Bioactive Organo-Silicon Compounds by Boschke F.L.

By Boschke F.L.

Content material: Tacke, R. and Wannagat, U. Syntheses and houses of bioactive organo-silicon compunds. -- Voronkow, M. G. organic job of silatianes

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Pairs of carbamates 64a/64b- 75a/75b and silicon containing carbamates 76-78 Compound No. C4H9)EI(CH2OCONH2) 2 (CH3) 2El((~H2OCONH2)CH2CH2CH2OCONH2 (CH 3) 3EICH2OCONH2 C2H 5(CH 3) 2E1Cl-12OCONH2 n-C3H7(CH3) 2EICH2OCONH2 n'C4H 9(CH3) 2EICH 2OCONH 2 (CH3) 3El(CH 2) 2OCONH2 (CH 3) 3El(CH2) 30CONH 2 (CH 3) 3El(CH 2) 40CONH 2 64 65 66 67 68 69 70 71 72 73 74 75 C6H5(CH 3) 2SiCH2OCONH 2 C6H 5CH 2(CH3) 2SiCH 20CONH 2 C6HsCH 2CH2(CH3) 2SiCH2OCONH2 76 77 78 a: EI--C b: El = Si The carbamates were tested (intraperitoneal application) using mice for acute toxicity.

C4H9)EI(CH2OCONH2) 2 (CH3) 2El((~H2OCONH2)CH2CH2CH2OCONH2 (CH 3) 3EICH2OCONH2 C2H 5(CH 3) 2E1Cl-12OCONH2 n-C3H7(CH3) 2EICH2OCONH2 n'C4H 9(CH3) 2EICH 2OCONH 2 (CH3) 3El(CH 2) 2OCONH2 (CH 3) 3El(CH2) 30CONH 2 (CH 3) 3El(CH 2) 40CONH 2 64 65 66 67 68 69 70 71 72 73 74 75 C6H5(CH 3) 2SiCH2OCONH 2 C6H 5CH 2(CH3) 2SiCH 20CONH 2 C6HsCH 2CH2(CH3) 2SiCH2OCONH2 76 77 78 a: EI--C b: El = Si The carbamates were tested (intraperitoneal application) using mice for acute toxicity. For sublethal activity the rotating rod test and the extension of hexobarbital sleeping time was used.

Metabolic studies of 86b and 87b were carried out with the [ lac] methylsilicon label. After peroral administration of 86b, 32--40% of radioactivity appeared in the urine within the first 24-hr period. Another 8 - 2 0 % appeared during the second 24-hr period, and activity decreased to trace amounts after the second day. Three radioactive metabolites, (hydroxymethyl)dimethylphenylsilane (88), p-trimethylsilylphenol (89), and an unknown conjugate of 90, could be isolated and characterized (cf. Scheme 9).

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