4-Hydroxynicotinaldehyde

Name: 4-Hydroxynicotinaldehyde
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CAS No. 89380-70-1
Cat. No. CS-0047693
Molecule weight123.11
Purity≥97%
MDL No.MFCD10697542

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General Information

CAS No. 89380-70-1
Cat. No. CS-0047693
Purity ≥97%
MDL No. MFCD10697542
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅NO₂
Molecular Weight 123.11
Synonym(s) 4-Hydroxypyridine-3-carboxaldehyde
SMILES O=CC1=C(O)C=CN=C1

Description

4-Hydroxynicotinaldehyde features a pyridine ring bearing both aldehyde and hydroxyl groups at para positions, enabling dual reactivity in synthetic transformations. This electron-deficient heteroaromatic scaffold integrates readily into bioactive molecule frameworks and supports efficient coupling reactions under mild conditions.

Application

4-Hydroxynicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient synthesis of pyridine-based heterocycles and bioactive scaffolds. Its dual functionality—aldehyde and phenolic hydroxyl groups—facilitates selective derivatization, including reductive amination, condensation reactions, and direct coupling protocols. The compound exhibits good bench stability and is compatible with common protecting group strategies, supporting its use in multi-step synthetic sequences requiring functional group orthogonality.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P261-P280-P304+P340-P405

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Computational Chemistry Data

TPSA 50.19
LogP 0.5997
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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4-Hydroxynicotinaldehyde

CAS No. 89380-70-1

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