Abstract:A series of indoline and indole derivatives were designed, synthesized, and evaluated as selective α1A-adrenergic receptor (α1A-AR) antagonists for the treatment of benign prostatic hyperplasia (BPH). In this study, two highly selective and potent α1A-AR antagonists, compounds (R)-14r (IC50 = 2.7 nM, α1B/α1A = 640.1, α1D/α1A = 408.2) and (R)-23l (IC50 = 1.9 nM, α1B/α1A = 1506, α1D/α1A = 249.6), which exhibited similar activities and better selectivities in cell-based calcium assays as compared with the markete… Show more
“…All the reactions proceeded to completion providing the desired amides ( 2b , 2c , 2e – g , 2j , 2l , 2m , 2u – w ) in good to excellent yields, which are reflected in Table . From Table , it is clear that various o -, m -, and p -substituted benzonitriles formed the desired products ( 2b , 2c , 2e – g , 2j , 2l , 2m ) in good to excellent yields (84–92%) within 2 h. It is known that indole shows a broad spectrum of biological activities, and it is also present in numerous natural product and medicines. − So, we were very interested to synthesize indole amides. Therefore, 4-cyanoindole was put to the test, and the reaction proceeded to afford the desired amide ( 2v ) in 80% isolated yield.…”
Graphite
oxide was synthesized and subsequently decorated with
Ru-ferrite NPs which was characterized properly. The graphite oxide
was reduced upon embedding of Ru-ferrite NPs, which is reflected in
powder XRD, TGA, FT-IR, and Raman analyses. The paramagnetic nature
of RuFG was confirmed from VSM analysis which particularly makes it
a recyclable candidate in catalysis. The prepared RuFG was successively
utilized for the conversion of aromatic aldehyde or nitrile to the
corresponding primary amides in aqueous medium. The RuFG catalyst
proved to be highly efficient providing excellent yields within a
short period of time. The catalyst could be recycled and reused for
eight consecutive runs without significant loss in catalytic activity.
ICP-AES analysis of the reused catalyst confirmed insignificant leaching.
TON (270) and TOF (270 h–1) calculations of the
present RuFG catalyst show superiority from that of the reported metal-supported
heterogeneous catalyst.
“…All the reactions proceeded to completion providing the desired amides ( 2b , 2c , 2e – g , 2j , 2l , 2m , 2u – w ) in good to excellent yields, which are reflected in Table . From Table , it is clear that various o -, m -, and p -substituted benzonitriles formed the desired products ( 2b , 2c , 2e – g , 2j , 2l , 2m ) in good to excellent yields (84–92%) within 2 h. It is known that indole shows a broad spectrum of biological activities, and it is also present in numerous natural product and medicines. − So, we were very interested to synthesize indole amides. Therefore, 4-cyanoindole was put to the test, and the reaction proceeded to afford the desired amide ( 2v ) in 80% isolated yield.…”
Graphite
oxide was synthesized and subsequently decorated with
Ru-ferrite NPs which was characterized properly. The graphite oxide
was reduced upon embedding of Ru-ferrite NPs, which is reflected in
powder XRD, TGA, FT-IR, and Raman analyses. The paramagnetic nature
of RuFG was confirmed from VSM analysis which particularly makes it
a recyclable candidate in catalysis. The prepared RuFG was successively
utilized for the conversion of aromatic aldehyde or nitrile to the
corresponding primary amides in aqueous medium. The RuFG catalyst
proved to be highly efficient providing excellent yields within a
short period of time. The catalyst could be recycled and reused for
eight consecutive runs without significant loss in catalytic activity.
ICP-AES analysis of the reused catalyst confirmed insignificant leaching.
TON (270) and TOF (270 h–1) calculations of the
present RuFG catalyst show superiority from that of the reported metal-supported
heterogeneous catalyst.
“…In recent years, the selective functionalization (i. e. borylation or silylation) of C−H bond in N‐ heterocylic aromatics such as indoles has attracted intense attention due to their wide applications in synthesis, [1–3] medicinal chemistry [4,5] and materials sciences [6,7] . Different synthetic strategies have been developed to accomplish this goal by metal [8–23] or metal‐free catalysts [24–35] .…”
Here we reported a one‐pot, metal‐free B(C6F5)3‐catalyzed strategy for simultaneous synthesis of C3‐regioselective functionalization of indoles and complete reduction of quinolines. It turned out that by sharing a quinolinium hydridoborate intermediate, the original determining steps with high energy barrier in both the convergent disproportionation of indole and reduction of quinoline could be realized at room temperature, thus furnishing both the C3‐borylated (or silylated) indoles and N‐borylated tetrahydroquinolines in up to 98% yields at room temperature. Mechanistic studies suggested that both reactions would consume a product generated from the other reaction such that they can mutually promote each other, thus producing desirable products in a high atom‐economy and low energy‐cost manner. This strategy opened the gate to introducing mutualism to the field of chemistry.
“… Figure 5. Structural and essential information of some other representative best-in-class drugs (candidates) discovered by outstanding medicinal chemists in China [ 15 – 19 ]. …”
Section: Medicinal Chemistry Approaches In the Discovery Of New Drugsmentioning
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