut, and 2.5 g. (PhCH₂)₂CO (II), b_0.1 112-25掳; oxime, m. 120-2掳. Action of Ac₂O and pyridine or NaOAc on MeCHPhCO₂H (III), PhCH₂CH₂CO₂H (IV), and Ph₂CHCO₂H (V): 0.10 mole of the acid, 50 or 100 cc. Ac₂O, and 1 volume pyridine refluxed 2-3 hrs. yielded no CO₂; removal of excess reagents gave the anhydride, b.p. or m.p. given: III, b_0.15 121-7掳; IV, b_0.05 135-45掳; V, m. 93.5-95掳; the anhydride gave IV, m. 47-8.5掳; the anhydride of V gave diphenylacetanilide, m. 177-9掳. The reaction was the same with NaOAc. m-MeOC₆H₄CH₂CO₂H (33.2 g.) treated dropwise with 125 cc. SOCl₂, the mixture refluxed 2.5 hrs. and distilled yielded 25 g. acid chloride, b_0.3-0.4 80-4掳, b_0.2 44-7掳. One equivalent of the acid chloride added dropwise to a stirred suspension of 1 equivalent of the Na salt of the acid in 10 volumes C₆H₆, the mixture stirred 3 hrs., filtered, and the filtrate concentrated yielded the acid anhydride (acid, yield (%), and m.p. given): phenylacetic, 87, 68-71掳; o-chlorophenylacetic, 77, 71-3掳 (from petr. ether containing C₆H₆); m-methoxyphenylacetic, 83, 41-1.5掳; 1-naphthylacetic, 79, 116-17掳. (PhCH₂CO)₂O (VI) (25.4 g.), 100 cc. Ac₂O, and 100 cc. pyridine refluxed 130 min. (1600 cc. CO₂ evolved, not S.T.P.), excess reagents removed in vacuo, the cooled residue treated with 150 cc. 10% NaOH, the mixture extracted with two 125-cc. portions of Et₂O, and the extract distilled yielded 9.3 g. I, b₅ 84-95掳, and 5.4 g. II, b₅ 160-8掳; NaOAc instead of pyridine gave 22% I and 45% II; pyridine and VI gave 30% II; NaOAc alone gave 4% I and 10% II. VI (12.7 g.) and 50 cc. base (cf. below) heated 2.5 hrs. at 130-40掳, cooled, diluted with 100 cc. C₆H₆ the C₆H₆ solution washed twice with 100-cc. portions of 1:1 HCl, once with water and once with 10% NaOH, and fractionated gave II; base, cc. of CO₂, yield in g. of II, yield (%) of II, b.p./mm., and m.p. of oxime given: isoquinoline, 30, 0.2, 4, 80-5掳/0.04-0.05, 117-19掳; 2,4,6-collidine, 150, 1.3, 25, 100-10掳/0.12-0.5, 119-20掳; 2-picoline, 70, 0.7, 13, 96-7掳/0.10, 122-4掳; Bu₃N, none, 5.3, 100, 106-16掳/0.15, 117-19.5掳. VI (12.7 g.), 50 cc. (EtCO)₂O, and 50 cc. pyridine refluxed 3.25 hrs. (920 cc. CO₂ evolved), the solvents removed in vacuo, the residue partitioned between 200 cc. each C₆H₆ and 10% NaOH, and the C₆H₆ layer distilled yielded 3.7 g. II, b_0.1 106-17掳, and 3.3 g. PhCH₂COEt, b_0.1 50-2.掳; semicarbazone m. 148-9掳 (from alc.). The acid anhydride (0.05 mole) and 50 cc. pyridine refluxed until evolution of CO₂ ceased, the mixture evaporated in vacuo, and the residue partitioned between 100 cc. each C₆H₆ and 10% KOH yielded the substituted compounds ArCH₂COCH₂Ar, Ar, yield (%), b.p./mm., m.p., and m.p. of the semicarbazone given: o-ClC₆H₄, 43, 150-1掳/0.02, 100.5-101掳, 153-5掳; m-MeOC₆H₄, 12, 154-8掳/0.2, -, 130-6.5掳; 1-C₁₀H₇, 19, 190-200掳/0.1, 108-9掳, 143-4掳. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0Reference of 6834-42-0).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) 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.Reference of 6834-42-0

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

Multi-component cascade reaction of 3-formylchromones: highly selective synthesis of 4,5-dihydro-[4,5′-bipyrimidin]-6(1H)-one derivatives was written by Chen, Li;Huang, Rong;Yun, Xing-Han;Hao, Tian-Hui;Yan, Sheng-Jiao. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2021.Synthetic Route of C7H8Cl2N2 This article mentions the following:

A novel protocol for the construction of highly functionalized bipyrimidine derivatives from 3-formylchromones, Et 2-(pyridine-2-yl)acetate derivatives, and amidine hydrochlorides via an interesting and considerably complex multi-component cascade reaction was developed. The cascade reaction was manifested by refluxing a mixture of the three substrates in acetonitrile or DMF along with Cs₂CO₃. A series of 4,5-dihydro-[4,5′-bipyrimidin]-6(1H)-ones (DBPMOs) was constructed regioselectively in suitable to excellent yields. Moreover, DBPMOs then underwent a novel, metal and oxidant-free cascade reaction to produce a series of [4,5′-bipyrimidin]-6(1H)-ones (BPMOs). The formation of the bipyrimidine derivatives was enabled by the formation of five bonds and the cleavage of one bond in one pot. This protocol can be used in the synthesis of functionalized bipyrimidine derivatives via a multi-component one-pot cascade reaction rather than multi-step reactions, which were suitable for both combinatorial and parallel syntheses of bipyrimidine derivatives In the experiment, the researchers used many compounds, for example, 2-Chloro-benzamidine hydrochloride (cas: 18637-02-0Synthetic Route of C7H8Cl2N2).

2-Chloro-benzamidine hydrochloride (cas: 18637-02-0) 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. 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.Synthetic Route of C7H8Cl2N2

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

¹⁵N NMR chemical shifts of ring substituted benzonitriles was written by Zacek, Petr;Dransfeld, Alk;Exner, Otto;Schraml, Jan. And the article was included in Magnetic Resonance in Chemistry in 2006.Safety of 3-Cyanobenzoyl chloride This article mentions the following:

¹⁵N chem. shifts in an extensive series of para, meta, as well as ortho-substituted benzonitriles, X-C₆H₄-CN, were measured in deuteriochloroform solutions, using three different methods of referencing. The standard error of the average chem. shift was less than 0.03 ppm in most cases. The results are discussed for both empirical correlations with substituent parameters and quantum chem. calculations The ¹⁵N chem. shifts calculated at the GIAO/B3LYP/6-31+G*//B3LYP/6-31+G* level reproduce the exptl. values well, and include nitrogen atoms in the substituent groups (range of 300 ppm with slope 0.98 and R = 0.998, n = 43). The ¹⁵N shifts in hydroxybenzonitriles are affected by interaction with the OH group. Therefore, these derivatives are excluded from the correlation anal. The resultant ¹⁵N chem. shift correlates well with substituent constants, both in the simple Hammett or DSP relationships and the ¹³C substituent-induced chem. shifts of the CN carbon. In the experiment, the researchers used many compounds, for example, 3-Cyanobenzoyl chloride (cas: 1711-11-1Safety of 3-Cyanobenzoyl chloride).

3-Cyanobenzoyl chloride (cas: 1711-11-1) 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. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.Safety of 3-Cyanobenzoyl chloride

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

Synthesis, Crystal Structure, and Thermal Decomposition Kinetics of the Ternary Complex [Sm(5-Cl-2-MOBA)₃phen]₂ was written by Wang, Juan-Fen;Zhang, Da-Hai;Liu, Xin;Wu, Ke-Zhong;Zhang, Jian-Jun. And the article was included in Journal of Chemical & Engineering Data in 2010.Name: 5-Chloro-2-methoxybenzoic acid This article mentions the following:

The synthesis and structure determination of the Sm(III) complex with 1,10-phenanthroline (phen) and 5-chloro-2-methoxybenzoate (5-Cl-2-MOBA) are reported. The crystal and mol. structure of the complex, as well as its mol. formula and composition [Sm(5-Cl-2-MOBA)₃phen]₂, were determined by single-crystal x-ray diffraction, elemental analyses, and IR and thermogravimetric/differential thermogravimetric (TG-DTG) measurements. Meanwhile, the molar conductance and the UV spectra of the complex were measured and depicted. The crystal of the complex belongs to the triclinic crystal system, space group P1虆 with a 10.729(2), b 13.0971(18), c 13.5925(19) 脜, 伪 64.376(5), 尾 84.571(6), 纬 87.733(7)掳, Z = 1, d_c = 1.719 t m^-3, 渭 = 2.006 mm^-1, and F(000) = 882. Each Sm(III) ion in the crystal is nine-coordinate with a distorted monocapped square antiprismatic conformation. The Sm(III) ion in the complex is coordinated by two O atoms of one chelating bidentate carboxylate group, five O atoms of two bridging bidentate, and two bridging-chelating tridentate carboxylate groups and two N atoms of one 1,10-phenanthroline mol. The thermal decomposition of [Sm(5-Cl-2-MOBA)₃phen]₂ can be divided into three stages. By the Malek method, SB(m,n) was defined as the kinetic model of the 1st-step thermal decomposition The activation energy E of this step is 183.63 kJ mol^-1, and the pre-exponential factor ln A is 39.59. The thermodn. parameters 螖G^{鈮?/sup>, 螖H鈮?/sup>, and 螖S鈮?/sup> of activation at the peak temperature were also calculated In the experiment, the researchers used many compounds, for example, 5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2Name: 5-Chloro-2-methoxybenzoic acid).}

5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2) belongs to organic chlorides. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.Name: 5-Chloro-2-methoxybenzoic acid

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

Studies towards DIAD promoted N-demethylation of N,N-dimethylanilines was written by Ren, Jiangmeng;Cao, Fu-Rong;Sun, Xue-Qin;Xu, Xuan;Liu, Gui-Xia;Zeng, Bu-Bing. And the article was included in Tetrahedron Letters in 2022.Computed Properties of C8H10ClN This article mentions the following:

The demethylation of N,N-dimethylanilines promoted by diisopropyl azodicarboxylate (DIAD) to provide N-methylanilines was achieved in this paper. This protocol featured with mild reaction condition, simple operation and moderate to good yield. The intermediates were isolated and identified by means of spectroscopy methods. The reaction mechanism was investigated exptl. and further verified by theor. calculations This method could be applied to the study of the metabolites of medicines containing N,N-dimethylaniline fragments. In the experiment, the researchers used many compounds, for example, 2-Chloro-N,N-dimethylaniline (cas: 698-01-1Computed Properties of C8H10ClN).

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. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.Computed Properties of C8H10ClN

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