6-(Dimethylamino)-3-pyridinecarboxylic acid

Name: 6-(Dimethylamino)-3-pyridinecarboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 82846-28-4
Cat. No. CS-B1321
Molecule weight166.18
Purity≥97%
MDL No.MFCD07357408

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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6-(Dimethylamino)-3-pyridinecarboxylic acid|CS-B1321

Structure of 82846-28-4

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General Information

CAS No. 82846-28-4
Cat. No. CS-B1321
Purity ≥97%
MDL No. MFCD07357408
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀N₂O₂
Molecular Weight 166.18
Synonym(s) 6-(Dimethylamino)pyridine-3-carboxylic acid; 6-Dimethylaminonicotinic acid; NSC 196545; 6-(N,N-DiMethylaMino)nicotinic acid
SMILES CN(C)C1=NC=C(C(O)=O)C=C1

Description

6-(Dimethylamino)-3-pyridinecarboxylic acid features a pyridine core functionalized with a carboxylic acid at position 3 and a dimethylamino group at position 6, creating a strongly electron-rich heterocycle. This arrangement enhances its utility in metal coordination and as a building block for bioactive molecules. The molecule exhibits improved solubility and stability under standard conditions, facilitating integration into synthetic workflows.

Application

6-(Dimethylamino)-3-pyridinecarboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of pyridine-based pharmacophores. Its carboxylic acid group facilitates amide coupling and esterification, while the dimethylamino substituent enhances solubility and modulates electronic properties. The molecule exhibits bench stability and compatibility with standard functional group manipulations, supporting its use in the construction of heterocyclic scaffolds and API intermediates.

Synthesis

Route1
- In-stock
  
  5326-23-8
- 124-40-3
- ~3%
- In-stock
  
  82846-28-4
References
- Skinner, Philip J.; Cherrier, Martin C.; Webb, Peter J.; Sage, Carleton R.; Dang, Huong T.; Pride, Cameron C.; Chen, Ruoping; Tamura, Susan Y.; Richman, Jeremy G.; Connolly, Daniel T.; Semple, Graeme Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 23 p. 6619 - 6622
Route2
- In-stock
  
  6311-35-9
- 124-40-3
- ~86%
- In-stock
  
  82846-28-4
References
- Rottmann; Synstad; Eijsink; Peter European Journal of Organic Chemistry, 1999 , # 9 p. 2293 - 2297

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H317
Precautionary Statements : P261-P272-P280-P302+P352-P363-P501

Quality Control

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Computational Chemistry Data

TPSA 53.43
LogP 0.8458
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-(Dimethylamino)-3-pyridinecarboxylic acid

CAS No. 82846-28-4

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