Synthesis of  3 H,  13 C, 2 H 3 , 15 N and  14 C‐labelled SCH 466036, a histamine 3 receptor antagonist | Zendy

Hesk D. | Zendy; Borges S. | Zendy; Dumpit R. | Zendy; Hendershot S. | Zendy; Koharski D. | Zendy; Lavey C. | Zendy; McNamara P. | Zendy; Voronin K. | Zendy

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Synthesis of 3 H, 13 C, 2 H 3 , 15 N and 14 C‐labelled SCH 466036, a histamine 3 receptor antagonist

Author(s) -

Hesk D.,

Borges S.,

Dumpit R.,

Hendershot S.,

Koharski D.,

Lavey C.,

McNamara P.,

Voronin K.

Publication year - 2015

Publication title -

journal of labelled compounds and radiopharmaceuticals

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.432

H-Index - 47

eISSN - 1099-1344

pISSN - 0362-4803

DOI - 10.1002/jlcr.3261

Subject(s) - chemistry , yield (engineering) , carbon 14 , iodide , methyl iodide , iodine , radiochemistry , hydroxylamine , cyanide , medicinal chemistry , nuclear chemistry , organic chemistry , materials science , metallurgy , physics , quantum mechanics

The synthesis of [ 3 H]SCH 466036, [Me‐ 3 H 3 ]SCH 466036, [ 13 C, 2 H 3 , 15 N]SCH 466036 and [ 14 C]SCH 466036 is described. [ 3 H]SCH 466036 was prepared in two steps via Raney Ni‐catalysed exchange with tritiated water. [Me‐ 3 H 3 ]SCH 466036 was prepared in a single step from [ 3 H]methyl iodide in 45% yield. [ 13 C, 2 H 3 , 15 N]SCH 466036 was prepared in two steps from [ 15 N]hydroxylamine and [ 13 C, 2 H 3 ]methyl iodide with an overall yield of 16%. [ 14 C]SCH 466036 was prepared in seven steps from [ 14 C]potassium cyanide in an overall yield of 13%.

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