Lot numbers can be found on the outside label of a product:
2,4-Dihydroxy-3-nitropyridine
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CAS No. 89282-12-2
- Cat. No. CS-M0826
- Purity≥97%
- MDL No.MFCD01075671
*For research and further manufacturing use only, not for direct human use.
Structure of 89282-12-2
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General Information
- CAS No. 89282-12-2
- Cat. No. CS-M0826
- Purity ≥97%
- MDL No. MFCD01075671
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₄N₂O₄
- Molecular Weight 156.10
- Synonym(s) 4-Hydroxy-3-nitro-2-pyridone; 2,4-Dihydroxy-3-nitropyridine
- SMILES OC1=C([N+]([O-])=O)C(O)=NC=C1
Description
2,4-Dihydroxy-3-nitropyridine features a pyridine core functionalized with hydroxyl groups at positions 2 and 4 and a nitro group at position 3, creating a uniquely electron-deficient heteroaromatic system. This arrangement enables participation in cross-coupling reactions and facilitates conjugation with biomolecules via its reactive nitro moiety. The compound exhibits enhanced solubility in polar solvents and stability under standard bench conditions, making it suitable for use in medicinal chemistry and materials synthesis workflows.
Application
2,4-Dihydroxy-3-nitropyridine serves as a versatile building block for heterocyclic synthesis, enabling efficient access to functionalized pyridine scaffolds. Its ortho-diol and nitro functionalities facilitate selective transformations, including metal-catalyzed couplings and reductive modifications. The compound exhibits bench stability and compatibility with common protecting group strategies, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.
Synthesis
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Route1
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In-stock
626-03-9 - ~99%
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In-stock
89282-12-2
References
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Cleator, Ed; Scott, Jeremy P.; Avalle, Paulo; Bio, Matthew M.; Brewer, Sarah E.; Davies, Antony J.; Gibb, Andrew D.; Sheen, Faye J.; Stewart, Gavin W.; Wallace, Debra J.; Wilson., Robert D. Organic Process Research and Development, 2013 , vol. 17, # 12 p. 1561 - 1567
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Route2
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In-stock
5466-62-6 - ~60%
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In-stock
89282-12-2
References
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Aventis Pharmaceuticals Products Inc. Patent: US6307054 B1, 2001 ;
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Route3
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685542-71-6 - ~%
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In-stock
89282-12-2
References
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Recueil des Travaux Chimiques des Pays-Bas, , vol. 67, p. 29,37
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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 96.49
- LogP 0.401
- H_Acceptors 5
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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