Category: 612-13-5

Benmohammed, Abdelmadjid published the artcileSynthesis and antimicrobial activities of new thiosemicarbazones and thiazolidinones in indole series, Quality Control of 612-13-5, the publication is Monatshefte fuer Chemie (2021), 152(8), 977-986, database is CAplus.

New thiosemicarbazones I [R¹ = H, 3-Cl, 4-F, etc.; R² = H, OMe] were synthesized via condensation of N-benzylindole-3-carboxaldehydes with N⁴-substituted thiosemicarbazides in excellent yield. These thiosemicarbazones I were reacted with Et bromoacetate to produce original heterocyclic-substituted indole derivatives possessing a 4-oxo-thiazolidine group II. Anal. IR and NMR spectra and elemental anal. were performed to reveal their structures. The antimicrobial activity of all synthesized compounds was evaluated for antibacterial activity in vitro against Gram-pos. and Gram-neg. bacteria. Antibacterial screening data showed that two compounds I and II demonstrated activity against Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa. These preliminary results indicated that newly synthesized compounds such as I [R¹ = 3-Cl, R² = OMe] and II [R¹ = H, R² = H] showed a promising antibacterial potency.

Monatshefte fuer Chemie 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, Quality Control of 612-13-5.

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

Kovtunenko, V. A. published the artcileCondensed isoquinolines. 38*. azolo[b]isoquinolines from 2-(halomethyl)benzoic acid derivatives, COA of Formula: C8H6ClN, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2011), 47(8), 996-1005, database is CAplus.

On interacting 2-(chloromethyl)-, 2-(bromomethyl)benzonitrile or Me 2-(bromomethyl)benzoate with 1-R-1H-imidazoles and 1-R-1H-benzimidazoles quaternary diazolium salts are formed, the heating of which with bases (K₂CO₃, Et₃N) led to the intramol. acylation products, 1-alkyl-10-amino-1H-imidazo[1,2-b]isoquinolin-4-ium halides, 5-alkyl-6-amino-5H-benzimidazo[1,2-b]isoquinolin-12-ium halides, or 1-alkyl-1H-imidazo[1,2-b]isoquinolin-4-ium-10-olate halides.

Chemistry of Heterocyclic Compounds (New York, NY, United States) 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

Gupta, Dinesh published the artcileCu (II)-β-CD as Water-Loving Catalyst for One-Pot Synthesis of Triazoles and Biofuels Intermediate at Room Temperature without Any Other Additive, Name: 2-(Chloromethyl)benzonitrile, the publication is ChemistrySelect (2017), 2(10), 2997-3008, database is CAplus.

The applications of Cu(II)-β-CD as water soluble green catalyst for the one-pot conversion benzyl halide to benzyl azide and 1,2,3-trizoles at room temperature and very short reaction time (15-70 min) was presented. Products were separated without any workup, simple by filtration, with >99 % selectivity and purity. As-synthesized material was characterized by, HR-TEM, XPS, FESEM, FT-IR, TGA and XRD to understand its structural properties as well as attachment of copper by host-guest interaction. This catalyst also showed effectiveness for the condensed ketone and aldehydes moiety, which produced biofuels intermediate. The recyclability of this catalytic system was tested up to five cycles and only a very slight loss of catalytic activity was detected.

ChemistrySelect 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

Sosic, Izidor published the artcileDiscovery and kinetic evaluation of 6-substituted 4-benzylthio-1,3,5-triazin-2(1H)-ones as inhibitors of cathepsin B, HPLC of Formula: 612-13-5, the publication is European Journal of Medicinal Chemistry (2011), 46(9), 4648-4656, database is CAplus and MEDLINE.

Cathepsin B is a lysosomal cysteine protease that has various physiol. and pathophysiol. functions. We present here the discovery of 6-substituted 4-benzylthio-1,3,5-triazin-2(1H)-ones as inhibitors of cathepsin B, starting from screening of a library of variously 2,4,6-trisubstituted 1,3,5-triazines and 1,3,5-triazin-2(1H)-ones on three different human cathepsins. The synthesis and enzymic evaluation of a focused library of new 1,3,5-triazin-2(1H)-ones, e.g. I [R – o-OMe, m-F, p-NO₂, etc.], is also described. The detailed kinetics analyses have shown that these compounds can act as reversible, partial mixed-type inhibitors of cathepsin B, with K_i and K_i‘ values in the low micromolar range. The inhibitory activities of selected compounds were also assessed against two related cysteine proteases, cathepsin H and cathepsin L, to estimate their selectivity; these compounds have a selective profile for catB and catL over catH.

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 C9H22OSi, HPLC of Formula: 612-13-5.

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

Zhao, Tong published the artcileDiscovery of novel indolylarylsulfones as potent HIV-1 NNRTIs via structure-guided scaffold morphing, HPLC of Formula: 612-13-5, the publication is European Journal of Medicinal Chemistry (2019), 111619, database is CAplus and MEDLINE.

For more in-depth exploration of the chem. space around the entrance channel of HIV-1 reverse transcriptase (RT), a series of novel indolylarylsulfones (IASs) bearing different chiral N-substituted pyrrolidines (R/S)-I [R¹ = methanesulfonyl, pyridin-3-ylmethyl, (2-fluorophenyl)methyl, (4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl, etc.], azetidines II or substituted sulfonamide groups III [R² = 2-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)ethyl, ethanesulfonyl, cyclopropanesulfonyl, etc.] at indole-2-carboxamide were designed and synthesized as potent HIV NNRTIs by structure-guided scaffold morphing approach. All the IASs exhibited moderate to excellent potency against wild-type HIV-1 with EC₅₀values ranging from 0.0043 μM to 4.42 μM. Notably, compound (R)-I (R¹ = methanesulfonyl) (EC₅₀ = 4.7 nM, SI = 5183) and (S)-I (R¹ = methanesulfonyl) (EC₅₀ = 4.3 nM, SI = 7083) were identified as the most potent compounds, which were more active than nevirapine, lamivudine and efavirenz, and also reached the same order of etravirine. Furthermore, some compounds maintained excellent activity against various single HIV-1 mutants (L100I, K103 N, E138K, Y181C) as well as one double mutant (F227L/V106A) with EC₅₀ values in low-micromolar concentration ranges. Notably, II (R² = carbamoylmethyl) displayed outstanding potency against F227L/V106A (EC50 = 0.094 μM), and also showed exceptional activity against E138K (EC₅₀ = 0.014 μM), L100I (EC₅₀ = 0.011 μM) and K103 N (EC₅₀ = 0.025 μM). Addnl., most compounds showed markedly reduced cytotoxicity (CC₅₀) compared to lead compounds, especially II [R² = (2-cyanophenyl)methyl] (CC₅₀ >234.91 μM, SI >18727) and II (R² = methanesulfonyl) (CC₅₀ >252.49 μM, SI >15152). Preliminary SARs and mol. modeling studies were also discussed in detail, which may provide valuable insights for further optimization.

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 C10H9NO, HPLC of Formula: 612-13-5.

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

Wu, Ao-rong published the artcileSynthesis of aromatic acyl cyanides catalyzed by Sm(OTf)₃, COA of Formula: C8H6ClN, the publication is Nongyao (2013), 52(4), 241-243, 246, database is CAplus.

The paper aimed to study a new synthetic method of aromatic acyl cyanides. Catalyzed by samarium triflate [Sm(OTf)₃] aromatic acyl chlorides was reacted with sodium cyanide to give aromatic acyl cyanides. Under the optimal reaction conditions, the yields and purities of aromatic acyl products reached about 90% and above 98% resp. It was a novel practical method to prepare aromatic acyl cyanides, with mild reaction conditions and high selectivity, and without the use of phase transfer catalyst.

Nongyao 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 C23H23ClN2O4, COA of Formula: C8H6ClN.

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

Wang, Lei published the artcileSynthesis, herbicidal activities and comparative molecular field analysis study of some novel triazolinone derivatives, SDS of cas: 612-13-5, the publication is Chemical Biology & Drug Design (2009), 73(6), 674-681, database is CAplus and MEDLINE.

A series of novel triazolinones were synthesized and their structures were characterized by ¹H NMR, elemental anal. and single-crystal X-ray diffraction anal. The herbicidal activities were evaluated against Echinochloa crusgalli (L.) Beauv., Digitaria adscendens, Brassica napus and Amaranthus retroflexus. The herbicidal activity data indicated that the title compounds had higher activities with substituted benzyl group moieties than with other groups such as sulfonyl, alkyl, etc. To further investigate the structure-activity relationship, comparative mol. field anal. was performed on the basis of herbicidal activity data. Both the steric and electronic field distributions of comparative mol. field anal. are in good agreement in this work. The results showed that a bulky and electroneg. group around the ortho- or para-positions of the benzene ring would possibly lead to higher activity. Based on the comparative mol. field anal., compound 2-[(1-(2,4-Dichlorophenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl]benzonitrile was designed and synthesized, which displays as good herbicidal activities as the com. herbicide, carfentrazone-Et. The activity against Digitaria adscendens is 66.1% under preemergence at 300 g of a.i./ha.

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 C14H28O5S, SDS of cas: 612-13-5.

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

Li, Pengyu published the artcileCopper(II)-Schiff Base Complex-Functionalized Polyacrylonitrile Fiber as a Green Efficient Heterogeneous Catalyst for One-Pot Multicomponent Syntheses of 1,2,3-Triazoles and Propargylamines, Name: 2-(Chloromethyl)benzonitrile, the publication is Advanced Synthesis & Catalysis (2018), 360(8), 1673-1684, database is CAplus.

A series of copper(II)-Schiff bases-functionalized polyacrylonitrile fiber catalysts was successfully prepared using copper acetate as copper source and characterized by elemental anal., Fourier-transfer IR spectroscopy, UV-visible spectroscopy, XPS and inductively coupled plasma anal. Excellent phys. strength and thermal stability of the fiber catalysts were demonstrated by SEM, X-ray diffraction, thermogravimetric/differential scanning calorimetry anal. and mech. strength measurements. Furthermore, these catalysts were successfully applied to one-pot multicomponent copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction and aldehyde, alkyne, amine (A3) coupling reaction in which the influence of different substituent groups on the catalytic activities of fiber catalysts were investigated in detail. Among them, the bis[N-ethyl-3,5-di-tert-butyl-salicylideneiminato]copper(II)-functionalized polyacrylonitrile fiber (PANS₂F-Cu) as a green, efficient catalyst exhibited the best catalytic activity as its high hydrophobic micro-environment could aggregate the reactants to the catalytic sites and accelerate the reaction. In addition, the PAN_S2F-Cu performed well in scaled-up experiment and showed excellent recyclability (at least ten times), and these characteristics enabled it to have great potential for further applications.

Advanced Synthesis & Catalysis 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

Xia, Dao-Cheng published the artcileCrystal structure of bis([3,2-c]isoquinolin-5-amine)benzofuro[6,5-b]furancadmium(II) dichloride, Cd(C₂₄H₁₄N₄O₂)Cl₂, COA of Formula: C8H6ClN, the publication is Zeitschrift fuer Kristallographie – New Crystal Structures (2010), 225(3), 563-564, database is CAplus.

Crystal data: monoclinic, C2/c, a = 15.9926(9), b = 10.2755(4), c = 12.5031(5) Å, β = 94.725(4)°, Z = 4, 1500 observed reflections with I > 2(I), 150 refined parameters, R_gt(F) = 0.030, wR_ref(F²) = 0.055. At. coordinates are given. The structure is discussed.

Zeitschrift fuer Kristallographie – New Crystal Structures 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 C24H26ClNO4, COA of Formula: C8H6ClN.

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

Pan, Nianjuan published the artcileNovel pyrimidine derivatives bearing a 1,3,4-thiadiazole skeleton: design, synthesis, and antifungal activity, Application of 2-(Chloromethyl)benzonitrile, the publication is Frontiers in Chemistry (Lausanne, Switzerland) (2022), 922813, database is CAplus and MEDLINE.

In this study, twenty novel pyrimidine derivatives bearing a 1,3,4-thiadiazole skeleton were designed and synthesized. Then their antifungal activity against Botrytis cinereal (B. cinereal), Botryosphaeria dothidea (B. dothidea), and Phomopsis sp. were determined using the poison plate technique. Biol. test results showed that I revealed lower EC₅₀ values (25.9 and 50.8μg/mL) on Phompsis sp. than those of pyrimethanil (32.1 and 62.8μg/mL).

Frontiers in Chemistry (Lausanne, Switzerland) 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, Application of 2-(Chloromethyl)benzonitrile.

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