Methyl 3-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate

Name: Methyl 3-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate
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CAS No. 119205-38-8
Cat. No. CS-W007215
Molecule weight211.28
Purity≥98%
MDL No.MFCD05665152

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Methyl 3-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate|CS-W007215

Structure of 119205-38-8

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General Information

CAS No. 119205-38-8
Cat. No. CS-W007215
Purity ≥98%
MDL No. MFCD05665152
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃NO₂S
Molecular Weight 211.28
Synonym(s) methyl 3-amino-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxylate
SMILES COC(=O)C1=C(N)C2=C(CCCC2)S1

Description

Methyl 3-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate features a fused heterocyclic core with a bench-stable amino group and a methyl ester functionality. This scaffold integrates readily into medicinal chemistry libraries, offering enhanced solubility and metabolic stability for targeted compound design.

Application

Methyl 3-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate serves as a versatile heterocyclic building block in medicinal chemistry, enabling access to biologically relevant scaffolds. The molecule combines a reducible amino group with a stable ester functionality, offering orthogonal reactivity for downstream functionalization. Its bench-stable nature and compatibility with standard coupling and derivatization protocols facilitate efficient synthesis of complex architectures, particularly in the development of kinase inhibitors and CNS-targeted compounds.

Synthesis

Route1
- 1263199-68-3
- ~78%
- In-stock
  
  119205-38-8
References
- Tenora, Lukas; Buchlovic, Marian; Man, Stanislav; Potacek, Milan Tetrahedron Letters, 2011 , vol. 52, # 3 p. 401 - 403

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 52.32
LogP 1.9957
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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Methyl 3-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate

CAS No. 119205-38-8

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