Category: 612-13-5

Xu, Lili published the artcileProcess improvement on synthesis of 1,4-bis(o-cyanostyryl) benzene, Name: 2-(Chloromethyl)benzonitrile, the publication is Yingyong Huagong (2010), 39(3), 456-458, 462, database is CAplus.

1,4-Dimethylbenzene was chlorinated by dry Cl₂, then the mixed chloride products was hydrolyzed to terephthalaldehyde by hexamethylenetetramine. The purity of the product was 99.5% and the yield was 78.4%. Di-Et o-cyanobenzyl phosphonate was synthesized by the esterification reaction of tri-Et phosphatidate and o-cyanobenzyl chloride dissolved in dimethylbenzene, the yield was 86.5%. 1,4-Bis(o-cyanostyryl) -benzene was synthesized from di-Et o-cyanobenzyl phosphonate and terephthalaldehyde. The purity of the product is 99.5% (HPLC) and the yield is 84.1%.

Yingyong Huagong published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C22H38O2, Name: 2-(Chloromethyl)benzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Kang, Dongwei published the artcileSynthesis and preliminary antiviral activities of piperidine-substituted purines against HIV and influenza A/H1N1 infections, Product Details of C8H6ClN, the publication is Chemical Biology & Drug Design (2015), 86(4), 568-577, database is CAplus and MEDLINE.

We have developed a series of N²-(1-(substituted-aryl)piperidin-4-yl)-N⁶-mesityl-9H-purine-2,6-diamine derivatives as potent antiviral agents. Preliminary biol. evaluation indicated that nearly half of them possessed remarkable HIV inhibitory potencies in cellular assays. In particular, FZJ13 appeared to be the most notable one, which displayed anti-HIV-1 activity compared to 3TC. Moreover, an unexpected finding was that FZJ05 displayed significant potency against influenza A/H1N1 (strain A/PR/8/34) in Madin-Darby canine kidney cells with EC₅₀ values much lower than those of ribavirin, amantadine, and rimantadine. The results suggest that these novel purine derivatives have the potential to be further developed as new therapeutic agents against HIV-1 or influenza virus.

Chemical Biology & Drug Design published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Product Details of C8H6ClN.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Eskandariyan, Zahra published the artcileSynthesis of thioether derivatives of quinazoline-4-one-2-thione and evaluation of their antiplatelet aggregation activity, Category: nitriles-buliding-blocks, the publication is Archives of Pharmacal Research (2014), 37(3), 332-339, database is CAplus and MEDLINE.

A series of 2-(arylmethylthio)-3-phenylquinazolin-4-one derivatives have been synthesized and their antiplatelet aggregation activities were assessed against ADP and arachidonic acid-induced platelet aggregation in human plasma. Among the tested thioethers, derivative 2, 3, 5 and 16 were the most potent compounds with satisfactory IC₅₀ for inhibition of platelet aggregation induced by ADP. Anal. of global physicochem. parameters shows some correlations between activities and mol. volume and also surface area of the studied derivatives

Archives of Pharmacal Research published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Category: nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Chen, Yi-Hung published the artcilePreparation and Application of Solid, Salt-Stabilized Zinc Amide Enolates with Enhanced Air and Moisture Stability, Recommanded Product: 2-(Chloromethyl)benzonitrile, the publication is Angewandte Chemie, International Edition (2017), 56(16), 4612-4616, database is CAplus and MEDLINE.

The treatment of various N-morpholino amides with TMPZnCl·LiCl (TMP=2,2,6,6-tetramethylpiperidyl) and Mg(OPiv)₂ in THF at 25 °C provides solid zinc enolates with enhanced air and moisture stability (t_1/2 in air: 1-3 h) after solvent evaporation These enolates undergo Pd- and Cu-catalyzed cross-couplings with (hetero)aryl bromides as well as allylic and benzylic halides. The arylated N-morpholino amides were converted into various ketones by LaCl₃·2 LiCl mediated acylation with Grignard reagents. The new, solid enolates were used to prepare a potent anti-breast-cancer drug candidate in six steps and 23 % overall yield.

Angewandte Chemie, International Edition published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Recommanded Product: 2-(Chloromethyl)benzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Costentin, Cyrille published the artcilePassage from stepwise to concerted dissociative electron transfer through modulation of electronic states coupling, Product Details of C8H6ClN, the publication is Chemistry – A European Journal (2009), 15(3), 785-792, database is CAplus and MEDLINE.

Reductive cleavage of the three cyanobenzyl chloride isomers in N,N-dimethylformamide gives new insights into the factors that control the mechanism during dissociative electron transfer. Within the family of investigated compounds, electrochem. reduction leads to expulsion of the chloride ion. While electron transfer is concerted with breaking of the C-Cl bond and acts as the rate-determining step in the case of both the ortho and para isomers, an intermediate anion radical is formed before rapid fragmentation in the case of the meta isomer. Such an unexpected mechanistic shift (all key thermodn. parameters are very similar for the three chlorides) is interpreted in the framework of a modified version of the dissociative electron-transfer model that includes electronic coupling effects between the diabatic states of the products. These effects appear to control the very existence of a transient species along the reaction pathway.

Chemistry – A European Journal published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Product Details of C8H6ClN.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Zhang, Huifang M. published the artcileAntiviral Activity of an Isatin Derivative via Induction of PERK-Nrf2-Mediated Suppression of Cap-Independent Translation, Synthetic Route of 612-13-5, the publication is ACS Chemical Biology (2014), 9(4), 1015-1024, database is CAplus and MEDLINE.

The authors report an isatin derivative 45 (ID45) against coxsackievirus B3 (CVB3) replication, which was synthesized based on a high-throughput screen of a unique natural product library. ID45 showed the most potent anti-CVB3 activity among the four synthesized compounds Treatment of cells with ID45 before or after infection significantly reduced viral particle formation, resulting in protection of cells from virus-induced apoptosis. In addition, ID45 treatment caused remarkable up-regulation of glucose-regulated protein 78 (GRP78), a hallmark of endoplasmic reticulum (ER) stress and an indicator of enhanced cell viability. In identifying the ER stress response pathway induced by ID45, the authors found that ID45 activated PKR-like ER protein kinase (PERK) but failed to up-regulate eIF2α phosphorylation. Instead ID45 activated transcription factor Nrf2 (NF-E2-related factor-2), which is evidenced by its nuclear translocation and upregulation of its downstream target genes NQO1 (NAD(P)H quinone-oxidoreductase 1) and GCLM (glutamate-cysteine ligase, modifier subunit). This observation was further verified by using siRNAs of GRP78 or Nrf2, which blocked both the translocation of Nrf2 and up-regulation of its target genes, leading to aggressive viral replication and enhanced cell apoptosis. Finally, the authors found that ID45-induced up-regulation of NQO1 protected eIF4GI, a eukaryotic cap-dependent translation initiation factor, from cleavage by CVB3 protease and degradation by proteasomes. Taken together, the authors’ findings established that a novel antiviral mechanism of isatin derivative ID45 inhibits CVB3 replication by promoting cell survival through a PERK/Nrf2-dependent ER stress pathway, which benefits host cap-dependent translation but suppresses CVB3 cap-independent translation.

ACS Chemical Biology published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C15H14O3, Synthetic Route of 612-13-5.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Liu, Da-Chuan published the artcileSynthesis and Anticonvulsant Activity Evaluation of 7-Alkoxy[1,2,4]triazolo[3,4-b]benzothiazol-3(2H)-ones, Name: 2-(Chloromethyl)benzonitrile, the publication is Archiv der Pharmazie (Weinheim, Germany) (2014), 347(4), 268-275, database is CAplus and MEDLINE.

A new series of 7-alkoxy[1,2,4]triazolo[3,4-b]benzothiazol-3(2H)-ones were synthesized and evaluated for their anticonvulsant activities. Among these compounds, 7-propoxy[1,2,4]triazolo[3,4-b]benzothiazol-3(2H)-one and 7-butoxy[1,2,4]triazolo[3,4-b]benzothiazol-3(2H)-one (I) showed the highest activity against maximal electroshock (MES)-induced tonic extension [(ED)₅₀ = 11.4 and 13.6 mg/kg, resp.]. It is worth mentioning that compound I showed especially low neurotoxicity, which led to a high protective index (PI >51). The orally anticonvulsant activity data of compound I further confirmed its efficacy, in an MES test, and its high safety with a PI value of 50.2. In addition, the potency of compound I against seizures induced by pentylenetetrazole, 3-mercaptopropionic acid, and bicuculline in the chem.-induced seizure tests suggested that compound I may exert its anticonvulsant activity through affecting the GABAergic system.

Archiv der Pharmazie (Weinheim, Germany) published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Name: 2-(Chloromethyl)benzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Wang, Shi-Ben published the artcileSynthesis and evaluation of anticonvulsant and antidepressant activities of 7-alkyl-7H-tetrazolo[1,5-g]purine derivatives, Application In Synthesis of 612-13-5, the publication is Medicinal Chemistry Research (2014), 23(10), 4619-4626, database is CAplus.

7-Alkyl-7H-tetrazolo[1,5-g]purines were synthesized, and their anticonvulsant and antidepressant activities were evaluated in a mouse model. The anticonvulsant effect and neurotoxicity of the compounds were evaluated with a maximal electroshock test and a rotated test in mice, resp. Most of the compounds had anticonvulsant activity. Among the compounds studied, 7-(3-chlorobenzyl)-7H-tetrazolo[1,5-g]purine (I) was the most potent compound with a median ED (ED₅₀) of 28.9 mg/kg and a protective index of 15.8, possessing better anticonvulsant activity and higher safety than carbamazepine. To explain the possible mechanism of anticonvulsant activity, I was tested in pentylenetetrazole-induced seizures, and the results suggest that I exerts anticonvulsant activity through a GABA-mediated mechanism. Forced swimming test showed that at 40 mg/kg, some of the compounds have significant antidepressant activity, the most active compound being 7-(2-chlorobenzyl)-7H-tetrazolo[1,5-g]purine decreasing immobility time by 56%.

Medicinal Chemistry Research published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H7NO4, Application In Synthesis of 612-13-5.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Zheng, Tucai published the artcileSynthesis and characterization of o-aryloxymethylbenzonitriles, Quality Control of 612-13-5, the publication is Xiandai Huagong (2010), 30(7), 35-37, database is CAplus.

Six o-aryloxymethylbenzonitriles are synthesized from o-cyanobenzyl chloride, phenol and substituted phenols and anhydrous potassium carbonate in N, N-dimethylformamide solvent via Williamson reactions. The yields of all six compounds are over 98%, and among them five compounds have not been previously reported. The products are characterized.

Xiandai Huagong published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C4H4N2O2, Quality Control of 612-13-5.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Liu, Bei-Bei published the artcileAqueous Reaction of Alcohols, Organohalides, and Odorless Sodium Thiosulfate under Transition-Metal-Free Conditions: Synthesis of Unsymmetrical Aryl Sulfides via Dual C-S Bond Formation, Synthetic Route of 612-13-5, the publication is Journal of Organic Chemistry (2017), 82(19), 10174-10180, database is CAplus and MEDLINE.

A transition-metal-free process for the synthesis of unsym. aryl sulfides via dual C-S bond formation by a one-pot three-component reaction of alcs., organohalides, and odorless sodium thiosulfate in water was developed. In addition, the aryl sulfides could also be prepared by the reaction of the corresponding alcs. and Bunte salts under the identical conditions. This protocol provides a green and efficient manner for the construction of various unsym. aryl sulfides.

Journal of Organic Chemistry published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Synthetic Route of 612-13-5.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts