Category: 612-13-5

Song, Yan-ru published the artcileHPLC determination of 2-cyanobenzyl chloride, Application In Synthesis of 612-13-5, the publication is Yinran Zhuji (2007), 24(3), 45-46, database is CAplus.

Cyanobenzyl chloride content was determined by HPLC with SHIMPACK CLC ODS column (5 μm, 150 mm × 6.0 mm), UV detector (detection wave length 230 nm) and a mobile phase of MeOH and H₂O (50:50 V/V, adjusted to pH 3.0 with H₃PO₄). The linear range for 2-cyanobenzyl chloride determination was 0.15-0.80 mg/mL with γ of 0.999 9 (n = 6) and average recovery of 99.8%. The method was exact and simple, and could be used for controlling the 2-cyanobenzyl chloride quality.

Yinran Zhuji 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 C6H3ClFNO2, Application In Synthesis of 612-13-5.

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

Bai, Xueqian published the artcileSynthesis, antimicrobial activities, and molecular docking studies of dihydrotriazine derivatives bearing a quinoline moiety, Computed Properties of 612-13-5, the publication is Chemistry & Biodiversity (2019), 16(6), n/a, database is CAplus and MEDLINE.

In this article, three series of dihydrotriazine derivatives bearing a quinoline moiety (5a, 5b, 8a-8c, and 9a-9m) have been designed, synthesized, and evaluated as antibacterial agents. Compounds 8a-8c were found to be the most potent of all of the compounds tested with an MIC value of 1 μg/mL against several Gram-pos. (S. aureus 4220 and MRSA CCARM 3506) and Gram-neg. (E. coli 1924) strains of bacteria. In addition, 3-[4-amino-6-(phenethylamino)-2,5-dihydro-1,3,5-triazin-2-yl)-6-[(3-chlorobenzyl)oxy]quinolin-2-ol (8a) showed potent inhibitory activity (MIC=2 μg/mL) against Pseudomonas aeruginosa 2742, indicating that its antibacterial spectrum is similar to those of the pos. controls gatifloxacin and moxifloxacin. Structure-activity relationships (SAR) analyses and docking studies implicated the dihydrotriazine group in increasing the antimicrobial potency of the quinoline compounds In vitro enzyme study implied that compound 8a also displayed DHFR inhibition.

Chemistry & Biodiversity 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

Chen, Chaonan published the artcileSynthesis and biological activity of substituted 1,2,4-triazolo[1,5-c]pyrimidine derivatives, Name: 2-(Chloromethyl)benzonitrile, the publication is Youji Huaxue (2009), 29(2), 245-251, database is CAplus.

A method for the synthesis of the title compounds is reported here. Several 2-(benzyloxy)-7-chloro-5-(methylthio)[1,2,4]triazolo[1,5-c]pyrimidine derivatives and 2-phenoxy[1,2,4]triazolo[1,5-c]pyrimidine derivatives were designed and synthesized using substituted 4-(hydrazinyl)pyrimidine as starting material. All compounds were confirmed by elemental anal., MS, NMR. A preliminary bioassay indicated that some compounds display good herbicidal and fungicidal activity.

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, Name: 2-(Chloromethyl)benzonitrile.

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

Li, Zhenyu published the artcileSynthesis and anti-HIV evaluation of novel 1,2,4-triazole derivatives as potential non-nucleoside HIV-1 reverse transcriptase inhibitors, Name: 2-(Chloromethyl)benzonitrile, the publication is Letters in Drug Design & Discovery (2013), 10(1), 27-34, database is CAplus.

A series of novel 1,2,4-triazole derivatives was designed and synthesized. All of the new compounds were evaluated for their anti-HIV activities in MT-4 cells. Three of them showed moderate activities against wild-type HIV-1 with an EC₅₀ of 17.4-4.87 μM. Among the active compounds, 3-{[4-(3,4-dimethoxybenzylidenamino)-5-(furan-2-yl)-4H-1,2,4-triazol-3-ylthio]methyl}benzonitrile was identified as the promising compound (EC₅₀ = 17.4 μM, SI = 13). However, no compound displayed inhibitory activity against HIV-2.

Letters in Drug Design & Discovery 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

Zeng, Yanqun published the artcileDesign and synthesis of piperidine derivatives as novel human heat shock protein 70 inhibitors for the treatment of drug-resistant tumors, Recommanded Product: 2-(Chloromethyl)benzonitrile, the publication is European Journal of Medicinal Chemistry (2015), 19-31, database is CAplus and MEDLINE.

HSP70 is a potential target for tumor treatment. HSP70 plays significant roles in several biol. processes, including the regulation of apoptosis. In this study, piperidine derivatives were designed as novel HSP70 inhibitors based on virtual fragment screening performed in Dock 4.0, Discovery Studio 2.5 and SYBYL 6.9. A total of 67 novel piperidine derivatives were synthesized. Cell viability assays were performed in 16 cancer cell lines. The emphasis was placed on lapatinib-resistant breast cancer cells (BT/Lap^R1.0, MDA-MB-361, SK/Lap^R1.0, and MDA-MB-453). The compounds I [R = 4-NCC₆H₄, 2-Cl-4-FC₆H₃, 2,4-Cl₂C₆H₃, 4-MeC₆H₄, 2-ClC₆H₄] significantly inhibited the proliferation of human breast cancer cells. Compound I [R = 4-NCC₆H₄] (II) inhibited the growth of BT474 and BT/Lap^R1.0 cells with IC₅₀ values of 1.41 μM and 1.47 μM, resp. The binding affinity of II/HSP70 was evaluated by surface plasmon resonance and yielded K_d values of 2.46 μM. The LD₅₀ was 869.0 mgkg^-1. These data suggest that II may be a potential candidate compound for tumor treatment.

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 C8H7NaO4S, Recommanded Product: 2-(Chloromethyl)benzonitrile.

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

Zhang, Wenjun published the artcilePalladium-catalyzed Aminocarbonylation of Benzylic Chlorides Using Carbamoylsilane as an Amide Source: Efficient Access of Secondary Aryl Acetamides, Formula: C8H6ClN, the publication is Current Organic Synthesis (2017), 14(7), 1067-1072, database is CAplus.

A novel and highly efficient synthetic method toward secondary arylacetamides RCH₂C(O)N(CH₃)CH₂OCH₃ (R = Ph, 3,4-Cl₂C₆H₃, C₆H₅CH=CH, naphth-1-yl, etc.) by palladium-catalyzed aminocarbonylation of aryl halides RCH₂Cl was developed using N-methoxymethyl-N-methylcarbamoyl(trimethyl)silane as amide source. The methoxymethyl group was used as an amino protecting group and can be easily hydrolyzed in acid condition to afford secondary arylacetamides RCH₂C(O)NHCH₃ . The scope and limitation of the aminocarbonylation were investigated. The relative position of substituent on the aryl ring is used to influence on this transformation. In this protocol, the methoxymethyl group was used as an amino protecting group and can be easily hydrolyzed.

Current Organic Synthesis 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 C10H12O5, Formula: C8H6ClN.

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

Lin, Kuaile published the artcileSynthesis and biological evaluation of xanthine derivatives on dipeptidyl peptidase 4, Formula: C8H6ClN, the publication is Chemical & Pharmaceutical Bulletin (2013), 61(4), 477-482, database is CAplus and MEDLINE.

A series of xanthine derivatives in which a methylene was inserted at position eight of xanthine scaffold was synthesized and evaluated as inhibitors of dipeptidyl peptidase 4 (DPP-4) for the treatment of type 2 diabetes. As a results of a structure-activity relationship (SAR) study of the series, the compounds with 4-methyl-quinazoline-2-yl-Me group at N-1 position and 2-aminoethylaminomethyl group displayed better antidiabetic activity. Two compounds inhibited DPP-4 and displayed a more than 100-fold selectivity over DPP-7 and DPP-8. The title compounds thus formed included a xanthine derivative (I) and related substances, such as 8-[(3R)-3-amino-1-piperidinyl]-7-(2-butyn-1-yl)-3,7-dihydro-3-methyl-1-[(4-methyl-2-quinazolinyl)methyl]-1H-purine-2,6-dione (linagliptin) and analogs, such as 2,2′-[[8-[(3R)-3-amino-1-piperidinyl]-3,6-dihydro-3-methyl-2,6-dioxo-1H-purine-1,7(2H)-diyl]bis(methylene)]bis[benzonitrile]. The synthesis of the target compounds was achieved using 3,9-dihydro-8-(hydroxymethyl)-3-methyl-1H-purine-2,6-dione as a key intermediate.

Chemical & Pharmaceutical Bulletin 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, Formula: C8H6ClN.

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

Zhang, Sheng published the artcilePalladium-Catalyzed sp²-sp³ Coupling of Chloromethylarenes with Allyltrimethoxysilane: Synthesis of Allyl Arenes, Category: nitriles-buliding-blocks, the publication is Journal of Organic Chemistry (2017), 82(11), 5974-5980, database is CAplus and MEDLINE.

Palladium-catalyzed remote sp²-sp³ coupling reaction of chloromethylarenes with allyltrimethoxysilane is described in this work. The allylation reaction regioselectively occurred on the para-positions of 1-(chloromethyl)naphthalenes and benzyl chlorides to form new C(sp²)-C(sp³) bonds. The reaction proceeds smoothly under mild conditions to produce allyl arenes in moderate to excellent yields.

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 C7H5Cl2NO, Category: nitriles-buliding-blocks.

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

Rekiba, Nawel published the artcileSynthesis and Characterization of Novel Thiazolidinones and Thioxothiazolidinones Derived from Substituted Indole, Recommanded Product: 2-(Chloromethyl)benzonitrile, the publication is Molbank (2021), M1284, database is CAplus.

Based on recent discoveries concerning the numerous biol. properties of thiazolidinones and thiosemicarbazones, new N-substituted heterocyclic derivatives I [R = F, H, 3-Cl, 3-CF₃, 2-C≡N], II and III had been designed by combining the indole ring with thioxothiazolidinone, thiazolidinone or thiosemicarbazone. Thus, a series of new thioxothiazolidinone, thiazolidinone, or thiosemicarbazone derivatives I, II and III bearing indole-based moiety have been designed, synthesized, and developed in good yields.

Molbank 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

Allen, Joanne V. published the artcileThe discovery of benzanilides as c-Met receptor tyrosine kinase inhibitors by a directed screening approach, Synthetic Route of 612-13-5, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(18), 5224-5229, database is CAplus and MEDLINE.

A directed screen of a relatively small number of compounds, selected for kinase ATP pocket binding potential, yielded a novel series of hit compounds (1). Hit explosion on two binding residues identified compounds 27 and 43 as the best leads for an optimization program having reduced secondary metabolism, as measured by in vitro rat hepatocytes incubation, leading to oral bio-availability. Structure-activity relationships and mol. modeling have suggested a binding mode for the most potent inhibitor 12.

Bioorganic & Medicinal Chemistry 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, Synthetic Route of 612-13-5.

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