|
【结 构 式】 
|
【药物名称】ST-1959, DL-111-IT 【化学名称】3-(2-Ethylphenyl)-5-(3-methoxyphenyl)-1H-1,2,4-triazole 【CA登记号】69095-83-6 【 分 子 式 】C17H17N3O 【 分 子 量 】279.34454 |
【开发单位】Lepetit (Originator), Sigma-Tau (Originator) 【药理作用】GASTROINTESTINAL DRUGS, Immunologic Neuromuscular Disorders, Treatment of, Inflammatory Bowel Disease, Agents for, Multiple Sclerosis, Agents for, NEUROLOGIC DRUGS |
合成路线1
The condensation of ethyl 3-metboxybenzimidate (I) with 2-ethybenzoic hydrazide (II) in refluxing CH2Cl2 gives the benzoylamidrazone (III), which is then cyclized by means of K2CO3 in refluxing 2-etoxyethanol.
| 【1】 Omodei-Salé, A.; Galliani, G.; Consonni, P.; A new class of nonhormonal pregnancy-terminating agents. Synthesis and contragestational activity of 3,5-diaryl-s-triazoles. J Med Chem 1983, 26, 8, 1187-92. |
合成路线2
A new method for the synthesis of DL-111-IT has been reported: By cyclization of m-methoxybenzonitrile (I) with ethoxybenzoylhydrazide (II) in refluxing methanol.
| 【1】 Neelima; Bhaduri, A.P.; Reaction of substituted acid hydrazides with substituted benzonitriles: Formatio of isomeric triazoles. Indian J Chem 1983, 22B, 1, 79-80. |
合成路线3
By cyclization of ethyl m-methoxybenzimidate (I) with 2-ethylbenzoyl hydrazide (II) at 125 C.
| 【1】 Omodei Sale, A.; Consonni, P.; Galliani, G.; Lerner, L. (Lepetit SpA); 3,5-Disubstd.-1H-1,2,4-triazoles. DE 2819372 . |
| 【2】 Hillier, K.; Blancafort, P.; Castaner, J.; Serradell, M.N.; DL-111-IT. Drugs Fut 1982, 7, 12, 875. |