All Photos(1)
Synonym(s):
1,2-Diazabenzene, 1,2-Diazine, o-Diazine
Empirical Formula (Hill Notation):
C4H4N2
CAS Number:
Molecular Weight:
80.09
Beilstein:
103906
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
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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.
WGK
WGK 3
Flash Point(F)
closed cup
Flash Point(C)
closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Dorina Mantu et al.
European journal of medicinal chemistry, 45(11), 5164-5168 (2010-09-04)
A series of eighteen novel compounds with pyridazine moiety were synthesized and their in vitro antituberculosis activities have been evaluated. A fast, general, and facile method for preparation of pyridazine derivatives in moderate to excellent yields is presented. Three compounds
Pyridazine as a privileged structure: An updated review on anticancer activity of pyridazine containing bioactive molecules
He Z-X, et al.
European Journal of Medicinal Chemistry, 112946-112946 (2020)
Timothy D Scarborough et al.
The Journal of chemical physics, 136(5), 054309-054309 (2012-02-11)
We report on the ultrafast photoionization of pyridine, pyridazine, pyrimidine, and pyrazine. These four molecules represent a systematic series of perturbations into the structure of a benzene ring which explores the substitution of a C-H entity with a nitrogen atom
Synthesis, molecular modelling and anticancer evaluation of new pyrrolo[1,2-b]pyridazine and pyrrolo[2,1-a]phthalazine derivatives
Popovici L, et al.
Journal of Enzyme Inhibition and Medicinal Chemistry, 34(1), 230-243 (2019)
Pyridazinium-based ionic liquids as novel and green corrosion inhibitors of carbon steel in acid medium: electrochemical and molecular dynamics simulation studies
El-Hajjaji F, et al.
Journal of Molecular Liquids, 249(1), 997-1008 (2018)
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