Lot numbers can be found on the outside label of a product:
2-hydroxy-6-methylnicotinonitrile
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CAS No. 4241-27-4
- Cat. No. CS-M1410
- Purity≥97%
- MDL No.MFCD00006013
*For research and further manufacturing use only, not for direct human use.
Structure of 4241-27-4
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General Information
- CAS No. 4241-27-4
- Cat. No. CS-M1410
- Purity ≥97%
- MDL No. MFCD00006013
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₆N₂O
- Molecular Weight 134.14
- Synonym(s) NSC 15124; 6-Methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
- SMILES OC1=C(C=CC(C)=N1)C#N
Description
2-Hydroxy-6-methylnicotinonitrile features a strategically positioned hydroxyl group and methyl substituent on the nicotinonitrile scaffold, enhancing solubility and reactivity. This electron-deficient heterocycle integrates readily into synthetic sequences requiring nitrile functionality under mild conditions. The ortho-hydroxy group enables chelation in metal-catalyzed transformations, while the methyl group provides steric modulation. Bench-stable and moisture-tolerant, it serves as a direct precursor for bioactive heterocycles and functional materials.
Application
2-Hydroxy-6-methylnicotinonitrile serves as a versatile building block in synthetic organic chemistry, enabling access to substituted pyridine derivatives through standard functional group manipulations. Its hydroxyl and nitrile groups offer orthogonal reactivity for derivatization, while the methyl substituent enhances stability and facilitates electrophilic substitution. The compound exhibits bench stability and compatibility with common purification methods, making it suitable for iterative synthesis workflows in medicinal chemistry and process development.
Synthesis
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Route1
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67-64-1 -
107-91-5
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109-94-4
- ~50%
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In-stock
4241-27-4
References
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Corvas International, Inc. Patent: US6342504 B1, 2002 ; Location in patent: Page column 50 ; US 6342504 B1
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Route2
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110-89-4
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107-91-5
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109-94-4
- ~50%
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In-stock
4241-27-4
References
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Corvas International, Inc. Patent: US5656645 A1, 1997 ; US 5656645 A
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Route3
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In-stock
582300-58-1 - ~88%
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In-stock
4241-27-4
References
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Azuma, Yutaka; Morone, Mieko; Nagayama, Kouki; Kawamata, Yurie; Sato, Atsuko Heterocycles, 2003 , vol. 60, # 6 p. 1461 - 1468
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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 56.91
- LogP 0.9673
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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