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Methyl 7-amino-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylate

  • CAS No. 20197-76-6

  • Cat. No. CS-0449305
  • Purity≥98%
  • MDL No.MFCD03724048

*For research and further manufacturing use only, not for direct human use.

Methyl 7-amino-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylate|CS-0449305

Structure of 20197-76-6

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General Information

  • CAS No. 20197-76-6
  • Cat. No. CS-0449305
  • Purity ≥98%
  • MDL No. MFCD03724048
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁NO₄
  • Molecular Weight 209.20
  • Synonym(s) 7-Amino-2,3-dihydro-benzo[1,4]dioxine-6-carboxylicacid methyl ester
  • SMILES COC(=O)C1=CC2=C(C=C1N)OCCO2

Description

Methyl 7-amino-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylate features a fused dihydrodioxine core with a strategically positioned amino group and ester functionality. This scaffold integrates readily into bioactive molecule synthesis, offering enhanced solubility and metabolic stability. The para-amino substitution enables efficient coupling reactions, while the benzo-fused ring system imparts rigidity beneficial for target binding. Bench-stable under standard conditions, this compound serves as a key intermediate in medicinal chemistry campaigns targeting CNS agents and kinase modulators.

Application

Methyl 7-amino-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylate serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard amide coupling and electrophilic substitution reactions. The molecule combines a stable dihydrobenzo[dioxine core with a pendant amino group and ester functionality, offering excellent bench stability and compatibility with common purification methods. Its functional group tolerance facilitates downstream derivatization for targeted compound libraries.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   70.78
  • LogP   0.8266
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   1

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