- Stereospecific Synthesis of 3,4-Dihydro-2 H-naphtho-1,4-oxazin-2-ones by Unification of Benzoxepine-4-carboxylates with Chiral Amino Acid Ethyl Esters
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A novel and efficient stereocontrolled method has been developed for the preparation of chiral 3,4-dihydro-2H-naphtho[1,2-b][1,4]oxazin-2-ones by the reaction of benzoxepine-4-carboxylates with chiral amino acid ethyl esters for the first time. The chiral 3,4-dihydro-2H-naphtho-1,4-oxazinones have been achieved in one step by the formation of C-N, C-C, and C-O bonds.
- Bhimapaka, China Raju,Kasagani, Veera Prasad,Kurma, Siva Hariprasad
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supporting information
p. 2976 - 2983
(2020/03/23)
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- Reversible thiazolidine exchange: A new reaction suitable for dynamic combinatorial chemistry
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New dynamic combinatorial libraries (DCLs) were generated using the reversible aminothiol exchange reaction of thiazolidines and aromatic aldehydes. The reaction proceeded in aqueous buffered media at pH 4 and room temperature to generate thermodynamically controlled mixtures of heterocycles. The synthesis of an enantiomerically pure thiazolidinyloxazolidine is also reported. The oxazolidine moiety could be exchanged in CH2Cl2 in the presence of catalytic p-TsOH.
- Saiz, Cecilia,Wipf, Peter,Manta, Eduardo,Mahler, Graciela
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supporting information; experimental part
p. 3170 - 3173
(2009/12/05)
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- Novel esters of lipoic acid
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A process is provided for producing lipoate esters from α-lipoic acid. The process comprises reacting α-lipoic acid with an alcohol and then adding a polymerization inhibitor such as L-cysteine.
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Page/Page column 3
(2010/11/26)
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- Equilibrium and kinetics studies of transnitrosation between S-nitrosothiols and thiols
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Using UV-vis spectrometrical measurements, equilibrium constants for NO transfer between S-nitroso-N-acetyl-penicillamine (SNAP) and different thiols as well as kinetic data for NO transfer from S-nitroso bovine serum albumin (BSANO) to thiols have been obtained. NO transfer from SNAP to other primary/secondary thiols are thermodynamically favorable, whereas other S-nitrosothiols exhibit similar NO transfer potential. The obtained Gibbs free energy, enthalpy and entropy data indicated that NO transfer reactions from SNAP to four thiols are exothermic with entropy loss. The kinetic behavior of BSANO/RSH transfer can be related to both the acidity of sulfhydryl group and the electronic structure in thiol.
- Wang, Kun,Wen, Zhong,Zhang, Wei,Xian, Ming,Cheng, Jin-Pei,Wang, Peng George
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p. 433 - 436
(2007/10/03)
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- A new approach to reductive deprotection of thioethers with a low-valent titanium reagent
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Low-valent titanium mediated cleavage of carbon-sulphur bond is reported. This has resulted in an efficient and mild protocol for the deprotection of allyl/benzyl thioethers under reductive condition and with good yields. Deprotection can be performed regio- and chemo-selectively in the presence of acid, ester and N-benzyl/allyl functionalities and is general for aliphatic and aromatic precursors.
- Shadakshari,Talukdar,Chattopadhyay
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p. 1007 - 1010
(2007/10/03)
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- MERCAPTOACETYLAMIDO 1,3,4,5-TETRAHYDRO-BENZO[C]AZEPIN-3-ONE DISULFIDE DERIVATIVES USEFUL AS INHIBITORS OF ENKEPHALINASE AND ACE
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The present invention relates to certain novel mercaptoacetylamido 1,3, 4,5-tetrahydro-benzo[c]azepin-3-one disulfide derivatives of the formula STR1 useful as inhibitors of enkephalinase and of ACE.
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- Compounds that enhance the concentration of glutathione in tissues
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A pharmaceutical unit dosage form comprising an amount of a compound of the formula: STR1 is provided wherein R1 is a (C1 -C20)alkyl group, a (C6 -C12)aryl group, or a C3 -C18)cycloalkyl group and R2 is H or a (C1 -C19)alkyl group, a (C6 -C12)aryl group, a (C7 -C13)arylalkoxy group, a (C1 -C6)alkyoxy group, a (C3 -C18)cycloalkyl group, a STR2 group, or a --CH(R3)NH2 group wherein R3 is a side chain of a natural amino acid, and the pharmaceutically acceptable salts thereof; in combination with a pharmaceutically acceptable carrier, wherein said amount is effective to increase the concentration of glutathione in tissue.
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- Indane-2-mercaptoacetylamide disulfide derivatives useful as inhibitors of enkephalinase
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The present invention relates to certain novel indane-2-mercaptoacetylamide disulfide derivatives of the formula STR1 useful as inhibitors of enkephalinase.
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- Papain-catalyzed esterification of N(α)-protected amino acids and dipeptides with ethanol in different organic systems
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The papain-catalyzed esterification of N(α)-protected amino acids and dipeptides with ethanol in mostly hydrophobic organic solvent systems containing low amounts of water has been investigated. The influence of various parameters, such as the amount of added water, reaction time, temperature and pH of added buffer, on the yield of ester was studied first on the model substrate Z-Ala. The optimized reaction conditions were then used for esterification of a series of N(α)-protected amino acids and dipeptides.
- Braun,Kuhl
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p. 203 - 206
(2007/10/03)
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- Cyclic amino-thioacetal amides, a process for the preparation thereof and pharmaceutical compositions
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Cyclic amino-thioacetal amides of formula I STR1 wherein X is O, S, p is 1 or 2, R and R1 are optionally esterified hydrogen or carboxy, A is a single bond, methylene or ethylene, m is zero or 1, n is an integer 1 to 7 and y is a imidazole or β-pyridylmethyl residue. Compounds I have valuable therapeutic properties.
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- Prodrugs for the improved delivery of halogen-containing glucocorticosteroids
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Novel 3,2'-spiro(1',3'-thiazolidine) compounds which are transient prodrug forms of known 6- and/or 9-haloglucocorticosteroids are described. The subject prodrugs provide improved delivery of the prior art steroids for therapeutic purposes, particularly in alleviating inflammation, and can be prepared by known methods, for example, by reacting the corresponding 3-keto steroids with a thiazolidine forming reagent such as an L-cysteine alkyl ester.
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- Anti-acne and anti-seborrhea prodrug derivatives of progesterone
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Transient, topically active thiazolidine type prodrug forms of progesterone are disclosed.
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