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| Other names | 2α-Chloro-5α-androstan-17β-ol-3-oneO-(p-nitrophenyl)oxime 17β-acetate; 2α-Chloro-4,5α-dihydrotestosteroneO-(p-nitrophenyl)oxime 17β-acetate; 2α-Chloro-3-(p-nitrophenoxy)imino-5α-androstan-17β-ol 17β-acetate |
| Routes of administration | Oral[1] |
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| Formula | C27H35ClN2O5 |
| Molar mass | 503.04 g·mol−1 |
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Nisterime acetate (USAN) (developmental code nameORF-9326), also known as2α-chloro-4,5α-dihydrotestosteroneO-(p-nitrophenyl)oxime 17β-acetate or as2α-chloro-5α-androstan-17β-ol-3-oneO-(p-nitrophenyl)oxime 17β-acetate, is asynthetic,orally activeanabolic-androgenic steroid (AAS) and aderivative ofdihydrotestosterone (DHT) that was developed as apostcoital contraceptive but was never marketed.[2][3][1] It is anandrogen ester – specifically, the C17αacetateester ofnisterime.[2] Unlikeantiprogestogens likemifepristone, nisterime acetate does not preventimplantation and instead inducesembryo resorption as well as interrupts the post-implantation stage ofpregnancy.[4]
Nisterime acetate is described as anandrogen by some sources.[2][5] However, it has also been reported that the drug lackshormonal activity inbioassays, including androgenic,estrogenic, orprogestogenic activity (as well asantagonistic activity).[1][6] This finding has been described as puzzling in light of the potentabortifacient activity of the drug in animals and it has been said that itsmechanism of action remains unknown.[6]
ORF 9326 (17β-acetoxy-2α-chloro-3(p-nitrophenoxy) imino-5-androstane) is a derivative of dihydrotestosterone (Fig. 33-1). This compound was found to interrupt pregnancy in a number of species, but the fact that it has no hormonal activity is puzzling and its mechanism of action is still unknown.
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