Lot numbers can be found on the outside label of a product:
6-Chloro-5-methylnicotinic acid
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CAS No. 66909-29-3
- Cat. No. CS-0153170
- Purity≥97%
- MDL No.MFCD17214192
*For research and further manufacturing use only, not for direct human use.
Structure of 66909-29-3
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General Information
- CAS No. 66909-29-3
- Cat. No. CS-0153170
- Purity ≥97%
- MDL No. MFCD17214192
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₆ClNO₂
- Molecular Weight 171.58
- Synonym(s) 6-Chloro-5-methylpyridine-3-carboxylic acid, 5-Carboxy-2-chloro-3-methylpyridine
- SMILES CC1=CC(=CN=C1Cl)C(=O)O
Description
6-Chloro-5-methylnicotinic acid features a chlorine atom at the 6-position and a methyl group at the 5-position of the nicotinic acid scaffold, delivering enhanced electron-withdrawing character and steric influence. This configuration supports direct incorporation into heterocyclic systems and facilitates downstream functionalization in medicinal chemistry campaigns.
Application
6-Chloro-5-methylnicotinic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive heterocycles via standard coupling and cyclization protocols. Its orthogonal functional groups—chloro at C6 and methyl at C5—facilitate selective derivatization, while the carboxylic acid supports facile amide formation or esterification. Bench-stable and compatible with common reaction conditions, it functions effectively in the synthesis of pharmaceutical intermediates and agrochemical scaffolds.
Synthesis
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Route1
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In-stock
176433-43-5 - ~89%
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In-stock
66909-29-3
References
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Bolli, Martin H.; Abele, Stefan; Birker, Magdalena; Bravo, Roberto; Bur, Daniel; De Kanter, Ruben; Kohl, Christopher; Grimont, Julien; Hess, Patrick; Lescop, Cyrille; Mathys, Boris; Mueller, Claus; Nayler, Oliver; Rey, Markus; Scherz, Michael; Schmidt, Gunther; Seifert, Juergen; Steiner, Beat; Velker, Joerg; Weller, Thomas Journal of Medicinal Chemistry, 2014 , vol. 57, # 1 p. 110 - 130
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Route2
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In-stock
59782-89-7 -
124-38-9 - ~68%
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In-stock
66909-29-3
References
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Fontaine, Fanny; Hequet, Arnaud; Voisin-Chiret, Anne-Sophie; Bouillon, Alexandre; Lesnard, Aurelien; Cresteil, Thierry; Jolivalt, Claude; Rault, Sylvain Journal of Medicinal Chemistry, 2014 , vol. 57, # 6 p. 2536 - 2548
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Route3
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4403-61-6
- ~%
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In-stock
66909-29-3
References
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Bolli, Martin; Lescop, Cyrille; Mathys, Boris; Mueller, Claus; Nayler, Oliver; Steiner, Beat; Velker, Jorg Patent: US2011/212998 A1, 2011 ; US 20110212998 A1
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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 50.19
- LogP 1.74162
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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