Lot numbers can be found on the outside label of a product:
6-Bromo-1-methylpyridin-2(1H)-one
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CAS No. 873383-11-0
- Cat. No. CS-W006538
- Purity≥95%
- MDL No.MFCD00234174
*For research and further manufacturing use only, not for direct human use.
Structure of 873383-11-0
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General Information
- CAS No. 873383-11-0
- Cat. No. CS-W006538
- Purity ≥95%
- MDL No. MFCD00234174
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₆BrNO
- Molecular Weight 188.02
- Synonym(s) 6-Bromo-1-methylpyridine-2(1H)one
- SMILES CN1C(Br)=CC=CC1=O
Description
6-Bromo-1-methylpyridin-2(1H)-one features a brominated pyridinone core with a methyl group at the nitrogen, enabling direct functionalization in cross-coupling reactions. The electron-deficient ring facilitates nucleophilic substitution, while the bench-stable structure simplifies handling in synthetic workflows.
Application
6-Bromo-1-methylpyridin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C6 position via palladium-catalyzed cross-coupling reactions. The pyridinone core provides hydrogen-bonding capacity and metabolic stability, while the methyl group enhances solubility and modulates electronic properties. Bench-stable and compatible with standard purification methods, it facilitates efficient synthesis of heterocyclic scaffolds relevant to kinase inhibitors and CNS-targeted therapeutics.
Synthesis
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Route1
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1352724-65-2 - ~53%
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In-stock
873383-11-0
References
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WASHINGTON UNIVERSITY Patent: US2011/311447 A1, 2011 ;
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Route2
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In-stock
19798-81-3 -
74-88-4
- ~52%
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In-stock
873383-11-0
References
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Li, Junfeng; Zhang, Xiang; Zhang, Zhanbin; Padakanti, Prashanth K.; Jin, Hongjun; Cui, Jinquan; Li, Aixiao; Zeng, Dexing; Rath, Nigam P.; Flores, Hubert; Perlmutter, Joel S.; Parsons, Stanley M.; Tu, Zhude Journal of Medicinal Chemistry, 2013 , vol. 56, # 15 p. 6216 - 6233
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Route3
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In-stock
27992-32-1 -
74-88-4
- ~%
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In-stock
873383-11-0
References
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Becknell, Nadine C.; Lyons, Jacquelyn A.; Aimone, Lisa D.; Gruner, John A.; Mathiasen, Joanne R.; Raddatz, Rita; Hudkins, Robert L. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 23 p. 7076 - 7080
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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 22
- LogP 1.1478
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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