Tag: 200-300

The author of 《Studies on antianaphylactic agents. 7. Synthesis of antiallergic 5-oxo-5H-[1]benzopyrano[2,3-b]pyridines》 were Nohara, Akira; Ishiguro, Toshihiro; Ukawa, Kiyoshi; Sugihara, Hirosada; Maki, Yoshitaka; Sanno, Yasushi. And the article was published in Journal of Medicinal Chemistry in 1985. Name: 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile The author mentioned the following in the article:

5-Oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acids I and their tetrazole analogs II (R = H, Me, OH, amino; R1 = H, Me; R2 = H, Me, Et, Me2CH, Bu, Me3C, OMe; R1R2 = CH:CHCH:CH) were prepared from 4-oxo-4H-1-benzopyran-3-carbonitriles or 2-amino-4-oxo-4H-1-benzopyran-3-carboxaldehydes. They exhibited antiallergic activity both orally and i.v. in the passive cutaneous anaphylaxis test in rats. With I, the activity was influenced by the substituents at the 2-position and increased in the order: Me, OMe < NH2 < OH, H < NHOMe. Tetrazole series with II, 2-unsubsituted derivatives showed the highest activity. In addition to this study using 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile, there are many other studies that have used 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3Name: 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile) was used in this study.

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. Name: 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile 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

The author of 《Studies on antianaphylactic agents. 5. Synthesis of 3-(1H-tetrazol-5-yl)chromones, a new series of antiallergic substances》 were Nohara, Akira; Kuriki, Hisashi; Saijo, Taketoshi; Sugihara, Hirosada; Kanno, Morio; Sanno, Yasushi. And the article was published in Journal of Medicinal Chemistry in 1977. Application In Synthesis of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile The author mentioned the following in the article:

Of 28 title compounds (I; R=H, lower alkyl, Cl, cyclohexyl, OMe, Me2N, OAc, CO2Et, NO2, OH, OBu) and analogs, prepared from the appropriate carboxaldehydes by reaction with NH2OH to give the nitriles followed by cyclization with NaN3 in the presence of AlCl3, most were potent inhibitors of the rat passive cutaneous anaphylaxis reaction. Seven of the compounds were 4-10 times as active as di-Na cromoglycate when administered i.v., and several had oral activity. Structure-activity relations are discussed. In the experimental materials used by the author, we found 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3Application In Synthesis of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile)

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. Application In Synthesis of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile 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

In 2004,Heterocyclic Communications included an article by Reddy, G. Jagath; Latha, D.; Rao, K. Srinivasa. SDS of cas: 50743-32-3. The article was titled 《A mild and facile method for the synthesis of 3-cyanochromones from oximes derived from 3-formylchromones using dimethylformamide – thionylchloride complex》. The information in the text is summarized as follows:

A mild and facile method for the synthesis of 3-cyanochromones from oximes derived from 3-formylchromones using Dimethylformamide-thionylchloride complex is herein reported.6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3SDS of cas: 50743-32-3) was used in this study.

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. SDS of cas: 50743-32-3 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

Formula: C10H7BrN2On November 5, 2014 ,《Influences of halogen atoms on indole-3-acetonitrile (IAN): Crystal structure and Hirshfeld surfaces analysis》 appeared in Journal of Molecular Structure. The author of the article were Luo, Yang-Hui; Yang, Li-Jing; Han, Guangjun; Liu, Qing-Ling; Wang, Wei; Ling, Yang; Sun, Bai-Wang. The article conveys some information:

Crystal structural investigations and Hirshfeld surface anal. of three halogen atoms (4-Cl, 6-Cl and 4-Br) substituted indole-3-acetonitrile (IAN) were reported in this work. The structures of the present three compounds were characterized by IR spectra, Elemental analyses, NMR spectra, differential scanning calorimetry (DSC), thermogravimetric analyses (TGA) and hot stage microscopy (HSM). The Hirshfeld surfaces anal. in terms of crystal structure, intermol. interactions and π···π stacking motifs were performed. The authors found that the different kinds of halogen atoms and the different substituted positions have a significant effect on the crystal structures, mol. π···π stacking motifs, m.ps., and the nature of intermol. interactions for IANs.2-(4-Bromo-3-indolyl)acetonitrile(cas: 89245-35-2Formula: C10H7BrN2) was used in this study.

2-(4-Bromo-3-indolyl)acetonitrile(cas: 89245-35-2) is a member of nitriles. Nitriles have been reduced to amines by many methods, especially by catalytic hydrogenation and by metal hydrides. Aliphatic and aromatic nitriles have also been reduced to nitro derivatives using hydrazinium monoformate in the presence of Raney-nickel.Formula: C10H7BrN2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Molecular dynamics of 4-cyano-3-fluorophenyl 4-butylbenzoate as studied by dielectric relaxation spectroscopy》 was written by Massalska-Arodz, M.; Krawczyk, J.; Juszynska, E.; Kocot, A.; Inaba, A.. Reference of 4-Cyano-3-fluorophenyl 4-butylbenzoate And the article was included in Acta Physica Polonica, A on April 30 ,2010. The article conveys some information:

Dielec. α-relaxation connected with reorientations of the 4-cyano-3-fluorophenyl 4-butylbenzoate mols. around short axes in the isotropic and nematic phases is presented. In the nematic phase the super-Arrhenius temperature dependence of the relaxation has been found. Vitrification of the supercooled nematic phase is shown. Below glass transition temperature the secondary β-relaxation has been identified and described well by the Arrhenius temperature dependence on cooling and on heating. After softening of glass to the metastable nematic phase a spontaneous crystallization occurs as for some other low-weight mol. glass formers. In addition to this study using 4-Cyano-3-fluorophenyl 4-butylbenzoate, there are many other studies that have used 4-Cyano-3-fluorophenyl 4-butylbenzoate(cas: 86776-52-5Reference of 4-Cyano-3-fluorophenyl 4-butylbenzoate) was used in this study.

4-Cyano-3-fluorophenyl 4-butylbenzoate(cas: 86776-52-5) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Reference of 4-Cyano-3-fluorophenyl 4-butylbenzoate

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Enantioselective Total Synthesis of (+)-Lysergic Acid, (+)-Lysergol, and (+)-Isolysergol by Palladium-Catalyzed Domino Cyclization of Allenes Bearing Amino and Bromoindolyl Groups》 was written by Inuki, Shinsuke; Iwata, Akira; Oishi, Shinya; Fujii, Nobutaka; Ohno, Hiroaki. Quality Control of 2-(4-Bromo-3-indolyl)acetonitrile And the article was included in Journal of Organic Chemistry on April 1 ,2011. The article conveys some information:

Enantioselective total synthesis of the biol. important indole alkaloids (+)-lysergol (I), (+)-isolyzergol (II), and (+)-lysergic acid (III) is described. Key features of these total synthesis include (1) a facile synthesis of a chiral 1,3-amino alc. via the Pd(0)- and In(I)-mediated reductive coupling reaction between L-serine-derived 2-ethynylaziridine and formaldehyde; (2) the Cr(II)/Ni(0)-mediated Nozaki-Hiyama-Kishi (NHK) reaction of an indole-3-acetaldehyde with iodoalkyne; and (3) Pd(0)-catalyzed domino cyclization of an allene bearing amino and bromoindolyl groups. This domino cyclization enabled direct construction of the C/D ring system of the ergot alkaloids skeleton, as well as the creation of the C5 stereogenic center with transfer of the allenic axial chirality to the central chirality.2-(4-Bromo-3-indolyl)acetonitrile(cas: 89245-35-2Quality Control of 2-(4-Bromo-3-indolyl)acetonitrile) was used in this study.

2-(4-Bromo-3-indolyl)acetonitrile(cas: 89245-35-2) is a member of nitriles. Nitriles have been reduced to amines by many methods, especially by catalytic hydrogenation and by metal hydrides. Aliphatic and aromatic nitriles have also been reduced to nitro derivatives using hydrazinium monoformate in the presence of Raney-nickel.Quality Control of 2-(4-Bromo-3-indolyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Zheng, Yuanqin; Zhou, Yuqiao; Zhang, Yan; Deng, Pengchi; Zhao, Xiaohu; Jiang, Shichao; Du, Guangxi; Shen, Xin; Xie, Xinyu; Su, Zhishan; Yu, Zhipeng published an article in Chemistry – An Asian Journal. The title of the article was 《Water-Involved Ring-Opening of 4-Phenyl-1,2,4-triazoline-3,5-dione for “”Photo-Clicked”” Access to Carbamoyl Formazan Photoswitches In Situ》.Electric Literature of C7H3BrFN The author mentioned the following in the article:

A “”photo-click”” method that involved nitrile imine from diarylsydnone to capture diazenecarbonyl-phenyl-carbamic acid (DACPA) generated by water-promoted ring-opening of PTAD was described. DFT calculation revealed that H-bonding interactions between PTAD and water were vital to form DACPA which exhibited an umpolung effect during ligation by nature bond orbit anal. (NBO). The ultra-fast ligation resulted in carbamoyl formazans, as a unique Z <-> E photo-switchable linker on target mols., including peptide and drugs, with excellent anti-fatigue performance. This strategy was showcased to construct highly functionalized carbamoyl formazans such as I [R = H, 4-F, 4-Ph, etc.; R1 = 4-CF3, 3-CN, etc.; R2 = H, 4-F, 4-MeO, etc.] in situ for photo-pharmacol. and material studies, which also expanded chem. of PTAD in aqueous media.4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Electric Literature of C7H3BrFN) was used in this study.

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a reagent in the synthesis of picolinamide derivatives as a novel class of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitors.Electric Literature of C7H3BrFN 4-Bromo-2-fluorobenzonitrile is also used in the preparation of fluorinated CB2 receptor agonists for PET imaging.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Lai, Liming; Fang, Bing; Fan, Mingyu; Cheng, Wenyu; Yin, Meizhen published an article in 2021. The article was titled 《Modulating Room-Temperature Phosphorescence through the Synergistic Effect of Heavy-Atom Effect and Halogen Bonding》, and you may find the article in Journal of Physical Chemistry C.Synthetic Route of C7H3BrFN The information in the text is summarized as follows:

Organic room-temperature phosphorescence (RTP) materials have been paid great attention for their promising applications in anticounterfeiting, optical device, and bioimaging. However, owing to inefficient intersystem crossing (ISC), it still remains a challenge to develop organic RTP materials with both high quantum yields (Φp) and long lifetime (τp). Herein, a reasonable strategy is presented to modulate and balance the Φp and τp through the synergy effect of halogen bonding and heavy-atom effect (HAE). Modulated RTP properties are successfully achieved by the introduction of halogen atoms into 4-(9-H-carbazol-9-yl) benzonitrile due to enhanced ISC. Especially, CzBzBr shows the highest Φp of 23.50% and CzBzCl exhibits the longest τp of 607.4 ms. The excessive HAE of the bromine atom decreases the τp of CzBzBr, while moderate HAE of the chlorine atom endows CzBzCl with both high Φp and long τp. In addition, the halogen bondings lead to specific halogen-mediated mol. cluster packing, further suppressing nonradiative transition for ultralong RTP emission. Through simple phys. co-crystallization with adjusting the mass ratio of CzBzCl/CzBzBr, co-crystals with modulated RTP properties and white-light emission phenomena are obtained. Our study provides a rationale method to develop modulated high-efficiency RTP materials, which will expand their practical applications.4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Synthetic Route of C7H3BrFN) was used in this study.

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a OLED intermediate, Pharmaceutical, electronic and chemical intermediate.Synthetic Route of C7H3BrFN It is used in the synthesis of heterocycles and liquid crystals.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,ACS Medicinal Chemistry Letters included an article by Hu, Xianglong; Wan, Baojie; Liu, Yang; Shen, Jiayi; Franzblau, Scott G.; Zhang, Tianyu; Ding, Ke; Lu, Xiaoyun. Quality Control of 4-Bromo-2-fluorobenzonitrile. The article was titled 《Identification of Pyrazolo[1,5-a]pyridine-3-carboxamide Diaryl Derivatives as Drug Resistant Antituberculosis Agents》. The information in the text is summarized as follows:

A series of pyrazolo[1,5-a]pyridine-3-carboxamide (PPA) derivatives bearing diaryl side chain was designed and synthesized as new antituberculosis agents, aiming to improve the efficacy toward drug resistant Mycobacterium tuberculosis (Mtb) strains. Most of the substituted di-Ph and heterodiaryl PPAs exhibited excellent in vitro potency against the drug susceptive H37Rv strain (MIC < 0.002-0.381 μg/mL) and drug resistant Mtb strains (INH-resistant (rINH), MIC < 0.002-0.465 μg/mL; RMP-resistant (rRMP), MIC < 0.002-0.004 μg/mL). Noticeably, some compounds also showed very low cytotoxicity against Vero cells. Further, compound I displayed good pharmacokinetic profiles with oral bioavailability (F) of 41% and significantly reduced the bacterial burden in an autoluminescent H37Ra infected mouse model. The experimental part of the paper was very detailed, including the reaction process of 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Quality Control of 4-Bromo-2-fluorobenzonitrile)

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a reagent in the synthesis of picolinamide derivatives as a novel class of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitors.Quality Control of 4-Bromo-2-fluorobenzonitrile 4-Bromo-2-fluorobenzonitrile is also used in the preparation of fluorinated CB2 receptor agonists for PET imaging.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2018,Journal of Medicinal Chemistry included an article by Dianati, Vahid; Navals, Pauline; Couture, Frederic; Desjardins, Roxane; Dame, Anthony; Kwiatkowska, Anna; Day, Robert; Dory, Yves L.. Product Details of 105942-08-3. The article was titled 《Improving the Selectivity of PACE4 Inhibitors through Modifications of the P1 Residue》. The information in the text is summarized as follows:

Paired basic amino acid cleaving enzyme 4 (PACE4), a serine endoprotease of the proprotein convertases family, has been recognized as a promising target for prostate cancer. We previously reported a selective and potent peptide-based inhibitor for PACE4, named the multi-Leu peptide (Ac-LLLLRVKR-NH2 sequence), which was then modified into a more potent and stable compound named C23 with the following structure: Ac-DLeu-LLLRVK-Amba (Amba: 4-amidinobenzylamide). Despite improvements in both in vitro and in vivo profiles of C23, its selectivity for PACE4 over furin was significantly reduced. We examined other Arg-mimetics instead of Amba to regain the lost selectivity. Our results indicated that the replacement of Amba with 5-(aminomethyl)picolinimidamide increased affinity for PACE4 and restored selectivity. Our results also provide a better insight on how structural differences between S1 pockets of PACE4 and furin could be employed in the rational design of selective inhibitors. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Product Details of 105942-08-3)

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a OLED intermediate, Pharmaceutical, electronic and chemical intermediate.Product Details of 105942-08-3 It is used in the synthesis of heterocycles and liquid crystals.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts