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The present invention provides a class of substituted benzo[ b] thiophene compounds of the structure and pharmaceutical compositions comprising the compounds useful, either alone or in combination with estrogen or progestin, in the symptomatic treatment of post-menopausal syndrome, particularly osteoporosis, cardiovascular related pathological conditions, and estrogen-dependent cancer.

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Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Use of hazardous reagents is common in most of the reported synthesis of molecules of various interests. Hazardous reagents at a manufacturing scale pose a great challenge in terms of handling, operation and workups. These reagents are unsafe and found to have proven toxicity (in the majority of the cases). If not avoided, these reagents will defy the purpose of Green Chemistry and sustainability in organic synthesis. In this chapter, the synthesis of raloxifene, [6-Hydroxy-2-(4-hydroxyphenyl)-1-benzothiophen-3-yl]{4-[2-(piperidin-1-yl)eth-oxy] phenyl}methanone hydrochloride 1, an estrogen agonist/antagonist commonly considered as a selective estrogen receptor modulator (SERM), will be discussed considering the evolving trends of switching the usage of hazardous to less hazardous reagents. Raloxifene impedes the re-sorption of bone by reducing the biochemical markers of bone turnover in the premenopausal women thereby helping in the management of osteoporasis. Raloxifene hydrochloride also lowers the chances of developing a certain type of breast cancer (invasive breast cancer) in post-menopausal women.

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Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Process for the synthesis of vinyl sulfenic acid derivatives

The present invention is directed to a new process for the synthesis of vinyl sulfenic acid derivatives. These compounds are useful for the synthesis of benzo b!thiophenes, in particular 2-aryl-benzo b!thiophenes.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Nonsteroidal estrogens bearing acyl azide functions: potential electrophilic and photoaffinity labeling agents for the estrogen receptor

In an effort to develop novel affinity labeling agents for the estrogen receptor, we have synthesized two nonsteroidal ligands, a 1-aroyl-2-aryl tetralin system (1) and a 2-aryl-3-aroylbenzothiophene system (2).These agents, patterned after the Lilly antiestrogens trioxifene and LY 117018, respectively, embody acyl azide functions as part of a benzoyl chromophore.The acyl azide group has weak acylating activity, suitable for electrophilic affinity labeling,but this function is also photoreactive and, in its particular embodiment within these ligands, it could provide an efficient photochemical route to the highly reactive singlet acyl nitrene.The tetralin system (1) was prepared nine steps from 6-methoxy-1-tetralone, and the benzothiophene system (2) was prepared in four steps from a known substituted benzothiophene precursor.In competitive binding assays, both compounds show reasonable binding affinity for the rat and lamb uterine estrogen receptor : estradiol = 100percent, 1 = 3percent, and 2 = 12percent.When assayed by indirect receptor consumption assays, both compounds appear to have substantial capacity for irreversible binding (electrophilic reaction) with the receptor.This reactivity, which suggests that acylation of the receptor has occurred, is photoreversible.The nature of this ligand-receptor interaction is being investigated further. keywords: estrogen receptor, affinity labeling, photoaffinity labeling, nonsteroidal estrogens, antiestrogens, steroids

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Benzothiophenes and related compounds as estrogen agonists

The invention is a compound of Formula (I): whereinR is ?OH,R1 is ?OH,R2 is ?H,n is 2 or 3 andX is sulfur, ora pharmaceutically acceptable salt of a compound having Formula (1), ora pharmaceutical composition comprising a compound having Formula (1) or a pharmaceutically acceptable salt thereof, ormethods of treating bone loss, breast cancer or prostate cancer comprising administering an effective amount of the compound having Formula (I) or a pharmaceutically acceptable salt thereof.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Visible light photocatalytic synthesis of benzothiophenes

The photocatalytic reaction of o-methylthio-arenediazonium salts with alkynes yields substituted benzothiophenes regioselectively through a radical annulation process. Green light irradiation of eosin Y initiates the photoredox catalysis. The scope of the reaction was investigated by using various substituted diazonium salts and different alkynes.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Synthetic Route of 63675-74-1, Because a catalyst decreases the height of the energy barrier, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.63675-74-1, Name is 6-Methoxy-2-(4-methoxyphenyl)-1-benzothiophene, molecular formula is C16H14O2S. In a article,once mentioned of 63675-74-1

BENZOTHIOPHENE DERIVATIVES AS ESTROGEN RECEPTOR INHIBITORS

A compound of formula (I), or a pharmaceutically acceptable salt thereof, compositions, combinations and medicaments containing said compounds and processes for their preparation. The invention also relates to the use of said compounds, combinations, compositions and medicaments, for example as inhibitors of the activity of the estrogen receptor, including degrading the estrogen receptor, the treatment of diseases and conditions mediated by the estrogen receptor.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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63675-74-1, Name is 6-Methoxy-2-(4-methoxyphenyl)-1-benzothiophene, belongs to benzothiophene compound, is a common compound. Application In Synthesis of 6-Methoxy-2-(4-methoxyphenyl)-1-benzothiopheneIn an article, once mentioned the new application about 63675-74-1.

Intermediates and a process for preparing benzo[b]thiophenes

The present invention provides a process for preparing a class of compounds having the structure wherein: n is 0, 1, or 2; R is hydrogen or C1-C4 alkyl; X1 is hydrogen, cyano, 4-hydroxybenzoyl, 4-halobenzoyl, or 4-(C1-C4 alkoxy)benzoyl; Y is NR4R5, 4-hydroxyphenyl, or 4-(C1-C4 alkoxy)phenyl; R4 and R5 are independently hydrogen or C1-C4 alkyl. The compounds are useful intermediates in the preparation of a class of compounds including the selective estrogen receptor modulating compound 6-hydroxy-2-(4-hydroxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]benzo[b]-thiophene (raloxifene).The present invention provides a process for preparing a class of compounds having the structure wherein: n is 0, 1, or 2; R is hydrogen or C1-C4 alkyl; X<1> is hydrogen, cyano, 4-hydroxybenzoyl, 4-halobenzoyl, or 4-(C1-C4 alkoxy)benzoyl; Y is NR<4>R<5>, 4-hydroxyphenyl, or 4-(C1-C4 alkoxy)phenyl; R<4> and R<5> are independently hydrogen or C1-C4 alkyl. The compounds are useful intermediates in the preparation of a class of compounds including the selective estrogen receptor modulating compound 6-hydroxy-2-(4-hydroxyphenyl)-3-Ae4-(2-piperidinoethoxy)benzoylUebenzoAeb Ue-thiophene (raloxifene).

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Process for the synthesis of benzo[b]thiophenes

The present invention is directed to a new process for the synthesis of 2-aryl benzo[b]thiophenes, and to novel intermediates therefor.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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A facile synthesis of 3-aryl-substituted-benzothiophenes via a Lewis acid mediated cyclization of 2-arylthio-acetophenones

The boron trifluoride-etherate mediated cyclization of 2-arylthio- ketones 1a-h at ambient temperature gave 3-aryl-substituted benzothiophenes 2a-h in excellent yield. None of the rearranged 2-aryl-substituted benzothiophenes were observed.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem