Month: October 2022

Application In Synthesis of 2-(3-Bromophenyl)acetonitrileIn 2012 ,《Conformational Restriction Approach to β-Secretase (BACE1) Inhibitors: Effect of a Cyclopropane Ring To Induce an Alternative Binding Mode》 was published in Journal of Medicinal Chemistry. The article was written by Yonezawa, Shuji; Yamamoto, Takahiko; Yamakawa, Hidekuni; Muto, Chie; Hosono, Motoko; Hattori, Kazunari; Higashino, Kenichi; Yutsudo, Takashi; Iwamoto, Hideo; Kondo, Yutaka; Sakagami, Masahiro; Togame, Hiroko; Tanaka, Yoshikazu; Nakano, Toru; Takemoto, Hiroshi; Arisawa, Mitsuhiro; Shuto, Satoshi. The article contains the following contents:

Improvement of a drug’s binding activity using the conformational restriction approach with sp3 hybridized carbons is becoming a key strategy in drug discovery. We applied this approach to BACE1 inhibitors and designed four stereoisomeric cyclopropane compounds in which the ethylene linker of a known amidine-type inhibitor I was replaced with chiral cyclopropane rings. The synthesis and biol. evaluation of these compounds revealed that the cis-(1S,2R) isomer II exhibited the most potent BACE1 inhibitory activity among them. X-ray structure anal. of the complex of II and BACE1 revealed that its unique binding mode is due to the apparent CH-π interaction between the rigid cyclopropane ring and the Tyr71 side chain. A derivatization study using II as a lead mol. led to the development of highly potent inhibitors in which the structure-activity relationship as well as the binding mode of the compounds clearly differ from those of known amidine-type inhibitors. After reading the article, we found that the author used 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Application In Synthesis of 2-(3-Bromophenyl)acetonitrile)

2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) has been used in the synthesis of a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands or 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione.Application In Synthesis of 2-(3-Bromophenyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Anodic oxidations. VII. Nuclear cyanation of methylanisoles》 was published in Journal of Organic Chemistry in 1975. These research results belong to Yoshida, Kunihisa; Shigi, Masataka; Fueno, Takayuki. COA of Formula: C9H9NO The article mentions the following:

Addnl. data considered in abstracting and indexing are available from a source cited in the original document. Electrochem. oxidation of methylanisoles in MeOH containing NaCN was investigated. The anodic cyanation in MeOH is compared to anodic cyanation in MeCn containing Et4NCN. In the cases of o- and m-substituted methylanisoles, nuclear cyanation took place preferentially. With p-methylanisole [104-93-8], side chain methoxylation surpassed nuclear cyanation. The data obtained are compared with those of other electron-transfer reactions such as the anodic acetoxylation and the acetoxylation and chlorination by metal oxidizing agents. Factors controlling the competition between nuclear and side-chain substitution in alkyl aromatic compounds are ascribable to the degree of pos. charge on the aromatic C atoms in the cation radicals as well as the nucleophilicity of attacking agents. The experimental process involved the reaction of 2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0COA of Formula: C9H9NO)

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. COA of Formula: C9H9NO Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Revision of the Regioselectivity of the Beirut Reaction of Monosubstituted Benzofuroxans with Benzoylacetonitrile. 6-Substituted quinoxaline-2-carbonitrile 1,4- dioxides: Structural Characterization and Estimation of Anticancer Activity and Hypoxia Selectivity》 was written by Buravchenko, Galina I.; Scherbakov, Alexander M.; Korlukov, Alexander A.; Dorovatovskii, Pavel V.; Shchekotikhin, Andrey E.. Name: 3-Oxo-3-phenylpropanenitrileThis research focused ontirapazamine benzofuroxan anticancer agent hypoxia normoxia adenocarcinoma; 6(7)-substituted-3-phenylquinoxaline-2-carbonitrile 1,4-dioxides; Beirut reaction; CIGAR-HMBC method; X-ray structural analysis; antiproliferative activity; hypoxia-selective cytotoxins; structural isomers.. The article conveys some information:

Objective: The preparation, isolation, structure characterization, and screening for anticancer activity of the first representatives of 6-substituted quinoxaline-2-carbonitrile 1,4-dioxides have been described. Materials and Methods: A series of 7- and 6-halogeno-3-phenylquinoxaline-2-carbonitrile 1,4-dioxides was synthesized by the Beirut reaction. The cytotoxicity was assessed by MTT test (72 h incubation) in normoxia (21% O2) and hypoxia (1% O2) conditions. Results: We found that during the Beirut reaction between a benzofuroxan bearing an electron withdrawing group and benzoylacetonitrile in the presence of triethylamine, in addition to well-known 7-substituted quinoxaline-2-carbonitrile 1,4-dioxides 7-11a, the 6-isomers 7-11b are formed. Moreover, the yield of the 6- isomers increased with the increase in the electron-withdrawing character of the substituent. For benzofuroxans with CO2Me and CF3 groups, 6-substituted quinoxaline-2-carbonitrile 1,4-dioxides 10-11b were the major products. Despite similarities in physicochem. and spectroscopic properties, the obtained isomers exhibit considerable differences in their anticancer activity and hypoxia selectivity. Conclusion: Substituents and their electronic effects play a key role in the formation of 7- and 6-substituted quinoxaline-2-carbonitrile 1,4-dioxides in the Beirut reaction and in the cytotoxicity properties of the obtained isomers. The experimental process involved the reaction of 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Name: 3-Oxo-3-phenylpropanenitrile)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.Name: 3-Oxo-3-phenylpropanenitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Recommanded Product: 50743-32-3On March 25, 1986, Kubo, Keiji; Ukawa, Kiyoshi; Kuzuna, Seiji; Nohara, Akira published an article in Chemical & Pharmaceutical Bulletin. The article was 《Synthesis of (3-carboxy-5-oxo-5H-[1]benzopyrano[2,3-b]pyridin-2-yl)acetic acid derivatives, potential antiarthritic agents》. The article mentions the following:

The title compounds I (R = 7-Et, 7-Cl, etc.; R1 = Me, Et, Na) possessed potent antiarthritic activity in the rat adjuvant arthritic model. The mode of action of these compounds differs from that of acidic antiinflammatory drugs. Various modifications in these compounds (e.g., elongation, removal, or substitution of the methylene group of the acetic acid moiety, substitution of the benzene ring) were made in order to study the structure-activity relationships. The structural requirements for the compounds to show activity are rather severe. In the experiment, the researchers used 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3Recommanded Product: 50743-32-3)

6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons.Recommanded Product: 50743-32-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of C13H11NO2On November 12, 1999 ,《A Rare Acid-Promoted Elimination of O-Methyl Oximes: A Practical Synthesis of 3-Cyano-4-benzopyrones》 appeared in Journal of Organic Chemistry. The author of the article were Hsung, Richard P.; Zificsak, Craig A.; Wei, Lin-Li; Zehnder, Luke R.; Park, Francis; Kim, Michelle; Tran, Thuy-Trang T.. The article conveys some information:

3-Cyano-4-benzopyrones I (X = H, 6-Me2CH, 6-Cl, etc.) were prepared by acid-promoted elimination of O-Me oximes II (mixture of syn and anti). The experimental part of the paper was very detailed, including the reaction process of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3Synthetic Route of C13H11NO2)

6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons.Synthetic Route of C13H11NO2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Recommanded Product: 658-98-0On September 19, 2013 ,《Dehydration Rate Measurements for tertiary-Butanol in a Variable Pressure Flow Reactor》 was published in Journal of Physical Chemistry A. The article was written by Heyne, Joshua S.; Dooley, Stephen; Dryer, Frederick L.. The article contains the following contents:

Fundamentally, the dehydration reaction of tertiary-butanol is frequently used as an internal standard for relative rate studies of other decomposition reactions. A study is reported using radical trappers to isolate this path in tertiary-butanol pyrolysis experiments conducted in the Princeton variable pressure flow reactor between 658-980 K. A novel technique that determines the rate constant value by applying a global least-squares fit incorporating all exptl. species (tertiary-butanol, isobutene, and water) evolution data is developed and applied to yield six rate constant values at two reaction pressures (6.1 and 18 atm) and at temperatures between 949-980 K. Data from previously reported studies are reanalyzed to evaluate their absolute uncertainties, and new Arrhenius parameters are derived based upon the present and previous measurements. The recommended rate constant (uncertainties) for the dehydration reaction is k = 2.88(0.91) × 107T2.21(0.10) s-1 exp-(-62.4-(0.9) kcal mol-1/RT). The new correlation is in excellent agreement with other independent exptl. and theor. studies appearing in the literature. In addition to this study using 3-Chloro-4-fluorophenylacetonitrile, there are many other studies that have used 3-Chloro-4-fluorophenylacetonitrile(cas: 658-98-0Recommanded Product: 658-98-0) was used in this study.

3-Chloro-4-fluorophenylacetonitrile(cas: 658-98-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons.Recommanded Product: 658-98-0

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Baudoin, Olivier; Guenard, Daniel; Gueritte, Francoise published their research in Journal of Organic Chemistry on December 29 ,2000. The article was titled 《Palladium-Catalyzed Borylation of Ortho-Substituted Phenyl Halides and Application to the One-Pot Synthesis of 2,2′-Disubstituted Biphenyls》.Product Details of 325141-71-7 The article contains the following contents:

The title reactions are described. Thus, Pd(OAc)2/2-(dicyclohexylphosphino)biphenyl-catalyzed borylation of 2-BrC6H4NH2 with pinacolborane in the presence of Et3N in dioxane gave 81% pinacol (2-aminophenyl)boronate which in situ underwent Suzuki coupling with 2-IC6H4CH2CN/Ba(OH)2 to give 73% 2′-aminobiphen-2-ylacetonitrile. The experimental part of the paper was very detailed, including the reaction process of 2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile(cas: 325141-71-7Product Details of 325141-71-7)

2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile(cas: 325141-71-7) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Product Details of 325141-71-7 Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Suh, Young Ge; Kim, Soon Ai; Cho, Youn Sang published their research in Soul Taehakkyo Yakhak Nonmunjip on December 31 ,1991. The article was titled 《Lactone ring cleavage with samarium diiodide》.HPLC of Formula: 145498-86-8 The article contains the following contents:

An unusual C-O bond cleavage of lactones was examined SmI2 treatment of lactones in PhMe afforded a synthetically useful carboxylic acid which does not contain the OH group. Thus, phthalides I (R = SPh, cyano) gave ∼25% acids II.Methyl 2-(cyanomethyl)-3-methoxybenzoate(cas: 145498-86-8HPLC of Formula: 145498-86-8) was used in this study.

Methyl 2-(cyanomethyl)-3-methoxybenzoate(cas: 145498-86-8) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. HPLC of Formula: 145498-86-8 Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 72016-73-0On November 30, 1979 ,《Chlorine as an activating group in an electrophilic substitution. The Friedel-Crafts acetylation of 1-chloronaphthalene》 appeared in Journal of the Chemical Society. The author of the article were Gore, Peter H.; Khan, Iqtidar M.. The article conveys some information:

The activating effect of chlorine in the Friedel-Crafts acetylation of 1-chloronaphthalene is reported. Compared to naphthalene, the chloro-substituent activated the 4-position by a factor of 5.1 in CHCl3, all other positions being deactivated. In nitromethane, the 2-, 4-, 6- and 7-positions are activated by factors of 4.5, 13, 1.5, and 1.5, resp., all other positions being deactivated. The experimental process involved the reaction of 5-Amino-1-naphthonitrile(cas: 72016-73-0Application of 72016-73-0)

5-Amino-1-naphthonitrile(cas: 72016-73-0) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Application of 72016-73-0

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2008,Gomtsyan, Arthur; Bayburt, Erol K.; Schmidt, Robert G.; Surowy, Carol S.; Honore, Prisca; Marsh, Kennan C.; Hannick, Steven M.; McDonald, Heath A.; Wetter, Jill M.; Sullivan, James P.; Jarvis, Michael F.; Faltynek, Connie R.; Lee, Chih-Hung published 《Identification of (R)-1-(5-tert-Butyl-2,3-dihydro-1H-inden-1-yl)-3-(1H-indazol-4-yl)urea (ABT-102) as a Potent TRPV1 Antagonist for Pain Management》.Journal of Medicinal Chemistry published the findings.Recommanded Product: 31938-07-5 The information in the text is summarized as follows:

Vanilloid receptor TRPV1 is a cation channel that can be activated by a wide range of noxious stimuli, including capsaicin, acid, and heat. Blockade of TRPV1 activation by selective antagonists is under investigation by several pharmaceutical companies in an effort to identify novel agents for pain management. Here the authors report that replacement of substituted benzyl groups by an indan rigid moiety in a previously described N-indazole-N’-benzyl urea series led to a number of TRPV1 antagonists with significantly increased in vitro potency and enhanced drug-like properties. Extensive evaluation of pharmacol., pharmacokinetic, and toxicol. properties of synthesized analogs resulted in identification of (R)-7 (ABT-102). Both the analgesic activity and drug-like properties of (R)-7 support its advancement into clin. pain trials.2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Recommanded Product: 31938-07-5) was used in this study.

According to other reports, 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) is used in the preparation of diarylpyrimidines (DAPYs) as HIV-1 non-nucleoside reverse transcriptase inhibitors.Recommanded Product: 31938-07-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts