Lot numbers can be found on the outside label of a product:
3-Nitro-4-pyridinecarboxaldehyde
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CAS No. 153813-70-8
- Cat. No. CS-0018948
- Purity≥98%
- MDL No.MFCD06253937
*For research and further manufacturing use only, not for direct human use.
Structure of 153813-70-8
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General Information
- CAS No. 153813-70-8
- Cat. No. CS-0018948
- Purity ≥98%
- MDL No. MFCD06253937
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₄N₂O₃
- Molecular Weight 152.11
- Synonym(s) 3-Nitroisonicotinaldehyde
- SMILES O=CC1=C([N+]([O-])=O)C=NC=C1
Description
3-Nitro-4-pyridinecarboxaldehyde features a conjugated pyridine core bearing both aldehyde and nitro functional groups, enabling direct coupling in cross-coupling reactions. The electron-deficient aldehyde facilitates nucleophilic addition, while the para-nitro group enhances reactivity in transition-metal-catalyzed transformations. This compound serves as a key building block for heterocyclic scaffolds in medicinal chemistry and materials science.
Application
3-Nitro-4-pyridinecarboxaldehyde serves as a versatile building block in medicinal and synthetic chemistry, enabling efficient access to functionalized pyridine scaffolds. Its aldehyde group facilitates imine formation and reductive amination, while the ortho-nitro substituent supports electrophilic substitution and acts as a handle for subsequent reduction or coupling reactions. The molecule exhibits good bench stability and compatibility with standard purification techniques, making it well-suited for multi-step synthesis and process development workflows.
Synthesis
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Route1
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908847-23-4 - ~75%
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In-stock
153813-70-8
References
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Vetelino, Michael G.; Coe, Jotham W. Tetrahedron Letters, 1994 , vol. 35, # 2 p. 219 - 222
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Route2
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In-stock
5832-44-0 - ~61%
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In-stock
153813-70-8
References
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Uehling, David E.; Nanthakumar, Suganthini S.; Croom, Dallas; Emerson, David L.; Leitner, Peter P.; et al. Journal of Medicinal Chemistry, 1995 , vol. 38, # 7 p. 1106 - 1118
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Route3
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64679-69-2 - ~%
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In-stock
153813-70-8
References
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Patel, Jay P.; Kuang, Ye-Hong; Chen, Zhe-Sheng; Korlipara, Vijaya L. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 21 p. 6495 - 6499
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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-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 73.1
- LogP 0.8023
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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