Estradiol undecylenate (EUe; developmental code name SH-368)[1] is an estrogen medication and estrogen ester which was never marketed.[2] It is the C17β undecenoate (undecylenate) ester of estradiol.[2] Following an intramuscular injection, EUe has a very prolonged effect, exceeding that of other estradiol esters like estradiol valerate and estradiol enanthate.[3] Due to its very long duration of action, EUe releases only subthreshold amounts of estradiol at conventional doses.[3] However, this may still be useful in menopausal hormone therapy.[3]
Clinical data | |
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Other names | SH-368; Estradiol undecenoate; Estra-1,3,5(10)-triene-3,17β-diol 17β-(10-undecenoate) |
Routes of administration | Intramuscular injection |
Drug class | Estrogen; Estrogen ester |
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CompTox Dashboard (EPA) | |
ECHA InfoCard | 100.080.203 |
Chemical and physical data | |
Formula | C29H42O3 |
Molar mass | 438.652 g·mol−1 |
3D model (JSmol) | |
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See also
editReferences
edit- ^ Unlisted Drugs. Pharmaceutical Section, Special Libraries Association. 1975. ISBN 978-0-913210-02-4.
estradiol undecylate [...] Delestrec [...] SQ 9993 [...] estradiol undecylenate [...] SH 368
- ^ a b DE 1096904, Ringold HJ, Batres E, Rosenkranz G, "Estradiol 17-undecenoate", published 12 January 1961, assigned to Svntex S.A.
- ^ a b c Harper NJ (1962). "Drug Latentiation". In Jucker E (ed.). Fortschritte der Arzneimittelforschung / Progress in Drug Research / Progrès des recherches pharmaceutiques. Birkhäuser. pp. 243–. ISBN 978-3-0348-7044-3.
Retarded estrogens. In animal experiments it has been shown esterification at C-17 results in longer retarding effects than esterification at C-3. The optimal retarding effect (exceeding 29 days) may be obtained with the C-17 oenanthate. However, the effect exceeds the time interval of 28 days normally considered sufficient for the treatment of a female during one period and for this reason the shorter active estradiol-17-valerianate has been introduced. The estradiol undecylenate has a more protracted effect but it releases only subthreshold doses of steroid (advantage may be taken of this for the treatment of menopause).