Methyl 5,6-Dimethoxybenzothiophene-2-carboxylate

Name: Methyl 5,6-Dimethoxybenzothiophene-2-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 35212-99-8
Cat. No. CS-0199102
Molecule weight252.29
Purity≥98%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
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Methyl 5,6-Dimethoxybenzothiophene-2-carboxylate|CS-0199102

Structure of 35212-99-8

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General Information

CAS No. 35212-99-8
Cat. No. CS-0199102
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₂O₄S
Molecular Weight 252.29
Synonym(s) Methyl 5,6-dimethoxy-1-benzothiophene-2-carboxylate
SMILES COC1=C(C=C2C(=C1)C=C(C(=O)OC)S2)OC

Description

Methyl 5,6-dimethoxybenzothiophene-2-carboxylate features a benzothiophene core with strategically positioned methoxy groups enhancing solubility and electronic modulation. This electron-rich scaffold integrates readily into synthetic routes for bioactive heterocycles, offering robust stability under standard conditions and facilitating efficient functionalization at the carboxylate handle.

Application

Methyl 5,6-dimethoxybenzothiophene-2-carboxylate serves as a versatile building block in medicinal chemistry, enabling the construction of benzothiophene-based scaffolds prevalent in kinase inhibitors and CNS-targeted therapeutics. The dimethoxy substitution pattern enhances solubility and modulates electronic properties, while the ester group facilitates downstream transformations including hydrolysis, amidation, or cross-coupling reactions. Bench-stable and readily purified by column chromatography, it functions effectively in standard synthetic workflows.

Synthesis

Route1
- In-stock
  
  71924-62-4
- 2365-48-2
- ~66%
- In-stock
  
  35212-99-8
References
- FIBROTECH THERAPEUTICS PTY LTD; WILLIAMS, Spencer John; ZAMMIT, Steven; KELLY, Darren James Patent: WO2011/47432 A1, 2011 ; Location in patent: Page/Page column 97 ;
Route2
- In-stock
  
  23046-03-9
- ~79%
- In-stock
  
  35212-99-8
References
- Tsunoda, Hidetoshi; Fukuzawa, Nobuyuki; Chiba, Kyoko; Nakao, Toshifumi; Asada, Noriaki; Takebayashi, Nozomi; Kibayashi, Kenji; Migita, Hideyuki; Morikawa, Maki Patent: US2003/109570 A1, 2003 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 44.76
LogP 2.7051
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Key Words

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Methyl 5,6-Dimethoxybenzothiophene-2-carboxylate

CAS No. 35212-99-8

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