4184-73-0Relevant articles and documents
Semicarbazides as gel forming agents for common solvents and liquid crystals
Deindoerfer, Pia,Geiger, Thomas,Schollmeyer, Dieter,Ye, Jian Hui,Zentel, Rudolf
, p. 351 - 358 (2007/10/03)
This paper describes the synthesis of 14 new gelling agents with semicarbazide groups as H-bonding motifs and alkyl- and/or azobenzene side groups. They gel solvents like decaline, 1,2-dichlorobenzene and toluene and liquid crystalline mixtures. X-Ray structure analysis shows that the semicarbazides are connected by H-bonds, each molecule to four neighbours. As a result a ribbon is formed with a core of H-bonded semicarbazide groups and alkyl chains sticking to the side. IR measurements show an unchanged H-bonding motif in large crystals and in the gel fibres, even in LC-mixture. During heating the gel melts (rheology), while the H-bonding motif of the crystal disappears (IR and DSC measurements). First experiments show that these gel-forming agents can be used to gel LC-phases and to stabilise the director pattern present during gel formation. The Royal Society of Chemistry 2006.
Synthesis and transdermal permeation-enhancing activity of carbonate and carbamate analogs of Transkarbam 12
Holas, Tomas,Vavrova, Katerina,Sima, Martin,Klimentova, Jana,Hrabalek, Alexandr
, p. 7671 - 7680 (2007/10/03)
Transkarbam 12 (5-(dodecyloxycarbonyl)pentylammonium-5-(dodecyloxycarbonyl)pentylcarbamate, T12) is a highly effective skin permeation enhancer. In this study, ester groups in the molecule of T12 were replaced by carbonate and carbamate ones, respectively. The in vitro permeation-enhancing activities were evaluated using porcine skin and compared with those of T12 and previously prepared series of amide, ketone, and alkyl analogs. According to the activities and behavior of the compounds in donor samples, ester group is essential for the activity of T12; its replacement not only decreases the enhancing potency, but is likely to change the mechanism of action.
Piperidine-containing histamine H3 receptor antagonists of the carbamate series: The alkyl derivatives
Lazewska,Kiec-Kononowicz,Elz,Pertz,Stark,Schunack
, p. 403 - 410 (2007/10/03)
A series of N-alkyl urethanes, potential histamine H3 receptor antagonists, was prepared. Carbamate derivatives were synthesized from appropriate isocyanates and N-piperidinoalkan-1-ols. The novel compounds were evaluated for histamine H3 receptor activity in vitro on the guinea pig ileum. Some selected compounds were tested in vivo after p.o. application to mice and in vitro for selectivity towards other histamine receptors (H 1, H2) in functional assays in the guinea pig. The most potent H3 receptor antagonist in vitro was compound 14 (pA 2 = 7.2). Compound 14 was equipotent at M3 receptors and lacked H3 receptor activity in vivo. Predictions of octanol-water partition coefficient (Pallas) and metabolic fate (MetabolExpert, METEOR) were used to explore potential reasons for this absence of in vivo activity.
Radical Azidonation of Aldehydes
Marinescu, Lavinia,Thinggaard, Jacob,Thomsen, Ib B.,Bols, Mikael
, p. 9453 - 9455 (2007/10/03)
Aliphatic and aromatic aldehydes can be converted to acyl azides by treatment with iodine azide at 0-25°C. If the reaction is performed at reflux Curtius rearrangement occurs and carbamoyl azides are obtained in 70-97% yield from the aldehyde. The reaction was shown to have a radical mechanism.
Compounds having reversible inhibiting activity of carnitine palmitoyl-transferase
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, (2008/06/13)
Compounds of formula (I) wherein the groups are as defined in the description are disclosed. The compounds of formula (I) are endowed with reversible inhibiting activity of carnitine palmitoyl-transferase and are useful in the preparation of medicaments useful in the pathologies related to a hyperactivity of carnitine palmitoyl-transferase, such as hyperglycemia, diabetes and pathologies related thereto, heart failure, ischemia.
Orally Active β-Lactam Inhibitors of Leukocyte Elastase-1. Activity of 3,3-Diethyl-2-azetidinones
Shah, Shrenik K.,Dorn, Conrad P.,Finke, Paul E.,Hale, Jeffrey J.,Hagmann, William K.,et al.
, p. 3745 - 3754 (2007/10/02)
A thorough analysis of the mechanism of inhibition of human leukocyte elastase (HLE) by a monocyclic β-lactam and the mechanism of β-lactam hydrolysis led to the preparation of potent and highly stable inhibitors of HLE.This work led to the identification of 4--3,3-diethyl-1-carbonyl>-2-azetidinone (2) as the first orally active inhibitor of human leukocyte elastase (HLE).Analogs of 2 with different substituents on the urea N were synthesized and evaluated for their activity in vitro against HLE as well as in vivo in a hamster lung hemorrhage model.Compounds with a methyl or a methoxy group in the para position of the benzene ring were very potent in both assays.The results are discussed on the basis of the proposed model for the binding of this class of inhibitors to HLE and a possible mechanism of inhibition is presented.
CHIMIE DES SUCRES SANS GROUPEMENTS PROTECTEURS-II REACTIONS SELECTIVES D'ADDITION DU D-GLUCOSE, DU D-GALACTOSE ET DE D-GLYCOSYLAMINES A DES HETEROCUMULENES
Plusquellec, Daniel,Roulleau, Fabienne,Lefeuvre, Martine,Brown, Eric
, p. 465 - 474 (2007/10/02)
Alkyl isocyanates reacted with 1.5 equivalent of α-methylglucoside, glucose or galactose in pyridine at room temperature, and selectively gave the corresponding 6-N-alkylcarbamates in good yields.The readily available glucosylamine and lactosylamine (1.5-2 eq.) reacted with alkyl isocyanates and isothiocyanates in polar aprotic solvents (pyridine, NMP or DMF), thus affording good yields of the corresponding N-glycosyl N'-alkyl ureas and thioureas.These new sugar derivatives are non-ionic detergents.
N-carbamoyl derivatives of (5,4b)-isothiazolo pyridine-3-one and anti-acne cosmetic compositions containing the same
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, (2008/06/13)
N-carbamoyl derivatives of (5,4b)-isothiazolo pyridine-3-one have the formula STR1 wherein R1 represents hydrogen, linear or branched alkyl having 1-12 carbon atoms, cycloalkyl having 3-6 carbon atoms or STR2 wherein n is 0 or 1, x is 1, 2 or 3, R2 represents hydrogen or lower alkyl having 1-3 carbon atoms and R3 represents hydrogen, lower alkyl having 1-3 carbon atoms, nitro, trifluoromethyl or halogen. These derivatives are useful in the treatment of acne.