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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

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

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Dihydropteroate synthase (DHPS) is the validated drug target for sulfonamide antimicrobial therapy. However, due to widespread drug resistance and poor tolerance, the use of sulfonamide antibiotics is now limited. The pterin binding pocket in DHPS is highly conserved and is
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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
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