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P57204

Sigma-Aldrich

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:
289-80-5
Molecular Weight:
80.09
Beilstein:
103906
EC Number:
206-025-5
MDL number:
MFCD00006463
UNSPSC Code:
12352100
PubChem Substance ID:
24898697
NACRES:
NA.22

Quality Level

100

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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

185.0 °F - closed cup

Flash Point(C)

85 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

738255

3,6-Dibromopyridazine

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A unified picture is presented of water interacting with pyridine, pyridazine, pyrimidine, and pyrazine on the S(1) manifold in both gas-phase dimers and in aqueous solution. As (n,π*) excitation to the S(1) state removes electrons from the ground-state hydrogen bond
Emily A Peterson et al.
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Inorganic chemistry, 51(5), 2966-2975 (2012-03-01)
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