Category: 612-13-5

Zhang, Yan published the artcileThe photochromic behaviour of two viologen salts modulated by the distances between the halide anions and the cationic N atoms of viologen, COA of Formula: C8H6ClN, the publication is Acta Crystallographica, Section C: Structural Chemistry (2019), 75(12), 1628-1634, database is CAplus and MEDLINE.

In recent years, viologens and their derivatives have received much attention due to their various potential applications, ranging from electro- or photochromic devices to clean energy. Generally, viologen compounds exhibit a color change upon being subjected to an external stimulus. However, the chromic mechanism is still ambiguous, because there are many electron-transfer pathways for a chromic compound that need to be considered. Thus, exploring new chromic viologen-based compounds with one pathway should be important and meaningful. In this article, two new viologen-based derivatives, namely 1-(2-cyanobenzyl)-4,4′-bipyridinium chloride (o-CBbpy·Cl), C₁₈H₁₄N₃⁺·Cl^– (1), and 1-(2-cyanobenzyl)-4,4′-bipyridinium bromide (o-CBbpy·Br), C₁₈H₁₄N₃⁺·Br^– (2), have been synthesized and characterized. Interestingly, both isomorphic compounds possess only one electron-transfer pathway, in which 1-(2-cyanobenzyl)-4,4′-bipyridinium cations (o-CBbpy) and halide anions are employed as electron donors and acceptors, resp. Salts 1 and 2 consist of o-CBbpy cations involved in p-p interactions and hydrogen-bond interactions, and halide anions weakly hydrogen bonded to the viologen cations. The salts show different photoresponsive characteristics under identical conditions, which should be mainly related to the distances between the halide cations and the cationic N atoms of o-CBbpy but not the electronegativities of the halogen atoms. These results should not only help in understanding that the distance of the electron-transfer pathway plays an important role in viologen-based photochromism, but should also guide the design and synthesis of addnl. photochromic materials.

Acta Crystallographica, Section C: Structural 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 C18H28B2O4, COA of Formula: C8H6ClN.

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

Li, Yuanxiang published the artcileSynthesis and herbicidal activities of 2-[3-(2-substituted phenyl)-1H-pyrazol-1-yl]-4,6-dimethoxypyrimidine derivatives, COA of Formula: C8H6ClN, the publication is Youji Huaxue (2011), 31(3), 306-311, database is CAplus.

Twenty two novel 2-[3-(2-substitutedphenyl)-1H-pyrazol-1-yl]-4,6-dimethoxypyrimidine derivatives have been designed and synthesized using 1-(2-hydroxyphenyl)ethanone as starting material. All synthesized compounds were confirmed by ¹H NMR, MS techniques and elemental anal. The preliminary bioassay showed that some of them exhibited certain herbicidal activities.

Youji Huaxue 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, COA of Formula: C8H6ClN.

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

Gu, Zhun published the artcileSynthesis and characterization of o-cyano-DL-phenylalanine hydrochloride, SDS of cas: 612-13-5, the publication is Huaxue Yanjiu Yu Yingyong (2008), 20(7), 866-868, database is CAplus.

A method for the synthesis of the title compound [i.e., 2-cyano-DL-phenylalanine hydrochloride] is reported here. A non-natural amino acid, o-cyano-D,L-phenylalanine hydrochloride, and its four intermediates were synthesized using di-Et malonate as starting material. Factors influencing the reaction were studied, the processing methods were improved and the yield of each reaction was increased. The structures of the compounds mentioned above were determined by IR, NMR, elementary anal. and m.p.

Huaxue Yanjiu Yu Yingyong 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, SDS of cas: 612-13-5.

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

Lin, Yongqiang published the artcileSynthesis and anti-HIV evaluation of novel 1,3-disubstituted thieno[3,2-c][1,2,6]thiadiazin-4(3H)-one 2,2-dioxides(TTDDs), Name: 2-(Chloromethyl)benzonitrile, the publication is Bioorganic & Medicinal Chemistry (2008), 16(1), 157-163, database is CAplus and MEDLINE.

A series of novel 1,3-disubstituted thieno[3,2-c] [1,2,6]thiadiazin-4(3H)-one 2,2-dioxides (TTDDs), designed as nonnucleoside reverse transcriptase inhibitors (NNRTIs), was synthesized, structurally confirmed by spectral anal. and evaluated for their anti-HIV-1 activities by inhibition of HIV-1(IIIB)-induced cytopathogenicity in MT-4 cell culture. The structure-activity relationship studies showed marked potency of TTDD analogs as anti-HIV-1 agents. The most active and selective compound (I) had EC₅₀ of 4.0 μM and a selectivity index (SI) of >76. The structure-activity relationship (SAR) is discussed.

Bioorganic & Medicinal 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, Name: 2-(Chloromethyl)benzonitrile.

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

Wang, Hong-xue published the artcileStudy of scale up of fluorescent whitening agent ER-I, Recommanded Product: 2-(Chloromethyl)benzonitrile, the publication is Yingyong Huagong (2012), 41(9), 1658-1660, database is CAplus.

The fluorescent brightener ER-I was synthesized through Abuzov esterification and Witting condensation with the raw material tri-Et phosphite, 2-(chloromethyl) benzonitrile and 1, 4-phthalaldehyde. The influence factors such as reaction temperature, feeding method and the ratio of raw material were researched in detail. The optimum reaction condition was as follows: when the ratio of tri-Et phosphite : benzyl chloride 1.1:1.0 was used, temperature of feed was 140°C, the reaction time was 9 h, and the total yield 93%. The stabilization of technol. condition was confirmed by 6 time tests.

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 C8H5IO, Recommanded Product: 2-(Chloromethyl)benzonitrile.

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

Guan, Zhenhong published the artcileA highly efficient catalyst for Suzuki-Miyaura coupling reaction of benzyl chloride under mild conditions, Category: nitriles-buliding-blocks, the publication is RSC Advances (2014), 4(69), 36437-36443, database is CAplus.

Diarylmethane derivatives, were synthesized in Suzuki-Miyaura coupling reaction of benzyl chloride with arylboronic acids. Pd(II) organometallic catalysts immobilized on the triphenylphosphine-functionalized microporous knitting aryl polymer (KAPs(Ph-PPh₃)-Pd) as a novel heterogeneous catalyst was employed in Suzuki-Miyaura coupling reaction of benzyl chloride and exhibited excellent catalytic activity under mild conditions with a turnover frequency (TOF) up to 76 min^-1 (4569 h^-1). This work reveals that the microporous structure of the catalyst can rapidly adsorb substrates, consequently facilitating their interaction, and eventually promoting the catalytic efficiency.

RSC Advances 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

Lim, Ji Woong published the artcileIdentification of crizotinib derivatives as potent SHIP2 inhibitors for the treatment of Alzheimer’s disease, COA of Formula: C8H6ClN, the publication is European Journal of Medicinal Chemistry (2018), 405-422, database is CAplus and MEDLINE.

SH2 domain-containing inositol 5′-phosphatase 2 (SHIP2) is a lipid phosphatase that produces phosphatidylinositol 3,4-bisphosphate (PI(3,4)P₂) from phosphatidylinositol 3,4,5-triphosphate (PI(3,4,5)P₃), and is involved in many diseases such as neurodegenerative diseases. A recent report demonstrating that SHIP2 inhibition decreased tau hyperphosphorylation induced by amyloid β and rescued memory impairment in a transgenic Alzheimer’s disease mouse model indicates SHIP2 can be a promising therapeutic target for Alzheimer’s disease. In the present study, the authors have developed novel, potent SHIP2 inhibitors by extensive structural elaboration of crizotinib discovered from a high-throughput screening. The authors’ representative compound 43 ((R)-5-(5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)pyrimidin-2-amine) potently inhibited SHIP2 activity as well as GSK3β activation in HT22 neuronal cells. It was also shown that 43 has favorable physicochem. properties, especially high brain penetration. Considering SHIP2 is one of key signal mediators for tau hyperphosphorylation, the authors’ potent SHIP2 inhibitor 43 may function as a promising lead compound for the treatment of Alzheimer’s disease.

European Journal of Medicinal 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, COA of Formula: C8H6ClN.

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

Li, Hui published the artcileSynthesis and evaluation of the anticonvulsant activity of 9-alkyl-2,9-dihydro-3H-1,2,4-triazolo[4,3-a]benzimidazole-3-one derivatives, Category: nitriles-buliding-blocks, the publication is Latin American Journal of Pharmacy (2015), 34(1), 5-12, database is CAplus.

A series of novel benzimidazole derivatives I [R = Pr, Bu, benzyl, etc.] were synthesized via reaction of 2-chloro-N-substituted-benzimidazole II with Me hydrazinocarboxylate. The synthesized compounds were screened for their in vivo anticonvulsant activity and neurotoxicity(NT) by maximal electroshock test(MES) and rotarod test. Among the synthesized compounds, I [R = 2,6-Cl₂C₆H₃CH₂] was the most active compound with a median ED (ED₅₀) of 31.69 mg/kg, a median toxicity dose (TD₅₀) > 350 mg/kg, and the protective index (PI) > 11.04 by i.p. administration in the mice. Meanwhile, compound I [R = 2,6-Cl₂C₆H₃CH₂] exhibited ED₅₀ values of 44.01 mg/kg and the PI values of 31.6 by oral administration.

Latin American Journal of Pharmacy 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

Fang, Zengjun published the artcileSynthesis and Biological Evaluation of a Series of 2-((1-substituted-1H-1,2,3-triazol-4-yl)methylthio)-6-(naphthalen-1-ylmethyl)pyrimidin-4(3H)-one As Potential HIV-1 Inhibitors, Computed Properties of 612-13-5, the publication is Chemical Biology & Drug Design (2015), 86(4), 614-618, database is CAplus and MEDLINE.

A series of (arylmethyl)(arylmethyltriazolylmethylthio)dihydropyrimidinones I (R = 1-naphthalenyl, 2,6-dichlorophenyl; R¹ = H, I, Me; R² = Ph, 4-FC₆H₄, 4-MeOC₆H₄, 4-H₂NCOC₆H₄, 2-NCC₆H₄, 2-MeC₆H₄, 4-H₂NSO₂C₆H₄) were synthesized using copper-catalyzed azide-alkyne cycloadditions and evaluated as inhibitors of HIV-1. Among them, the most active HIV-1 inhibitor was compound I (R = 2,6-dichlorophenyl; R¹ = Me; R² = 4-H₂NSO₂C₆H₄), which exhibited similar HIV-1 inhibitory potency (EC₅₀ = 3.22 U+03BCM) compared with 3TC (EC₅₀ = 2.24 U+03BCM). None of these compounds demonstrated inhibition against HIV-2 replication. The preliminary structure-activity relationship (SAR) of these new derivatives was discussed briefly.

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, Computed Properties of 612-13-5.

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

Ozawa, Jun published the artcileSilver-Catalyzed C(sp³)-H Chlorination, Name: 2-(Chloromethyl)benzonitrile, the publication is Organic Letters (2017), 19(6), 1430-1433, database is CAplus and MEDLINE.

A silver-catalyzed chlorination of benzylic, tertiary, and secondary C(sp³)-H bonds was developed. The reaction proceeded with as low as 0.2 mol % catalyst loading at room temperature under air atm. with synthetically useful functional group compatibility. The regioselectivity and reactivity tendencies suggest that the chlorination proceeded through a radical pathway, but an intermediate alkylsilver species cannot be ruled out.

Organic Letters 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