PL138418B1 - Process for preparing novel derivatives of 1,4,7-oxadiazonine - Google Patents

Description

according to the invention, it can be obtained simply by reacting methylisothiourea sulfate with 5,6-diphenylperhydro-1,4,7-oxadiazonine or with dibenzo (b, V-tetrahydro-1,4,7-oxadiazonine). The reactions are carried out at a temperature of 50-100 ° C for 5-10 hours using water as the solvent, and the final product is isolated by distilling off the solvents. The new compounds obtained by the method according to the invention were subjected to pharmacological tests, which allowed to state that these compounds were they have a sedative effect, reducing (in a dose of 0.2 and 0.1 µm) the spontaneous and postamphetomine mobility of mice and prolonging the action of hexobarbital. In addition, they cause a temporary reduction in blood pressure and slow down the activity of the cheese, as well as increase the coronary flow of the erected rabbit sera and have a spasmolytic effect on the isolated intestine * Below are examples of the implementation of the method according to the invention, in which the weight parts denote cubic grams and cubic masses. Example 1 3.3 parts by weight (0.0117 mol) of 5,6-diphenylperhydro-1,4,7-oxadlazonine, suspended in 50 parts by volume of water, 1.5 parts by weight (0.05 mol) of sulfate were added. methylisole thiourea and refluxed for 10 hours. After this time, the water was distilled off, 10 parts by volume of methanol were added, heated to boiling and left overnight. The next day the precipitate was filtered off, and 50 volumetric water was added to the filtrate, the formed precipitate was filtered off and the solvents were distilled off from the filtrate. 1.5 parts by weight of A-amidine-5,6-diphenylperhydro-1,4,7-oxadiazonine sulfate with a melting point of 160-162 ° C were obtained. The process yield is 53JL. 2 138,418 Analysis: for the formula 0 ^ 2 ^ 0 ^ / 422, ^ 96 / Calculated: 54.00 # Cf 6.20 £ Ht 13.26 ^ Tf 7.59X3 Found: 54.09 * 0, 6.17 * lif 12.29 # N, 748 £ 3 1HNHR /D20/:2f4/mf4H./CH2-N/t 394 / ua5HCH2-0, CII / 93.6 / m1H9CH / 7.3 / m .10H, CHar /. Example II. In a flask with a capacity of 500 parts by volume oh 2.26 parts by weight (0901 moles) of dibonzo / b9h / -tetrahydro-19497-oxadiazonines9 2f8 parts by weight (0902 moles) of tisthi isothiourea sulphate and 100 parts by volume of water were placed 9 during 10 hours of heating then the water was distilled off under reduced pressure and 20 volumetric purges of methanol were added to the dry residue. The deposited precipitate was filtered off and the solvent was distilled off from the solution. N9H'-diamidy-nodibonzo (b9h) -tetrahydro-19497-oxadiazonine sulfate was obtained in the yield of 41%, mp 182-165 ° 0. Analysis: for the formula c ^ and ^ II22I "GI) 9S2 ^ 506.39 / Calculated : 37.94% C9 £ 4.38 H9 16 ~, 59 & i Obtained: £ 37.89 C, 4 9 39 ^ 1, £ 16.52 N IR / KBr / max: 3020f 1580, 8809 810, 750 (aromatic ring ) 9 2350-2620 / N ^ R3 / 9 1025 / C-0-C / f 2975. 1490 / ^ 1 ^ 1maiIR / D20 /: 3.2 / S94H-2CH2 / 9 6.8 / ia, 8II-2ArII /. Patent claim The method of obtaining new 19497-oxadiazonine derivatives, i.e. 4-amidino-596-diponylporhydro-19497-oxadiazonine sulphate and N9tf'-diamidynodibenzo / b9h / -tetrahydro-1f4f7-oxediazonin sulphate 5,6-characterized Diphenylperhydro-1t4f7-coedazonine or dibenzo (b9h) -tetrahydro-1,4,7-okeadiazonine is reacted with methylisothiomoznik sulphate at a temperature of 50-100 ° C for 5-10 hours using a water solvent. Fczna UP PRL Circulation 100 copies Price PLN 130 \ PL

Claims (1)

1. Patent claim The method of obtaining new 19497-oxadiazonine derivatives, i.e. 4-amidino-596-diponylporhydro-19497-oxadiazonine sulfate and N9tf'-diamidynodibenzo (b9h) -tetrahydro-1f4f7-oxediazonine sulfate 5,6- characterized by Diphenylperhydro-1t4f7-coediazonine or dibenzo (b9h) -tetrahydro-1,4,7-oceadiazonine are reacted with methylisothiomonium sulfate at 50-100 ° C for 5-10 hours using water as solvent. Pracownia PóHgra / fczna UP PRL. Mintage 100 copies Price PLN 130 \ PL