P57204

Sigma-Aldrich

Pyridazine

98%

Empirical Formula (Hill Notation):
C4H4N2
CAS Number:
Molecular Weight:
80.09
Beilstein/REAXYS Number:
103906
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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.

Packaging

5, 50 g in glass bottle

storage_class_code

10 - Combustible liquids

WGK Germany

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

Certificate of Analysis

Certificate of Origin

Jeffrey R Reimers et al.
Physical chemistry chemical physics : PCCP, 14(25), 8791-8802 (2012-04-26)
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...
Masaomi Terajima et al.
European journal of pharmacology, 698(1-3), 455-462 (2012-11-28)
Given the key role p38 mitogen-activated protein kinase (MAPK) plays in inflammatory responses through the production of cytokines and inflammatory mediators, its inhibition is considered a promising therapeutic strategy for chronic inflammatory diseases such as rheumatoid arthritis, psoriasis, inflammatory bowel...
Six membered heterocyclic compounds with two or more heteroatoms
Heterocyclic Chemistry (2010)
Scott S Walker et al.
Antimicrobial agents and chemotherapy, 55(11), 5099-5106 (2011-08-17)
The echinocandins are a class of semisynthetic natural products that target β-1,3-glucan synthase (GS). Their proven clinical efficacy combined with minimal safety issues has made the echinocandins an important asset in the management of fungal infection in a variety of...
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...

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