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P57204

Sigma-Aldrich

Pyridazine

98%

Empirical Formula (Hill Notation):
C4H4N2
CAS Number:
Molecular Weight:
80.09
Beilstein:
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

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

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
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
Emily A Peterson et al.
Bioorganic & medicinal chemistry letters, 22(15), 4967-4974 (2012-07-07)
mTOR is a critical regulator of cellular signaling downstream of multiple growth factors. The mTOR/PI3K/AKT pathway is frequently mutated in human cancers and is thus an important oncology target. Herein we report the evolution of our program to discover ATP-competitive
Six membered heterocyclic compounds with two or more heteroatoms
Heterocyclic Chemistry (2010)
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)

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