182747-25-7Relevant articles and documents
Design and synthesis of novel hybrid sydnonimine and prodrug useful for glaucomatous optic neuropathy
Acharya, Suchismita,Rogers, Preston,Krishnamoorthy, Raghu R.,Stankowska, Dorota L.,Dias, H.V. Rasika,Yorio, Thomas
, p. 1490 - 1494 (2016)
Synthesis and bioactivity of novel dual acting nitric oxide releasing and reactive oxygen scavenging hybrid compound SA-2 is described. The hybrid molecule SA-2 significantly increased the superoxide dismutase enzyme level and protected the photoreceptor
Convergent syntheses of oral THF 1β-methylcarbapenems
Bitha, Panayota,Li, Zhong,Lin, Yang-I
, p. 643 - 648 (2007/10/03)
Convergent syntheses of oral THF 1β-methylcarbapenems 4 (OCA-983) and 5 starting from M2-phosphate 1 were developed. Reaction of the M2-phosphate 1 with THF thiols containing a requisite prodrug side chain, 9 and 10, gave the desired oral THF 1β-methylcarbapenems 4 and 5, respectively, in 46% and 42% overall yields.
(Acyloxy)alkyl Carbamates as Novel Bioreversible Prodrugs for Amines: Increased Permeation through Biological Membranes
Alexander, Jose,Cargill, Robyn,Michelson, Stuart R.,Schwam, Harvey
, p. 318 - 322 (2007/10/02)
(Acyloxy)alkyl carbamates of the type R1R2N-CO-O-CHR3-OCO-R4 are described as novel bioreversible prodrugs for primary and secondary amines.These were prepared either by a one-step reaction involving nucleophilic attack on p-nitrophenyl α-(acyloxy)alkyl carbonates with displacement of p-nitrophenol or by reaction of α-haloalkyl carbamates with silver or mercury salts of carboxylic acids.Enzymatic hydrolysis of the ester bond in these ester carbamates leads to a cascade reaction resulting in rapid regeneration of the parent amine.Permeability measurements of such nonionic derivatives of atenolol, betaxolol, pindolol, propranolol, and timolol through fuzzy rat skin and rabbit cornea mounted on diffusion cells show that derivatization of the hydrophilic β-blockers results in several-fold increase in permeation through these biological membranes.However, prodrug modification of the lipophilic β-blockers leads to little advantage in permeability characteristics.