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Methyl 5-amino-4-nitrothiophene-2-carboxylate

  • CAS No. 106850-17-3

  • Cat. No. CS-B0142
  • Purity≥96%
  • MDL No.MFCD11042337

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

Methyl 5-amino-4-nitrothiophene-2-carboxylate|CS-B0142

Structure of 106850-17-3

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General Information

  • CAS No. 106850-17-3
  • Cat. No. CS-B0142
  • Purity ≥96%
  • MDL No. MFCD11042337
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₄S
  • Molecular Weight 202.19
  • Synonym(s) 2-Thiophenecarboxylicacid,5-amino-4-nitro-,methylester(9CI)
  • SMILES O=C(C(S1)=CC([N+]([O-])=O)=C1N)OC

Description

Methyl 5-amino-4-nitrothiophene-2-carboxylate features a fused thiophene core with complementary electron-donating and withdrawing groups, enabling precise tuning of reactivity. The amino group facilitates nucleophilic transformations, while the nitro moiety enhances electrophilic substitution potential. This compound integrates readily into heterocyclic scaffolds for medicinal chemistry applications.

Application

Methyl 5-amino-4-nitrothiophene-2-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and materials science. The amino and nitro groups enable sequential functionalization, while the ester moiety supports derivatization via hydrolysis or coupling reactions. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient access to substituted thiophenes and fused heterocyclic scaffolds relevant to API development.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   95.46
  • LogP   1.0251
  • H_Acceptors   6
  • H_Donors   1
  • Rotatable_Bonds   2

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