Pyridazine

HCID 9259CAS 289-80-5

Basic information

Standard SMILES
c1ccnnc1
InChIKey
PBMFSQRYOILNGV-UHFFFAOYSA-N
Molecular formula
C4H4N2
Average molar mass
80.09 g/mol
Monoisotopic mass
80.03744813

Overview

Pyridazine is a member of pyridazines and a diazine.

Names & identifiers

Preferred name
Pyridazine
IUPAC
pyridazine
English name
Pyridazine
Molecular formula
C4H4N2
Molecular weight
80.09

Names & synonyms

PYRIDAZINE289-80-5Orthodiazine1,2-Diazineo-Diazine1,2-Diazabenzene449GLA0653NSC-90792DTXSID7059777CHEBI:30954RefChem:177556DTXCID7037892
Show more names
diazinePYRENE-1-CARBALDEHYDEOrizineyridazineAKOS 92457
206-025-5pyridazinoizineMFCD00006463NSC 90792Pyridazine, 98%1,2-DiazinUNII-449GLA0653

Database identifiers

CAS
289-80-5
PubChem CID
9259
DTXSID
DTXSID7059777
ChEMBL
CHEMBL15719
ChEBI
CHEBI:30954
UNII
449GLA0653
EC Number
206-025-5
Nikkaji
J2.567D

Properties

Computed structural properties

XLogP
-0.7
Topological polar surface area
25.8 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
6

Experimental & physicochemical properties

SpringerMaterials PropertiesSchoenflies notation
LogP-0.15
Ionization Efficiency · 6 items

Positive

2.2

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

Physicochemical properties

Melting point
-8 °C · -8 °C (lit.)
Boiling point
208 °C · 208 °C (lit.)
Density
1.103 g/mL · 1.103 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.524(lit.)
Flash point
185 °F · 185 °F
storage temp.
Inert atmosphere,Room Temperature

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (20%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (20%)

Safety data

F
8-10
PPE
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
wgk
3
tsca
TSCA listed
rtecs
UR5267000
ridadr
NA 1993 / PGIII

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPyridazine: ACTIVE
Applications · 3 items

DescriptionPyridazine, sometimes called 1,2-diazine, is a six-membered ring containing two adjacent nitrogen atoms. Pyridazine is a privileged structure in medicinal chemistry and can be used as an isosteric replacement of phenyl or heteroaromatic rings. Pyridazines can improve the physiochemical properties of drug molecules by increasing their water solubility, participating as hydrogen bond acceptors, and have a high capacity to complex with targets due to their dipole moment. Pyridazine confers bioavailability, especially to the CNS, and can reduce toxicity. Pyridazine is a part of several drug molecules, and the pyradzine pharmacophore has led to a variety of pharmacologically active compounds.

UsesPyrrolo[1,2-b]pyridazine 1 is a N-bridgehead aromatic heterocycle containing two nitrogen atoms, is obtained by the condensation of pyridazine and pyrrole.

General DescriptionPyridazine 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.

Preparation methods

PreparationPyridazine is obtained by the condensation of butenedial and hydrazine. ​

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海泰矶林实业有限公司02150630626 17717886015 · [email protected]

Additional notes

DefinitionChEBI: Pyridazine is a member of pyridazines and a diazine.

Related reactions

54 records

Linked notes

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