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2-Thiophenecarboxylic acid, 3-amino-5-iodo-, methyl ester

  • CAS No. 942589-45-9

  • Cat. No. CS-0030395
  • Purity≥98%
  • MDL No.None

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

2-Thiophenecarboxylic acid, 3-amino-5-iodo-, methyl ester|CS-0030395

Structure of 942589-45-9

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General Information

  • CAS No. 942589-45-9
  • Cat. No. CS-0030395
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆INO₂S
  • Molecular Weight 283.09
  • Synonym(s) Methyl3-amino-5-iodo-2-thiophene carboxylate
  • SMILES O=C(C1=C(N)C=C(I)S1)OC

Description

Methyl 3-amino-5-iodothiophene-2-carboxylate hydrochloride features a bench-stable, electron-rich thiophene core bearing strategically positioned amino and iodo groups. This reactivity-enhanced scaffold enables efficient coupling in transition-metal-catalyzed transformations, serving as a key building block for functionalized heterocycles in medicinal chemistry and materials science applications.

Application

Methyl 3-amino-5-iodothiophene-2-carboxylate hydrochloride serves as a versatile building block for the synthesis of biologically active thiophene derivatives. The amino and iodo groups enable efficient late-stage functionalization via cross-coupling and electrophilic substitution, while the methyl ester supports further derivatization. Bench-stable and compatible with standard reaction conditions, it facilitates rapid access to diversified heterocyclic scaffolds in medicinal chemistry and materials science applications.

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

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   1.7215
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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