7583-80-4Relevant academic research and scientific papers
Synthesis and antinociceptive behaviors of new methyl and hydroxyl derivatives of phencyclidine
Ahmadi,Kermani,Naderi,Hajikhani,Rezaee,Javadi,Niknafs
, p. 763 - 769 (2012/06/30)
Phencyclidine (I) and its derivatives show such pharmacological behaviors as analgesic, anticonsulvant, anti-anxiety and antidepressant, while interacting with central nervous system. In this study, new methyl and hydroxyl derivatives of PCP were synthesized and their antinociceptive behaviors in animals were examined by measuring the number of writhing in a writhing test of visceral pain and the pain scores in Formalin test. Compared to control and PCP groups, findings in experimental groups indicated the new synthesized analogues (compounds II, III and V, 10 mg/kg) of PCP were able to produce more analgesic effects in formalin and writhing tests, especially for compound V. It was concluded that the new synthesized derivatives of PCP could substantially and respectively diminish acute and chronic pains.
Enantioselective protonation of samarium enolates derived from α- heterosubstituted ketones and lactone by SmI2-mediated reduction
Nakamura, Yutaka,Takeuchi, Seiji,Ohgo, Yoshiaki,Yamaoka, Makoto,Yoshida, Akihiro,Mikami, Koichi
, p. 4595 - 4620 (2007/10/03)
SmI2-mediated reductive cleavage of α-heterosubstituents of α-alkyl or α-aryl ketones and lactone gave the corresponding 'thermodynamic samarium enolates'. Enantioselective protonation of the samarium enolates with C2- symmetric chiral diols afforded the corresponding ketones and lactone in moderate to high enantioselectivities.
Acid-catalyzed phenylcyclohexene oxide hydrolysis: Role of para-phenyl substituent on syn:anti hydration ratio
Doan, Lanxuan,Bradley, Kevin,Gerdes, Sonya,Whalen, Dale L.
, p. 6227 - 6234 (2007/10/03)
Rate and product studies of the hydronium ion-catalyzed hydrolysis of 1- phenylcyclohexene oxide and its p-methoxy and p-methyl derivatives in 1:9 dioxane-water solutions were carried out under conditions in which the diol products are stable. It is shown that the cis:trans diol ratio from hydrolysis of this series of epoxides does not systematically increase with the electron-donating ability of the para-substituent, contrary to conclusions in the literature. The equilibrium constants and rates for acid- catalyzed approach to equilibration of cis- and trans-1-(p- methoxyphenyl)cyclohexane-1,2-diol and of cis- and trans-1-(p- methylphenyl)cyclohexane-1,2-diol were measured, and the cis-diol was determined to be the more stable isomer in each case. An intermediate in the acid-catalyzed hydrolysis of 1-(p-methoxyphenyl)cyclohexene oxide is trapped, after its rate-limiting formation, by azide ion. For a series of 1- arylcyclohexene oxides, results are interpreted in terms of a mechanism in which there is a discrete carbocation intermediate, and products are determined solely by the partitioning reactions of this intermediate, with the pathway leading to the more stable product being energetically favored.
