Date published: 2025-12-18

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Propargylamine (CAS 2450-71-7)

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Alternate Names:
3-amino-1-propyne
Application:
Propargylamine is a useful cycloaddition reagent
CAS Number:
2450-71-7
Purity:
≥98%
Molecular Weight:
55.08
Molecular Formula:
C3H5N
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Propargylamine, a compound characterized by the presence of an alkyne and an amine functional group, holds a pivotal role in the realm of organic synthesis and chemical research. Its structure, featuring a triple bond between two carbon atoms adjacent to an amine group, grants it unique reactivity that makes it a valuable building block in the construction of complex organic molecules. In research, propargylamine serves as a critical substrate in the development of various heterocyclic compounds, through reactions such as the Pauson-Khand reaction and the Sonogashira coupling, which are instrumental in the synthesis of pharmaceuticals and materials science. Additionally, its involvement in click chemistry, particularly in the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction, exemplifies its utility in creating diverse molecular architectures efficiently. This reaction is highly valued for its specificity, reliability, and the ability to occur under mild conditions, making propargylamine an indispensable tool in the design and synthesis of novel compounds for research applications.


Propargylamine (CAS 2450-71-7) References

  1. Propargylamine synthesis by copper-catalyzed oxidative coupling of alkynes and tertiary amine N-oxides.  |  Xu, Z., et al. 2011. J Org Chem. 76: 6901-5. PMID: 21761905
  2. A gold-catalysed imine-propargylamine cascade sequence: synthesis of 3-substituted-2,5-dimethylpyrazines and the reaction mechanism.  |  Alcaide, B., et al. 2014. Chem Commun (Camb). 50: 4567-70. PMID: 24664146
  3. Highly regioselective C-5 iodination of pyrimidine nucleotides and subsequent chemoselective Sonogashira coupling with propargylamine.  |  Kore, AR., et al. 2015. Nucleosides Nucleotides Nucleic Acids. 34: 92-102. PMID: 25621703
  4. Spectroscopic studies of the equilibrium between complexes of lasalocid acid with propargylamine and metal cations.  |  Rutkowski, J., et al. 2015. Spectrochim Acta A Mol Biomol Spectrosc. 150: 704-11. PMID: 26093967
  5. The highly sensitive and facile colorimetric detection of the glycidyl azide polymer based on propargylamine functionalized gold nanoparticles using click chemistry.  |  He, Y., et al. 2015. Chem Commun (Camb). 51: 12092-4. PMID: 26121120
  6. Effect of the ortho-hydroxy group of salicylaldehyde in the A3 coupling reaction: A metal-catalyst-free synthesis of propargylamine.  |  Ghosh, S., et al. 2017. Beilstein J Org Chem. 13: 552-557. PMID: 28405234
  7. Divergent Synthesis of Allenylsulfonamide and Enaminonesulfonamide via In(III)-Catalyzed Couplings of Propargylamine and N-Fluorobenzenesulfonimide.  |  Samanta, S. and Hajra, A. 2018. J Org Chem. 83: 13157-13165. PMID: 30346168
  8. One-pot synthesis of substituted-amino triazole-glycosides.  |  Sutcharitruk, W., et al. 2019. Carbohydr Res. 484: 107780. PMID: 31479870
  9. Propargylamine-selective dual fluorescence turn-on method for post-synthetic labeling of DNA.  |  Nguyen, VT., et al. 2020. Chem Commun (Camb). 56: 3199-3202. PMID: 32068200
  10. Stereoselective amination via vinyl-silver intermediates derived from silver-catalyzed carboxylative cyclization of propargylamine.  |  Sadamitsu, Y., et al. 2020. Chem Commun (Camb). 56: 9517-9520. PMID: 32686797
  11. Targeting Alzheimer's disease with multimodal polypeptide-based nanoconjugates.  |  Duro-Castano, A., et al. 2021. Sci Adv. 7: PMID: 33771874
  12. Cu-Catalyzed Pyridine Synthesis via Oxidative Annulation of Cyclic Ketones with Propargylamine.  |  Sotnik, SO., et al. 2021. J Org Chem. 86: 7315-7325. PMID: 33977713
  13. Grafting Copper Atoms and Nanoparticles on Double-Walled Carbon Nanotubes: Application to Catalytic Synthesis of Propargylamine.  |  Mesguich, D., et al. 2022. Langmuir. 38: 8545-8554. PMID: 35793138
  14. Liposomal Permeation Assay for Droplet-Scale Pharmacokinetic Screening.  |  Hu, J., et al. 2023. J Med Chem.. PMID: 37075027

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Propargylamine, 1 g

sc-253321
1 g
$32.00

Propargylamine, 5 g

sc-253321A
5 g
$75.00

Propargylamine, 100 g

sc-253321B
100 g
$255.00

Propargylamine, 500 g

sc-253321C
500 g
$883.00