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US 5,969,168 AGranted
Androstanes for inducing hypothalamic effects
AssigneePherin Corporation
InventorsDavid L. Berliner, Nathan W. Adams, Clive L. Jennings-White
Life of this patent
Estimating the term…
Abstract
The invention relates to novel, androstane steroids which are the ligand semiochemicals which bind to neuroepithelial receptors. The steroids are useful as ligands to neuroepithelial receptors in the human vomeronasal gland to stimulate autonomic and hypothalamic activity.
Claims7
A compound of the formula:
- ##STR53## wherein P.sub.1 is .alpha.-(.beta.-) hydroxy;
- P.sub.2 is hydroxymethyl;
- P.sub.3 is selected from the group consisting of hydrogen, methyl, hydroxymethyl, acyloxymethyl, alkoxymethyl, lower alkyl, hydroxyalkyl, acyloxyalkyl, and alkoxylalkyl;
- P.sub.4 is selected from the group consisting of hydrogen, halo, hydroxy, alkoxy, and acyloxy;
- P.sub.5 is selected from the group consisting of a hydrogen atom, a methyl, and a halogen atom;
- P.sub.6 is hydrogen or halo;
- "c" and "h" are double bonds;
- and "a" and "e", are alternative sites for optional double bonds;
- with the proviso that;
- I:
- if P.sub.3 is a methyl group, P.sub.5 is hydrogen, then
- (a) P.sub.4 cannot be hydrogen if P.sub.1 is .beta.-hydroxy and "a" and "e" are absent.
9 more elements
A compound of the formula:
- ##STR54## wherein P.sub.1 is oxo;
- P.sub.2 is selected from the group consisting of methyl, hydroxymethyl, acyloxymethyl, alkoxymethyl, lower alkyl, hydroxyalkyl, acyloxyalkyl, and alkoxylalkyl;
- P.sub.3 is selected from the group consisting of hydrogen, methyl, hydroxymethyl, acyloxymethyl, alkoxymethyl, lower alkyl, hydroxyalkyl, acyloxyalkyl, and alkoxylalkyl;
- P.sub.4 is hydroxy;
- P.sub.5 is selected from the group consisting of a hydrogen atom, a methyl, and a halogen atom;
- P.sub.6 is hydrogen or halo;
- "b" and "h" are double bonds;
- and "d", and "e", are alternative sites for optional double bonds;
- with the proviso that:
- I:
- if P.sub.3 is a methyl group, P.sub.5 is hydrogen, then
- (a) "d" cannot be present if "e" is absent.
9 more elements
A compound selected from the group consisting of:
- 17-METHYLENEANDROST-4-EN-3.alpha.-OL;
- 17-METHYLENEANDROST-4-EN-3.beta.-OL;
- 6.beta.-HYDROXYANDROSTA-4,16-DIEN-3-ONE;
- 6.beta.-HYDROXY-17-METHYL-18-NORANDROSTA-4,13(17)-DIEN-3-ONE;
- ANDROSTA-5,16-DIEN-3.beta.,19-DIOL;
- 17-METHYLENEANDROST-4-ENE-3,6-DIONE;
- 17-METHYL-18-NORANDROSTA-4,13(17)-DIEN-3.alpha.-OL;
- 17-METHYL-18-NORANROSTA-4,13(17)-DIEN-3.beta.-OL;
- 17.beta.-METHYLANDROST-4-ENE-3,6-DIONE;
- 3-METHOXY-17-METHYLENEANDROSTA-3,5-DIENE;
- 6.beta.-HYDROXY-17-METHYLENEANDROST-4-EN-3-ONE;
- 17-METHYLENEANDROSTA-1,4-DIEN-3-ONE;
- 6.beta.-HYDROXYANDROSTA-1,4,16-TRIEN-3-ONE;
- 6.beta.-HYDROXY-17-METHYLENEANDROSTA-1,4-DIEN-3-ONE;
- 1.beta. -METHYLANDROST-4 -EN-3.alpha.-OL;
- 17.beta.-METHYLANDROST-4-EN-3.beta.-OL;
- and
- 3-METHOXY-17-METHYL-18-NORANDROSTA-3,5,13(17)-TRIENE.
15 more elements
Dependencies are inferred from the claim text.