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CS-W001157 4
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1-Isopropylazetidine-3-carboxylic acid

  • CAS No. 959238-28-9

  • Cat. No. CS-0154197
  • Molecule weight143.18
  • Purity≥97%
  • MDL No.MFCD09864399

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

1-Isopropylazetidine-3-carboxylic acid|CS-0154197

Structure of 959238-28-9

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General Information

  • CAS No. 959238-28-9
  • Cat. No. CS-0154197
  • Purity ≥97%
  • MDL No. MFCD09864399
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₃NO₂
  • Molecular Weight 143.18
  • Synonym(s) 1-(propan-2-yl)azetidine-3-carboxylic acid
  • SMILES CC(C)N1CC(C1)C(=O)O

Description

1-Isopropylazetidine-3-carboxylic acid features a strained four-membered azetidine ring bearing a carboxylic acid at C3 and a sterically hindered isopropyl group at N1. This configuration imparts enhanced metabolic stability and favorable solubility, enabling efficient incorporation into bioactive molecules. The compound serves as a conformationally constrained building block for peptide mimetics and medicinal chemistry libraries.

Application

1-Isopropylazetidine-3-carboxylic acid serves as a conformationally constrained, bioactive amino acid analog enabling the synthesis of peptidomimetics and heterocyclic scaffolds. Its azetidine core imparts enhanced metabolic stability and improved membrane permeability, while the isopropyl group provides steric bulk and modulates electronic properties. The carboxylic acid functionality facilitates direct coupling in solid-phase synthesis and supports derivatization via standard amide bond formation. This compound exhibits bench stability and tolerates diverse reaction conditions, making it a practical building block for medicinal chemistry campaigns targeting GPCRs and kinases.

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   40.54
  • LogP   0.4112
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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