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CS-W001157 4
Total: USD 88.00

1,7-Dichloro-4-methoxyisoquinoline

  • CAS No. 630423-36-8

  • Cat. No. CS-M1651
  • Molecule weight228.07
  • Purity≥98%
  • MDL No.MFCD17012717

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

1,7-Dichloro-4-methoxyisoquinoline|CS-M1651

Structure of 630423-36-8

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General Information

  • CAS No. 630423-36-8
  • Cat. No. CS-M1651
  • Purity ≥98%
  • MDL No. MFCD17012717
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇Cl₂NO
  • Molecular Weight 228.07
  • Synonym(s) 1,7-dichloro-4-methoxy-isoquinoline
  • SMILES ClC1=NC=C(OC)C2=CC=C(Cl)C=C21

Description

1,7-Dichloro-4-methoxyisoquinoline features a rigid isoquinoline core bearing two chlorine atoms at positions 1 and 7, flanked by a methoxy group at C4. This electron-deficient scaffold enables direct incorporation into medicinal chemistry libraries, offering enhanced metabolic stability and tunable lipophilicity for targeted kinase inhibition and CNS-penetrant drug discovery.

Application

1,7-Dichloro-4-methoxyisoquinoline serves as a versatile building block in medicinal chemistry, enabling regioselective functionalization at the C-3 and C-5 positions via palladium-catalyzed cross-coupling. The methoxy group enhances solubility and modulates electronic properties, while the dichloro substitution pattern supports sequential transformations under mild conditions. Its bench-stable nature and compatibility with diverse reaction partners facilitate efficient access to complex isoquinoline-based scaffolds relevant to pharmaceutical development.

Synthesis

  • Route1
    • null|null
      67-56-1
    • 1,7-Dichloroisoquinolin-4-ol|CS-0093933
      1028252-14-3
    • ~64%
    • In-stock
      1,7-Dichloro-4-methoxyisoquinoline|CS-M1651
      630423-36-8

    References

    • Scola, Paul M.; Sun, Li-Qiang; Wang, Alan Xiangdong; Chen, Jie; Sin, Ny; Venables, Brian L.; Sit, Sing-Yuen; Chen, Yan; Cocuzza, Anthony; Bilder, Donna M.; D'Andrea, Stanley V.; Zheng, Barbara; Hewawasam, Piyasena; Tu, Yong; Friborg, Jacques; Falk, Paul; Hernandez, Dennis; Levine, Steven; Chen, Chaoqun; Yu, Fei; Sheaffer, Amy K.; Zhai, Guangzhi; Barry, Diana; Knipe, Jay O.; Han, Yong-Hae; Schartman, Richard; Donoso, Maria; Mosure, Kathy; Sinz, Michael W.; Zvyaga, Tatyana; Good, Andrew C.; Rajamani, Ramkumar; Kish, Kevin; Tredup, Jeffrey; Klei, Herbert E.; Gao, Qi; Mueller, Luciano; Colonno, Richard J.; Grasela, Dennis M.; Adams, Stephen P.; Loy, James; Levesque, Paul C.; Sun, Huabin; Shi, Hong; Sun, Lucy; Warner, William; Li, Danshi; Zhu, Jialong; Meanwell, Nicholas A.; McPhee, Fiona Journal of Medicinal Chemistry, 2014 , vol. 57, # 5 p. 1730 - 1752
  • Route2
    • 7-Chloro-4-methoxy-1,2-dihydroisoquinolin-1-one|CS-0050042
      630423-35-7
    • ~87%
    • In-stock
      1,7-Dichloro-4-methoxyisoquinoline|CS-M1651
      630423-36-8

    References

    • Bristol-Myers Squibb Company Patent: US2010/56792 A1, 2010 ; Location in patent: Page/Page column 7-8 ;
  • Route3
    • 1,7-Dichloroisoquinolin-4-ol|CS-0093933
      1028252-14-3
    • null|null
      18107-18-1
    • ~%
    • In-stock
      1,7-Dichloro-4-methoxyisoquinoline|CS-M1651
      630423-36-8

    References

    • Bristol-Myers Squibb Company Patent: US2009/274652 A1, 2009 ; Location in patent: Page/Page column 36-37 ; US 20090274652 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

Quality Control

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Computational Chemistry Data

  • TPSA   22.12
  • LogP   3.5502
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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