380383-75-5Relevant academic research and scientific papers
Biarylhydrazine compounds and their adducts and applications in the preparation of antitumor drugs
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Paragraph 0058; 0068; 0069; 0159; 0166; 0167, (2022/03/27)
The present invention discloses a biarylhydrazine compound and its application in the preparation of antitumor drugs, the structure of the arylhydrazine compound as shown in formula I, the adduct is a biarylhydrazine compound on the hydrazine group plus benzyloxycarbonyl glycyl prolyl. The anticancer activity of the biarylhydrazine compounds of the present invention is superior to that of the existing positive control drug procarbazine; its Z-GP adduct can significantly reduce in vitro toxicity and in vivo toxicity to normal cells, and can be excised by FΑP-α enzyme specific hydrolysis in vivo (Z-GP) to release hydrolysate products; its Z-GP adduct can significantly inhibit tumor growth in tumor-bearing nude mice and reduce toxicity to non-target organs.
Starazo triple switches - synthesis of unsymmetrical 1,3,5-tris(arylazo)benzenes
Heindl, Andreas H.,Wegner, Hermann A.
supporting information, p. 22 - 31 (2020/03/27)
Multistate switches allow to drastically increase the information storage capacity and complexity of smart materials. In this context, unsymmetrical 1,3,5-tris(arylazo)benzenes - 'starazos' - which merge three photoswitches on one benzene ring, were succe
One-Pot Synthesis of Indoles and Pyrazoles via Pd-Catalyzed Couplings/Cyclizations Enabled by Aqueous Micellar Catalysis
Akporji, Nnamdi,Braga, Felipe C.,Gabriel, Christopher M.,Landstrom, Evan B.,Lee, Nicholas R.,Lipshutz, Bruce H.
supporting information, (2020/09/02)
An effective one-pot synthesis of either indoles or pyrazoles can be achieved via Pd-catalyzed aminations followed by subsequent cyclizations facilitated by aqueous micellar catalysis. This new technology includes efficient couplings with low loadings of palladium, a more stable source of the required hydrazine moiety, greater atom economy for the initial coupling, and reduced reaction temperatures, all leading to environmentally responsible processes.
CuI/4-hydro-L-proline as a more effective catalytic system for coupling of aryl bromides with N-boc hydrazine and aqueous ammonia
Jiang, Liqin,Lu, Xu,Zhang, Hui,Jiang, Yongwen,Ma, Dawei
experimental part, p. 4542 - 4546 (2009/09/25)
(Chemical Equation Presented) CuI/4-hydroxy-L-proline-catalyzed coupling of aryl bromides and N-Boc hydrazine takes place in DMSO at 80°C to give N-aryl hydrazides. When aryl iodides are employed, this reaction completes at 50°C and no ligand is required. Under the catalysis of CuI/4-hydroxy-L- proline, the coupling reaction of aqueous ammonia with aryl bromides proceeds smoothly at 50°C to afford primary arylamines. In this case K 2CO3 is found as a better base than Cs2CO 3. These processes allow assembly of N-aryl hydrazides and primary arylamines that bear a wide range of functional groups including hydroxyl, amine, trifluoromethyl, ester, nitro, and ketone.
Copper(I)-picolinic acid catalyzed N-arylation of hydrazides
Lam, Miu Suen,Lee, Hang Wai,Chan, Albert S.C.,Kwong, Fuk Yee
supporting information; scheme or table, p. 6192 - 6194 (2009/04/05)
An efficient copper-catalyzed carbon-nitrogen bond formation is described. The copper(I) complex with commercially available 2-picolinic acid ligand was found to be effective in N-arylation of N-Boc-hydrazine. This methodology offers a regioselective N-ar
Synthesis of N-aryl hydrazides by copper-catalyzed coupling of hydrazides with aryl iodides.
Wolter,Klapars,Buchwald
, p. 3803 - 3805 (2007/10/03)
[reaction--see text] A convenient method for intermolecular N-arylation of hydrazides with substituted aryl iodides in the presence of a copper catalyst and Cs(2)CO(3) is reported. The C-N coupling of N-Boc hydrazine with para- and meta-substituted aryl iodides afforded the N-arylated products A, regioselectively. A reversal in regioselectivity is observed for the arylation of benzoic hydrazide with ortho-substituted aryl iodides, providing the N'-arylated products B.
