| Identification | More | [Name]
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one | [CAS]
6969-71-7 | [Synonyms]
1,2,4-TRIAZOL-(4,3-A)-PYRIDINE 3 (2H)-ONE
1,2,4-TRIAZOLE(4,3)PYRIDIN-3-(2H)-ONE
1,2,4-TRIAZOLO[4,3-A]PYRIDIN-3(2H)-ONE
1,2,4-TRIAZOLO-[4,3-A]PYRIDINE-3(2H)-ONE
3-HYDROXY-1,2,4-TRIAZOLO[4,3-A]PYRIDINE
3-HYDROXYTRIAZOLO[4,3-A]PYRIDINE
1,2,4-Triazolopyridin-3-one
1,2,4-Triazole-(4,3-alpha)pyri
1,2,4-Triazole-(4,3-a) Pyridine-3 (2H)-One
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one, 98+%
1,2,4-Triazolo4,3-aüpyridin-3(2H)-one, 98+% | [EINECS(EC#)]
230-191-8 | [Molecular Formula]
C6H5N3O | [MDL Number]
MFCD00022632 | [Molecular Weight]
135.12 | [MOL File]
6969-71-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
231°C | [density ]
1.51±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly, Heated, Sonicated) | [form ]
Solid | [pka]
7.86±0.20(Predicted) | [color ]
Light Brown to Brown | [BRN ]
607433 | [Stability:]
Light Sensitive | [InChI]
InChI=1S/C6H5N3O/c10-6-8-7-5-3-1-2-4-9(5)6/h1-4H,(H,8,10) | [InChIKey]
LJRXNXBFJXXRNQ-UHFFFAOYSA-N | [SMILES]
C12=NNC(=O)N1C=CC=C2 | [LogP]
0.113 | [CAS DataBase Reference]
6969-71-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3 | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
Beige Solid | [Uses]
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one was used to prepare a congener of Trazodone (T718500) which was found to be a potent and selective inhibitor of synaptosomal uptake of 5-hydroxytryptamine. | [Synthesis Reference(s)]
Journal of Medicinal Chemistry, 28, p. 1394, 1985 DOI: 10.1021/jm00148a004 | [Synthesis]
General procedure for the synthesis of [1,2,4]triazolo[4,3-a]pyridin-3-(2H)-one from 2-chloropyridine and aminourea hydrochloride: 2-chloropyridine (5.0 g, 44.03 mmol), aminourea hydrochloride (9.8 g, 88.06 mmol), and 2-ethoxyethanol (15 mL) were mixed and heated to reflux. Concentrated hydrochloric acid (0.1 mL dissolved in 1 mL of 2-ethoxyethanol) was slowly added to the reaction mixture. The reaction was kept at reflux for 24 hours and subsequently cooled to about 60 °C and diluted with deionized water (15 mL). The resulting light yellow solid product was collected by filtration and washed with deionized water to afford the title compound (2.2 g, 51% yield). The melting point of the product was 235-240°C. 1H NMR (300 MHz, DMSO-d6) δ 6.51-6.60 (m, 1H), 7.05-7.22 (m, 2H), 7.80 (d, J=7.1 Hz, 1H), 12.45 (br, 1H, exchangeable with D2O); IR (KBr) ν 3173, 3098. 3048, 1717, 1634, 1536, 1348 cm-1; MS 136 (M+1). | [storage]
-20°C | [References]
[1] Patent: US2009/209550, 2009, A1. Location in patent: Page/Page column 25-26
[2] Patent: US4254124, 1981, A |
| Spectrum Detail | Back Directory | [Spectrum Detail]
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one(6969-71-7)MS
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one(6969-71-7)1HNMR
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one(6969-71-7)13CNMR
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one(6969-71-7)IR1
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one(6969-71-7)IR2
|
|
|