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Three-dimensional substructure searching (3D search), using the program MACCS-3D, was utilized for designing novel angiotensin II receptor antagonists which contain a bioisostere of the biphenylyltetrazole moiety of DuP 753.A 3D query was prepared from an overlay model of substructures of several potent AII antagonists.The search system retrieved 139 compounds from the database MDDR-3D, which consisted of 29 400 medicinal patent compounds.A tricyclic compound was selected from the retrieved compounds and then evolved by considering steric fitness to the overlay model and synthetic feasibility.Finally, various novel AII antagonists having dibenzocycloheptene or dibenzooxepin were designed and synthesized.The receptor binding activity (Ki) for several members of this series was in the 10-10 M range, demonstrating the ability of 3D search technique to explore new lead strustures.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1468O – PubChem

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Three illustrative examples are presented from our own approaches to development of drug candidates based on structure-activity relationship analyses. Starting from a lead, 3-(S)-n-butyl-phthalide, an anticonvulsive principle, isolated from Chinese celery seeds, a number of congeners were synthesized and tested. Quantitative structure-activity relationship (QSAR) analyses revealed that the potency depends upon the configuration of substituents around the chiral center at the 3-position, in addition to the hydrophobicity and electronic structure of compounds, and the polarity of substituents in the aromatic moiety. RS-3-n-Butyl-6-amino-phthalide was selected as a candidate for antiepileptic drug. A series of modifications of an antipeptic-ulcer prototype, furazolidone, led to deduction of a lead skeleton. A series of related (hetero) aromatic aldehyde (thio) semicarbazones were synthesized and tested. The QSAR analyses showed that the activity is significantly dependent on the electron density of the (thio) carbonyl group, which is enhanced by the introduction of electrons-donating substituents. Hepatoprotective biphenyl compounds with structures simplified from that of an active principle of a Chinese traditional medicine, were investigated by the analysis of structural parameters obtained from their X-ray crystallography and UV spectrum. The structural requirements for activity were suggested from their configuration and conformation.

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Benzofuran – Wikipedia,
Benzofuran | C8H1459O – PubChem

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A general route to the A-B-C ring system of phenanthridone alkaloids is available by acylation of 2-oxa-zolone with a 2-butadienylbenzoic acid derivative, followed by an intramolecular Diels-Alder reaction and hydrolysis.

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Benzofuran – Wikipedia,
Benzofuran | C8H1456O – PubChem

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The reaction of arenesulfinic acids 4 with phthalaldehydic acids 2 in the presence of boron trifluoride provides a practicable synthetic procedure for the preparation of 3-arylsulfonyl phthalides.

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Benzofuran – Wikipedia,
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The critical temperatures and pressures have been measured by the pulse-heating method for fifteen compounds: benzoic acid, 2-methylbenzoic acid, 3-methylbenzoic acid, 4-methylbenzoic acid, benzaldehyde, 4-methylbenzaldehyde, phenylmethanol, (4-methylphenyl)methanol, 2-carboxybenzaldehyde, 1,3-propanediol, 2,2-dimethyl-1,3-propanediol, methyl tetradecanoate, methyl hexadecanoate, methyl octadecanoate, and (Z)-9-methyl octadecenoate. The experimental critical properties have been compared with those estimated by the Wilson/Jasperson and Marrero/Gani methods.

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Benzofuran – Wikipedia,
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4-[3-(4-cyclopropanecarbonyl-piperazine-1-carbonyl)-4-fluoro-benzyl]-2H-phthalazin-1-one as crystalline Form A.

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Benzofuran – Wikipedia,
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In the production process of the present invention, halogen source cost is saved by, adding a specific: oxidizing agent to the whole process, and a large, amount of raw, material, cost is saved by adding, a specific oxidizing agent to the environment, and . (by machine translation)

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Benzofuran – Wikipedia,
Benzofuran | C8H1434O – PubChem

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3-Hydroxyphthalide, C8H6O3, reacts with dibutyltin oxide to give bis{mu 3-oxo-(mu-2-formylbenzoato-O:O?)-(2-formylbenzoato-O) bis[dibutyltin(IV)]}, [Sn4(C4H9)8-(C8H 5O3)4(mu-O)2], in which the four Sn atoms are all five-coordinated to three O and two C atoms arranged at the corners of a distorted trigonal bipyramid. The equatorial Sn – mu3-O distances are in the range 2.039 (2)-2.048 (2) A and are significantly shorter than the axial Sn – mu3-O distances of 2.170 (3) and 2.182 (2) A. The Sn – Ocarboxylate bonds are all axial and have distances in the range 2.204 (3)-2.271 (3) A, which are inversely correlated with the respective C – O bond distances. The mean Sn – C distance is 2.136 (6) A. 3-Hydroxyphthalide undergoes ring opening to give the anion of 2-formylbenzoic acid which bonds to the Sn atoms. The structure of 3-hydroxyphthalide is stabilized by O -H…O hydrogen bonds [O…O = 2.766 (1) A] which link the molecules in a zigzag chain parallel to b.

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Benzofuran – Wikipedia,
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A series of 2,3,3a,4-tetrahydro-1H-pyrrolo[3,4-c]isoquinolin-5(9bH)-ones is described, several examples of which exhibit potent 5-HT2C agonism with excellent selectivity over the closely related 5-HT2A and 5-HT2B receptors. Compounds such as 38 and 44 were shown to be effective in reducing food intake in an acute rat feeding model.

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Benzofuran – Wikipedia,
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We report the total synthesis of an alkaloid isolated from the mangrove fungi Hypocrea virens, based on the originally claimed structure, via a photochemical sequence. Inconsistencies between data sets led to a revision of the proposed structure followed by a concise synthetic sequence to deliver the revised natural product.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1458O – PubChem