| Identification | Back Directory | [Name]
Atibeprone | [CAS]
153420-96-3 | [Synonyms]
Atibeprone 2H-1-Benzopyran-2-one, 3,4-dimethyl-7-[[5-(1-methylethyl)-1,3,4-thiadiazol-2-yl]methoxy]- | [Molecular Formula]
C17H18N2O3S | [MDL Number]
MFCD00866584 | [MOL File]
153420-96-3.mol | [Molecular Weight]
330.4 |
| Hazard Information | Back Directory | [Originator]
Atibeprone,BASF | [Uses]
Atibeprone (Lu 53439) is a selective MAO-B inhibitor. Atibeprone has antidepressant activity[1][2]. | [Manufacturing Process]
10 mmol of 7-methoxy-3,4-dimethylcoumarin were stirred with 10 mmol
(4.04 g) of Lawesson's reagent (2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-
diphosphetane 2,4-disulfide) in 20 ml of toluene at 90°C for 1-2.5 h. After
cooling, the solvent was distilled off, the residue was taken up in DMF, and
water was added. The precipitate was filtered off with suction and the crude
3,4-dimethyl-7-(2-isopropyl-1,3,4-thiadiazol-5-ylmethoxy)-2-thiocoumarin was
purified by recrystallization from methanol or by column chromatography
(silica gel, methylene chloride). Yield: 98%, melting point: 134-135°C. | [Therapeutic Function]
Antidepressant | [References]
[1] L?scher W,et al. Inhibition of monoamine oxidase type A, but not type B, is an effective means of inducing anticonvulsant activity in the kindling model of epilepsy. J Pharmacol Exp Ther. 1999 Mar;288(3):984-92. PMID:10027835 [2] Chhajed M, et al. Synthesis of 5-arylidine amino-1,3,4-thiadiazol-2-[(N-substituted benzyol)]sulphonamides endowed with potent antioxidants and anticancer activity induces growth inhibition in HEK293, BT474 and NCI-H226 cells. Med Chem Res. 2014;23(6):3049-3064. DOI:10.1007/s00044-013-0890-z |
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