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CS-W001157 4
Total: USD 88.00

2,3-Dihydro-1H-cyclopenta[b]quinolin-9-ylamine

  • CAS No. 18528-78-4

  • Cat. No. CS-W002647
  • Purity≥98%
  • MDL No.MFCD00618440

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

2,3-Dihydro-1H-cyclopenta[b]quinolin-9-ylamine|CS-W002647

Structure of 18528-78-4

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General Information

  • CAS No. 18528-78-4
  • Cat. No. CS-W002647
  • Purity ≥98%
  • MDL No. MFCD00618440
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₂N₂
  • Molecular Weight 184.24
  • Synonym(s) 9-Amino-2,3-dihydro-1H-cyclopenta[b]quinoline
  • SMILES NC1=C(CCC2)C2=NC3=CC=CC=C13

Description

This bicyclic amine features a fused cyclopentaquinoline scaffold with a primary amine at the 9-position, offering enhanced stability and solubility in organic media. The rigid framework supports efficient integration into bioactive molecules, enabling direct coupling in medicinal chemistry workflows.

Application

2,3-Dihydro-1H-cyclopenta[b]quinolin-9-ylamine serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its fused polycyclic scaffold exhibits enhanced metabolic stability and favorable π-stacking properties. The primary amine functionality enables straightforward derivatization via acylation, alkylation, or reductive amination, facilitating the synthesis of targeted analogs. Bench-stable and compatible with standard coupling protocols, it functions effectively in both solution-phase and solid-phase synthetic workflows.

Synthesis

  • Route1
    • 9-Bromo-2,3-dihydro-1H-cyclopenta[b]quinoline|CS-0592232
      18528-77-3
    • ~54%
    • In-stock
      2,3-Dihydro-1H-cyclopenta[b]quinolin-9-ylamine|CS-W002647
      18528-78-4

    References

    • Wang, Yong; Chen, Chao; Zhang, Shu; Lou, Zhenbang; Su, Xiang; Wen, Lirong; Li, Ming Organic Letters, 2013 , vol. 15, # 18 p. 4794 - 4797
  • Route2
    • null|null
      120-92-3
    • In-stock
      2-Aminobenzonitrile|CS-W013598
      1885-29-6
    • ~89%
    • In-stock
      2,3-Dihydro-1H-cyclopenta[b]quinolin-9-ylamine|CS-W002647
      18528-78-4

    References

    • Hasaninejad, Alireza; Zare, Abdolkarim; Shekouhy, Mohsen; Ameri-Rad, Javad Green Chemistry, 2011 , vol. 13, # 4 p. 958 - 964
  • Route3
    • 9-Chloro-2,3-dihydro-1H-cyclopenta[b]quinoline|CS-0316001
      40528-00-5
    • ~%
    • In-stock
      2,3-Dihydro-1H-cyclopenta[b]quinolin-9-ylamine|CS-W002647
      18528-78-4

    References

    • Journal of the Chemical Society, , p. 634,637

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3259
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   38.91
  • LogP   2.3057
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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