111359-29-6

Basic information

• Product Name: Benzo[b]thiophen-2-aMine, 6-Methoxy-N,N-diMethyl-
• Synonyms: Benzo[b]thiophen-2-aMine, 6-Methoxy-N,N-diMethyl-;2-N,N-Dimethylamino-6-methoxybenzo[b]thiophene;2-diMethylaMino-6-Methoxybenzo[b]thiophene;6-Methoxy-N,N-diMethylbenzo[b]thiophen-2-aMine
• CAS NO: 111359-29-6
• Molecular Formula: C₁₁H₁₃NOS
• Molecular Weight: 207.29202
• EINECS: -0
• Mol File: 111359-29-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 69-70℃ (ethanol )
• Appearance: /
• Density: 1.184±0.06 g/cm3 (20 ºC 760 Torr)
• CAS DataBase Reference: Benzo[b]thiophen-2-aMine, 6-Methoxy-N,N-diMethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzo[b]thiophen-2-aMine, 6-Methoxy-N,N-diMethyl-(111359-29-6)
• EPA Substance Registry System: Benzo[b]thiophen-2-aMine, 6-Methoxy-N,N-diMethyl-(111359-29-6)

Safety Data

• Hazardous Substances Data: 111359-29-6(Hazardous Substances Data)

Upstream product

• 75-89-8 2,2,2-trifluoroethanol 
• 66916-98-1 2-(2-bromo-4-methoxyphenyl)acetonitrile 
• 68-12-2 N,N-dimethyl-formamide 
• 111359-25-2 α-(4-methoxy phenyl)-α-hydroxy-N,N dimethylthioacetamide 
• 497-19-8 sodium carbonate 

Downstream Products

• 98-88-4 benzoyl chloride 
• 185416-34-6 {2-[4-(tert-Butyl-dimethyl-silanyloxy)-3-fluoro-phenyl]-6-methoxy-benzo[b]thiophen-3-yl}-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone 
• 1026947-86-3 {2-[4-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-6-methoxy-benzo[b]thiophen-3-yl}-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone 
• 174475-53-7 {2-[4-(tert-Butyl-dimethyl-silanyloxy)-cyclohexyl]-6-methoxy-benzo[b]thiophen-3-yl}-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone 
• 185416-20-0 {2-[3-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-6-methoxy-benzo[b]thiophen-3-yl}-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone 
• 185416-26-6 (2-Biphenyl-4-yl-6-methoxy-benzo[b]thiophen-3-yl)-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone 
• 185416-62-0 [6-Methoxy-2-(4-methoxy-naphthalen-1-yl)-benzo[b]thiophen-3-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone 
• 185416-29-9 [2-(4-Trifluoromethylphenyl)-6-methoxybenzo[b]thien-3-yl] [4-[2-(1-piperidinyl)ethoxy]phenyl]methanone 
• 185416-31-3 [2-(2,4-Dimethoxyphenyl)-6-methoxybenzo[b]thien-3-yl] [4-[2-(1-piperidinyl)ethoxy]phenyl]methanone 
• 185416-60-8 [2-(2-Naphthyl)-6-methoxybenzothien-3-yl] [4-[2-(1-piperidinyl)ethoxy]phenyl]methanone 
• 185416-33-5 [2-(3-chloro-4-methoxyphenyl)-6-methoxybenzo[b]thien-3-yl] [4-[2-(1-piperidinyl)ethoxy]phenyl]methanone 
• 185416-72-2 [2-(4-Methoxyphenyl)methyl-6-methoxybenzothien-3-yl] [4-[2-(1-piperidinyl)ethoxy]phenyl]methanone 
• 185416-30-2 [2-(2-Methyl-4-methoxyphenyl)-6-methoxybenzo[b]thien-3-yl] [4-[2-(1-piperidinyl)ethoxy]phenyl]methanone 
• 185416-58-4 [2-(1-Naphthyl)-6-methoxybenzothien-3-yl] [4-[2-(1-piperidinyl)ethoxy]phenyl]methanone 

Relevant articles and documents

Direct synthesis of diverse 2-aminobenzo[b]thiophenes via palladium-catalyzed carbon-sulfur bond formation using Na2S2O3 as the sulfur source

A novel and direct synthesis of various 2-aminobenzo[b]thiophenes has been developed. The reactions were catalyzed by a combination of Pd(dppf)Cl2 and dppf using odorless and cheap Na2S2O3 as the sulfur source. This strategy allowed us to synthesize important 2-aminobenzo[b]thiophene scaffold more efficiently and conveniently.

Synthesis and binding affinities of fluoroalkylated raloxifenes

Three fluoroalkylated derivatives (1-3) of the selective estrogen receptor modulator (SERM), raloxifene, have been synthesized. The key step in the synthesis is the C-C bond formation of benzo[b]thiophene and a substituted phenyl group (ring C) using a Stille reaction. The in vitro binding affinities of the substituted raloxifenes 1-3 are 45, 60, 89%, respectively, relative to the affinity of estradiol, which is higher than the affinity of raloxifene itself (25%). When labeled with the positron-emitting radionuclide, these compounds might be useful as PET imaging agents for estrogen receptor-positive breast tumors.

Benzothiphene derivatives for treating resistant tumors

This invention provides a series of substituted benzo[b]thiophenes useful in reversing multidrug resistance in a resistant neoplasm. The present invention also provides methods for reversing the multidrug resistance in a resistant neoplasm by treating a mammal in need of said treatment with a substituted benzothiophene. This invention also provides methods for treating neoplasms in a mammal which comprises administering to a mammal in need of this treatment a substituted benzothiophene in combination with an oncolytic agent.