32541-62-1Relevant academic research and scientific papers
Synthesis and biological activities of new halophenols
Zheng, Fei Lang,Ban, Shu Rong,Feng, Xiu E.,Zhao, Cheng Xiao,Du, Guan Hua,Li, Qing Shan
, p. 303 - 311 (2013/07/28)
A series of new halophenols were synthesized, and their structures were established on the basis of 1H, 13C NMR and mass spectral data. All of the prepared compounds were screened for their in vitro protein tyrosine kinase (PTK) and vascular smooth muscle cell (VSMC) proliferation inhibitory activity. Twelve halophenols showed significant PTK inhibitory activity, most of them exhibited stronger activities than that of genistein, a positive reference compound. Several halophenols also displayed moderate VSMC proliferation inhibitory activity, compound 8c showed higher activity than that of tetrandrine, a positive reference compound. The preliminary structure-activity relationships of these compounds were investigated and discussed. The results provided a foundation for the action mechanism study and further structure optimization of the halophenols.
An improved synthesis of PET dopamine D2 receptors radioligand [11c]raclopride
Fei, Xiangshu,Mock, Bruce H.,DeGrado, Timothy R.,Wang, Ji-Quari,Glick-Wilson, Barbara E.,Sullivan, Michael L.,Hutchins, Gary D.,Zheng, Qi-Huang
, p. 1897 - 1907 (2007/10/03)
An improved synthesis of [11C]raclopride is reported. The precursor desmethyl-raclopride was synthesized from 3,5-dichloro-2,6-dimethoxybenzoic acid and (S)-(-)-2-aminoethyl-1-ethylpyrrolidine via a straight-forward, four-step synthetic approac
Precursor synthesis and radiolabelling of the dopamine D2 receptor ligand [11C]raclopride from [11C]methyl triflate
Langer, Oliver,Nagren, Kjell,Dolle, Frederic,Lundkvist, Camilla,Sandell, Johan,Swahn, Carl-Gunnar,Vaufrey, Francoise,Crouzel, Christian,Maziere, Bernard,Halldin, Christer
, p. 1183 - 1193 (2007/10/03)
Desmethyl-raclopride was synthsized via a straightforward, three-step synthetic approach and used for the preparation of [11C]raclopride from [11C]methyl triflate. Conditions for the radiolabelling were optimized to obtain a simple a
Synthesis of Chiral 5-Substituted 2-Pyrrolidones, Metabolites of the Antipsychotic Benzamides Remoxipride and Raclopride
Gawell, Lars,Stroem, Peter,Hoegberg, Thomas
, p. 981 - 984 (2007/10/02)
Three of the major human metabolites of remoxipride (1) and raclopride (6) have been synthesized in optically active form.Starting from L-pyroglutamic acid, the two pyrrolidones (+)-(5S)-5-(aminomethyl)-2-pyrrolidone (10) and (+)-(5S)-5-(aminomethyl)-1-et
Potential antipsychotic agents. 9. Synthesis and stereoselective dopamine D-2 receptor blockade of a potent class of substituted (R)-N-[(1-benzyl-2-pyrrolidinyl)methyl]benzamides. Relations to other side chain congeners
Hogberg,Strom,De Paulis,Stensland,Csoregh,Lundin,Hall,Ogren
, p. 948 - 955 (2007/10/02)
A number of substituted N-[(1-benzyl-2-pyrrolidinyl)methyl]benzamides and -salicylamides have been prepared and investigated as dopamine D-2 receptor antagonists in vitro and in vivo. The affinity was found to be confined to the R enantiomer, in contrast
A Synthesis of the Lichen Xanthone Thiomelin
Elix, John A.,Portelli, Victor J.
, p. 1773 - 1778 (2007/10/02)
A total synthesis of thiomelin (2,4-dichloro-1,8-dihydroxy-5-methoxy-6-methyl-9H-xanthen-9-one) (1) has been achieved.
Novel benzamides as selective and potent gastric prokinetic agents. 1. Synthesis and structure-activity relationships of N-[(2-morpholinyl)alkyl]benzamides
Kato,Morie,Hino,Kon,Naruto,Yoshida,Karasawa,Matsumoto
, p. 1406 - 1413 (2007/10/02)
With the purpose of obtaining more potent and selective gastric prokinetic agents than metoclopramide (1), a new series of N-[(2-morpholinyl)alkyl]benzamides (17-52) were synthesized and their gastric prokinetic activity was evaluated by determining effect on the gastric emptying of phenol red semisolid meal and of resin pellets solid meal in rats and mice. The morpholinyl moiety was newly designed after consideration of the side-chain structure of cisapride (2) and produced the desired activity when coupled with the 4-amino-5-chloro-2-methoxybenzoyl group of both metoclopramide and cisapride. Modification of the substituents of the benzoyl group markedly influenced the activity. In particular, 4-amino-N-[benzyl-2-morpholinyl)methyl]-5-chloro-2-methoxybenzamide (17) and the 4-(dimethylamino) and 2-ethoxy analogues (25 and 29) or 17 showed potent and selective gastric prokinetic activity along with a weak dopamine D2 receptor antagonistic activity.
Potential antipsychotic agents. 6. Synthesis and antidopaminergic properties of substituted N-(1-benzyl-4-piperidinyl)salicylamides and related compounds. QSAR based design of more active members
De Paulis,Hall,Kumar,Ramsby,Ogren,Hogberg
, p. 507 - 517 (2007/10/02)
A number of substituted 2-methoxybenzamides, with and without 6-hydroxy groups, with 4-piperidinyl side-chains have been synthesized and evaluated for their antidopaminergic properties. The salicylamides were found to require a lipophilic N-substituent, like a benzyl group, for high affinity for the dopamine D-2 binding site in contrast to salicylamides with 2-pyrrolodinylmethyl side-chains. Furthermore, the influence of the aromatic substituents on the activity in the 2 series, ie 4-piperidinyl and 2-pyrrolidinylmethyl side-chains, was different. This was supported by a Hansch analysis, which could accomodate both phenolic and non-phenolic benzamides with 1-benzyl-4-piperidinyl side-chains. The activity is primarily dictated by electronic features rather than by steric and lipophilic properties. The QSAR equations were validated by the design and synthesis of a new 10-fold more active derivative. The 2 classes of benzamides with different side-chains are suggested to act on different binding sites or on different subtypes of the dopamine D-2 receptor.
Synthesis and neuroleptic activity of substituted benzamides related to metoclopramide
Kumar,De Paulis,Bengtsson,et al.
, p. 1 - 3 (2007/10/02)
Substituted N-(dialkylaminoalkyl)benzamides related to metoclopramide have been synthesized and examined for antagonism of 3H-spiperone receptor binding (in vitro) and the blockade of apomorphine syndrome (in vivo) in the rat. In the series, fo
