Isolation and structural determination of two derivatives of the elusive carbamic acid

Abstract

The dibenzyl-substituted carbamic acid (PhCH 2 ) 2 NC(O)OH (1), its deprotonation product [(PhCH 2 ) 2 NH 2 ]-[(PhCH 2 ) 2 NCO 2 ] (2) and CoCl(NO) 2 [PhP(OCH 2 CH 2 ) 2 N-C(O)OH]•2MeCOMe(3•2MeCOMe) are reported, the diffractometric study showing the carbamic acids 1 and 3 to be paired through hydrogen bonds.

BIOTRANSFORMATION OF A GABAARECEPTOR PARTIAL AGONIST IN SPRAGUE-DAWLEY RATS AND CYNOMOLGUS MONKEYS: IDENTIFICATION OF TWO UNIQUEN-CARBAMOYL METABOLITES

“…Such a view has been echoed in a recent report investigating the UGT responsible for the N-carbamoyl glucuronidation of the aliphatic secondary amine sertraline (Obach et al, 2005). This implied stability of M7, which may be thermodynamically favorable under certain conditions (Aresta et al, 2000), is legitimized by its distinct radiochromatographic peak (well resolved from M8) that coelutes with m/z 418, a drug-dependent ion not observed in predose samples, in acidic (pH 3.5) aqueous mobile phase within concentrated rat plasma extracts and monkey bile. The detection of a unique radiochromatographic peak suggests strongly that M7 is not a solvent-or ion source-generated artifact as reported (Edlund and Baranczewski, 2004) for the carbamic acid precursor of an N-carbamoyl glucuronide metabolite which was only minimally observed upon direct MS infusion of the parent amine in 20 mM bicarbonate buffer.…”

Reversible Metal‐Free Carbon Dioxide Binding by Frustrated Lewis Pairs

“…In efforts to address this issue, ambitious and creative schemes are targeting materials including zeolites, silica gels, aluminas, and activated carbons, [1] as well as sophisticated metal-organic frameworks (MOFs) [2] for the benign capture and storage of carbon dioxide. [3] An alternative approach is focused on the potential use of carbon dioxide as a C 1 chemical feedstock. [4] To this end, strategies typically target the potential of transition-metal-based chemistry and catalysis.…”

Carbamic acid and carbamate formation in NH$_{\sf 3}$:CO$_{\sf 2}$ ices – UV irradiation versus thermal processes

“…Carbamic acid has been observed neither in the gas phase nor in the solid phase of ISM. Carbamic acid is not stable at room temperature in gas phase and spontaneously dissociates into NH 3 and CO 2 (Remko et al 1995;Aresta et al 2000). Therefore, there exists no gas phase spectroscopic studies of this molecule in the lab or in space.…”