66670-11-9Relevant articles and documents
Nitro-Aldol Approach for Commercial Manufacturing of Fenspiride Hydrochloride
Pramanik, Chinmoy,Bapat, Kiran,Patil, Pradip,Kotharkar, Sandeep,More, Yogesh,Gotrane, Dinkar,Chaskar, Sudhir P.,Mahajan, Ulhas,Tripathy, Narendra K.
, p. 1252 - 1256 (2019/06/13)
An efficient, short manufacturing process for fenspiride hydrochloride is reported. Nitro-aldol condensation is the key reaction in the developed process. Improved routes to key building blocks are demonstrated by expedient multikilogram production. Hazardous reactions are avoided. API produced following this new route meets the quality requirement NLT 99.70% purity by HPLC with any individual impurity NMT 0.10% with very good yield.
Novel symmetrical trans-bis-Schiff bases of N-substituted-4- piperidones: Synthesis, characterization, and preliminary antileukemia activity mensurations
Sun, Chuan-Wen,Wang, Hai-Feng,Zhu, Jun,Yang, Ding-Rong,Xing, Jiahua,Jin, Jia
, p. 1374 - 1380 (2014/01/06)
A series of novel symmetrical trans-bis-Schiff bases (11a, 11b, 11c, 11d, 11e, 11f, 11g, 11h, 11i, 11j, 11k, 11l, 11m) were designed and prepared as novel anticancer analogues, with the trans-configuration confirmed by X-ray diffraction. Preliminary inhibitory effects of these compounds on CML K562 cell growth were investigated, and the potential analogue 11e showed an excellent anti-leukemia activity (IC50=6.35 μg/mL), which is higher than that of the clinical drug 5-fluorouracil (IC50=8.48 μg/mL). Complete assignments had been achieved for the title compounds by spectroscopic techniques, and their structure-activity relationships have been studied.
Synthesis and anti-leukemia activity mensuration of 1-phenethyl-4-hydroxy-4-substituted piperidinium hydrochlorides: Structure of bis[1-phenethyl-4-hydroxy-4-(3-fluorophenyl) piperidinium hydrochloride] studied by X-ray and DFT methods
Yang, Dingrong,Xue, Sijia,Wang, Haifeng,Zhu, Jun,Jin, Jia,Chen, Jun
experimental part, p. 97 - 104 (2009/12/03)
Four unknown compounds have been synthesized based on the molecular motif of 1-phenethyl-4-hydroxy piperidinium hydrochloride with a variety of the substituted groups R on the same carbon atom bearing the hydroxy group, such as 3-fluorophenyl (3a), 4-methoxyphenyl (3b), 4-methylphenyl (3c) and cyclohexanyl (3d), and their molecular structures were characterized by 1H NMR, MS and IR. To account for the stereo structure and provide more information on the effect of counter ions, hydrogen bonds on molecular conformation, the structure of [1-phenethyl-4-hydroxy-4-(3-fluorophenyl) piperidinium hydrochloride] [PHFPH.Cl] 3a was determined by the single-crystal X-ray analysis and optimized by the B3LYP/6-31G (d, p) calculations. Two chloride anions, two PHFPH cations and a dichloromethane molecule formed a five-membered structure ([(PHFPH)2Cl2]·CH2Cl2) via the intermolecular hydrogen bonds. The core of the five-membered structure ([(PHFPH)2Cl2]·CH2Cl2) is formed by two PHFPH cations linked by N(1B)-H(2)?Cl(2) hydrogen bonds of lengths 3.033(4), which is engaged in two hydrogen bonds: N(1A)-H(1)?Cl(1) of 3.110(4) A? and O(1B)-H(2B)?Cl(1) of 3.099(4) A?. The anti-tumor activity tests indicated that these compounds could inhibit the growth of the K562 cells to some extent and have the potential bioactivity of anti-leukemia.
Novel 1,4 substituted piperidine derivatives. Synthesis and correlation of antioxidant activity with structure and lipophilicity
Alexidis,Rekka,Demopoulos,Kourounakis
, p. 131 - 137 (2007/10/02)
A series of novel piperidine derivatives was prepared and their lipophilicity was determined (as R(M) values). These compounds as well as two intermediate α-keto-esters were tested for antioxidant activity. It was found that the cysteamine derivatives were efficient antioxidants, i.e. they could inhibit lipid peroxidation, act as hydroxyl radical scavengers and interact with 2,2-diphenyl-1-picrylhydrazyl radicals. This interaction could be attributed to the free SH group and this activity seemed to be favoured by increased lipophilicity. Replacement of SH by NH2 or OH resulted in a decreased antioxidant activity of the compounds. However, the described activities seem not to be connected with any O2- scavenging ability, at least under the experimental conditions applied. Furthermore, cysteamine derivatives seem to induce O2- generation, a phenomenon often observed with thiol compounds. The antioxidant activity of the intermediate α-keto-esters varied and is probably mediated by different mechanisms.
