Estradiol monopropionate

Estradiol monopropionate
Clinical data
Trade names	Acrofollin, Akrofollin, Follhormon
Other names	EP; Estradiol monopropionate; Estradiol propanoate; Estradiol 17β-propionate; Estradiol 17β-propanoate; Estra-1,3,5(10)-trien-3,17β-diol 17β-propionate
Routes of; administration	Intramuscular injection
Drug class	Estrogen; Estrogen ester
Identifiers
	IUPAC name [(8R,9S,13S,14S,17S)-3-Hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] propanoate;
CAS Number	3758-34-7;
PubChem CID	19571;
ChemSpider	18438;
UNII	K31PC34297;
Chemical and physical data
Formula	C21H28O3
Molar mass	328.445 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCC(=O)OC1CCC2C1(CCC3C2CCC4=C3C=CC(=C4)O)C;
	InChI InChI=1S/C21H28O3/c1-3-20(23)24-19-9-8-18-17-6-4-13-12-14(22)5-7-15(13)16(17)10-11-21(18,19)2/h5,7,12,16-19,22H,3-4,6,8-11H2,1-2H3/t16-,17-,18+,19+,21+/m1/s1; Key:PQCRZWCSVWBYSC-AGRFSFNASA-N;

Estradiol propionate (EP), also known as estradiol monopropionate or estradiol 17β-propionate and sold under the brand names Acrofollin, Akrofollin, and Follhormon, is an estrogen medication and estrogen ester which is no longer marketed.[1][2] It is the C17β propionate ester of estradiol.[1][2] EP was provided in an oil solution and was administered by intramuscular injection.[3][4][5][6] The medication was first marketed by 1938 or 1939.[7][8]

References

J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 898. ISBN 978-1-4757-2085-3.
Martin Negwer (1994). Organic-chemical Drugs and Their Synonyms: (an International Survey). Akademie Verlag. p. 1967. ISBN 978-3-05-500156-7. Estra-1,3,5(10)-triene-3,17β-diol 17-propionate = 3,17β-Estradiol 17-monopropionate = (17β)-Estra-1,3,5(10)-triene-3,17-diol 17-propanoate (e) S Acrofollin, Akrofollin, Estradiol monopropionate, Follhormon "Saper", Ostradiolmonopropionat, Oestrolum propionicum U Estrogen
United States. Department of the Treasury (1942). Treasury Decisions Under the Customs, Internal Revenue, and Other Laws: Including the Decisions of the Board of General Appraisers and the Court of Customs Appeals. U.S. Government Printing Office. p. 135. [...] T. D. 50714-C, covering akrofollin intramuscular oily solution of estrogenic hormone manufactured by Specific Pharmaceuticals, Inc., New York, N. Y., with the use of imported oestradiol-17-propionate crystals, [...]
Csillag, M.; Vaczy, L.; Türr, E. (1951). "Apparent Differences between the Parenteral and Intrauterine Administration of Estrogen Substances". Gynecologic and Obstetric Investigation. 131 (1): 9–18. doi:10.1159/000311707. ISSN 1423-002X. For the following two groups we have chosen estradiol propionate (Akrofollin) in a dose of 3 X 5 mg. In each instance we performed biopsic strip-abrasion on the third day after the termination of intrauterine, resp. intramuscular hormone administration.
Orosz, Mihály; Csapó, István; Varga, Bertalan (1983). "Alteration in the reactivity of hamster cheek pouch arterioles to prostaglandin E2 and noradrenaline during pregnancy or sex steroid treatment". Prostaglandins. 26 (2): 165–173. doi:10.1016/0090-6980(83)90085-0. ISSN 0090-6980. [...] they were treated each second day with 0.2 ml sunflower oil, 0.2 mg/lOO g bw of oestradiol propionate (Akrofollin, Richter), [...]
Wachnik, Anna; Biró, G.; Biró, L.; Korom, M.; Gergely, Anna; Antal, Magdolna (1993). "Effect of sex hormones on copper, zinc, iron nutritional status and hepatic lipid peroxidation in rats". Food/Nahrung. 37 (1): 28–34. doi:10.1002/food.19930370106. ISSN 0027-769X. injected subcutaneously with oily solution of estradiol propionate (Acrofollin, Richter Gedeon)
Boletín oficial de la propiedad industrial. Carasa y Cía. 1938. Fecha del Fecha de la solicitud de la marca: Abril 13, 1938. Certificado de propiedad: Octubre 23, 1939. Nombre y domicilio del concesionario: Chinoin Fábrica de Productos Farmacéuticos y Química S. A., Ujpest, Hungría. AKROFOLLIN.
Dubrauszky, V.; Martzy, St. (1941). "Die Wirkung natürlicher und künstlicher Brunststoffe im Tierversuch" [The effect of natural and artificial compounds in animal experiments]. Archiv für Gynäkologie. 171 (2): 242–253. doi:10.1007/BF01714680. ISSN 0003-9128.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.

[Elks2014-1] J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 898. ISBN 978-1-4757-2085-3.

[Negwer1994-2] Martin Negwer (1994). Organic-chemical Drugs and Their Synonyms: (an International Survey). Akademie Verlag. p. 1967. ISBN 978-3-05-500156-7. Estra-1,3,5(10)-triene-3,17β-diol 17-propionate = 3,17β-Estradiol 17-monopropionate = (17β)-Estra-1,3,5(10)-triene-3,17-diol 17-propanoate (e) S Acrofollin, Akrofollin, Estradiol monopropionate, Follhormon "Saper", Ostradiolmonopropionat, Oestrolum propionicum U Estrogen

[Treasury1942-3] United States. Department of the Treasury (1942). Treasury Decisions Under the Customs, Internal Revenue, and Other Laws: Including the Decisions of the Board of General Appraisers and the Court of Customs Appeals. U.S. Government Printing Office. p. 135. [...] T. D. 50714-C, covering akrofollin intramuscular oily solution of estrogenic hormone manufactured by Specific Pharmaceuticals, Inc., New York, N. Y., with the use of imported oestradiol-17-propionate crystals, [...]

[CsillagVaczy1951-4] Csillag, M.; Vaczy, L.; Türr, E. (1951). "Apparent Differences between the Parenteral and Intrauterine Administration of Estrogen Substances". Gynecologic and Obstetric Investigation. 131 (1): 9–18. doi:10.1159/000311707. ISSN 1423-002X. For the following two groups we have chosen estradiol propionate (Akrofollin) in a dose of 3 X 5 mg. In each instance we performed biopsic strip-abrasion on the third day after the termination of intrauterine, resp. intramuscular hormone administration.

[OroszCsapó1983-5] Orosz, Mihály; Csapó, István; Varga, Bertalan (1983). "Alteration in the reactivity of hamster cheek pouch arterioles to prostaglandin E2 and noradrenaline during pregnancy or sex steroid treatment". Prostaglandins. 26 (2): 165–173. doi:10.1016/0090-6980(83)90085-0. ISSN 0090-6980. [...] they were treated each second day with 0.2 ml sunflower oil, 0.2 mg/lOO g bw of oestradiol propionate (Akrofollin, Richter), [...]

[WachnikBiró1993-6] Wachnik, Anna; Biró, G.; Biró, L.; Korom, M.; Gergely, Anna; Antal, Magdolna (1993). "Effect of sex hormones on copper, zinc, iron nutritional status and hepatic lipid peroxidation in rats". Food/Nahrung. 37 (1): 28–34. doi:10.1002/food.19930370106. ISSN 0027-769X. injected subcutaneously with oily solution of estradiol propionate (Acrofollin, Richter Gedeon)

[CarasaCia1938-7] Boletín oficial de la propiedad industrial. Carasa y Cía. 1938. Fecha del Fecha de la solicitud de la marca: Abril 13, 1938. Certificado de propiedad: Octubre 23, 1939. Nombre y domicilio del concesionario: Chinoin Fábrica de Productos Farmacéuticos y Química S. A., Ujpest, Hungría. AKROFOLLIN.

[DubrauszkyMartzy1941-8] Dubrauszky, V.; Martzy, St. (1941). "Die Wirkung natürlicher und künstlicher Brunststoffe im Tierversuch" [The effect of natural and artificial compounds in animal experiments]. Archiv für Gynäkologie. 171 (2): 242–253. doi:10.1007/BF01714680. ISSN 0003-9128.

Estradiol monopropionate

See also

References