| Clinical data | |
|---|---|
| Trade names | Estrotate, Estrotate with Progesterone, Menotrope |
| Other names | E2-TMA; Estradiol trimethyl acetate; Trimethyl estradiol acetate; Estradiol 17-(2,2-dimethylpropanoate) |
| Routes of administration | By mouth,intramuscular injection |
| Drug class | Estrogen;Estrogen ester |
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| CAS Number | |
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| ChemSpider | |
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| CompTox Dashboard(EPA) | |
| Chemical and physical data | |
| Formula | C23H32O3 |
| Molar mass | 356.506 g·mol−1 |
| 3D model (JSmol) | |
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Estradiol pivalate, also known asestradiol trimethyl acetate (E2-TMA) and sold under the brand nameEstrotate, is anestrogenmedication and anestrogen ester; specifically, apivalic acid (trimethylacetic acid)ester ofestradiol.[1][2][3] Literature sources are conflicting as to whether the ester is located at the C3 position[4][5][6][7] or at the C17β position.[1][2] It was marketed as anoil solution forintramuscular injection in the 1940s and 1950s.[1][3] A combination of estradiol pivalate (1 mg/mL) andprogesterone (10 mg/mL) in oil solution for intramuscular injection was available in 1949.[4][8][9] Anaqueous suspension of estradiol pivalate was also developed by 1950 although whether it was ever marketed is unclear.[5]
Theduration of biological effect of estradiol pivalate in women has been studied.[10] It has been found to stimulate thevaginalepithelium inpostmenopausal women, with a minimally effective dose of 0.16 mg and a maximally effective dose of 0.5 mg, both by intramuscular injection.[10] Its effect lasted for about 4 weeks at a dose of 0.16 mg and for more than 7 weeks at a dose of 3.3 mg.[10]
Menotrope was anoraltablet that contained 0.33 mg estradiol pivalate, 80 mgcholine bitartrate, 0.46 mgfolic acid, and 1.25 μgcyanocobalamin (vitamin B12) and was used inmenopausal hormone therapy.[6][11][7][12][13]

A trimethylacetic acid ester of α-estradiol in sesame oil solution [...]
Estrotate and Estrotate With Progesterone purpose: Steroid hormone therapy. composition: Estrotate is the trimethyl acetic acid ester of alpha-estradiol. indications for use: Control of menopausal syndrome, functional uterine [...] HOW SUPPLIED : Estrotate is supplied as the sesame oil solution in multidose 10 cc. vials containing 1.0 mg. alpha estradiol 3-trimethylacetate per cc.
Booth 74 will feature the lipotropic medications, Methyroid and Lipotropic Capsules, Lakeside, as well as the new Aqueous Suspension of Estrotate (alpha estradiol 3-trimethylacetate). Lanteen Medical Laboratories, Inc., Evanston.
Menotrope. C. each tablet contains: choline bitartrate, 80 mg; Estrotate (estradiol 3-trimethylacetate), 0.33 mg; folic acid, 0.46 mg.; and vitamin B12 U.S.P., 1.25 micrograms. M. Lakeside Labs. A. for menopausal therapy.
formula: Each tablet of MENOTROPE contains Choline Bitartrate 80.00 mg. Estrotate (estradiol-3-trimethylacetate) 0.33 mg.; Folic Acid 0.46 mg.; Vitamin B12 U.S.P. 125 mcg.
[...] Supply: ESTROTATE—Vials, multi dose 10 cc. Combination: ESTROTATE WITH PROGESTERONE—Each cc contains 1 mg estradiol trimethyl acetate and 10 mg progesterone. For the simultaneous administration where both natural ovarian [...]
Both hormones may be given in one injection with a preparation which contains 10 mg. of progesterone and 1 mg. of [estradiol] trimethyl acetate per cubic centimeter.15 One cubic centimeter is given three times weekly. [...] Supplied as Estrotate® (trimethyl acetic acid ester of alpha [estradiol] in sesame oil) with progesterone.
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