18773-93-8Relevant articles and documents
Antimicrobial and lubrication properties of 1-acetyl-3-hexylbenzotriazolium benzoate/sorbate ionic liquids
Bakshi, Paramjeet Singh,Gusain, Rashi,Dhawaria, Manisha,Suman, Sunil K.,Khatri, Om P.
, p. 46567 - 46572 (2016)
Ionic liquids exhibit immense potential for a wide range of applications including biotechnology, medicinal chemistry and lubrication. Herein, 1-acetyl-3-hexylbenzotriazolium cation-based ionic liquids having benzoate and sorbate anions are prepared by chemical derivatization of benzotriazole. The antimicrobial activities of these ionic liquids are studied using the Escherichia coli and Rhodococcus erythropolis bacterial cultures and we monitored their growth inhibition property. Further, the biostatic properties are evaluated by the kinetic growth rate inhibition method. These ionic liquids exhibited improved antimicrobial activities compared to their precursors: benzotriazole, sodium benzoate and potassium sorbate. Furthermore, these ionic liquids as an additive to polyol lube base oil improved the lubrication property by reducing the friction and wear characteristics. Microscopic images along with elemental mapping of worn surfaces confirmed the formation of an ionic liquid-constituted tribo-chemical thin film, which protects the contact surfaces against the undesirable wear and reduces the friction.
Fast, economic, and green synthesis of N-formylated benzotriazoles
Pasqua, Adele E.,Matheson, Mhairi,Sewell, Alan L.,Marquez, Rodolfo
, p. 467 - 470 (2011)
Formylation is an integral part of organic, medicinal, and biological chemistry both in industrial and academic set-ups. A reflection of this importance is the number of approaches and reagents that have been developed to achieve it. We have developed a fast, efficient, and environmentally friendly procedure for the synthesis of N-formylated benzotriazoles.
Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides
Qu, Erdong,Li, Shangzhang,Bai, Jin,Zheng, Yan,Li, Wanfang
supporting information, p. 58 - 63 (2021/12/27)
Herein we report a Ni-catalyzed reductive transamidation of conveniently available N-acyl benzotriazoles with alkyl, alkenyl, and aryl nitro compounds, which afforded various amides with good yields and a broad substrate scope. The same catalytic reaction conditions were also applicable for N-sulfonyl benzotriazoles, which could undergo smooth reductive coupling with nitroarenes and nitroalkanes to afford the corresponding sulfonamides.
THERAPEUTIC COMPOUNDS AND METHODS
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Page/Page column 26; 27, (2020/01/31)
Disclosed herein are compounds of formula I: (I) or pharmaceutically acceptable salts thereof, wherein R1, R2, and R3 may any of the values defined herein, as well as compositions comprising such compounds. Also disclosed are methods for treating diseases including neurodegenerative disorders such as Parkinson's Disease and Alzheimer's Disease.
N-Acylazole mediated stereoselective and regioselective synthesis of N-substituted azole acrylonitriles
Aydin, Osman,K?kten, ?ule,ünver, Hakan,?elik, ?lhami
, p. 1134 - 1148 (2019/09/10)
Regio- and stereoselective synthesis of N -substituted azole acrylonitriles has been achieved smoothly in N, N -dimethylformamide (DMF) in the presence of potassium carbonate (K 2 CO 3) as a base catalyst. N -Substituted azole acrylonitriles were obtained
Cu-catalyzed arylation of 1-acyl-1H-1,2,3-Benzotriazoles via C–N activation
Zhang, Wenying,Wang, Yangyang,Jia, Xiangru,Du, Zhengyin,Fu, Ying
supporting information, p. 64 - 67 (2019/06/10)
An efficient copper-catalyzed arylation reaction of 1-acyl-1H-1,2,3-benzotriazoles with diaryliodonium salts via C–N activation is explored. The reaction is conducted regioselectively to form 1-aryl-1H-1,2,3-benzotriazoles in MeCN at 80 °C in the presence of cesium carbonate. 29 examples are given with the product yield of up to 84%. The probable reaction mechanism is proposed.
Substituent effects in solid-state assembly of activated benzotriazoles
Wenholz, Daniel S.,Bhadbhade, Mohan,Kandemir, Hakan,Ho, Junming,Kumar, Naresh,Black, David Stc.
, p. 835 - 842 (2019/02/05)
Aromatic donor-acceptor stacking involving electron-rich π-donors and electron-deficient π-acceptors has been utilized in a broad spectrum of diverse applications to great effect. We report the discovery of unprecedented donor-acceptor stacking from a non
Identification of a novel class of quinoline-oxadiazole hybrids as anti-tuberculosis agents
Jain, Puneet P.,Degani, Mariam S.,Raju, Archana,Anantram, Aarti,Seervi, Madhav,Sathaye, Sadhana,Ray, Muktikanta,Rajan
, p. 645 - 649 (2016/01/09)
A series of novel quinoline-oxadiazole hybrid compounds was designed based on stepwise rational modification of the lead molecules reported previously, in order to enhance bioactivity and improve druglikeness. The hybrid compounds synthesized were screened for biological activity against Mycobacterium tuberculosis H37Rv and for cytotoxicity in HepG2 cell line. Several of the hits exhibited good to excellent anti-tuberculosis activity and selectivity, especially compounds 12m, 12o and 12p, showed minimum inhibitory concentration values 500. The results of this study open up a promising avenue that may lead to the discovery of a new class of anti-tuberculosis agents.
Intramolecular communication and electrochemical observation of the 17-electron ruthenocenium cation in fluorinated ruthenocene-containing β-diketones; Polymorphism of C10H21 and C 10F21 derivatives
Erasmus, Elizabeth,Swarts, Jannie C.
, p. 2862 - 2873 (2013/09/12)
Ruthenocene-containing β-diketones, RcCOCH2COR with Rc = ruthenocenyl and R = C10F21 (1), CF3 (2), C6F5 (3), C10H21 (4), CH3 (5) and C6H5 (6), were synthesised by Claisen condensation of the appropriate methyl ester with acetylruthenocene, and their spectroscopic, electrochemical and thermal properties were compared. A new synthetic route utilising 1,2,3-benzotriazol-1-ylethanone (9) or 1,2,3-benzotriazol-1-yl(ruthenocenyl)methanone (10) as a reactant, rather than the conventional esters, was found to be more efficient for β-diketone synthesis. The apparent acid dissociation constants, pKa′, of the new ruthenocene-containing β-diketones are 7.14(4) (1, R = C 10F21), 9.92(3) (3, R = C6F5) and 10.06(2) (4, R = C10H21). Peak anodic potentials of the ruthenocenyl group of 1-6, pKa′ values and the FTIR ν(CO) stretching frequencies of the precursor esters, RCOOCH3, correlated linearly with the Gordy scale group electronegativity, χR, of the C10F21 (χC10F21 = 3.04), C 6F5 (χC6F5 = 2.46), C 10H21 (χC10H21 = 2.43) and other R-groups. An electrochemical study in the non-interacting solvent and electrolyte system CH2Cl2/0.1 mol dm-3 [N( nBu4)][B(C6F5)4] revealed electrochemically irreversible one-electron transfer Rc/Rc+ couples in the potential range 650 pa +(C 5H5)(C5H4COCH2COR)], was clearly observed for all β-diketones possessing fluorinated R-groups, even at slow (100 mV s-1) scan rates. The enol isomer of the fluorinated β-diketones had >90% abundance under the conditions of study and the first order rate constant of enol to keto conversion varied between 220 and 50 000 s-1 depending on solvent (CDCl3 or CD3CN) and R-groups. Thermal analysis (DSC) of 1 and 4 showed no liquid crystalline mesophase behaviour but definite polymorphism was observed. β-diketones 1 and 4 exist as low temperature polymorphs below 42°C or 12°C respectively. The high temperature polymorphs converted to isotropic liquids at 83°C (compound 1) or 52°C (compound 4).
On the properties of the anions derived from α-deprotonation of α-(o-carboran-1-yl)- and α-ferrocenyl-1-alkylbenzotriazoles
Moiseev,Cherevatskaya,Verbitskaya,Glukhov,Peregudov,Kalinin
, p. 1933 - 1942 (2013/12/04)
The synthesis of 1-[(2-R-o-carboran-1-yl)methyl]benzotriazoles (R = Me, Ph) is described. α-Deprotonation of these compounds followed by reactions of the generated carbanions with MeI give the corresponding α-methylated products. Even at room temperature,
