114772-55-3Relevant articles and documents
Synthesis and evaluation of novel angiotensin II receptor 1 antagonists as anti-hypertension drugs
Bao, Xiaolu,Zhu, Weibo,Zhang, Ruijing,Wen, Caihong,Wang, Li,Yan, Yijia,Tang, Hesheng,Chen, Zhilong
, p. 2023 - 2031 (2016)
Three new angiotensin II receptor 1 antagonists, 1, 2 and 3 were designed, synthesized and evaluated. The AT1 receptor-binding assays in vitro showed that all the synthesized compounds had nanomolar affinity for the AT1 receptor. Fro
Crystal structures of two imidazole derivatives
Ambalavanan,Palani,Ponnuswamy,Thirumuruhan,Yathirajan,Prabhuswamy,Raju,Nagaraja,Mohana
, p. 75 - 82 (2003)
2-n-Butyl-5-chloro-3H-imidazole-4-carbaldehyde (BCIC), C8H 11ClN2O. F.W.= 186.64, monoclinic, P21/c, a=7.2617(3)A, b= 13.2067(6)A, c=9.8491(4)A β = 101.76(1)°, V= 924.74(7)A3, Z=4, Dcal = 1.341 Mgm-3, μ = 0.367mm-1, F000=392, λ (MoKα) = 0.71073A, final R1 and wR2 are 0.049 and 0.126, respectively. 2-n-Butyl-4-chloro-1 [(2-cyanobiphenyl-4-yl)methyl]-5- hydroxymethyl imidazok (BCCI), CvfliufilNnO, F.W. = 379.88, triclinic, P 1 a = 8.198(2)A, b = 10.997(3)A, c = 11.524(2)A, α= 90.83(2)°, β= 94.31(2)°, γ = 109.45(2)°, V= 976.0(2)A3, Z=2, Dcal = 1.293Mgm-3, μ = 1.856mm-1, F000 = 400, λ (CuKα) = 1.5418A, final R1 and wR2 are 0.081 and 0.239, respectively. The imidazole ring in both the molecules is planar. The n-butyl group adopts a bent conformation in BCIC where it is in extended conformation in BCCI. The biphenyl ring system orients at an angle of 45.1(1)° in BCCI. The molecules are stabilized by N-H...N and O-H... N type hydrogen bonds in addition to van der Waals forces.
Synthesis, characterization and biological evaluation of benzimidazole and benzindazole derivatives as anti-hypertensive agents
Silky, Sethy,Mandal, Sudip Kumar,Ewies, Ewies Fawzy,Neerupma, Dhiman,Arun, Garg
, p. 3659 - 3664 (2021/07/10)
A substituted benzimidazole and benzindazole derivatives had been synthesized having antihypertensive activity through antagonizing the angiotensin II (Ang II) receptors. The in vivo antihypertensive activity of the compounds was done with acute renal hypertension model. Two compounds TG 1 and TG 3 were found to have antihypertensive activity comparable to Telmisartan which is a prototype for Angiotensin II receptor antagonists class of drugs.In an antihypertensive study the compounds TG 1, TG 2 and TG 3 had systolic blood pressures of 147.2 mm/Hg, 168.2 mm/Hg, and 126.3 mm/Hg, respectively. This systolic blood pressure was lower than the disease control vehicle-treated rodents, which had a systolic blood pressure of 167.2 mm/Hg. The diastolic blood pressure was 119.7 mm/Hg, 124.7 mm/Hg and 88.83 mm/Hg, respectively and that of the disease control vehicle-treated rodents was 122.3 mm/Hg. TG 3 had comparable decrease in the MABP to Telmisartan. These encouraging results make compound TG 3 effective anti-hypertensive drug candidate and worthy of further investigation.
A recyclable self-supported nanoporous PdCu heterogeneous catalyst for aqueous Suzuki-Miyaura cross-coupling
Chen, Jie,Du, Jialei,Liu, Fushan,Wang, Bin,Wang, Leichen,Xia, Hehuan,Xiang, Daili,Xu, Caixia,Zhang, Yuanyuan,Zhao, Yiwei
supporting information, p. 11641 - 11644 (2021/11/12)
Nanoporous PdCu (NP-PdCu) was prepared by the dealloying strategy from a PdCuAl ternary alloy precursor and characterized systematically using SEM, TEM, XRD, and XPS. NP-PdCu was demonstrated to be a competent self-supported heterogenous catalyst for Suzuki-Miyaura cross-coupling, affording a series of synthetically valuable biaryl compounds in good to excellent yields. This catalyst could be easily separated from the productviacentrifugation and reused several times without obvious loss of catalytic performance.
Process for catalytic synthesis of 2-cyano-4'-methyl biphenyl
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Paragraph 0018-0088, (2021/04/17)
The invention relates to a method for catalytic synthesis of 2-cyano-4'-methyl biphenyl. The process comprises the following steps: firstly, preparing a phosphine-containing material carrier: putting a phosphine ligand, triphenyl benzene and dimethoxy methane into a reaction kettle in proportion, then adding phosphotungstic acid, and preparing a phosphine-containing polymer carrier at a high temperature under protective gas; then, performing catalytic synthesis to obtain 2-cyano-4'-methyl biphenyl: adding a carrier, metal palladium and an o-chloro benzonitrile substrate, adding p-toluene boronic acid, adding a solvent, adding alkali, and obtaining 2-cyano-4'-methyl biphenyl at medium-high temperature and under reaction pressure. The method has the advantages that the catalyst can be recycled and has higher activity and selectivity and good stability, the loss of metal palladium is prevented, and the method is suitable for industrial production.
Organozinc-mediated direct cross-coupling under microwave irradiation
Li, Chun-Jing
, p. 869 - 875 (2021/07/02)
We report a direct cross-coupling reaction between (het)aryl pivalates/tosylates and di(het)arylzinc species in 2-methyltetrahydrofuran/N-methyl pyrrolidone (1:1), which occurs via C–O bond cleavage under microwave irradiation. The reaction takes place smoothly in short reaction times without the addition of any catalyst or ligand. The reaction is suitable for a broad scope of substrates and exhibits good functional group compatibility, utilizes a simple work-up procedure, and gives the desired products in high purity.
A general palladium-catalyzed cross-coupling of aryl fluorides and organotitanium (IV) reagents
He, Xiao-Yun
, p. 823 - 832 (2021/07/19)
Pd(OAc)2/1-[2-(di-tert-butylphosphanyl)phenyl]-4-methoxy-piperidine was demonstrated to effectively catalyze cross-coupling of aryl fluoride and aryl(alkyl) titanium reagent. Both electron-deficient and electron-rich aryl fluoride can react effectively with nucleophile and provide extensive functional groups tolerance. 2-Arylated product was realized by selective activation of the C–F bond. Graphic abstract: [Figure not available: see fulltext.].
[Pd(4-R3Si-IPr)(allyl)Cl]/K2CO3/EtOH: A highly effective catalytic system for the Suzuki-Miyaura cross-coupling reaction
Choe, Yoong-Kee,Choi, Jun-Chul,Faried, Miftah,Fukaya, Norihisa,Lee, Vladimir Ya.,Matsumoto, Kazuhiro,Mizusaki, Tomoteru,Putro, Wahyu S.,Seo, Yuto,Takagi, Yukio
, (2021/10/05)
A series of R3Si-NHC-Pd complexes 1Pd-7Pd was successfully tested as a pre-catalyst for the Suzuki-Miyaura cross-coupling reaction of aryl chlorides and arylboronic acid derivatives to form a wide range of valuable biphenyl products. Use of the readily available weakly basic potassium carbonate as a base and the highly polar protic ethanol as the reaction solvent gave the target coupling products in good-to-excellent yields. The experimental data pointed to the crucial importance of the preliminary pre-catalyst activation step [i.e., the conversion of Pd(II) to Pd(0)], which is remarkably facilitated by the electron-donating trialkylsilyl groups on the NHC ligands of 1Pd–7Pd, thereby rendering them superior compared to the commercially available IPr-Pd complexes. Computational analysis revealed the mechanism of the Pd(II)→Pd(0) activation step, demonstrating the critical role of the reaction solvent and the base in the preference of our 1Pd–7Pd pre-catalysts, for which this step is both thermodynamically and kinetically more feasible.
Continuous flow Suzuki-Miyaura couplings in water under micellar conditions in a CSTR cascade catalyzed by Fe/ppm Pd nanoparticles
Gallou, Fabrice,Jensen, Klavs F.,Jin, Bo,Lipshutz, Bruce H.,Mo, Yiming,Nandiwale, Kakasaheb Y.,Pomberger, Alexander,Schultz, Victor L.,Wood, Alex B.
supporting information, p. 3441 - 3444 (2020/07/30)
The first demonstration of aqueous surfactant-enabled Suzuki-Miyaura couplings run under flow conditions is described. In addition, use of an even more challenging heterogeneous nanoparticle catalyst, containing only 800 ppm of Pd (i.e., 0.08 molpercent) in the form of Fe/ppm Pd nanoparticles, is sufficient using a continuous stirred-tank reactor (CSTR).
Method for synthesizing biphenyl compound by taking suaeda salsa extract liquor as solvent
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Paragraph 0069-0070, (2020/06/30)
The invention discloses a method for synthesizing a biphenyl compound by using suaeda salsa extract as a solvent in the technical field of organic chemical synthesis, which comprises the following steps: roasting suaeda salsa in a muffle furnace to obtain ash, dissolving the ash in distilled water, refluxing, cooling the solution, and filtering to obtain a faint yellow solution which is the suaedasalsa extract liquor; sequentially adding 1mmol of aryl halide, 1.1mmol of arylboronic acid, 0.001mmol to 0.01mmol of a catalyst and 4ml of the suaeda salsa extract liquor into a round-bottom flask,stirring at 100 DEG C to react for 2 hours, cooling the reactant to room temperature, filtering, mixing the obtained filter residue with a palladium catalyst to obtain a mixture; and dissolving the mixture in ethyl acetate, filtering to remove the palladium catalyst, and drying the filtrate by distillation to obtain the biphenyl compound. According to the scheme, a phosphine ligand, alkali and anadditive do not need to be added, a Suzuki reaction system with biomass extract as a reaction medium is adopted, and a green, simple, convenient and efficient method is provided for synthesizing biphenyl compounds.
