Lot numbers can be found on the outside label of a product:
1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid
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CAS No. 3719-45-7
- Cat. No. CS-0032465
- Purity≥98%
- MDL No.MFCD00031002
*For research and further manufacturing use only, not for direct human use.
Structure of 3719-45-7
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General Information
- CAS No. 3719-45-7
- Cat. No. CS-0032465
- Purity ≥98%
- MDL No. MFCD00031002
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₇NO₃
- Molecular Weight 153.14
- Synonym(s) None
- SMILES O=C(C(C=C1)=CN(C)C1=O)O
Description
1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid features a conjugated enone system paired with a carboxylic acid group, enabling direct participation in cycloaddition and condensation reactions. The methyl substitution enhances solubility and stability under standard bench conditions, while the electron-deficient dihydropyridine core facilitates nucleophilic attack at C6. This scaffold integrates readily into heterocyclic libraries for medicinal chemistry applications.
Application
1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyridine and dihydropyridine scaffolds. Its carboxylic acid and enone functionalities facilitate conjugate additions, condensations, and metal-catalyzed coupling reactions. The molecule exhibits bench stability and tolerates a range of functional groups, supporting straightforward purification and integration into multi-step synthetic sequences for medicinal chemistry and process development.
Synthesis
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Route1
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5006-66-6 -
74-88-4 - ~68%
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In-stock
3719-45-7
References
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ALMIRALL, S.A.; GRIMA POVEDA, Pedro Manuel; AGUILAR IZQUIERDO, Nuria; MIR CEPEDA, Marta; LOPEZ MARTINEZ, Manuel Patent: WO2010/43377 A1, 2010 ; Location in patent: Page/Page column 66 ; WO 2010/043377 A1
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Route2
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74-88-4
- ~%
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In-stock
3719-45-7
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In-stock
6375-89-9
References
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AstraZeneca AB; NPS PHARMACEUTICALS, INC. Patent: US2007/259862 A1, 2007 ; Location in patent: Page/Page column 29 ; US 20070259862 A1
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Route3
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77837-12-8
- ~91%
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In-stock
3719-45-7
References
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Buurman; Van der Plas Journal of Heterocyclic Chemistry, 1986 , vol. 23, # 4 p. 1015 - 1018
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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 : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 59.3
- LogP 0.0835
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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