1,4-Dichloropyrido[3,4-d]pyridazine

Name: 1,4-Dichloropyrido[3,4-d]pyridazine
Brand: ChemScene
Availability: InStock
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CAS No. 14490-19-8
Cat. No. CS-W021286
Purity≥97%
MDL No.MFCD09839782

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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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1,4-Dichloropyrido[3,4-d]pyridazine|CS-W021286

Structure of 14490-19-8

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General Information

CAS No. 14490-19-8
Cat. No. CS-W021286
Purity ≥97%
MDL No. MFCD09839782
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃Cl₂N₃
Molecular Weight 200.03
Synonym(s) 1,4-Dichloropyrido[4,3-d]pyridazine
SMILES ClC1=NN=C(Cl)C2=CC=NC=C21

Description

1,4-Dichloropyrido[3,4-d]pyridazine is a chlorinated heterocyclic scaffold featuring two chlorine substituents at the 1- and 4-positions of the pyrido[3,4-d]pyridazine core. This electron-deficient framework serves as a key building block in medicinal chemistry for constructing kinase inhibitors and targeted therapeutics. The molecule exhibits enhanced metabolic stability and facilitates direct coupling in cross-coupling reactions under standard conditions.

Application

1,4-Dichloropyrido[3,4-d]pyridazine serves as a versatile building block in heterocyclic synthesis, enabling efficient construction of complex nitrogen-containing scaffolds. The dichloro substitution pattern facilitates sequential cross-coupling reactions and nucleophilic aromatic substitution, offering predictable regiochemistry. Its bench-stable nature and compatibility with palladium-catalyzed transformations make it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
- 31384-08-4
- ~64%
- In-stock
  
  14490-19-8
References
- Kaizerman, Jacob A.; Aaron, Wade; An, Songzhu; Austin, Richard; Brown, Matt; Chong, Angela; Huang, Tom; Hungate, Randall; Jiang, Ben; Johnson, Michael G.; Lee, Gary; Lucas, Brian S.; Orf, Jessica; Rong, Minqing; Toteva, Maria M.; Wickramasinghe, Dineli; Xu, Guifen; Ye, Qiuping; Zhong, Wendy; McMinn, Dustin L. Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 15 p. 4607 - 4610

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

Quality Control

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Computational Chemistry Data

TPSA 38.67
LogP 2.3316
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridazine compounds

Drug Discovery Inflammation/Immunology NLRP3

Key Words

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1,4-Dichloropyrido[3,4-d]pyridazine

CAS No. 14490-19-8

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