- SMALL MOLECULE NEUTRAL SPHINGOMYELINASE 2 (NSMASE2) INHIBITORS
-
Small molecule inhibitors of neutral sphingomyelinase 2 (nSMase2) and their use for treating neurodegenerative diseases, such as, neurodegenerative diseases associated with high levels of ceramide, including, but not limited to Alzheimer's disease (AD), H
- -
-
Page/Page column 46; 49
(2020/08/22)
-
- Direct synthesis of nitriles from aldehydes with hydroxylamine-O-sulfonic acid in acidic water
-
Herein is reported the selective transformation of aldehydes to nitriles in the presence of hydroxylamine-O-sulfonic acid (NH2OSO3H) as a source of the N atom and acidic water. The reaction works with high yields for a large array of aromatic and aliphatic aldehydes, as well as hindered aldehydes and conjugated aldehydes without purification. The reaction conditions are very mild and tolerate a wide array of functional groups. In principle, the reaction can be completed in vinegar.
- Quinn, Dylan J.,Haun, Graham J.,Moura-Letts, Gustavo
-
supporting information
p. 3844 - 3847
(2016/08/02)
-
- Utility of Nitrogen Extrusion of Azido Complexes for the Synthesis of Nitriles, Benzoxazoles, and Benzisoxazoles
-
The utility of the nitrogen extrusion reaction of azido complexes, generated in situ from the corresponding aldehydes or ketones with TMSN3 in the presence of ZrCl4 or TfOH, has been described. These azido complexes could undergo three different pathways, depending on the substrates. First, azido methanolate complexes or imine diazonium ions could lead to benzisoxazole products via an intramolecular nucleophilic substitution. Second, imine diazonium ions could also undergo either the elimination of proton to provide nitrile products in good to excellent yields or an aryl migration, followed by an intramolecular nucleophilic addition, to give benzoxazole products in good yields.
- Nimnual, Phongprapan,Tummatorn, Jumreang,Thongsornkleeb, Charnsak,Ruchirawat, Somsak
-
p. 8657 - 8667
(2015/09/15)
-
- Chemoselective Schmidt reaction mediated by triflic acid: Selective synthesis of nitriles from aldehydes
-
An excellent utility of Schmidt reaction of aldehydes to access corresponding nitriles in an instantaneous reaction is demonstrated. The reaction of aldehydes with NaN3 and TfOH furnishes the corresponding nitriles in near quantitative yields and tolerates a variety of electron-withdrawing and electron-donating substituents on the substrates. Formanilides, a common side product in Schmidt reaction, is not observed in this reaction. Besides these advantages, the salient feature of this reaction is that it exhibits a remarkable chemoselectivity, as acid and ketone functionalities are well tolerated under the reaction conditions. The reaction is easily scalable, high yielding, and nearly instantaneous.
- Rokade, Balaji V.,Prabhu, Kandikere Ramaiah
-
experimental part
p. 5364 - 5370
(2012/09/07)
-
- SUBSTITUTED NAPHTHYRIDINES AND THEIR USE AS MEDICAMENTS
-
The invention relates to new substituted naphthyridines of formula 1, as well as pharmacologically acceptable salts, diastereomers, enantiomers, racemates, hydrates or solvates thereof, wherein R1 is selected from among —O—R3 or —NR3R4,R3 is C1-6-alkyl which is substituted by R5 and R6,R5 is selected from hydrogen, branched or linear C1-6-alkyl, C2-6-alkenyl, —C1-6-alkylen-O—C1-3-alkyl, C1-3-haloalkyl,R6 is ring X wherein n is either 0 or 1, and is a either a single or a double bond andwherein A, B, D and E are each independently from one another selected from CH2, CH, C, N, NH, O or S and wherein ring X is attached to the molecule either via position A, B, D or E, wherein said ring X may optionally be further substituted by one, two or three residues each selected individually from the group consisting of -oxo, hydroxy, —C1-3-alkyl, —C1-3-haloalkyl, —O—C1-3-alkyl, —C1-3-alkanol and halogen,and wherein R4, R2, R7, R8, R9, R10, R11 and Q may have the meanings as given in claim 1, as well as pharmaceutical compositions containing these compounds.
- -
-
Page/Page column 17; 18
(2012/02/06)
-
- PROCESS FOR DEMETHYLATING AROMATIC METHYL ETHERS USING 3 -MERCAPTOPROPIONIC ACID
-
The present application discloses a process for demethylating aromatic methyl ethers by reaction with 3 -mercaptopropionic acid or salts thereof. One preferred example is the demethylation of venlafaxine forming 0 - desmethylvenlafaxine.
- -
-
Page/Page column 15-16
(2012/01/04)
-
- Process for demethylating aromatic methyl ethers using 3-mercaptopropionic acid
-
The present application discloses a process for demethylating aromatic methyl ethers by reaction with 3-mercaptopropionic acid or salts thereof. One preferred example is the demethylation of venlafaxine forming O-desmethylvenlafaxine.
- -
-
Page/Page column 10
(2012/01/03)
-
- SUBSTITUTED NAPHTHYRIDINES AND THEIR USE AS SYK KINASE INHIBITORS
-
The invention relates to new substituted naphthyridines of formula (1), as well as pharmacologically acceptable salts, diastereomers, enantiomers, racemates, hydrates or solvates thereof, wherein R1 is selected from among -O-R3 or -NR3R4, R3 is C1-6-alkyl which is substituted by R5 and R6 R5 is selected from hydrogen, branched or linear C1-6-alkyl, C2-6-alkenyl, -C1-6-alkylen-O-C1-3-alkyl, C1-3-haloalkyl, R6 is ring X wherein n is either 0 or 1, and Formula (I) is a either a single or a double bond and wherein A, B, D and E are each independently from one another selected from CH2, CH, C, N, NH, O or S and wherein ring X is attached to the molecule either via position A, B, D or E, wherein said ring X may optionally be further substituted by one, two or three residues each selected individually from the group consisting of -oxo, hydroxy, -C1-3-alkyl, -C1-3-haloalkyl, -O-C1-3-alkyl, -C1-3-alkanol and halogen, and wherein R4, R2, R7, R8, R9, R10, R11 and Q may have the meanings as given in claim 1, as well as pharmaceutical compositions containing these compounds.
- -
-
Page/Page column 36
(2011/08/21)
-
- INTERLOCKED MOLECULES AND RELATED COMPONENTS, COMPOSITIONS, MATERIALS, METHODS AND SYSTEMS
-
[c2] daisy chain macromers, dimers and polymers and related compositions, materials, methods and systems are described.
- -
-
-
- Comparison of structure in solid state of new 1,5-bis(4-cyano-2,6-dimethoxyphenoxy)alkanes by means of 13C CP/MAS NMR and X-ray diffraction
-
The synthesis and structural studies in solid state of new 1,5-bis(4-cyano-2,6-dimethoxyphenoxy)-3-oxapentane 1 and 1,5-bis(4-cyano-2,6-methoxyphenoxy)pentane 2 are presented. The observed complicated network of intermolecular interaction with participation of nitrile groups could play a role in their interaction with the biological target. In vitro screen against 60 human tumor cell lines revealed that compound 1 has promising growth inhibitory power GI50 against SR (leukemia) and HOP-92 (non-small lung cancer) equal to 4.33×10-6 and 1.03×10-5 M, respectively.
- Zabiński, Jerzy,Wolska, Irena,Maciejewska, Dorota
-
-
- 2-(Diethylamino)ethanethiol, a new reagent for the odorless deprotection of aromatic methyl ethers
-
A new reagent for the deprotection of aromatic methyl ethers, 2-(diethylamino)ethanethiol, is reported. This compound, commercially available as its HCl salt, affords the corresponding phenols in good to excellent yields on a wide variety of substrates. A clear advantage of this method over the use of more common thiols, such as ethanethiol, is the easy extraction of both the deprotecting reagent and the byproduct 2-(diethylamino)ethyl methyl sulfide into the aqueous phase by quenching with dilute acid, which allows an essentially odorless workup.
- Magano, Javier,Chen, Michael H.,Clark, Jerry D.,Nussbaumer, Thomas
-
p. 7103 - 7105
(2007/10/03)
-
- An efficient method for the preparation of nitriles via the dehydration of aldoximes with phthalic anhydride
-
A new and highly efficient method for the conversion of aldoximes to nitriles was established. By fusing with phthalic anhydride, aldoximes were efficiently and smoothly converted into nitriles, in high yields (over 85%) and in a short time (within 5 minutes). The mixture of phthalic anhydride, a cyclic anhydride, and aldoximes in fusing state set up an ideal transition state for a selective [3.3]-sigmatropic rearrangement of the acylated aldoximes to nitriles.
- Wang, Eng-Chi,Huang, Keng-Shiang,Chen, Hsing-Ming,Wu, Chung-Chin,Lin, Gwo-Jiun
-
p. 619 - 627
(2007/10/03)
-
- A new one pot method for the conversion of aldehydes into nitriles using hydroxyamine and phthalic anhydride
-
The aryl and alkyl aldehydes were readily converted to give the corresponding nitrites in good yields using hydroxyamine and phthalic anhydride as reagents in one pot.
- Wang, Eng-Chi,Lin, Gow-Juin
-
p. 4047 - 4050
(2007/10/03)
-
- Oxidation of Methoxy- and/or Methyl-Substituted Benzenes and Naphthalenes to Quinones and Phenols by H2O2 in HCOOH
-
The oxidation of a number of arenes (methoxybenzenes, methylbenzenes, and naphthalenes) to quinones and phenols by H2O2 in HCOOH has been examined.Methoxybenzenes were much more easily oxidized to p-benzoquinones than methylbenzenes (e.g., 1,3,5-trimethoxybenzene was oxidized to 2,6-dimethoxy-p-benzoquinone in a 75percent yield and 1,2,4-trimethylbenzene to 2,3,5-trimethyl-p-benzoquinone in a 16percent yield).Electron-withdrawing substituents, such as nitro, cyano, and chloro groups, lowered the conversion of reactants and changed the product selectivity from quinones to phenols.Methoxybenzonitriles were oxidized to corresponding phenols in a moder ate yield (e.g., 2,6-dimethoxybenzonitrile to 3-hydroxy-2,6-dimethoxybenzonitrile in a 39percent yield and a 64percent selectivity).
- Orita, Hideo,Shimizu, Masao,Hayakawa, Takashi,Takehira, Katsuomi
-
p. 1652 - 1657
(2007/10/02)
-