Anti-androgenic cyclo and bicyclo alkenes

C - Chemistry – Metallurgy – 07 – C

Patent

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Details

IPC codes

C07C 49/743 (2006.01) A61K 31/12 (2006.01) A61K 31/22 (2006.01) C07C 29/128 (2006.01) C07C 49/733 (2006.01) C07C 49/753 (2006.01) C07C 59/185 (2006.01) C07C 69/007 (2006.01) C07C 69/013 (2006.01) C07C 69/025 (2006.01) C07F 7/18 (2006.01)

Type

Patent

Patent number

CA 2152588

Description

Compounds having formulae (i), (ii) and (iii), where R is H, alkyl of 1 to 6 carbons, or CO-R2 where R2 is alkyl of 1 to 6 carbons; R1 is H, CH3, or (CH2)m-CH3; n is an integer hav- ing the values of 2 to 10, m is an integer having the values of 1 to 6, have anti-androgen activity on secondary androgen receptor sites. The com- pounds are useful for treating mammals includ- ing humans afflicted with acne, male pattern bald- ness, adhesions and keloids. The compounds are so effective for treating other diseases or con- ditions which are related to androgen receptors, such as undesirable formation of breast capsules in females after breast augmentation surgery, os- teoarthritis and symptom of Alzheimer's disease. The compounds also have inhibitory effect on the metabolism of certain microorganisms and fungi of the kind, the metabolism of which is normally known to be controllable by antiandrogen com- pounds.

Composés de formule i), ii) et iii), où R est H, un alkyle de 1 à 6 atomes de carbone ou CO-R2 où R2 est un alkyle de 1 à 6 atomes de carbone; R1 est H, CH3 ou (CH2)m-CH3; n est un nombre entier compris entre 2 et 10, m est un nombre entier compris entre 1 et 6, ayant une activité anti-androgène sur les récepteurs d'androgène secondaires. Les composés sont utiles pour traiter les mammifères, dont les humains, touchés par l'acné, l'alopécie régionale masculine, les adhérences et les chéloïdes. Les composés sont également efficaces pour traiter d'autres maladies ou états qui sont liés aux récepteurs d'androgène, comme la formation de capsules mammaires indésirables chez les femmes après la chirurgie d'augmentation mammaire, l'ostéoarthrite et les symptômes de la maladie d'Alzheimer. Les composés ont également un effet inhibiteur sur le métabolisme de certains microorganismes et champignons dont on sait que le métabolisme est normalement régulé par des composés anti-androgènes.

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