Selenyl and telluryl derivatives of steroids

Claim 2

Novel selenyl- and telluryl compounds of the formula ##STR2## in which X is selected from the group consisting of a selenium and tellurium atom, R 1 is a hydrocarbon radical, R 2 is selected from the group consisting of a hydrogen atom, an alkanoyl group or an organic group that is easily removed from the oxygen atom, and R 3 is a 1,5-dimethyl hexyl optionally containing a member of the group consisting of methyl, and ethyl at the 4-position.

Claim 3

A radioactively labelled novel selenyl- and telluryl compound of claim 1, in which X is selected from the group consisting of a selenium isotope and a tellurium isotope.

Claim 4

A selenyl- and telluryl compound of claim 1, in which X is selected from the group consisting of selenium and tellurium atoms which may be labelled radio-actively, R 1 is an alkyl group, R 2 is a hydrogen atom and R 3 is 1,5-dimethyl hexyl.

Claim 5

A selenyl- and telluryl compound of claim 1, in which X is selected from the group consisting of a selenium and tellurium atom which may be labelled radioactively, R 1 is an alkyl group, R 2 is selected from the group consisting of an alkanoyl-, acetal-, labile ether- and hemiacetal group and R 3 is 1,5-dimethyl hexyl.

Claim 6

A member of the group consisting of 19-methyl selenyl cholesterol and 19-methyl selenyl cholesterol- 75 Se.

Claim 7

A member of the group consisting of 19-methyl selenyl cholesterol and 19-methyl selenyl cholesterol- 75 Se.

Claim 8

A member of the group consisting of 19-methyl selenyl cholesteryl linolate and 19-methyl selenyl cholesteryl linolate- 75 Se.

Claim 9

A member of the group consisting of 19-methyl selenyl cholesteryl linolate and 19-methyl selenyl cholesteryl linolate- 75 Se.

Claim 10

19-methyl telluryl cholesteryl acetate.

Claim 11

19-methyl telluryl cholesteryl acetate.

Claim 12

19-n-butyl selenyl cholesterol.

Claim 13

19-n-butyl selenyl cholesterol.

Claim 14

A member of the group consisting of 19-methyl selenyl sitosterol and 19-methyl selenyl sitosterol- 75 Se.

Claim 15

A member of the group consisting of 19-methyl selenyl sitosterol and 19-methyl selenyl sitosterol- 75 Se.

Claim 16

A process for the preparation of a compound of claim 5 wherein a member of the group consisting of 19-bromocholesteryl acetate and 19-(p-toluene sulfonyl) cholesteryl acetate is reacted with a solution of methyllithium selenide or methyllithium selenide- 75 Se in tetrahydro furan and, after hydrolysis, the product is isolated.

Claim 17

A process for the preparation of a compound of claim 6 wherein a member of the group consisting of 19-bromositosteryl acetate is reacted with a solution of a member of the group consisting of methyllithium selenide and methyllithium selenide- 75 Se, in the presence of diglyme or triglyme and, after hydrolysis, the product is isolated.

Claim 18

A diagnostic composition for diagnostic examination into abnormalities of internal organs, wherein the composition contains, besides a liquid or solid carrier material that can be tolerated by the human body, a radioactively labelled selenyl- or telluryl derivative of a steroid of claim 1.

Claim 19

A diagnostic composition according to claim 12, wherein the composition contains 19-methyl selenyl cholesterol- 75 Se.

Claim 20

A diagnostic composition according to claim 12, wherein the composition contains 19-methyl selenyl cholesteryl linolate- 75 Se.

Claim 21

A diagnostic composition according to claim 12, wherein the composition contains 19-methyl selenyl sitosterol- 75 Se.

Claim 22

A method for the diagnostic examination into abnormalities of internal human and animal organs, a radioactive indicator substance being administered and the distribution of this indicator substance over certain internal organs being determined, wherein as an indicator substance there is used a selenyl- or telluryl derivative of a steroid, labelled with a radioactive selenium, or tellurium isotope, respectively, and having the general formula (1) as defined in claim 1.

Claim 23

A method according to claim 16, wherein as said indicator substance there is used 19-methyl selenyl cholesterol, that is labelled with 75 Se.

Claim 24

A method according to claim 17, wherein as said indicator substance there is used 19-methyl selenyl-cholesterol- 75 Se, in an amount corresponding with a radioactivity of 100 to 2000 μ Ci.

Claim 25

A method according to claim 16, wherein as said indicator substance there is used 19-methyl selenyl cholesteryl linolate- 75 Se.

Claim 26

A method according to claim 16, wherein as said indicator substance there is used 19-methyl selenyl sitosterol- 75 Se.