3781-90-6

Basic information

• Product Name: Benzo[b]thiophene,4-Methoxy-
• Synonyms: Benzo[b]thiophene,4-Methoxy-;4-METHOXY-1-BENZOTHIOPHENE
• CAS NO: 3781-90-6
• Molecular Formula: C₉H₈OS
• Molecular Weight: 164.22422
• Mol File: 3781-90-6.mol

Chemical Properties

• Boiling Point: 80 °C(Press: 0.05 Torr)
• Appearance: /
• Density: 1.198±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Benzo[b]thiophene,4-Methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzo[b]thiophene,4-Methoxy-(3781-90-6)
• EPA Substance Registry System: Benzo[b]thiophene,4-Methoxy-(3781-90-6)

Safety Data

• Hazardous Substances Data: 3781-90-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
Benzo[b]thiophene, 4-methoxyis used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structural properties allow for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Development:
This chemical compound is also used in the development of new agrochemicals, such as pesticides and herbicides, due to its potential bioactivity and ability to interact with target biological systems.
Used in Materials Science:
Benzo[b]thiophene, 4-methoxymay have applications in the field of materials science, where its unique structural properties can be utilized to create new materials with specific properties, such as conductivity, stability, or optical characteristics.
Used in Biotechnology:
In biotechnology, Benzo[b]thiophene, 4-methoxycan be employed in the development of new bioactive compounds or as a component in biosensors, taking advantage of its unique structural and chemical properties.

Upstream product

• 3610-02-4 4-hydroxybenzothiophene 
• 74-88-4 methyl iodide 
• 98733-08-5 1-<(2,2-dimethoxyethyl)thio>-3-methoxybenzene 
• 96803-85-9 1-[(2,2-diethoxyethyl)sulfanyl]-3-methoxybenzene 
• 220418-03-1 2,3-dihydro-4-methoxybenzo[b]thiophen-3-one 
• 51674-10-3 N,N-diethyl-2-methoxybenzamide 
• 596805-18-4 N,N-diethyl-2-methylsulfanyl-6-methoxybenzamide 
• 96803-64-4 2-(2-methoxythiophenoxy)acetaldehyde diethyl acetal 
• 15570-12-4 3-methoxybenzenethiol 

Downstream Products

• 73630-87-2 benzothiophene-4,7-quinone 
• 68452-01-7 4,7-dimethoxybenzothiophene 
• 193965-80-9 4-Methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene 
• 669763-92-2 [(4-methoxybenzo[b]thiophen-2-yl)imino](methyl)diphenylphosphorane 
• 193965-81-0 4-Hydroxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene 
• 214552-42-8 2-(tert-Butyl-dimethyl-silanyl)-6-(2-hydroxy-2-phenyl-ethyl)-4-methoxy-benzo[b]thiophene-5-carboxylic acid diethylamide 
• 63675-74-1 2-(4'-methoxyphenyl)-6-methoxybenzothiophene 
• 871247-15-3 4-(3-chloro-1-phenyl-propoxy)-2-fluoro-benzo[b]thiophene 
• 476199-71-0 4-(3-chloro-1-phenyl-propoxy)-2-fluoro-benzo[b]thiophene 

Relevant articles and documents

5-Substituted Benzothiophenes: Synthesis, Mechanism, and Kinetic Studies

The kinetics of the reaction of 4-methoxythiophenoxyacetaldehyde diethyl acetal, 4-nitrothiophenoxyacetaldehyde diethyl acetal, and 3-methoxythiophenoxyacetaldehyde diethyl acetal in polyphosphoric acid has been explained. The kinetic behavior has been ex

2-ARYLBENZOTHIOPHENE DERIVATIVES OR PHARCEUTICALLY ACCEPTABLE SALTS THEREOF, PREPARATION METHOD THEREOF, AND PHARCEUTICAL COMPOSITION FOR THE DIAGNOSIS OR TREATMENT OF DEGENERATIVE BRAIN DISEASE CONTAINING THE SAME AS ACTIVE INGREDIENT

2-arylbenzothiophene derivatives or pharmaceutically acceptable salts thereof, a preparation method thereof, and a pharmaceutical composition for the diagnosis or treatment of degenerative brain disease containing the same as an active ingredient. Since the 2-arylbenzothiophene derivatives of Formula 1 have a relatively high binding affinity for β-amyloid, they can be used as diagnostic reagents for diagnosing Alzheimer's disease at an early stage by non-invasive techniques when they are labeled with radioisotopes: wherein R1-R4, V, W, X, Y and Z are as defined in the Detailed Descript of the specification. Further, when the pharmaceutical composition containing the 2-arylbenzothiophene derivative binds with a low-molecular weight β-amyloid peptide binding compound, generation of malignant high-molecular weight β-amyloid deposits is minimized. Accordingly, the pharmaceutical composition can be used as a therapeutic agent of degenerative brain disease such as Alzheimer's disease.

FARNESOID X RECEPTOR AGONISTS

The present invention relates to famesoid X receptors (FXR, NR1H4) FXR is a member of the nuclear receptor class of ligand-activate transcription factors More particularly, the present invention relates to compounds useful as agonists for FXR, pharmaceutical formulations comprising such compounds, and therapeutic use of the same Novel isoxazole compounds are disclosed as part of pharmaceutical compositions for the treatment of a condition mediated by decreased FXR activity, such as obesity, diabetes, cholestatic liver disease, liver fibrosis, and metabolic syndrome

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SULFAMATE BENZOTHIOPHENE DERIVATIVES AS STEROID SULFATASE INHIBITORS

The present invention relates to sulfamate benzothiophene compounds of the formula: (I) wherein R1, R2, R3, m and n are as defined in the specification. The invention also relates to pharmaceutical compositions containing

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Smiles rearrangement for the synthesis of 5-amino-substituted [1]benzothieno[2,3-b]pyridine

The Smiles rearrangement was successfully applied to 4-hydroxybenzo[b]thiophene furnishing a facile entry to the 4-amino derivative. The rearrangement was extended to 5-methoxy-4-methoxycarbonyl[1]benzothieno[2,3-b]pyridine obtained via aza-Wittig/electrocyclization reaction of novel N-(4-methoxybenzothiophen-2-yl)iminomethyldiphenylphosphorane with methyl trans-4-oxo-2-pentenoate. The preparation of a novel 5-amino-4-methoxycarbonyl[1]benzothieno[2,3-b]pyridine, which is of interest as a potential secondary peptide structure mimic, was successfully achieved.

Application of directed metalation in synthesis. Part 4: Expedient synthesis of substituted benzo[b]thiophene and naphthothiophene

A short, simple and inexpensive synthesis of several diversely substituted benzo[b]thiophenes and one naphthothiophene is described. The method involves introduction of methylsulfanyl group ortho- to the amide function of readily available N,N-diethylamides of aryl carboxylic acid by directed metalation. Thioindoxyls, obtained in high yields through side-chain deprotonation and cyclisation in one pot, are reduced to benzo[b]thiophene or napthothiophene.

Application of directed metallation in synthesis, part 2: An expedient synthesis of methoxybenzo[b]thiophenes

A short, simple and expedient synthesis of substituted benzo[b]thiophenes involving directed ortho lithiation-side-chain deprotonation-cyclisation-reduction is described. This method is a valuable improvement over earlier syntheses of the same class of compounds, both with respect to the number of steps and overall yields.

Dibasic benzo[b]thiophene derivatives as a novel class of active site directed thrombin inhibitors: 4. SAR studies on the conformationally restricted C3-side chain of hydroxybenzo[b]thiophenes

A novel series of benzo[b]thiophene diamine thrombin inhibitors with a conformationally restricted C3-side chain 3 was investigated. The constrained C3-side chain by a cyclohexyl ring contributed to not only an additive but also a synergistic effect on the thrombin inhibitory activity. The SAR studies resulted in the discovery of a potent thrombin inhibitor 27 that was over 750-fold more potent than the initial lead compound 1.