Synthesis of 2-(4-substitutedmethylpiperazin-1-yl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl)acetamides and their positive inotropic evaluation

Liu, Xue‐Kun; Cui, Xun; Hong, Lan; Sun, Liang‐Peng; Quan, Zhe‐Shan; Piao, Hu‐Ri

doi:10.1016/j.ejmech.2008.08.006

Cited by 5 publications

(2 citation statements)

References 8 publications

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“…Intermediate 2-chloroacetyl chloride reacted with appropriate amine compounds to obtain derivatives 4a-q in dichloromethane with stirring at room temperature [ 15 ] . Derivatives 5a-q were prepared by the reaction of ammonium sulfocyanate with N -(substituted)-2-chloro-acetamide in ethanol with stirring and refl uxing [ 16 -18 ] .…”

Section: ▼ Chemistrymentioning

confidence: 99%

Anticonvulsant Activity of 2-(Substituted-imino)thiazolidin-4-ones

et al. 2013

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A novel series of 2-(substituted-imino)thiazolidin-4-ones were synthesized and evaluated for anticonvulsant activity using the maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole (Sc-PTZ) assays and their neurotoxicity was measured by the rotarod test. The results of these tests demonstrated that 2-(4-(pentyloxy)phenylimino)thiazolidin-4-one (5d) was the most potent anticonvulsant, with ED50 value of 18.5 mg/kg and 15.3 mg/kg in the MES and Sc-PTZ tests, and protective index (PI=TD50/ED50) values of 10.6 and 12.8 respectively. 5d was much safer than a reference drug Carbamazepine.

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Section: ▼ Chemistrymentioning

confidence: 99%

Anticonvulsant Activity of 2-(Substituted-imino)thiazolidin-4-ones

et al. 2013

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“…[1,4]oxazin-7-yl)acetamides was synthesized and tested for their biological activity. Among these compounds, compound 1 showed significant inotropic activity (threetimes more potent than milrinone at 1 10 -5 M) [5]. In the present study, to further optimize compound 1, we replaced the 4H-benzo [1,4]oxazin-3-one moiety with 3H-benzooxazol-2-one and changed the substituents on the phenyl ring of the benzyl group at the 4-position of the 1,4-piperazine ring simultaneously to investigate the contribution of such a structural change on biological activity.…”

Section: Introductionmentioning

confidence: 98%

Synthesis of 2-(4-substitutedbenzylpiperazin-1-yl)-N-(2-oxo-2,3-dihydrobenzooxazol- 6-yl)acetamides as Inotropic Agents

Zhang¹,

Sun²,

Liu³

et al. 2012

Medicinal Chemistry

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We describe the synthesis and positive inotropic evaluation of a series of 2-(4-substitutedbenzylpiperazin-1-yl)-N-(2-oxo-2,3-dihydrobenzooxazol-6-yl)acetamides by measuring left atrial stroke volume in preparations of isolated rabbit hearts. Several compounds were developed from and showed favorable activities compared with the standard drug milrinone. Compound 4l was the most potent with an increased stroke volume of 11.78 ± 0.18% (milrinone 6.36 ± 0.13%) at 1 10 -4 M in our in-vitro study. The chronotropic effects of compounds having inotropic effects were also evaluated.

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