Drostanolone Propionate/Estradiol 2097 Elcometrine Preparations Pharmacopoeias. In US. USP 31 (Estradiol Cypionate). A white to practically white crys- Elcometrina; 16-Methylene-17-alpha-acetoxy-19 Norprogester- USP 31: Esterified Estrogens Tablets. talline powder, odourless or has a slight odour. Insoluble in wa- one; ST-1435. Proprietary Preparations (details are given in Part 3) Arg.: Menest†; Chile: Femibel; Switz.: Oestro-Feminal†; USA: Estratab; ter; soluble 1 in 40 of alcohol, 1 in 7 of chloroform, and 1 in 2800 C23H30O4 = 370.5. Menest. of ether; soluble in acetone and in dioxan; sparingly soluble in CAS — 7759-35-5. Multi-ingredient: Chile: Delitan; Feminova-T; USA: Covaryx; Estratest; vegetable oils. Store in airtight containers. Protect from light. Syntest. Estradiol Dipropionate (BANM, rINNM) O OCH3 Dihydroxyoestrin Dipropionate; Dipropionato de estradiol; Es- tradiol, Dipropionate d’; Estradioli Dipropionas; Oestradiol Di- H3C O Estradiol (BAN, rINN) CH propionate. Estra-1,3,5(10)-triene-3,17β-diol dipropionate. 3 Beta-oestradiol; Dihidrofoliculina; Dihidroxiestratrieno; Dihid- CH Эстрадиола Дипропионат HH 2 roxiestrina; Dihydrofolliculin; Dihydrotheelin; Dihydroxyoestrin; C24H32O4 = 384.5. Estradioli; Estradiolis; Estradiolum; NSC-9895; Oestradiol; Östra- CAS — 113-38-2. diol; Ösztradiol. Estra-1,3,5(10)-triene-3,17β-diol. H H ATC — G03CA03. Эстрадиол ATC Vet — QG03CA03. O C18H24O2 = 272.4. CAS — 50-28-2 (anhydrous estradiol). Estradiol Enantate (BANM, rINNM) Profile ATC — G03CA03. Enantato de estradiol; Estradiol, Enantate d’; Estradiol Enanthate Elcometrine is a synthetic progestogen that is being developed ATC Vet — QG03CA03. (USAN); Estradioli Enantas; Oestradiol Enanthate; Oestradiol 17- for use in contraception and menopausal HRT, and in the man- Heptanoate; SQ-16150. Estra-1,3,5(10)-triene-3,17β-diol 17- agement of endometriosis. heptanoate. ◊ References. OH Эстрадиола Энантат 1. Ylänen K, et al. Subdermal progestin implant (Nestorone ) in H3C H C25H36O3 = 384.6. the treatment of endometriosis: clinical response to various dos- CAS — 4956-37-0. es. Acta Obstet Gynecol Scand 2003; 82: 167–72. H 2. Sitruk-Ware R, et al. Nestorone : clinical applications for con- ATC — G03CA03. traception and HRT. Steroids 2003; 68: 907–13. ATC Vet — QG03CA03. 3. Sivin I, et al. Two-year performance of a Nestorone -releasing H H contraceptive implant: a three-center study of 300 women. Con- Estradiol Hexahydrobenzoate (BANM, rINNM) traception 2004; 69: 137–44. HO 4. Sivin I, et al. Contraceptive vaginal rings releasing Nestorone Estradiol, Hexahydrobenzoate d’; Estradioli Hexahydrobenzoas; and ethinylestradiol: a 1-year dose-finding trial. Contraception Hexahidrobenzoato de estradiol; Oestradiol Hexahydroben- 2005; 71: 122–9. NOTE. In Martindale the term oestradiol is used for the endog- zoate. Estra-1,3,5(10)-triene-3,17β-diol 17-cyclohexanecarboxy- 5. Fraser IS, et al. Serum Nestorone and ethinyl estradiol levels, enous substance. late. and ovulation inhibition in women using three different dosage Pharmacopoeias. In Chin. and US. Эстрадиола Гексагидробензоат combinations of a Nestorone progestogen-ethinyl estradiol con- Eur. (see p.vii) includes the hemihydrate. traceptive vaginal ring on a bleeding-signaled regimen. Contra- C25H34O3 = 382.5. ception 2005; 72: 40–5. Ph. Eur. 6.2 (Estradiol Hemihydrate). A white or almost white CAS — 15140-27-9. 6. Weisberg E, et al. Clinical performance and menstrual bleeding crystalline powder or colourless crystals. Practically insoluble in ATC — G03CA03. patterns with three dosage combinations of a Nestorone pro- water; sparingly soluble in alcohol; soluble in acetone; slightly ATC Vet — QG03CA03. gestogen/ethinyl estradiol contraceptive vaginal ring used on a soluble in dichloromethane. bleeding-signaled regimen. Contraception 2005; 72: 46–52. USP 31 (Estradiol). White or creamy-white, odourless, hygro- Estradiol Phenylpropionate (BANM, rINNM) 7. Croxatto HB, et al. Feasibility study of Nestorone -ethinylestra- scopic small crystals or crystalline powder. Practically insoluble diol vaginal contraceptive ring for emergency contraception. Estradiol, Phénylpropionate de; Estradioli Phenylpropionas; Fenil- Contraception 2006; 73: 46–52. in water; soluble 1 in 28 of alcohol, 1 in 435 of chloroform, and 1 in 150 of ether; soluble in acetone, in dioxan, and in solutions propionato de estradiol; Oestradiol Phenylpropionate; Östradiol of fixed alkali hydroxides; sparingly soluble in vegetable oils. Fenilpropiyonat. Estra-1,3,5(10)-triene-3,17β-diol 17-(3-phenyl- Store in airtight containers at a temperature of 25°, excursions propionate). Equilin permitted between 15° and 30°. Protect from light. Эстрадиола Фенилпропионат Equilina. 3-Hydroxyestra-1,3,5(10),7-tetraen-17-one. C27H32O3 = 404.5. Estradiol Acetate (BANM, USAN, rINNM) ATC — G03CA03. C18H20O2 = 268.4. CAS — 474-86-2. Acetato de estradiol; E-3A; Estradiol, Acétate d’; Estradiol-3-ac- ATC Vet — QG03CA03. etate; Estradioli Acetas; Oestradiol Acetate. Estra-1,3,5(10)- triene-3,17β-diol 3-acetate. Estradiol Valerate (BANM, rINN) O Эстрадиола Ацетат Estradiol, valérate d’; Estradioli valeras; Estradiolio valeratas; Es- CH3 tradiolivaleraatti; Estradiolvalerat; Estradiol-valerát; NSC-17590; C20H26O3 = 314.4. CAS — 4245-41-4. Oestradiol Valerate; Östradiol-17-Valerat; Ösztradiol-valerát; ATC — G03CA03. Valerato de estradiol. Estra-1,3,5(10)-triene-3,17β-diol 17-valer- ATC Vet — QG03CA03. ate. HH Эстрадиола Валерат Estradiol Benzoate (BANM, rINN) C23H32O3 = 356.5. HO Benzoato de estradiol; Beta-oestradiol Benzoate; Dihydrox- CAS — 979-32-8. yoestrin Monobenzoate; Estradiol, benzoate d’; Estradiolbensoat; ATC — G03CA03. Pharmacopoeias. In US. Estradiol-benzoát; Estradioli benzoas; Estradiolibentsoaatti; Estra- ATC Vet — QG03CA03. USP 31 (Equilin). Store in airtight containers. Protect from light. diolio benzoatas; Estradiolu benzoesan; NSC-9566; Oestradiol Pharmacopoeias. In Chin., Eur. (see p.vii), and US. Profile Benzoate; Östradiol Benzoat; Ösztradiol-benzoát. Estra- Ph. Eur. 6.2 (Estradiol Valerate). A white or almost white, crys- Equilin is a natural oestrogenic hormone found in horses. Sodi- 1,3,5(10)-triene-3,17β-diol 3-benzoate. talline powder or colourless crystals. Practically insoluble in wa- um equilin sulfate is one of the components of both conjugated Эстрадиола Бензоат ter; soluble in alcohol. Protect from light. USP 31 (Estradiol Valerate). A white crystalline powder which oestrogens (p.2087) and esterified oestrogens (see below) used C H O = 376.5. 25 28 3 is usually odourless or may have a faint fatty odour. Practically for menopausal HRT. CAS — 50-50-0. insoluble in water; soluble in benzyl benzoate, in dioxan, in me- ATC — G03CA03. ATC Vet — QG03CA03. thyl alcohol, and in castor oil; sparingly soluble in arachis oil and in sesame oil. Store in airtight containers. Protect from light. Esterified Oestrogens Pharmacopoeias. In Chin., Eur. (see p.vii), Jpn, and US. Ph. Eur. 6.2 (Estradiol Benzoate). An almost white crystalline Esterified Estrogens; Estrógenos esterificados. powder or colourless crystals. It exhibits polymorphism. Practi- Adverse Effects Эстрогены Этерифицированные cally insoluble in water; sparingly soluble in acetone; freely sol- The adverse effects of estradiol and other oestrogens uble in dichloromethane; slightly soluble in methyl alcohol. are related, in part, to dose and duration of therapy, and Pharmacopoeias. In US. USP 31 (Estradiol Benzoate). A white to off-white, crystalline . A mixture of the sodium salts of to the gender and age of the recipient. In addition, ad- USP 31 (Esterified Estrogens) powder. Insoluble in water; soluble in alcohol and in acetone; the sulfate esters of the oestrogenic substances, principally estro- verse effects may be modified by a progestogen in slightly soluble in ether. Store in airtight containers. Protect from ne. It contains 75 to 85% of sodium estrone sulfate and 6 to 15% light. combined oral contraceptives or menopausal HRT. of sodium equilin sulfate, in such a proportion that the total of Whether adverse effects of natural and synthetic oes- these two components is not less than 90%, of the labelled trogens differ, and whether the dosage route has an ef- amount of esterified oestrogens. A white or buff-coloured amor- Estradiol Cipionate (BANM, rINNM) phous powder; odourless or having a slight characteristic odour. Cipionato de estradiol; Estradiol, Cipionate d’; Estradiol Cypion- fect, is less clear. Store in airtight containers. ate; Estradioli Cipionas; Oestradiol Cyclopentylpropionate; The adverse effects of oestrogens used in hormonal Profile Oestradiol Cypionate. Estra-1,3,5(10)-triene-3,17β-diol 17-(3- contraceptives are considered in detail starting on Esterified oestrogens have actions and uses similar to those de- cyclopentylpropionate). p.2059. Those of oestrogens used in HRT are consid- scribed for estradiol (see below). They are used for the same pur- Эстрадиола Ципионат ered in detail starting on p.2071. poses (principally menopausal HRT), and in a similar oral dos- C26H36O3 = 396.6. The use of oestrogens in children may cause premature age, as conjugated oestrogens (see p.2087), although higher CAS — 313-06-4. cyclical doses of 2.5 to 7.5 mg daily are still licensed for use in ATC — G03CA03. closure of the epiphyses resulting in decreased final female hypogonadism. ATC Vet — QG03CA03. adult height. The symbol † denotes a preparation no longer actively marketed The symbol ⊗ denotes a substance whose use may be restricted in certain sports (see p.vii)