3,4,5-Trichloropyridazine

Name: 3,4,5-Trichloropyridazine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 14161-11-6
Cat. No. CS-W000353
Purity≥98%
MDL No.MFCD00006464

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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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Structure of 14161-11-6

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General Information

CAS No. 14161-11-6
Cat. No. CS-W000353
Purity ≥98%
MDL No. MFCD00006464
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄HCl₃N₂
Molecular Weight 183.42
Synonym(s) 3,4,5-trichloro-pyridazine
SMILES ClC1=C(Cl)C(Cl)=NN=C1

Description

3,4,5-Trichloropyridazine is a highly reactive heterocyclic scaffold featuring three chlorine substituents positioned at the 3-, 4-, and 5-positions of the pyridazine ring. This arrangement imparts strong electron-withdrawing character and facilitates selective nucleophilic substitution under mild conditions. The molecule serves as a key intermediate in the synthesis of advanced agrochemicals and pharmaceutical candidates, where its halogenated framework enables efficient coupling reactions. Its bench-stable nature supports reliable handling in multi-step synthetic sequences.

Application

3,4,5-Trichloropyridazine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of nitrogen-containing heterocycles via nucleophilic substitution. Its three chlorine substituents provide orthogonal reactivity for sequential functionalization, facilitating the installation of diverse aryl, alkyl, and amino groups under mild conditions. The compound exhibits excellent bench stability and compatibility with standard coupling protocols, making it ideal for modular scaffold development in high-throughput screening campaigns.

Synthesis

Route1
- 186581-53-3
- In-stock
  
  6262-42-6
- ~75%
- In-stock
  
  14161-11-6
References
- Lukin, K. A.; Zefirov, N. S. Journal of Organic Chemistry USSR (English Translation), 1990 , vol. 26, # 2.1 p. 242 - 246 Zhurnal Organicheskoi Khimii, 1990 , vol. 26, # 2 p. 289 - 294
Route2
- In-stock
  
  932-22-9
- ~92%
- In-stock
  
  14161-11-6
References
- CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); MCNEENEY, Stephen, Phillip; PASTOR FERNÁNDEZ, Joaquín; MARTÍNEZ GONZÁLES, Sonia; MARTÍN HERNANDO, José Ignacio; RODRÍGUEZ HERGUETA, Antonio; RICO FERREIRA, María del Rosario; BLANCO APARICIO, Carmen Patent: WO2013/4984 A1, 2013 ; Location in patent: Page/Page column 70 ;

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 25.78
LogP 2.4368
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridazine compounds

Key Words

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3,4,5-Trichloropyridazine

CAS No. 14161-11-6

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