The Experts below are selected from a list of 126 Experts worldwide ranked by ideXlab platform
Hitoshi Uno - One of the best experts on this subject based on the ideXlab platform.
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A new class of calcium antagonists. 2. Synthesis and biological activity of 11-[[4-[4-(4-fluorophenyl)-1-piperazinyl]butyryl]amino]-6,11- dihydrodibenzo[b,e]-Thiepin maleate and related compounds.
Journal of medicinal chemistry, 1991Co-Authors: Mikio Kurokawa, Fuminori Sato, Iwao Fujiwara, Naonobu Hatano, Yayoi Honda, Takayuki Yoshida, Shunsuke Naruto, Junichi Mastumoto, Hitoshi UnoAbstract:A series of [(e-aminoalkanoyl) amino]-6,11-dihydrodibenzo [b,e] Thiepins anf -5H-dibenzo [a,d] cycloheptenes and related compounds were synthesized ans evaluated for calcium antagonistic activity by calcium-induced constriction of potassium-depolarized rat aorta. Semiempirical molecular orbital calculations of the dibenzotricyclic systems indicated that calcium antagonistic activity increased with a decrease of the angle between the planes of the two phenyl rings. AM1 net charge calculations showed that a neutral or positive charge distribution in the bridge portion was necessary for activity. 11-[[4-[4-(4-Fluorophenyl)-1-piperazinyl] butyryl] amino]-6,11-dihydrodibenzo [b,e] Thiepin maleate (16, AJ-2615) showed a more gradual and longer lasting antihypertensive effect than diltiazem and nifedipine in spontaneously hypertensive rats (SHR) administered orally. Compound 16 also possessed antianginal effects in methacholine-induced ST elevation and vasopressin-induced ST depression tests in rats. The alteration of the dibenzotricyclic system of 16 to 5H-dibenzo [a,d] cycloheptene (19, 5-[[4-[4-(4-fluorophenyl)-1-piperazinyl] butyryl] amino]-5H-dibenzo [a,d] cycloheptene) resulted in selectivity for cardiac tissue over vascular tissue, thereby conferring antianginal activity without an effect on blood pressure. Antianginal potencies of 16 and 19 were equal to or somewhat more potent than those of diltiazem
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A new class of calcium antagonists. Synthesis and biological activity of 11-[(omega-aminoalkanoyl)amino]-6,6a,7,8,9,10,10a,11-octahydrodibenzo [b,e]Thiepin derivatives.
Journal of medicinal chemistry, 1991Co-Authors: Mikio Kurokawa, Fuminori Sato, Naonobu Hatano, Yayoi Honda, Hitoshi UnoAbstract:A series of 11-(ω-aminoalkylanoyl) amino]-6,6a,7,8,9,10,10a,11-octahydrodibenzo [b,e] Thiepin derivatives were prepared and found to be a structurally new class of calcium antagonists. The structure-activity relationship studies indicated that the optimum was (6aR*,10aR*,11R*)-11-[[4-[4-(4-fluorophenyl)-1-piperazinyl] butyryl] amino]-6,6a,7,8,9,10,10a,11-octahydrodibenzo [b,e] Thiepin (31 pA 2 8.16) which was superior to diltiazem (pA 2 7.42) in calcium antagonistic activity. Compound 31 showed antihypertensive activity in anesthetized rats, without a significant effect on the heart rate. It had also antianginal effects in vasopressin-induced ST-depression and methacholine-induced ST-elevation testings in rats. These potencies of 31 were essentially equal to those of diltiazem
Jianming Chen - One of the best experts on this subject based on the ideXlab platform.
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Thiepin fused heteroacenes simple synthesis unusual structure and semiconductors with less anisotropic behavior
Chemistry: A European Journal, 2013Co-Authors: Zhengxu Cai, Hantang Zhang, Hua Geng, Zitong Liu, Sifen Yang, Hewei Luo, Lang Jiang, Qian Peng, Guanxin Zhang, Jianming ChenAbstract:The simple one-pot syntheses of sulfur-rich Thiepin-fused heteroacences with an alkylidene-fluorene framework, THA1 and THA6 (Thiepin-fused heteroacene 1 or 6, in which the Thiepin is conjugated at both ortho positions with SCH3 or SC6 H13 , respectively), is reported. Based on electrochemical studies and theoretical calculations, their LUMO energies are relatively low (-3.26 eV), and their HOMO and HOMO-1 orbitals are nearly degenerate. The Thiepin ring contributes mainly to HOMO-1 and LUMO orbitals, however, HOMO orbitals dominantly reside on thienoacence rings. Within the crystal of THA1, the molecules adopt a herringbone arrangement and multiple intermolecular interactions lead to the formation of a 2D network. Interestingly, THA6 shows totally different intermolecular arrangements. Organic field-effect transistor (OFET) devices show both compounds exhibiting p-type semiconducting behavior. Thin films or microcrystals of THA1 possess relatively high hole mobility. Moreover, the mobilities of the microcrystal of THA1 along three directions are in the same order, thus the hole-carrier transporting within the hexagonal-plane of microcrystal of THA1 exhibits less anisotropic behavior. In comparison, both thin films and microrods of THA6 show low hole mobilities. This agrees well with the intermolecular arrangements and interactions within crystal of THA6. Further theoretical calculations reveal that significant intermolecular electronic coupling among HOMO-1 orbitals and sulfur atoms play an important role in intermolecular electronic coupling for THA1.
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Thiepin‐Fused Heteroacenes: Simple Synthesis, Unusual Structure, and Semiconductors with Less Anisotropic Behavior
Chemistry (Weinheim an der Bergstrasse Germany), 2013Co-Authors: Zhengxu Cai, Hantang Zhang, Hua Geng, Zitong Liu, Sifen Yang, Hewei Luo, Lang Jiang, Qian Peng, Guanxin Zhang, Jianming ChenAbstract:The simple one-pot syntheses of sulfur-rich Thiepin-fused heteroacences with an alkylidene-fluorene framework, THA1 and THA6 (Thiepin-fused heteroacene 1 or 6, in which the Thiepin is conjugated at both ortho positions with SCH3 or SC6 H13 , respectively), is reported. Based on electrochemical studies and theoretical calculations, their LUMO energies are relatively low (-3.26 eV), and their HOMO and HOMO-1 orbitals are nearly degenerate. The Thiepin ring contributes mainly to HOMO-1 and LUMO orbitals, however, HOMO orbitals dominantly reside on thienoacence rings. Within the crystal of THA1, the molecules adopt a herringbone arrangement and multiple intermolecular interactions lead to the formation of a 2D network. Interestingly, THA6 shows totally different intermolecular arrangements. Organic field-effect transistor (OFET) devices show both compounds exhibiting p-type semiconducting behavior. Thin films or microcrystals of THA1 possess relatively high hole mobility. Moreover, the mobilities of the microcrystal of THA1 along three directions are in the same order, thus the hole-carrier transporting within the hexagonal-plane of microcrystal of THA1 exhibits less anisotropic behavior. In comparison, both thin films and microrods of THA6 show low hole mobilities. This agrees well with the intermolecular arrangements and interactions within crystal of THA6. Further theoretical calculations reveal that significant intermolecular electronic coupling among HOMO-1 orbitals and sulfur atoms play an important role in intermolecular electronic coupling for THA1.
Gaohong Liao - One of the best experts on this subject based on the ideXlab platform.
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Development of a Quality Controllable and Scalable Process for the Preparation of 7,8-Difluoro-6,11-dihydrodibenzo[b,e]Thiepin-11-ol: A Key Intermediate for Baloxavir Marboxil
Organic Process Research & Development, 2019Co-Authors: Zhou Zihong, Zhongqing Wang, Kou Jingping, Junrong Zhang, Wu Xiwei, Gaohong LiaoAbstract:A novel six-step synthesis of 7,8-difluoro-6,11-dihydrodibenzo[b,e]Thiepin-11-ol (1) is described. Starting with 3,4-difloro-2-methylbenzoic acid and using diphenyl disulfide as an ideal sulfur sou...
Mikio Kurokawa - One of the best experts on this subject based on the ideXlab platform.
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A new class of calcium antagonists. 2. Synthesis and biological activity of 11-[[4-[4-(4-fluorophenyl)-1-piperazinyl]butyryl]amino]-6,11- dihydrodibenzo[b,e]-Thiepin maleate and related compounds.
Journal of medicinal chemistry, 1991Co-Authors: Mikio Kurokawa, Fuminori Sato, Iwao Fujiwara, Naonobu Hatano, Yayoi Honda, Takayuki Yoshida, Shunsuke Naruto, Junichi Mastumoto, Hitoshi UnoAbstract:A series of [(e-aminoalkanoyl) amino]-6,11-dihydrodibenzo [b,e] Thiepins anf -5H-dibenzo [a,d] cycloheptenes and related compounds were synthesized ans evaluated for calcium antagonistic activity by calcium-induced constriction of potassium-depolarized rat aorta. Semiempirical molecular orbital calculations of the dibenzotricyclic systems indicated that calcium antagonistic activity increased with a decrease of the angle between the planes of the two phenyl rings. AM1 net charge calculations showed that a neutral or positive charge distribution in the bridge portion was necessary for activity. 11-[[4-[4-(4-Fluorophenyl)-1-piperazinyl] butyryl] amino]-6,11-dihydrodibenzo [b,e] Thiepin maleate (16, AJ-2615) showed a more gradual and longer lasting antihypertensive effect than diltiazem and nifedipine in spontaneously hypertensive rats (SHR) administered orally. Compound 16 also possessed antianginal effects in methacholine-induced ST elevation and vasopressin-induced ST depression tests in rats. The alteration of the dibenzotricyclic system of 16 to 5H-dibenzo [a,d] cycloheptene (19, 5-[[4-[4-(4-fluorophenyl)-1-piperazinyl] butyryl] amino]-5H-dibenzo [a,d] cycloheptene) resulted in selectivity for cardiac tissue over vascular tissue, thereby conferring antianginal activity without an effect on blood pressure. Antianginal potencies of 16 and 19 were equal to or somewhat more potent than those of diltiazem
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A new class of calcium antagonists. Synthesis and biological activity of 11-[(omega-aminoalkanoyl)amino]-6,6a,7,8,9,10,10a,11-octahydrodibenzo [b,e]Thiepin derivatives.
Journal of medicinal chemistry, 1991Co-Authors: Mikio Kurokawa, Fuminori Sato, Naonobu Hatano, Yayoi Honda, Hitoshi UnoAbstract:A series of 11-(ω-aminoalkylanoyl) amino]-6,6a,7,8,9,10,10a,11-octahydrodibenzo [b,e] Thiepin derivatives were prepared and found to be a structurally new class of calcium antagonists. The structure-activity relationship studies indicated that the optimum was (6aR*,10aR*,11R*)-11-[[4-[4-(4-fluorophenyl)-1-piperazinyl] butyryl] amino]-6,6a,7,8,9,10,10a,11-octahydrodibenzo [b,e] Thiepin (31 pA 2 8.16) which was superior to diltiazem (pA 2 7.42) in calcium antagonistic activity. Compound 31 showed antihypertensive activity in anesthetized rats, without a significant effect on the heart rate. It had also antianginal effects in vasopressin-induced ST-depression and methacholine-induced ST-elevation testings in rats. These potencies of 31 were essentially equal to those of diltiazem
Jennifer A. Price - One of the best experts on this subject based on the ideXlab platform.
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Rational resolution of the isosteric enantiomers of 6,11-dihydrodibenzo[b,e]Thiepin-11-ol and conversion to the two isosteric diastereoisomers of the calcium channel blocker UK-74,756
Tetrahedron: Asymmetry, 2001Co-Authors: Kemp John Edward Glyn, Robert A. Bass, Jon Bordner, Peter E. Cross, Roger F. Gammon, Jennifer A. PriceAbstract:Abstract Sulfoxidation of the (+)-Noe-lactol derivative of racemic 6,11-dihydrodibenzo[b,e]Thiepin-11-ol broke the isosterism and converted an inseparable mixture of two compounds into a separable mixture of four. X-Ray structural determination on one of these and subsequent manipulation provided resolved 6,11-dihydrodibenzo[b,e]Thiepin-11-ol and all four sulfoxides in known configurations, and enabled the resolution by synthesis of the two isosteric diastereoisomers of the calcium channel blocker UK-74,756.