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
Show more names
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
- Formal charge
- 0
- Complexity
- 30.5
Experimental & physicochemical properties
Ionization Efficiency
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
- pka
- 2.24 · 2.24(at 20℃)
- form
- Liquid
- color
- Clear yellow-brown
- Water Solubility
- MISCIBLE
- Merck
- 14 · 14,7969
- BRN
- 103906 · 103906
- InChI
- 1S/C4H4N2/c1-2-4-6-5-3-1/h1-4H
- InChIKey
- PBMFSQRYOILNGV-UHFFFAOYSA-N
- SMILES
- c1ccnnc1
- CAS DataBase Reference
- 289 · 289-80-5(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 449 GLA0653 · 449GLA0653
- NIST Chemistry Reference
- Pyridazine(289-80-5)
- EPA Substance Registry System
- Pyridazine (289-80-5)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 227 · H227-H315-H319-H335
- Precautionary statements
- 280 g-P305+P351+P338 · P280g-P305+P351+P338
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- Hazard Codes
- Xn
- Risk Statements
- 36 · 36/37/38-22
- Safety Statements
- 23 · 23-24/25
- RIDADR
- 1993 · NA 1993 / PGIII
- WGK Germany
- 3 · 3
- RTECS
- 5267000 · UR5267000
- F
- 8 · 8-10
- TSCA
- TSCA listed
- HS Code
- 29339980 · 29339980
- Storage Class
- 10 · 10 - Combustible liquids
- Toxicity
- 50 ipr-mus: · LD50 ipr-mus: 2650 mg/kg PBPHAW 1,542,65
Safety & regulation
GHS classification
GHS Classification
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
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
- hs_code
- 29339980
- Toxicity
- LD50 ipr-mus: 2650 mg/kg PBPHAW 1,542,65
- risk_code
- 36/37/38-22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 23-24/25
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H227-H315-H319-H335
- Precautionary statements
- P280g-P305+P351+P338
Chemistry & industry
Uses & manufacturing
Applications
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: Pyridazine is a member of pyridazines and a diazine.
Related reactions
Linked notes
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