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CS-W001157 4
Total: USD 88.00

7-Chloro-1,2,3,4-tetrahydroquinoline

  • CAS No. 90562-35-9

  • Cat. No. CS-0040537
  • Purity≥97%
  • MDL No.MFCD08544268

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

7-Chloro-1,2,3,4-tetrahydroquinoline|CS-0040537

Structure of 90562-35-9

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General Information

  • CAS No. 90562-35-9
  • Cat. No. CS-0040537
  • Purity ≥97%
  • MDL No. MFCD08544268
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀ClN
  • Molecular Weight 167.64
  • Synonym(s) 7-chloro-tetrahydroquinoline
  • SMILES ClC1=CC2=C(C=C1)CCCN2

Description

7-Chloro-1,2,3,4-tetrahydroquinoline is a bench-stable heterocyclic scaffold featuring a chlorinated aromatic ring fused to a saturated nitrogen-containing system. This electron-deficient core integrates readily into medicinal chemistry libraries, offering enhanced metabolic stability and improved membrane permeability in bioactive molecule design.

Application

7-Chloro-1,2,3,4-tetrahydroquinoline serves as a versatile heterocyclic building block in medicinal chemistry, offering a stable, electron-deficient scaffold for late-stage functionalization. Its chlorinated aromatic ring enables palladium-catalyzed cross-coupling reactions, while the saturated nitrogen facilitates salt formation and solubility optimization. The compound exhibits excellent bench stability and compatibility with common protecting group strategies, enabling efficient incorporation into complex molecular architectures.

Synthesis

  • Route1

    References

    • Al-Awar, Rima Salim; Hecker, Kyle Andrew; Ray, James Edward; Huang, Jianping; Joseph, Sajan; Li, Tiechao; Paal, Michael; Rathnachalam, Radhakrishnan; Shih, Chuan; Waid, Philip Parker; Zhou, Xun; Zhu, Guoxin Patent: US2003/229026 A1, 2003 ; Location in patent: Page 25 ; US 20030229026 A1
  • Route2

    References

    • Buchanan, John L.; Kim, Joseph L.; Novak, Perry M.; Nunes, Joseph J.; Patel, Vinod F. Patent: US2003/139416 A1, 2003 ;
  • Route3
    • null|null
      98591-57-2
    • ~19%
    • In-stock
      7-Chloroquinoline|CS-W005984
      612-61-3
    • In-stock
      7-Chloro-1,2,3,4-tetrahydroquinoline|CS-0040537
      90562-35-9

    References

    • Sugimoto, Osamu; Sugiyama, Minami; Tanji, Ken-ichi Heterocycles, 2010 , vol. 80, # 1 p. 601 - 606

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   2.6981
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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