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4-((2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)-N-(prop-2-yn-1-yl)cyclohexanecarboxamide

  • CAS No. 1036847-90-1

  • Cat. No. CS-0129727
  • Molecule weight274.32
  • Purity≥98%
  • MDL No.MFCD27956997

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

4-((2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)-N-(prop-2-yn-1-yl)cyclohexanecarboxamide|CS-0129727

Structure of 1036847-90-1

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General Information

  • CAS No. 1036847-90-1
  • Cat. No. CS-0129727
  • Purity ≥98%
  • MDL No. MFCD27956997
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₈N₂O₃
  • Molecular Weight 274.32
  • Synonym(s) H-Lys(Mmt)-aminobenzyl alcohol
  • SMILES O=C(C1CCC(CN2C(C=CC2=O)=O)CC1)NCC#C

Description

This cyclohexanecarboxamide features a pyrrolone-derived methyl linker and a propargyl amine handle, enabling bioorthogonal conjugation. The electron-deficient pyrrolone ring enhances reactivity in strain-promoted cycloadditions, while the alkyne group facilitates click chemistry applications. Bench-stable under standard conditions, it integrates readily into probe design for live-cell labeling and targeted protein modification workflows.

Application

4-((2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)-N-(prop-2-yn-1-yl)cyclohexanecarboxamide serves as a versatile synthetic building block for heterocyclic and peptidomimetic architectures. The pyrrolidinedione moiety enables facile functionalization via nucleophilic substitution or thermal decarboxylation, while the propargyl amide side chain supports Cu-catalyzed azide-alkyne cycloaddition (CuAAC) for bioconjugation and macrocyclic scaffold assembly. Bench-stable and compatible with standard purification methods, it facilitates efficient access to complex molecular frameworks in medicinal chemistry campaigns.

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   66.48
  • LogP   0.4672
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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