| Identification | More | [Name]
6-Methylpyridazin-3(2H)-one | [CAS]
13327-27-0 | [Synonyms]
6-METHYL-2H-PYRIDAZIN-3-ONE
6-METHYL-3(2H)-PYRIDAZINONE
6-METHYLPYRIDAZIN-3[2H]-ONE
SPECS AC-907/25005370
6-Methyl-3-pyridazone
3(2H)-Pyridazinone,6-methyl-
6-METHYL-2,3-DIHYDROPYRIDAZIN-3-ONE
6-Methylpyridazin-3-one
6-Methylpyridazin-32Hü-one, 98%
6-Methyl-2,3-dihydropyridazine-3-one | [EINECS(EC#)]
236-367-0 | [Molecular Formula]
C5H6N2O | [MDL Number]
MFCD00039720 | [Molecular Weight]
110.11 | [MOL File]
13327-27-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
143-145°C | [density ]
1.22±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
11.51±0.40(Predicted) | [color ]
Light yellow to Amber to Dark green | [BRN ]
109928 | [InChI]
InChI=1S/C5H6N2O/c1-4-2-3-5(8)7-6-4/h2-3H,1H3,(H,7,8) | [InChIKey]
QZWIXLPWMGHDDD-UHFFFAOYSA-N | [SMILES]
C1(=O)NN=C(C)C=C1 | [CAS DataBase Reference]
13327-27-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22-36/37/38 | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [HazardClass ]
IRRITANT | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Uses]
6-?Methyl-?3-?pyridazinone is a lignin-based dye used on wool. 6-?Methyl-?3-?pyridazinone is also used as a reactant for the synthesis of C-?(1-?aryl-?cyclohexyl)?-?methylamine derivatives as selective, orally available inhibitors of dipeptidyl peptidase IV, imidazopyridazinone derivatives as PDE7 inhibitors and pyridazinone derivatives with an arylpiperazinylalkyl chain as a potentent, orally active, antinociceptive agent. | [Definition]
ChEBI: 6-Methylpyridazin-3(2H)-one is a member of pyridazines. | [Synthesis Reference(s)]
Synthesis, p. 1158, 1994 DOI: 10.1055/s-1994-25663 | [Synthesis]
General procedure for the synthesis of 6-methyl-3(2H)-pyridazinone from 4,5-dihydro-6-methylpyridazin-3(2H)-one: bromine (7.68 g, 48.05 mmol) was added slowly and dropwise to a solution of 6-methyl-4,5-dihydropyridazin-3(2H)-one (9.0 g, 80.26 mmol) in acetic acid (90 mL) at 90 °C. The reaction mixture was stirred continuously at 90 °C for 5-6 hours. Upon completion of the reaction, the excess acetic acid was removed by distillation under reduced pressure. The resulting residue was neutralized with aqueous sodium bicarbonate solution, followed by filtration to collect the solid product. The filter cake was dried to give the title compound 6-methyl-3(2H)-pyridazinone (6.0 g, 68% yield). The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ 12.73 (s, 1H), 7.30 (d, J = 9.6 Hz, 1H), 6.80 (d, J = 9.9 Hz, 1H), 2.14 (s, 3H). | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 19, p. 6286 - 6291
[2] Journal of Chemical Research, Miniprint, 1995, # 8, p. 1840 - 1852
[3] Journal of the Chemical Society, 1947, p. 239,242
[4] Journal of the Chemical Society, 1947, p. 239,242
[5] Patent: US4595521, 1986, A |
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