Lot numbers can be found on the outside label of a product:
3-Cyano-4,6-dimethyl-2-hydroxypyridine
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CAS No. 769-28-8
- Cat. No. CS-W020078
- Purity≥96%
- MDL No.MFCD00006269
*For research and further manufacturing use only, not for direct human use.
Structure of 769-28-8
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General Information
- CAS No. 769-28-8
- Cat. No. CS-W020078
- Purity ≥96%
- MDL No. MFCD00006269
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₈N₂O
- Molecular Weight 148.16
- Synonym(s) 3-Cyano-4,6-dimethyl-2-pyridone; 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile; NSC 52066; NSC 54161; 3-Cyano-4,6-dimethyl-2(1H)-pyridinone
- SMILES N#CC1=C(C)C=C(C)NC1=O
Description
3-Cyano-4,6-dimethyl-2-hydroxypyridine features a fused pyridine core with complementary electron-withdrawing and donating substituents. The cyano group enhances electrophilicity at C3, while the hydroxyl moiety enables hydrogen bonding and solubility. This combination supports utility in heterocyclic synthesis and as a ligand scaffold in catalytic systems.
Application
3-Cyano-4,6-dimethyl-2-hydroxypyridine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyridine-based scaffolds through established functional group transformations. The hydroxyl and cyano groups provide orthogonal reactivity for derivatization, while the methyl substituents enhance stability and influence electronic properties. Its bench-stable nature and compatibility with common coupling and cyclization protocols make it well-suited for medicinal chemistry and process development workflows.
Synthesis
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Route1
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123-54-6 -
109-77-3
- ~85%
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In-stock
769-28-8
References
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Chen, Liuqing; Liu, Xuguang; Xu, Bingshe; Sun, Chunyan; Tao, Peng Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2011 , vol. 79, # 5 p. 1926 - 1930
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Route2
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123-54-6
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107-91-5
- ~95%
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In-stock
769-28-8
References
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BIAL - PORTELA and Cª., S.A.; RUSSO, Domenico; KISS, Laszlo Erno; WAHNON, Jorge Bruno Reis; LEARMONTH, David Alexander; ESZENYI, Tibor; ZIMMERMANN, Axel; SCHLUMMER, Bjoern; KREIS, Michael; REITER, Klaus Patent: WO2013/89573 A1, 2013 ; Location in patent: Page/Page column 14 ;
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Route3
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23652-85-9
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109-77-3
- ~87%
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In-stock
769-28-8
References
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Alberola, Angel; Calvo, Luis A.; Ortega, Alfonso Gonzalez; Ruiz, M. Carmen Sanudo; Yustos, Pedro; Granda, Santiago Garcia; Garcia-Rodriguez, Esther Journal of Organic Chemistry, 1999 , vol. 64, # 26 p. 9493 - 9498
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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 56.65
- LogP 0.86342
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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