Lot numbers can be found on the outside label of a product:
2-Methoxy-4-pyridinecarboxaldehyde
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CAS No. 72716-87-1
- Cat. No. CS-D1632
- Purity≥98%
- MDL No.MFCD06410680
*For research and further manufacturing use only, not for direct human use.
Structure of 72716-87-1
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General Information
- CAS No. 72716-87-1
- Cat. No. CS-D1632
- Purity ≥98%
- MDL No. MFCD06410680
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₇NO₂
- Molecular Weight 137.14
- Synonym(s) 2-Methoxyisonicotinaldehyde; 2-Methoxypyridin-4-carboxaldehyde; 4-pyridinecarboxaldehyde, 2-methoxy-
- SMILES O=CC1=CC(OC)=NC=C1
Description
2-Methoxy-4-pyridinecarboxaldehyde features a pyridine ring bearing both aldehyde and methoxy substituents at the 4- and 2-positions, respectively. This electron-deficient heterocyclic scaffold enables selective coupling reactions in synthetic organic chemistry. The aldehyde group facilitates nucleophilic addition, while the methoxy moiety enhances solubility and modulates electronic properties. This compound serves as a key building block for pharmaceutical intermediates and functional materials.
Application
2-Methoxy-4-pyridinecarboxaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to pyridine-based pharmacophores. Its aldehyde functionality facilitates nucleophilic additions, reductive aminations, and condensation reactions under mild conditions. The ortho-methoxy group enhances solubility and modulates electronic properties, while the pyridine ring provides a stable scaffold amenable to further functionalization. Bench-stable and readily purified by crystallization or flash chromatography, it functions effectively in multistep synthetic sequences requiring high reproducibility and scalability.
Synthesis
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References
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Smith Kline and French Laboratories Limited Patent: US4234588 A1, 1980 ;
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Route2
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In-stock
123148-66-3 - ~92%
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In-stock
72716-87-1
References
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Subramanyam; Noguchi; Weinreb Journal of Organic Chemistry, 1989 , vol. 54, # 23 p. 5580 - 5585
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Route3
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In-stock
33252-30-1 - ~%
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In-stock
72716-87-1
References
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European Journal of Medicinal Chemistry, , vol. 28, # 7-8 p. 601 - 608
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Safety Information
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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 39.19
- LogP 0.9027
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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