- Concise synthesis of 2-N-hydroxy-3,4-dihydroisoquinol-2-one: A bacterial siderophore and human 5-lipooxygenase inhibitor
-
A short synthesis of 2-N-hydroxy-3,4-dihydroisoquinol-2-one has been devised, which is based on the Castagnoli-Cushman reaction and 3 times more high-yielding compared to an earlier reported sequence.
- Tutov, Anna,Bakulina, Olga,Dar'in, Dmitry,Krasavin, Mikhail
-
-
Read Online
- 2-Unsubstituted Imidazole N-Oxides as Novel Precursors of Chiral 3-Alkoxyimidazol-2-ylidenes Derived from trans-1,2-Diaminocyclohexane and Other Chiral Amino Compounds
-
‘Desymmetrization’ of trans-1,2-diaminocyclohexane by treatment with α,ω-dihalogenated alkylation reagents leads to mono-NH2 derivatives (‘primary-tertiary diamines’). Upon reaction with formaldehyde, these products formed monomeric formaldimines. Subsequently, reactions of the formaldimines with α-hydroxyiminoketones led to the corresponding 2-unsubstituted imidazole N-oxide derivatives, which were used here as new substrates for the in situ generation of chiral imidazol-2-ylidenes. Upon O-selective benzylation, new chiral imidazolium salts were obtained, which were deprotonated by treatment with triethylamine in the presence of elemental sulfur. Under these conditions, the intermediate imidazol-2-ylidenes were trapped by elemental sulfur, yielding the corresponding chiral non-enolizable imidazole-2-thiones in good yields. Analogous reaction sequences, starting with imidazole N-oxides derived from enantiopure primary amines, amino alcohols, and amino acids, leading to the corresponding 3-alkoxyimidazole-2-thiones were also studied.
- Mloston, Grzegorz,Celeda, Ma?gorzata,Jasinski, Marcin,Urbaniak, Katarzyna,Boratynski, Przemys?aw J.,Schreiner, Peter R.,Heimgartner, Heinz
-
-
Read Online
- SPIRO-LACTAM AND BIS-SPIRO-LACTAM NMDA RECEPTOR MODULATORS AND USES THEREOF
-
Disclosed are compounds having potency in the modulation of NMDA receptor activity. Such compounds can be used in the treatment of conditions such as depression and related disorders. Orally delivered formulations and other pharmaceutically acceptable delivery forms of the compounds, including intravenous formulations, are also disclosed.
- -
-
Page/Page column 48
(2018/03/28)
-
- SPIRO-LACTAM NMDA RECEPTOR MODULATORS AND USES THEREOF
-
Disclosed are compounds having potency in the modulation of NMDA receptor activity. Such compounds can be used in the treatment of conditions such as depression and related disorders. Orally delivered formulations and other pharmaceutically acceptable delivery forms of the compounds, including intravenous formulations, are also disclosed.
- -
-
Page/Page column 74
(2018/03/09)
-
- HYDROXY FORMAMIDE DERIVATIVES AND THEIR USE
-
Disclosed are compounds having the formula: (I) wherein R1, R2 and R3 are as defined herein, and methods of making and using the same, including use as inhibitors of BMP1, TLL1 and/or TLL2 and in treatment of diseases associated with BMP1, TLL1 and/or TLL2 activity.
- -
-
Page/Page column 77
(2017/01/26)
-
- HYDROXY FORMAMIDE DERIVATIVES AND THEIR USE
-
Disclosed are compounds having the formula: wherein R1, R2 and R3 are as defined herein, and methods of making and using the same, including use as inhibitors of BMP1, TLL1 and/or TLL2 and in treatment of diseases associated with BMP1, TLL1 and/or TLL2 activity.
- -
-
Paragraph 0365; 0366
(2016/12/16)
-
- HYDROXY FORMAMIDE DERIVATIVES AND THEIR USE
-
Disclosed are compounds having the formula (I): wherein R1, R2 and R3 are as defined herein, and methods of making and using the same, including use as inhibitors of BMP1, TLL1 and/or TLL2 and in treatment of diseases associated with BMP1, TLL1 and/or TLL2 activity.
- -
-
Page/Page column 66; 67
(2015/07/23)
-
- PROCESS FOR PREPARING PEPTIDE DEFORMYLASE INHIBITORS
-
The present invention relates to processes for making {2-(alkyl)-3-[2-(5-fluoro-4-pyrimidinyl) hydrazino]-3-oxopropyl}hydroxyformamide compounds of Formula (I), or pharmaceutically acceptable salts thereof and corresponding intermediates thereof, where su
- -
-
Page/Page column 73
(2014/09/29)
-
- Alkoxyamino glycoside acceptors for the regioselective synthesis of oligosaccharides using glycosynthases and transglycosidases
-
Alkoxyamino derivatives of oligosaccharides have been synthesized by enzymatic synthesis using a glycosynthase and a transglycosidase. The chemoselective assembly of unprotected oligosaccharides bearing glucose at the reducing end with N-alkyl-O-benzylhydroxylamine provides sugar derivatives that are good acceptors for enzymatic synthesis using either glycosynthase or transglycosidase. Furthermore, this method affords the possibility of controlling the regioselectivity of coupling depending on the nature of the alkoxyamino substituent and provides high-yield coupling of sugars without the need for complex protecting group chemistry.
- Teze, David,Dion, Michel,Daligault, Franck,Tran, Vinh,Andre-Miral, Corinne,Tellier, Charles
-
supporting information
p. 448 - 451
(2013/02/23)
-
- Conformational analysis of a secondary hydroxamic acid in aqueous solution by NOE spectroscopy
-
Hydroxamic acids are metal-binding compounds used by micro-organisms and possess applications in medicine and industry. Hydroxamic acids favor two conformations, E and Z; metal binding is limited to the Z conformation. The Z conformation may be identifiab
- Sippl, Stefanie P.,Schenck, Heather L.
-
-
- NOVEL COMPOUNDS AS RESPIRATORY STIMULANTS FOR TREATMENT OF BREATHING CONTROL DISORDERS OR DISEASES
-
The present invention includes compositions that are useful in the treatment of breathing control diseases or disorders in a subject in need thereof. The present invention also includes a method of treating a respiratory disease or disorder in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a pharmaceutical formulation of the invention, The present invention further includes a method of preventing destabilization or stabilizing breathing rhythm in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a pharmaceutical formulation of the invention.
- -
-
Page/Page column 86; 87
(2012/06/16)
-
- LACTAM ACETAMIDES AS CALCIUM CHANNEL BLOCKERS
-
The present application relates to calcium channel inhibitors containing compounds of formula (I) wherein Ar1, n, R1, X and Y are as defined in the specification. The present application also relates to compositions comprising such compounds, and methods of treating conditions and disorders using such compounds and compositions.
- -
-
Page/Page column 19
(2011/10/10)
-
- Cobalt catalyzed functionalization of unactivated alkenes: Regioselective reductive C-C bond forming reactions
-
(Chemical Equation Presented) The cobalt catalyzed hydroaldoximation and hydrocyanooximation of unactivated alkenes is reported. Secondary and tertiary aldoximes and oximonitriles are synthesized with excellent regioselectivity under mild conditions, and conversion of the products to valuable intermediates is documented. The reactions expand the arsenal of reductive carbon-carbon bond forming reactions as well as regioselective functionalizations of unactivated double bonds.
- Gaspar, Boris,Carreira, Erick M.
-
supporting information; experimental part
p. 13214 - 13215
(2010/01/21)
-
- PDF INHIBITORS
-
The invention relates to novel compounds that are inhibitors of peptidyl deformylase (PDF). The compounds are useful as antimicrobials and antibiotics. The compounds of the invention display selective inhibition of peptidyl deformylase versus other metalloproteinases such as MMPs. Methods of preparation and uses of the compounds are also disclosed.
- -
-
Page/Page column 38
(2010/11/28)
-
- Oligonucleotide mimics having nitrogen-containing linkages
-
Novel compounds that mimic and/or modulate the activity of wild-type nucleic acids. In general, the compounds contain a selected sequence of nucleosidic bases or other reactive groups that are covalently bound through nitrogen-containing linear, hairpin, dumbbell, and circular shaped tethers.
- -
-
-
- Electroorganic Chemistry. 144. Electroreductive Coupling of Ketones with O-Methyl Oximes, N,N-Dimethylhydrazones, amd Nitrones. A Convenient Route to Synthesis of β-Amino Alcohol
-
The intermolecular coupling of a variety of ketones with some types of O-methyl oximes took place when a mixture of both components was electrochemically reduced in i-PrOH with an Sn cathode.The product, β-methoxyamino alcohol was easily converted to β-amino alcohol by simple reduction.A chiral ligand effective for the enantioselective addition of diethylzinc to an aldehyde was easily obtained from the product formed by the electroreductive coupling of (-)-menthone with O-methylacetaldoxime.The intermolecular coupling of a ketone with a N,N-dimethylhydrazone or nitrone was also promoted by the electroreduction.Furthermore, the electroreductive coupling of a carbonyl group with an intramolecular O-methyl oxime moiety gave the corresponding cyclized product stereoselectively.
- Shono, Tatsuya,Kise, Naoki,Fujimoto, Taku,Yamanami, Ayuko,Nomura, Ryoji
-
p. 1730 - 1740
(2007/10/02)
-
- Beta-lactamase inhibiting 6-(alkoxyamino-methyl) penicillanic acid 1,1-dioxide and derivatives
-
6-alpha/beta-[(C1 -C4)Alkoxyaminomethyl and benzyloxyaminomethyl]penicillanic acid 1,1-dioxides, pharmaceutically acceptable salts thereof and conventional esters thereof hydrolyzable under physiological conditions, all of which are
- -
-
-
- Reaction Product of Formaldehyd and O-Benzylhydroxylamine: A Schiff Base?
-
200 MHz 1H and 50 MHz 13C NMR Spectra were recorded from the reaction product of formaldehyd 1 and O-benzylhydroxylamine 2 for the purpose of its structure elucidation.
- Respondek, Johannes
-
p. 1154 - 1155
(2007/10/02)
-