P57204
Pyridazine
98%
Synonym(s):
1,2-Diazabenzene, 1,2-Diazine, o-Diazine
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About This Item
Empirical Formula (Hill Notation):
C4H4N2
CAS Number:
Molecular Weight:
80.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-025-5
Beilstein/REAXYS Number:
103906
MDL number:
Assay:
98%
Quality Level
assay
98%
refractive index
n20/D 1.524 (lit.)
bp
208 °C (lit.)
mp
−8 °C (lit.)
density
1.103 g/mL at 25 °C (lit.)
SMILES string
c1ccnnc1
InChI
1S/C4H4N2/c1-2-4-6-5-3-1/h1-4H
InChI key
PBMFSQRYOILNGV-UHFFFAOYSA-N
General description
Pyridazine is a mono-basic 1,2-diazine compound, which is commonly prepared by the reaction of 1,4-dicarbonyls with hydrazines. Pyridazine ring is found in many herbicides like credazine, pyridatol and many pharmaceutical drugs like cefozopran, olaparib, talazoparib, and cadralazine.
Application
Pyridazine can be used:
- As a building block to synthesize N-phenyl-4-pyrazolo[1,5-b]pyridazin-3-yl-pyrimidin-2-amine derivatives as GSK-3 inhibitors.
- As a starting material in the synthesis of pharmacologically important pyrrolo[1,2-b]pyridazine derivatives.
- To prepare 1-(6-ethoxy-6-oxohexyl)pyridazin-1-ium bromide and 1-(2-bromoacetyl) pyridazinium bromide ionic liquids as corrosion inhibitors of steel under acidic conditions.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
185.0 °F - closed cup
flash_point_c
85 °C - closed cup
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
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N-Phenyl-4-pyrazolo [1, 5-b] pyridazin-3-ylpyrimidin-2-amines as potent and selective inhibitors of glycogen synthase kinase 3 with good cellular efficacy
Tavares FX, et al.
Journal of Medicinal Chemistry, 47(19), 4716-4730 (2004)
Six membered heterocyclic compounds with two or more heteroatoms
Heterocyclic Chemistry (2010)
Gernot Nuss et al.
Inorganic chemistry, 50(24), 12632-12640 (2011-11-19)
Reaction of potassium tris(mercapto-tert-butylpyridazinyl)borate K[Tn(tBu)] with copper(II) chloride in dichloromethane at room temperature led to the diamagnetic copper boratrane compound [Cu{B(Pn(tBu))(3)}Cl] (Pn = pyridazine-3-thionyl) (1) under activation of the B-H bond and formation of a Cu-B dative bond. In contrast