233684-03-2Relevant academic research and scientific papers
Antidepressant activity of carbamates and urea derivatives
Perveen, Shahnaz,Fatima, Nasreen,Khan, Muhammad Aitmaud,Dar, Ahsana,Khan, Khalid M.,Afza, Nighat,Voelter, Wolfgang
, p. 2709 - 2715 (2012/11/06)
Thirteen (13) compounds of N-phenyl-O-alkyl carbamates (1 and 3), N,N-diethyl-N′-alkyl/aryl/phenylpiperazinoureas (4-6, 8-12), N-phenyl-N′-phenylpiperazino/imidazoureas (2, 7), and N-ethyl-(N′- phenylpiperazino) thioureas 13 were synthesized and tested for their antidepressant-like activity in mice. It was found that compound N-phenyl-O-heptyl carbamate 1 and N-phenyl-N′-phenylpiperazinourea 2 showed 32.5 and 27.7% antidepressant activity in the forced swim test in mice, respectively. Considering other carbamates it was found that a decrease in alkyl chain length caused a marked decline in the antidepressant activity. Compounds 1-4 show even higher activities in the forced swim test than the standard phenelzine. Springer Science+Business Media, LLC 2011.
Synthesis of carbamate derivatives of biological interest
Perveen, Shahnaz,Fatima, Nasreen,Khan, Khalid Mohammed,Khan, Ajmal,Ali, Muhammad,Choudhary, Muhammad Iqbal
experimental part, p. 338 - 343 (2011/10/05)
A number of carbamates derivatives 1-12 were synthesized and evaluated for their antioxidant, urease inhibition, anticancer, antibacterial, and antifungal activities. N-Ethylamine-N′, N′-diethyl carbamate (4), showed remarkable metal chelating capability
Aromatic 2-(thio)ureidocarboxylic acids as a new family of modulators of multidrug resistance-associated protein 1: Synthesis, biological evaluation, and structure - Activity relationships
H?cker, Hans-Georg,Leyers, Stefan,Wiendlocha, Jeanette,Gütschow, Michael,Wiese, Michael
experimental part, p. 4586 - 4595 (2010/03/03)
Four series of aromatic carboxylic acids were prepared with a urea or thiourea moiety at the neighboring position to the carboxyl group and benzene or thiophene as aromatic scaffold. Using a calcein AM assay, these compounds were evaluated as inhibitors o
One-Pot Reactions of N-(Mesyloxy)phthalimides with Secondary Amines to 2-Ureidobenzamides, 2-Ureidobenzoic Acids, Ethyl 2-Ureidobenzoates, or Isatoic Anhydrides
Guetschow, Michael
, p. 5109 - 5115 (2007/10/03)
The reaction of N-(mesyloxy)phthalimides with secondary amines was examined. Transformations are accomplished by one-pot reactions to optionally afford corresponding 2-ureidobenzamides, 2-ureidobenzoic acids, ethyl 2-ureidobenzoates, or isatoic anhydrides, respectively. The mechanism of the acid-catalyzed hydrolysis (or alcoholysis) of intermediate 2-ureidobenzamides to 2-ureidobenzoic acids (or esters) is discussed. A proton transfer mechanism involving the ureido moiety as an internal acid catalyst is proposed. Intermediate 2-ureidobenzoic acids undergo a further transformation to isatoic anhydrides. The utilization of the obtained 2-ureidobenzamides, 2-ureidobenzoic acids, and ethyl 2-ureidobenzoates to prepare 3,1-benzoxazin-4-ones is demonstrated.
