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Lot numbers can be found on the outside label of a product:
Isoquinoline-4-carbaldehyde
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CAS No. 22960-16-3
- Cat. No. CS-W008375
- Purity≥97%
- MDL No.MFCD00829440
*For research and further manufacturing use only, not for direct human use.
Structure of 22960-16-3
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General Information
- CAS No. 22960-16-3
- Cat. No. CS-W008375
- Purity ≥97%
- MDL No. MFCD00829440
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₇NO
- Molecular Weight 157.17
- Synonym(s) 4-Isoquinolinecarboxaldehyde
- SMILES O=CC1=CN=CC2=C1C=CC=C2
Description
Isoquinoline-4-carbaldehyde delivers a rigid, electron-deficient heterocyclic scaffold ideal for coupling reactions. The aldehyde functionality enables direct integration into molecular architectures via nucleophilic addition or reductive amination. This bench-stable compound features high reactivity and compatibility with diverse synthetic transformations in medicinal chemistry and materials science.
Application
Isoquinoline-4-carbaldehyde serves as a versatile building block for heterocyclic synthesis, enabling direct functionalization at the C4 position via nucleophilic addition or condensation reactions. Its aldehyde functionality offers high reactivity in imine formation, reductive amination, and transition-metal-catalyzed coupling processes, while maintaining stability under standard bench conditions. The molecule functions as a key scaffold for pharmaceutical intermediates and ligand development, with predictable behavior in multistep synthetic sequences.
Synthesis
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Route1
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68-12-2 - ~33%
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In-stock
22960-16-3
References
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ELI LILLY AND COMPANY Patent: WO2005/92885 A1, 2005 ; Location in patent: Page/Page column 60; 61 ; WO 2005/092885 A1
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Route2
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In-stock
1532-97-4 -
68-12-2
- ~65%
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In-stock
22960-16-3
References
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Lutz, Christian; Graf, Claus-Dieter; Knochel, Paul Tetrahedron, 1998 , vol. 54, # 35 p. 10317 - 10328
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References
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Ueda, Tsuyoshi; Konishi, Hideyuki; Manabe, Kei Angewandte Chemie - International Edition, 2013 , vol. 52, # 33 p. 8611 - 8615 Angew. Chem., 2013 , vol. 125, # 33 p. 8773 - 8777,5
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H319
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Precautionary Statements : P264-P270-P280
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Quality Control
Computational Chemistry Data
- TPSA 29.96
- LogP 2.0473
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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