6-Bromopyridazin-3(2H)-one

Name: 6-Bromopyridazin-3(2H)-one
Brand: ChemScene
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CAS No. 51355-94-3
Cat. No. CS-W007135
Purity≥98%
MDL No.None

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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 51355-94-3

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General Information

CAS No. 51355-94-3
Cat. No. CS-W007135
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₃BrN₂O
Molecular Weight 174.98
Synonym(s) 6-bromo-3-pyridazinol(SALTDATA
SMILES O=C1C=CC(Br)=NN1

Description

6-Bromopyridazin-3(2H)-one delivers a brominated pyridazinone scaffold with enhanced reactivity at the C6 position, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The lactam carbonyl group provides polarity and hydrogen-bonding capacity, improving solubility in polar solvents and compatibility with diverse synthetic workflows. This bench-stable heterocycle serves as a key intermediate for bioactive molecule construction.

Application

6-Bromopyridazin-3(2H)-one serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromine substituent exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the pyridazinone core provides excellent stability and solubility in common organic solvents. Its well-defined electronic profile supports predictable reactivity, facilitating rapid diversification of heterocyclic scaffolds for drug discovery applications.

Synthesis

Route1
- In-stock
  
  123-33-1
- ~%
- In-stock
  
  17973-86-3
- In-stock
  
  51355-94-3
References
- Sterling Drug Inc. Patent: US2858311 , 1955 ; Full Text Show Details Steck et al. Journal of the American Chemical Society, 1954 , vol. 76, p. 3225

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 45.75
LogP 0.5324
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridazine compounds

Key Words

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6-Bromopyridazin-3(2H)-one

CAS No. 51355-94-3

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