869-09-0Relevant articles and documents
Structural characterization of 1,3-propanedithiols that feature carboxylic acids: Homologues of mercury chelating agents
Sattler, Wesley,Palmer, Joshua H.,Bridges, Christy C.,Joshee, Lucy,Zalups, Rudolfs K.,Parkin, Gerard
, p. 268 - 279 (2013/10/08)
The molecular structures of a series of 1,3-propanedithiols that contain carboxylic acid groups, namely rac- and meso-2,4-dimercaptoglutaric acid (H 4DMGA) and 2-carboxy-1,3-propanedithiol (H3DMCP), have been determined by X-ray diffraction. Each compound exhibits two centrosymmetric intermolecular hydrogen bonding interactions between pairs of carboxylic acid groups, which result in a dimeric structure for H3DMCP and a polymeric tape-like structure for rac- and meso-H4DMGA. Significantly, the hydrogen bonding motifs observed for rac- and meso-H 4DMGA are very different to those observed for the 1,2-dithiol, rac-2,3-dimercaptosuccinic acid (rac-H4DMSA), in which the two oxygen atoms of each carboxylic acid group hydrogen bond to two different carboxylic acid groups, thereby resulting in a hydrogen bonded sheet-like structure rather than a tape. Density functional theory calculations indicate that 1,3-dithiolate coordination to mercury results in larger S-Hg-S bond angles than does 1,2-dithiolate coordination, but these angles are far from linear. As such, κ2-S2 coordination of these dithiolate ligands is expected to be associated with mercury coordination numbers of greater than two. In vivo studies demonstrate that both rac-H4DMGA and H 3DMCP reduce the renal burden of mercury in rats, although the compounds are not as effective as either 2,3-dimercaptopropane-1-sulfonic acid (H3DMPS) or meso-H4DMSA.
Enolates of 2-isothiocyanatocarboxylic esters: Synthesis of thiazolo[5,4-d]-thiazole derivatives and 2-thioxo-1,3-thiazolidine-4- carboxylates
Cie, Dariusz,Kalinowska-Tucik, Justyna
scheme or table, p. 1736 - 1744 (2012/07/28)
An oxidative dimerization of titanium(IV) enolates derived from menthyl esters of 2-isothiocarboxylic acids leads to radical coupling followed by cyclization. This cascade reaction gives thiazolo[5,4-d]thiazole derivatives as pure enantiomers. Under simil
3,6-DIAZABICYCLOS[3.1.1]HEPTANE DERIVATIVES WITH ANALGESIC ACTIVITY
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Page/Page column 10-13, (2010/02/14)
The invention relates to compounds of general formula (I), wherein R and R1, different from one another, are: a C2-C8 straight or branched acyl group; and a group of formula (II), wherein B and R2 are as defined in the description. The compounds (I) have higher central analgesic activity than morphine and are substantially free from the side effects of morphine or other central analgesics. The invention further relates to a process for the preparation of the compounds (I).
Stereoselective 1,3-debromination reactions
Liu, Yingchun,Sorensen, Ted S.,Sun, Fang
, p. 258 - 262 (2007/10/02)
The metallate, PPN(1+)Cr(CO)4NO(1-), was used for the 1,3-debrominative reductive cyclization of the (+/-) and meso isomers of dimethyl 2,4-dibromoglutarate and dimethyl 2,4-dibromo-2,4-dimethylglutarate.In both (+/-) isomers, the reaction is stereospecific in giving the trans cyclopropane product.In the meso case, the reaction is unselective in the first case, but distinctly favors the cis cyclopropane isomer in the second set of compounds.This (+/-) and meso pair thus represent the first example of near stereospecifity in the debromination of both 1,3-dibromo diasteromers.Using an enantiomerically enriched dimethyl 2,4-dibromo glutarate, and determining the absolute stereochemistry of the cyclopropane product, it was found that a strict double inversion () mechanism is involved in the (+/-) debromination reaction and presumably also in the near-stereospecific meso case reported above.
Azetidine derivatives to treat memory and learning disorders
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, (2008/06/13)
This invention relates to novel azetidines and derivatives thereof, as well as to pharmaceutical compositions and methods of treating memory and learning disorders. Another aspect of the invention relates to a method of utilizing the compounds and composi
Synthesis and Bioactivity of a New Class of Rigid Glutamate Analogues. Modulators of the N-Methyl-D-aspartate Receptor
Kozikowski, Alan P.,Tueckmantel, Werner,Reynolds, Ian J.,Wroblewski, Jarda T.
, p. 1561 - 1571 (2007/10/02)
A variety of derivatives of azetidine-2,4-dicarboxylic acid were synthesized and examined for their ability to stimulate 45Ca2+ uptake in cultures of cerebellar granule cells.Of the compounds tested, the cis-azetidine-2,4-dicarboxylic acid (10f
Azetidine derivatives, compositions and methods of treating
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, (2008/06/13)
This invention relates to novel azetidines and derivative thereof, as well as to pharmaceutical compositions and methods of treating memory and learning disorders. Another aspect of the invention relates to a method of utilizing the compounds and compositions as biological tools and materials for characterizing excitatory amino acid receptor systems. A further aspect of the invention relates to a method of treating PCP toxicity and abuse.