3,6-Dichloropyridazine-4-carboxamide

Name: 3,6-Dichloropyridazine-4-carboxamide
Brand: ChemScene
Availability: InStock
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CAS No. 27427-66-3
Cat. No. CS-0146007
Purity≥98%
MDL No.MFCD11646064

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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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3,6-Dichloropyridazine-4-carboxamide|CS-0146007

Structure of 27427-66-3

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General Information

CAS No. 27427-66-3
Cat. No. CS-0146007
Purity ≥98%
MDL No. MFCD11646064
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃Cl₂N₃O
Molecular Weight 192.00
Synonym(s) 3,6-Dichloro-pyridazine-4-carboxylic acid amide
SMILES O=C(C1=CC(Cl)=NN=C1Cl)N

Description

3,6-Dichloropyridazine-4-carboxamide is a heterocyclic amide featuring two chlorine substituents at the 3- and 6-positions of the pyridazine core. This electron-deficient scaffold integrates readily into medicinal chemistry programs, offering enhanced metabolic stability and favorable binding interactions in target-directed synthesis. The carboxamide group enables hydrogen bonding and strategic derivatization.

Application

3,6-Dichloropyridazine-4-carboxamide serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds through nucleophilic substitution. The dichloro functionality at the 3- and 6-positions offers orthogonal reactivity for sequential derivatization, while the carboxamide group provides hydrogen-bonding capacity and metabolic stability. This compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns targeting kinase inhibitors and other bioactive molecules.

Synthesis

Route1
- 6531-08-4
- ~83%
- In-stock
  
  27427-66-3
References
- Ried, Walter; Eichhorn, Thomas A. Chemische Berichte, 1988 , vol. 121, p. 2049 - 2052
Route2
- 124-41-4
- In-stock
  
  34127-22-5
- ~%
- In-stock
  
  27427-66-3
- 34121-92-1
- 34127-26-9
References
- ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2004/108707 A1, 2004 ; Location in patent: Page 54 ; WO 2004/108707 A1

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 68.87
LogP 0.8823
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridazine compounds

Key Words

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3,6-Dichloropyridazine-4-carboxamide

CAS No. 27427-66-3

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