Natural-Products-Inspired Use of the gem-Dimethyl Group in Medicinal Chemistry.
Talele TT.
J Med Chem · review; journal article · DOI 10.1021/acs.jmedchem.7b00315 PUBLIKATIONSREGISTRET
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41 träffar4-Phenylureido/thioureido-substituted 2,2-dimethylchroman analogs of cromakalim bearing a bulky 'carbamate' moiety at the 6-position as potent inhibitors of glucose-sensitive insulin secretion.
Pirotte B, Florence X, Goffin E, Medeiros MB, de Tullio P, Lebrun P.
Eur J Med Chem · journal article · DOI 10.1016/j.ejmech.2016.05.042Influence of the alkylsulfonylamino substituent located at the 6-position of 2,2-dimethylchromans structurally related to cromakalim: from potassium channel openers to calcium entry blockers?
Florence X, Desvaux V, Goffin E, de Tullio P, Pirotte B, Lebrun P.
Eur J Med Chem · research support, non-u.s. gov't; journal article · DOI 10.1016/j.ejmech.2014.04.024New R/S-3,4-dihydro-2,2-dimethyl-2H-1-benzopyrans as K(ATP) channel openers: modulation of the 4-position.
Florence X, Sebille S, Tullio Pd, Lebrun P, Pirotte B.
Bioorg Med Chem · research support, non-u.s. gov't; journal article · DOI 10.1016/j.bmc.2009.09.041Predictive models, based on classification algorithms, for compounds potentially active as mitochondrial ATP-sensitive potassium channel openers.
Coi A, Bianucci AM, Calderone V, Testai L, Digiacomo M, Rapposelli S, Balsamo A.
Bioorg Med Chem · research support, non-u.s. gov't; journal article · DOI 10.1016/j.bmc.2009.06.028Enantioselectivity in cardioprotection induced by (S)- (-)-2,2-dimethyl-N-(4'-acetamido-benzyl)-4-spiromorpholone-chromane.
Rapposelli S, Calderone V, Cirilli R, Digiacomo M, Faggi C, La Torre F, Manganaro M, Martelli A, Testai L.
J Med Chem · research support, non-u.s. gov't; journal article · DOI 10.1021/jm801459fDiscovery and structure-activity relationships of a novel series of benzopyran-based K(ATP) openers for urge urinary incontinence.
Zhang X, Qiu Y, Li X, Bhattacharjee S, Woods M, Kraft P, Lundeen SG, Sui Z.
Bioorg Med Chem · journal article · DOI 10.1016/j.bmc.2008.11.055Spirocyclic benzopyran-based derivatives as new anti-ischemic activators of mitochondrial ATP-sensitive potassium channel.
Breschi MC, Calderone V, Digiacomo M, Manganaro M, Martelli A, Minutolo F, Rapposelli S, Testai L, Tonelli F, Balsamo A.
J Med Chem · journal article · DOI 10.1021/jm800956gSynthesis and activity on rat aorta rings and rat pancreatic beta-cells of ring-opened analogues of benzopyran-type potassium channel activators.
Khelili S, Florence X, Bouhadja M, Abdelaziz S, Mechouch N, Mohamed Y, de Tullio P, Lebrun P, Pirotte B.
Bioorg Med Chem · research support, non-u.s. gov't; journal article · DOI 10.1016/j.bmc.2008.04.043New R/S-3,4-dihydro-2,2-dimethyl-6-halo-4-(phenylaminothiocarbonylamino)-2H-1-benzopyrans structurally related to (+/-)-cromakalim as tissue-selective pancreatic beta-cell K(ATP) channel openers.
Sebille S, de Tullio P, Florence X, Becker B, Antoine MH, Michaux C, Wouters J, Pirotte B, Lebrun P.
Bioorg Med Chem · research support, non-u.s. gov't; journal article · DOI 10.1016/j.bmc.2008.03.065QSAR study about ATP-sensitive potassium channel activation of cromakalim analogues using CP-MLR approach.
Sharma S, Prabhakar YS, Singh P, Sharma BK.
Eur J Med Chem · journal article · DOI 10.1016/j.ejmech.2008.01.020The synthesis and biological evaluation of a range of novel functionalized benzopyrans as potential potassium channel activators.
Tyrrell E, Tesfa KH, Greenwood I, Mann A.
Bioorg Med Chem Lett · journal article · DOI 10.1016/j.bmcl.2007.11.135New benzopyran-based openers of the mitochondrial ATP-sensitive potassium channel with potent anti-ischemic properties.
Breschi MC, Calderone V, Martelli A, Minutolo F, Rapposelli S, Testai L, Tonelli F, Balsamo A.
J Med Chem · journal article · DOI 10.1021/jm061228lDesign, synthesis, and pharmacological evaluation of R/S-3,4-dihydro-2,2-dimethyl- 6-halo-4-(phenylaminocarbonylamino)-2H-1-benzopyrans: toward tissue-selective pancreatic beta-cell KATP channel openers structurally related to (+/-)-cromakalim.
Sebille S, Gall D, de Tullio P, Florence X, Lebrun P, Pirotte B.
J Med Chem · research support, non-u.s. gov't; journal article · DOI 10.1021/jm060161z4,6-Disubstituted 2,2-dimethylchromans structurally related to the K(ATP) channel opener cromakalim: design, synthesis, and effect on insulin release and vascular tone.
Sebille S, de Tullio P, Becker B, Antoine MH, Boverie S, Pirotte B, Lebrun P.
J Med Chem · research support, non-u.s. gov't; journal article · DOI 10.1021/jm040789eSmall molecule mitochondrial F1F0 ATPase hydrolase inhibitors as cardioprotective agents. Identification of 4-(N-arylimidazole)-substituted benzopyran derivatives as selective hydrolase inhibitors.
Atwal KS, Wang P, Rogers WL, Sleph P, Monshizadegan H, Ferrara FN, Traeger S, Green DW, Grover GJ.
J Med Chem · journal article · DOI 10.1021/jm030291xThe discovery of a new class of large-conductance Ca2+-activated K+ channel opener targeted for overactive bladder: synthesis and structure-activity relationships of 2-amino-4-azaindoles.
Turner SC, Carroll WA, White TK, Gopalakrishnan M, Coghlan MJ, Shieh CC, Zhang XF, Parihar AS, Buckner SA, Milicic I, Sullivan JP.
Bioorg Med Chem Lett · journal article · DOI 10.1016/s0960-894x(03)00324-xStructure-activity relationship of a novel class of naphthyl amide KATP channel openers.
Turner SC, Carroll WA, White TK, Brune ME, Buckner SA, Gopalakrishnan M, Fabiyi A, Coghlan MJ, Scott VE, Castle NA, Daza AV, Milicic I, Sullivan JP.
Bioorg Med Chem Lett · journal article · DOI 10.1016/s0960-894x(03)00205-1Structure-Activity studies for a novel series of tricyclic dihydropyrimidines as K(ATP) channel openers (KCOs).
Drizin I, Holladay MW, Yi L, Zhang HQ, Gopalakrishnan S, Gopalakrishnan M, Whiteaker KL, Buckner SA, Sullivan JP, Carroll WA.
Bioorg Med Chem Lett · journal article · DOI 10.1016/s0960-894x(02)00207-xCardioselective antiischemic ATP-sensitive potassium channel (K(ATP)) openers. 6. Effect of modifications at C6 of benzopyranyl cyanoguanidines.
Ding CZ, Rovnyak GC, Misra RN, Grover GJ, Miller AV, Ahmed SZ, Kelly Y, Normandin DE, Sleph PG, Atwal KS.
J Med Chem · journal article · DOI 10.1021/jm990196hBiologically selective potassium channel openers having 1,1-diethylpropyl group.
Yoshiizumi K, Seko N, Nishimura N, Ikeda S, Yoshino K, Kondo H, Tanizawa K.
Bioorg Med Chem Lett · journal article · DOI 10.1016/s0960-894x(98)00625-8Cardioselective antiischemic ATP-sensitive potassium channel (KATP) openers. 5. Identification of 4-(N-aryl)-substituted benzopyran derivatives with high selectivity.
Rovnyak GC, Ahmed SZ, Ding CZ, Dzwonczyk S, Ferrara FN, Humphreys WG, Grover GJ, Santafianos D, Atwal KS, Baird AJ, McLaughlin LG, Normandin DE, Sleph PG, Traeger SC.
J Med Chem · journal article · DOI 10.1021/jm9605905N-aryl-3,3,3-trifluoro-2-hydroxy-2-methylpropanamides: KATP potassium channel openers. Modifications on the western region.
Ohnmacht CJ, Russell K, Empfield JR, Frank CA, Gibson KH, Mayhugh DR, McLaren FM, Shapiro HS, Brown FJ, Trainor DA, Ceccarelli C, Lin MM, Masek BB, Forst JM, Harris RJ, Hulsizer JM, Lewis JJ, Silverman SM, Smith RW, Warwick PJ, Kau ST, Chun AL, Grant TL, Howe BB, Neilson KL.
J Med Chem · journal article · DOI 10.1021/jm960365nCardioselective anti-ischemic ATP-sensitive potassium channel openers. 3. Structure-activity studies on benzopyranyl cyanoguanidines: modification of the cyanoguanidine portion.
Atwal KS, Grover GJ, Ahmed SZ, Sleph PG, Dzwonczyk S, Baird AJ, Normandin DE.
J Med Chem · journal article · DOI 10.1021/jm00017a007Cardioselective antiischemic ATP-sensitive potassium channel openers. 2. Structure-activity studies on benzopyranylcyanoguanidines: modification of the benzopyran ring.
Atwal KS, Grover GJ, Ferrara FN, Ahmed SZ, Sleph PG, Dzwonczyk S, Normandin DE.
J Med Chem · comparative study; journal article · DOI 10.1021/jm00011a016Novel potassium-channel openers: preparation and pharmacological evaluation of racemic and optically active N-(6-amino-3-pyridyl)-N'-bicycloalkyl-N"-cyanoguanidine derivatives.
Eda M, Takemoto T, Ono S, Okada T, Kosaka K, Gohda M, Matzno S, Nakamura N, Fukaya C.
J Med Chem · journal article · DOI 10.1021/jm00039a011Cardioselective anti-ischemic ATP-sensitive potassium channel openers.
Atwal KS, Grover GJ, Ahmed SZ, Ferrara FN, Harper TW, Kim KS, Sleph PG, Dzwonczyk S, Russell AD, Moreland S.
J Med Chem · comparative study; journal article · DOI 10.1021/jm00076a027Synthesis of and radioligand binding studies with a tritiated pinacidil analogue: receptor interactions of structurally different classes of potassium channel openers and blockers.
Manley PW, Quast U, Andres H, Bray K.
J Med Chem · comparative study; journal article · DOI 10.1021/jm00066a0092,2-Dialkylnaphthalen-1-ones as new potassium channel activators.
Almansa C, Gómez LA, Cavalcanti FL, Rodríguez R, Carceller E, Bartrolí J, García-Rafanell J, Forn J.
J Med Chem · research support, non-u.s. gov't; journal article · DOI 10.1021/jm00067a011Synthesis and biological activity of spirocyclic benzopyran imidazolone potassium channel openers.
Gadwood RC, Kamdar BV, Dubray LA, Wolfe ML, Smith MP, Watt W, Mizsak SA, Groppi VE.
J Med Chem · journal article · DOI 10.1021/jm00062a022