95019-16-2Relevant academic research and scientific papers
Ytterbium(III) trifluoromethanesulfonate catalyzed solid phase aza Diels-Alder reaction and subsequent facile adduct release
Zhang, Wei,Xie, Wenhua,Fang, Jianwen,Wang, Peng George
, p. 7929 - 7933 (1999)
Ytterbium(III) trifluoromethanesulfonate has been demonstrated to catalyze the solid phase aza Diels-Alder reaction of an aldehyde, a diene, and immobilized benzylamine. The [4+2] adducts were cleaved from solid support efficiently using a 'trace-less' re
Potent and Selective Tetrahydroisoquinoline Kappa Opioid Receptor Antagonists of Lead Compound (3 R)-7-Hydroxy- N-[(1 S)-2-methyl-1-(piperidin-1-ylmethyl)propyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide (PDTic)
Ondachi, Pauline W.,Kormos, Chad M.,Runyon, Scott P.,Thomas, James B.,Mascarella, S. Wayne,Decker, Ann M.,Navarro, Hernán A.,Fennell, Timothy R.,Snyder, Rodney W.,Carroll, F. Ivy
, p. 7525 - 7545 (2018/09/12)
Past studies have shown that it has been difficult to discover and develop potent and selective κ opioid receptor antagonists, particularly compounds having potential for clinical development. In this study, we present a structure-activity relationship (SAR) study of a recently discovered new class of tetrahydroisoquinoline κ opioid receptor antagonists which led to (3R)-7-hydroxy-N-{(1S)-2-methyl-1-[(-4-methylpiperidine-1-yl)methyl]propyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxamide (12) (4-Me-PDTic). Compound 12 had a Ke = 0.37 nM in a [35S]GTPγS binding assay and was 645- and >8100-fold selective for the κ relative to the μ and δ opioid receptors, respectively. Calculated log BB and CNS (central nervous system) multiparameter optimization (MPO) and low molecular weight values all predict that 12 will penetrate the brain, and pharmacokinetic studies in rats show that 12 does indeed penetrate the brain.
2-SULFONYLAMINO-4-HETEROARYL BUTYRAMIDE ANTAGONISTS OF CCR10
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Page/Page column 132, (2009/11/29)
This invention relates to a compound of formula (I) and the pharmaceutically acceptable salts thereof wherein R1, R2, R4. Ar and Het are as defined herein. The invention also relates to methods of using the compound of for
Asymmetric Hetero Diels-Alder Reactions in Aqueous Solution Using Amino Acid Esters as Chiral Auxiliaries
Waldmann, Herbert
, p. 231 - 238 (2007/10/02)
(R)- and (S)-amino acid methyl ester hydrochlorides form with formaldehyde in THF/water mixtures iminium ions, which react already at 0 deg C as electron-deficient dienophiles in hetero Diels-Alder reactions with cyclopentadiene, cyclohexadiene, and open-
