9,11-Dehydrocortexolone 17α-butyrate

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9,11-Dehydrocortexolone 17α-butyrate
9,11-Dehydrocortexolone 17α-butyrate.svg
Clinical data
Synonyms CB-03-04; 17α-(Butyryloxy)-9,11-didehydrodeoxycorticosterone; 17α-Butanoyloxy-21-hydroxypregna-4,9(11)-diene-3,20-dione
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
Formula C25H34O5
Molar mass 414.54 g·mol−1
3D model (JSmol)

9,11-Dehydrocortexolone 17α-butyrate (developmental code name CB-03-04) is a synthetic steroidal antiandrogen that was developed for use as a topical medication but was never marketed.[1] It is the C17α butyrate (butanoate) ester of the 9,11-dehydrogenated analogue of 11-deoxycortisol (cortexolone).[1] C17α esters of 11-deoxycortisol were unexpectedly found to possess antiandrogen activity, and 9,11-dehydrocortexolone 17α-butyrate was selected for development based on its optimum drug profile.[1] In rats, the drug has been found to possess strong local antiandrogen activity and to also be active systemically upon subcutaneous injection.[1] In addition, it has been found to possess antigonadotropic activity.[1] In terms of topical antiandrogen potency, 9,11-dehydrocortexolone 17α-butyrate was found to be more potent than flutamide and finasteride and less than or equal to cyproterone acetate in potency.[1] The drug has been suggested for possible development and medical use for the treatment of prostate cancer and benign prostatic hyperplasia.[1]

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References[edit]

  1. ^ a b c d e f g Celasco G, Moroa L, Bozzella R, Ferraboschi P, Bartorelli L, Di Marco R, Quattrocchi C, Nicoletti F (2005). "Pharmacological profile of 9,11-dehydrocortexolone 17alpha-butyrate (CB-03-04), a new androgen antagonist with antigonadotropic activity". Arzneimittelforschung. 55 (10): 581–7. doi:10.1055/s-0031-1296908. PMID 16294504.