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CS-W001157 4
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(Hexahydro-1H-pyrrolizin-7a-yl)methanamine

  • CAS No. 78449-73-7

  • Cat. No. CS-0054635
  • Purity≥98%
  • MDL No.None

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

(Hexahydro-1H-pyrrolizin-7a-yl)methanamine|CS-0054635

Structure of 78449-73-7

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General Information

  • CAS No. 78449-73-7
  • Cat. No. CS-0054635
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₆N₂
  • Molecular Weight 140.23
  • Synonym(s) Tetrahydro-1H-Pyrrolizine-7a(5H)-methanamine
  • SMILES NCC12CCCN1CCC2

Description

(Hexahydro-1H-pyrrolizin-7a-yl)methanamine features a saturated pyrrolizidine core with a primary amine at the 7a-position, offering high nucleophilicity and solubility in polar solvents. This bench-stable, moisture-tolerant scaffold integrates readily into bioactive molecules and serves as a key building block for medicinal chemistry applications.

Application

(Hexahydro-1H-pyrrolizin-7a-yl)methanamine serves as a versatile nitrogen-containing building block for the synthesis of biologically active heterocycles. Its saturated pyrrolizidine core offers enhanced metabolic stability and favorable pharmacokinetic properties, while the primary amine functionality enables straightforward derivatization via acylation, alkylation, or coupling reactions. The compound exhibits good bench stability and is compatible with standard synthetic protocols, facilitating efficient access to complex scaffolds in medicinal chemistry and process development.

Synthesis

  • Route1
    • 7A-(nitromethyl)hexahydro-1H-pyrrolizine|CS-0540294
      127070-74-0
    • ~84%
    • In-stock
      (Hexahydro-1H-pyrrolizin-7a-yl)methanamine|CS-0054635
      78449-73-7

    References

    • Sanwa Kagaku Kenkyusho Co., Ltd. Patent: US4985569 A1, 1991 ;
  • Route2
    • Hexahydro-1H-pyrrolizine-7a-carbonitrile|CS-0081725
      68295-48-7
    • ~76%
    • In-stock
      (Hexahydro-1H-pyrrolizin-7a-yl)methanamine|CS-0054635
      78449-73-7

    References

    • Miyano; Shima; Hayashimatsu; Satoh; Sumoto Journal of Pharmaceutical Sciences, 1987 , vol. 76, # 5 p. 416 - 418
  • Route3
    • null|null
      7439-89-6
    • 7A-(nitromethyl)hexahydro-1H-pyrrolizine|CS-0540294
      127070-74-0
    • ~88%
    • In-stock
      (Hexahydro-1H-pyrrolizin-7a-yl)methanamine|CS-0054635
      78449-73-7

    References

    • Sanwa Kagaku Kenkyusho Co., Ltd. Patent: US4985569 A1, 1991 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 2735
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.26
  • LogP   0.5735
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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