6314-43-8

Basic information

• Product Name: Benzo[b]thiophene-2-methanamine
• Synonyms: ((Benzothien-2-yl)methyl)amine;2-(Aminomethyl)benzothiophene; NSC 40287; [(Benzo[b]thiophen-2-yl)methyl]amine
• CAS NO: 6314-43-8
• Molecular Formula: C₉H₉NS
• Molecular Weight: 163.2395
• Mol File: 6314-43-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 58 °C
• Boiling Point: 110-12°C 0,25mm
• Flash Point: 137.564°C
• Appearance: /
• Density: 1.227g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.692
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: Benzo[b]thiophene-2-methanamine(CAS DataBase Reference)
• NIST Chemistry Reference: Benzo[b]thiophene-2-methanamine(6314-43-8)
• EPA Substance Registry System: Benzo[b]thiophene-2-methanamine(6314-43-8)

Safety Data

• Hazard Codes: C,Xn
• Statements: 34-22
• Safety Statements: 26-36/37/39
• RIDADR: 3259
• HazardClass: IRRITANT
• Hazardous Substances Data: 6314-43-8(Hazardous Substances Data)

Usage

General Description

Benzo[b]thiophene-2-methanamine is a chemical compound known for its heterocyclic structure, where a benzene ring is fused with a thiophene ring. Benzo[b]thiophene-2-methanamine is a derivative of an amine, containing a methylene bridge attached to the amine group. Benzo[b]thiophene-2-methanamine is commonly used in pharmaceutical research and organic synthesis due to its unique structure and reactivity. It has potential applications in drug discovery and development, particularly in the synthesis of heterocyclic compounds for medicinal purposes. Additionally, this compound may have other industrial applications such as in the production of dyes, pigments, and polymers.

InChI:InChI=1/C9H9NS/c10-6-8-5-7-3-1-2-4-9(7)11-8/h1-5H,6,10H2

Upstream product

• 6314-28-9 benzo[b]thiophene-2-carboxylic acid 
• 39827-11-7 benzothiophene-2-carboxylic acid chloride 
• 276692-18-3 benzo[b]thiophene-2-carbaldehyde oxime 
• 95-15-8 Benzo[b]thiophene 
• 6314-42-7 benzo[b]thiophene-2-carboxamide 

Downstream Products

• 911055-95-3 2-adamantan-1-yl-N-benzo[b]thiophen-2-ylmethyl-acetamide 
• 1041850-54-7 benzo[b]thiophen-2-ylmethyl-{4-[4-(4-fluorophenyl)-2-methylsulfanyl-1H-imidazol-5-yl]pyridin-2-yl}amine 
• 1422360-64-2 C₂₀H₁₈N₄O₂S 
• 1105691-08-4 N-(benzo[b]thiophen-2-ylmethyl)-2-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxamide 
• 1018480-41-5 C₂₁H₁₆F₃N₃O₂S₂ 
• 1018480-40-4 C₂₀H₁₅F₃N₄O₂S₂ 

Relevant articles and documents

Design and synthesis of heteroaromatic-based benzenesulfonamide derivatives as potent inhibitors of H5N1 influenza A virus

Influenza A virus is an enveloped negative single-stranded RNA virus that causes febrile respiratory infection and represents a clinically challenging threat to human health and even lives worldwide. Even more alarming is the emergence of highly pathogenic avian influenza (HPAI) strains such as H5N1, which possess much higher mortality rate (60%) than seasonal influenza strains in human infection. In this study, a novel series of heteroaromatic-based benzenesulfonamide derivatives were identified as M2 proton channel inhibitors. A systematic investigation of the structure-activity relationships and a molecular docking study demonstrated that the sulfonamide moiety and 2,5-dimethyl-substituted thiophene as the core structure played significant roles in the anti-influenza activity. Among the derivatives, compound 11k exhibited excellent antiviral activity against H5N1 virus with an EC50 value of 0.47 μM and selectivity index of 119.9, which are comparable to those of the reference drug amantadine.

Convenient one-pot methodology for the primary aminomethylation of electron rich heterocycles

Primary aminomethyl groups were introduced into the 2-position of electron rich heterocycles in moderate to good yields by a one-pot sequence involving lithiation, transmetalation into an organozinc reagent and treatment with 1-(triphenylphosphoroylideneaminomethyl)benzotriazole (betmip).