- METHOD FOR PRODUCING 6-HALOGENO-3-ARYLPYRIDINE DERIVATIVE
-
[Problem] The present invention provides an industrially advantageous production method of a 6-halogeno-3-arylpyridine derivative in which cryogenic condition is not required, production step is short, and an isomer difficult to be separated is not produced as a by-product. [Solution] A production method of a 6-halogeno-3-arylpyridine derivative represented by the general formula (III) comprising: the first step reacting a 2, 5-dihalogenopyridine derivative represented by the general formula (I) with a magnesiation reagent; and the second step reacting the product obtained from the above-described first step, in the presence of a palladium compound, with a halogenoaryl derivative represented by the general formula (II).
- -
-
Page/Page column 10
(2010/09/17)
-
- HETEROCYCLIC DERIVATIVES AND THEIR USE AS THERAPEUTIC AGENTS
-
Methods of treating an SCD-mediated disease or condition in a mammal, preferably a human, are disclosed, wherein the methods comprise administering to a mammal in need thereof a compound of formula (I): where x, y, G, J, K, L, M, V R2, R3, R4, R5, R5a, R6, R6a, R7, R7a, R8 and R8a are defined herein. Pharmaceutical compositions comprising the compounds of formula (I) are also disclosed.
- -
-
Page/Page column 48
(2010/10/20)
-
- 5-Substituted, 6-substituted, and unsubstituted 3-heteroaromatic pyridine analogues of nicotine as selective inhibitors of cytochrome P-450 2A6
-
A series of 5- and 6-substituted and unsubstituted 3-heteroaromatic analogues of nicotine were synthesized in an effort to delineate the structural requirements for selectively inhibiting human cytochrome P-450 (CYP) 2A6, the major nicotine metabolizing enzyme. Thiophene, substituted thiophene, furan, substituted furan, imidazole, substituted imidazole, pyridine, substituted pyridine, thiazole, and quinoline moieties were used to replace the N-methylpyrrolidine ring of nicotine. Bromo and methyl groups were introduced at the 5-position of the pyridine ring and fluoro, chloro, and methoxy groups were placed at the 6-position of the pyridine ring in order to explore the structure-activity relationship (SAR) of inhibition of CYP2A6. The inhibitory activity of the most potent CYP2A6 inhibitors on the functional activity of human cytochrome P450s 3A4, 2E1, 2B6, 2C9, 2C19, and 2D6 was also examined to determine inhibitor selectivity. We identified 36 compounds that were more potent than nicotine at inhibition of coumarin 7-hydroxylase (CYP2A6) activity. We also found a number of compounds to be highly selective for the inhibition of human CYP2A6 versus the other human CYPs examined.
- Denton, Travis T.,Zhang, Xiaodong,Cashman, John R.
-
p. 224 - 239
(2007/10/03)
-
- SYNTHETIC COMPOUNDS AND DERIVATIVES AS MODULATORS OF SMOKING OR NICOTINE INGESTION AND LUNG CANCER
-
Disclosed are nicotine-related compounds that selectively inhibit cytochrome P-450 2A6 (CYP2A6), selectively inhibit cytochrome P-450 2A13 (CYP2A13), and/or selectively modulate a nicotinic acetylcholine receptor (nAChR). Also disclosed are pharmaceutical compositions comprising a compound of the invention, as well as methods of using the pharmaceutical compositions for treating or preventing a disease or disorder associated with nicotine-ingestion, or a disease or disorder amenable to treatment by selective modulation of nAChRs.
- -
-
Page/Page column 93
(2010/02/12)
-
- An efficient route to 6-(het)aryl-2-methyl-2,3-dihydro-1H-pyridin-4-ones as potential nAChRs ligands
-
A new efficient pathway to synthesise 6-(het)aryl-2-methyl-2,3-dihydro-1H- pyridin-4-ones is described. This reaction sequence involved, as a key step, a Suzuki cross-coupling reaction between various boronic acids and an 6-iodo-2,3-dihydropyridin-4-one. A final deprotecting step furnished the attempted products.
- Leflemme, Nicolas,Dallemagne, Patrick,Rault, Sylvain
-
p. 4861 - 4865
(2007/10/03)
-
- Synthesis of novel halopyridinylboronic acids and esters. Part 1: 6-Halopyridin-3-yl-boronic acids and esters
-
This paper describes a general method for the synthesis and isolation of novel 6-halo-pyridin-3-yl-boronic acids and esters 2-5. These compounds are prepared taking in account a regioselective halogen-metal exchange with a trialkylborate starting from 2,5-dihalopyridines. All substrates studied to date provided a single regioisomeric boronic acid or ester product. Additionally, these compounds have been found to undergo Pd-catalysed coupling with a range of arylhalides and authorise a strategy to produce new pyridines libraries.
- Bouillon, Alexandre,Lancelot, Jean-Charles,Collot, Valérie,Bovy, Philippe R,Rault, Sylvain
-
p. 2885 - 2890
(2007/10/03)
-
- Functionalized pyridylboronic acids and their Suzuki cross-coupling reactions to yield novel heteroarylpyridines
-
2-Bromo-5-pyridylboronic acid 2a, 2-chloro-5-pyridylboronic acid 2b, 2-methoxy-5-pyridylboronic acid 2c, and 5-chloro-2-methoxy-4-pyridylboronic acid 4 have been synthesized and shown to undergo palladium-catalyzed cross-coupling reactions with heteroaryl bromides to yield novel heteroarylpyridine derivatives. The X-ray crystal structures of 2a and 2b have been obtained.
- Parry, Paul R.,Wang, Changsheng,Batsanov, Andrei S.,Bryce, Martin R.,Tarbit, Brian
-
p. 7541 - 7543
(2007/10/03)
-