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CS-W001157 4
Total: USD 88.00

6-Chloro-3,4-dihydroisoquinolin-1(2H)-one

  • CAS No. 22246-02-2

  • Cat. No. CS-W003172
  • Molecule weight181.62
  • Purity≥97%
  • MDL No.MFCD04114866

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

6-Chloro-3,4-dihydroisoquinolin-1(2H)-one|CS-W003172

Structure of 22246-02-2

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General Information

  • CAS No. 22246-02-2
  • Cat. No. CS-W003172
  • Purity ≥97%
  • MDL No. MFCD04114866
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈ClNO
  • Molecular Weight 181.62
  • Synonym(s) 6-chloro-3,4-dihydroisoquinolin-1-ol
  • SMILES Clc1ccc2c(c1)CCNC2=O

Description

6-Chloro-3,4-dihydroisoquinolin-1(2H)-one is a bench-stable heterocyclic scaffold featuring a chlorine substituent at the 6-position and a lactam carbonyl at C1. This electron-deficient core integrates readily into medicinal chemistry campaigns, offering enhanced metabolic stability and favorable binding interactions in target-directed synthesis.

Application

6-Chloro-3,4-dihydroisoquinolin-1(2H)-one serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive isoquinoline derivatives. Its electrophilic chlorine substituent facilitates nucleophilic substitution and palladium-catalyzed coupling reactions, while the lactam functionality offers hydrogen-bonding capacity and structural rigidity. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthesis and scaffold diversification in drug discovery campaigns.

Synthesis

  • Route1
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    • ~%
    • In-stock
      6-Chloro-3,4-dihydroisoquinolin-1(2H)-one|CS-W003172
      22246-02-2
    • 8-Chloro-3,4-dihydroisoquinolin-1(2H)-one|CS-0463392
      1368398-54-2

    References

    • Journal of Organic Chemistry, , vol. 77, # 20 p. 9313 - 9328,16
  • Route2
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      13078-79-0
    • ~%
    • In-stock
      6-Chloro-3,4-dihydroisoquinolin-1(2H)-one|CS-W003172
      22246-02-2

    References

    • WO2013/79452 A1, ;

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

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   1.6259
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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