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Pyridazine information


Pyridazine
Skeletal formula with numbering convention
Pyridazine molecule
C=black, H=white, N=blue
Pyridazine molecule
C=black, H=white, N=blue
Names
Preferred IUPAC name
Pyridazine[1]
Systematic IUPAC name
1,2-Diazabenzene
Other names
1,2-Diazine
Orthodiazine
Oizine
Identifiers
CAS Number
  • 289-80-5 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
103906
ChEBI
  • CHEBI:30954 checkY
ChEMBL
  • ChEMBL15719 checkY
ChemSpider
  • 8902 checkY
ECHA InfoCard 100.005.478 Edit this at Wikidata
EC Number
  • 206-025-5
Gmelin Reference
49310
PubChem CID
  • 9259
UNII
  • 449GLA0653 checkY
CompTox Dashboard (EPA)
  • DTXSID7059777 Edit this at Wikidata
InChI
  • InChI=1S/C4H4N2/c1-2-4-6-5-3-1/h1-4H checkY
    Key: PBMFSQRYOILNGV-UHFFFAOYSA-N checkY
  • InChI=1/C4H4N2/c1-2-4-6-5-3-1/h1-4H
    Key: PBMFSQRYOILNGV-UHFFFAOYAA
SMILES
  • n1ncccc1
Properties
Chemical formula
C4H4N2
Molar mass 80.090 g·mol−1
Appearance Colorless liquid
Density 1.107 g/cm3
Melting point −8 °C (18 °F; 265 K)
Boiling point 208 °C (406 °F; 481 K)
Solubility in water
miscible
Solubility miscible in dioxane, ethanol
soluble in benzene, diethyl ether
negligible in cyclohexane, ligroin
Refractive index (nD)
1.52311 (23.5 °C)
Thermochemistry
Std enthalpy of
formation fH298)
224.9 kJ/mol
Hazards
GHS labelling:[2]
Pictograms
GHS07: Exclamation mark
Signal word
Warning
Hazard statements
H302, H315, H319, H335
Precautionary statements
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, P501
Flash point 85 °C (185 °F; 358 K)
Related compounds
Related compounds
  • pyridine
  • pyrimidine
  • pyrazine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Pyridazine is an aromatic, heterocyclic, organic compound with the molecular formula C4H4N2. It contains a six-membered ring with two adjacent nitrogen atoms.[3] It is a colorless liquid with a boiling point of 208 °C. It is isomeric with two other diazine (C4H4N2) rings, pyrimidine and pyrazine.

  1. ^ "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 141. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ "Pyridazine". pubchem.ncbi.nlm.nih.gov.
  3. ^ Gumus, S. (2011). "A computational study on substituted diazabenzenes" (PDF). Turk J Chem. 35: 803–808. Archived from the original (PDF) on 2016-03-03. Retrieved 2014-04-10.

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Pyridazine

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Pyridazine is an aromatic, heterocyclic, organic compound with the molecular formula C4H4N2. It contains a six-membered ring with two adjacent nitrogen...

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Pyrazine

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molecule with point group D2h. Pyrazine is less basic than pyridine, pyridazine and pyrimidine. It is a "deliquescent crystal or wax-like solid with a...

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Pyrimidine

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other diazines are pyrazine (nitrogen atoms at the 1 and 4 positions) and pyridazine (nitrogen atoms at the 1 and 2 positions). In nucleic acids, three types...

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Diazine

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been replaced by isolobal nitrogen. There are three structural isomers: pyridazine (1,2-diazine) pyrimidine (1,3-diazine) pyrazine (1,4-diazine) 6-membered...

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Tetrazine

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of one DA reaction and two retro-DA reactions to cyclopentadiene and a pyridazine with exchange of an acetylene unit: With norbornadiene fused to an arene...

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Phenazone

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which melt at 156 °C (313 °F). Potassium permanganate oxidizes it to pyridazine tetracarboxylic acid. Possible adverse effects include:[citation needed]...

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Benzene

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second CH bond with N gives, depending on the location of the second N, pyridazine, pyrimidine, or pyrazine. Four chemical processes contribute to industrial...

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Simple aromatic ring

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Quinoline Isoquinoline Pyrazine Quinoxaline Acridine Pyrimidine Quinazoline   Pyridazine Cinnoline Phthalazine 1,2,3-Triazine 1,2,4-Triazine 1,3,5-Triazine (s-triazine)...

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Branaplam

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Branaplam (development codes LMI070 and NVS-SM1) is a pyridazine derivative that is being studied as an experimental drug. It was originally developed...

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Hydrazine

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conversion of hydrazine to heterocyclic rings such as pyrazoles and pyridazines. Examples of commercialized bioactive hydrazine derivatives include cefazolin...

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Basic aromatic ring

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Pyridine Quinoline Isoquinoline Acridine Pyrazine Quinoxaline Imidazole Benzimidazole Purine Pyrazole Indazole Pyrimidine Quinazoline Pyridazine Cinnoline...

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Pimobendan

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5-methyl-6-[3-nitro-4-(4-methoxy-benzoylamino)-phenyl]-3-oxo-4,5-dihydro-2H-pyridazine [74149-73-8]. Catalytic hydrogenation reduces the nitro group giving [74149-74-9]...

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Risdiplam

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of SMN, tends to determine the severity of disease. The compound is a pyridazine derivative that modifies the splicing of SMN2 messenger RNA to include...

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Phthalazine

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iodides. Upon oxidation with alkaline potassium permanganate it yields pyridazine dicarboxylic acid. Zinc and hydrochloric acid decompose it with formation...

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Tubocurarine chloride

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Gesler RM, Hoppe JO (December 1956). "3, 6-bis(3-diethylaminopropoxy) pyridazine bismethiodide, a long-acting neuromuscular blocking agent". The Journal...

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Hexazine

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other members of the azine series have (such as pyridine, pyrimidine, pyridazine, pyrazine, triazines, and tetrazines). While a neutrally charged hexazine...

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Nitrification

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CH4/NH4 oxidation. Compounds containing two or three adjacent ring N atoms (pyridazine, pyrazole, indazole) tend to have a significantly higher inhibition effect...

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Diazinane

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6-membered aromatic rings with two nitrogen atoms: Diazine Pyrazine pyrimidine pyridazine 6-membered saturated rings with three nitrogen atoms Triazinane Hexahydro-1...

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Leaf spot

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coming in contact with the plant. A low rate of contact from nitrile and pyridazine herbicides, can result in spotting or speckling of the plant's foliage...

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Monoamine oxidase B

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(November 2007). "Synthesis and monoamine oxidase inhibitory activity of new pyridazine-, pyrimidine- and 1,2,4-triazine-containing tricyclic derivatives". Journal...

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List of benzodiazepines

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Pyridine

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second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine. Impure pyridine was undoubtedly prepared by...

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Vebreltinib

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Spinal muscular atrophy

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(marketed as Evrysdi) is a medication taken by mouth in liquid form. It is a pyridazine derivative that works by increasing the amount of functional survivor...

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Hydracarbazine

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Hydracarbazine is a pyridazine that has found use as an antihypertensive agent. Liberman D, Rouaix A (1959). "Hydrazino derivatives of some heterocyclic...

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