3-Amino-2,6-dichloroisonicotinic acid

Name: 3-Amino-2,6-dichloroisonicotinic acid
Brand: ChemScene
Availability: InStock
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CAS No. 58484-01-8
Cat. No. CS-0157868
Purity≥97%
MDL No.MFCD24445281

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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3-Amino-2,6-dichloroisonicotinic acid|CS-0157868

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General Information

CAS No. 58484-01-8
Cat. No. CS-0157868
Purity ≥97%
MDL No. MFCD24445281
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄Cl₂N₂O₂
Molecular Weight 207.01
Synonym(s) 3-Amino-2,6-dichloro-isonicotinsaeure
SMILES C1=C(C(=C(Cl)N=C1Cl)N)C(=O)O

Description

3-Amino-2,6-dichloroisonicotinic acid features a pyridine core bearing electron-withdrawing chlorine substituents at the 2 and 6 positions, paired with a strategically placed amino group at the 3 position. This arrangement enhances both resonance stabilization and reactivity in coupling processes. The compound exhibits robust bench stability and facilitates efficient incorporation into heterocyclic scaffolds for medicinal chemistry applications.

Application

3-Amino-2,6-dichloroisonicotinic acid serves as a versatile building block for heterocyclic synthesis, particularly in the construction of bioactive scaffolds. Its ortho-dichloro substitution pattern enhances electrophilic reactivity, while the amino and carboxylic acid groups provide dual handles for derivatization. The compound exhibits excellent bench stability and facilitates straightforward purification, enabling efficient integration into standard coupling and cyclization workflows common in medicinal chemistry and process development.

Synthesis

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  58484-01-8
References
- SUMITOMO CHEMICAL COMPANY, LIMITED Patent: WO2008/130021 A2, 2008 ; Location in patent: Page/Page column 395-396 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
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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Computational Chemistry Data

TPSA 76.21
LogP 1.6688
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Amino-2,6-dichloroisonicotinic acid

CAS No. 58484-01-8

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