| 词条 | Pentagestrone acetate |
| 释义 |
| Verifiedfields = | Watchedfields = | verifiedrevid = | IUPAC_name = [(8R,9S,10R,13S,14S,17R)-17-acetyl-3-cyclopentyloxy-10,13-dimethyl-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl] acetate | image = Pentagestrone acetate.svg | width = 250px | tradename = Gestovis, Gestovister | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = By mouth | class = Progestin; Progestogen; Progestogen ether; Progestogen ester | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = | CAS_number = 1178-60-5 | CAS_supplemental = | ATC_prefix = | ATC_suffix = | PubChem = 10321047 | DrugBank_Ref = | DrugBank = | ChemSpiderID_Ref = | ChemSpiderID = 8496511 | UNII = 3Y30374T6H | synonyms = PGA; Gestovis; 17α-Acetoxyprogesterone 3-cyclopentyl enol ether | C=28 | H=40 | O=4 | molecular_weight = 440.615 g/mol | SMILES = CC(=O)C1(CCC2C1(CCC3C2CC=C4C3(CCC(=C4)OC5CCCC5)C)C)OC(=O)C | StdInChI_Ref = | StdInChI = 1S/C28H40O4/c1-18(29)28(32-19(2)30)16-13-25-23-10-9-20-17-22(31-21-7-5-6-8-21)11-14-26(20,3)24(23)12-15-27(25,28)4/h9,17,21,23-25H,5-8,10-16H2,1-4H3/t23-,24+,25+,26+,27+,28+/m1/s1 | StdInChIKey_Ref = | StdInChIKey = NSRLWNNZHGRGJS-JVACCQEYSA-N }}Pentagestrone acetate (PGA), sold under the brand names Gestovis and Gestovister, is a progestin which was described in the literature in 1960 and was introduced by Vister in Italy in 1961.[1][2][3] It is the 3-cyclopentyl enol ether of 17α-hydroxyprogesterone acetate.[4] PGA, along with quingestrone (the 3-cyclopentyl enol ether of progesterone), is said to have very similar properties to those of dydrogesterone, a pure progestogen and close analogue of progesterone.[5] PGA is orally active, was provided in 10 and 20 mg capsules, and has been used to treat habitual abortion and menstrual disorders at a dosage of 10 to 20 mg/day.[6] It has been said to have equivalent potency to intramuscular progesterone.[6] The combination of 20 mg/day PGA and 100 μg/day mestranol is an effective ovulation inhibitor in women.[7][8] The effective dosage of PGA in the menstrual delay test has been studied.[9] Chemistry{{See also|List of progestogens|Progestogen ester|List of progestogen esters}}PGA, also known as 17α-acetoxyprogesterone 3-cyclopentyl enol ether, is a synthetic pregnane steroid and a derivative of progesterone and 17α-hydroxyprogesterone.[1] See also
References1. ^1 {{cite book|author=J. Elks|title=The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies|url=https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA943|date=14 November 2014|publisher=Springer|isbn=978-1-4757-2085-3|pages=943–}} {{Progestogens and antiprogestogens}}{{Progesterone receptor modulators}}{{Genito-urinary-drug-stub}}{{Steroid-stub}}2. ^{{cite book|title=Drugs Available Abroad|url=https://books.google.com/books?id=2x1tAAAAMAAJ|year=1991|publisher=Gale Research|isbn=978-0-8103-7177-4}} 3. ^{{cite book|author1=P. H. List|author2=L. Hörhammer|title=Chemikalien und Drogen Teil A: N-Q|url=https://books.google.com/books?id=4TWnBgAAQBAJ&pg=PA508|date=12 March 2013|publisher=Springer-Verlag|isbn=978-3-642-65035-2|pages=508–}} 4. ^{{cite book|author=Camille Georges Wermuth|title=The Practice of Medicinal Chemistry|url=https://books.google.com/books?id=Qmt1_DQkCpEC&pg=PA731|date=2 May 2011|publisher=Academic Press|isbn=978-0-08-056877-5|pages=731–}} 5. ^{{cite book|title=Revue générale des sciences pures et appliquées et bulletin de l'Association française pour l'avancement des sciences|url=https://books.google.com/books?id=UuEkAQAAIAAJ|year=1964|publisher=Société d'édition d'enseignement supérieur|quote=[[...] Ercoli (1960) developed cyclopentyl enol ethers of progesterone (Luteovis) and acetoxy progesterone (Gestovis), which have almost exactly the same properties as dydrogesterone.]}} 6. ^1 {{cite journal | last1 = | first1 = | title = Gestovis | journal = South African Medical Journal | volume = 40 | issue = 5 | date = January 1966 | page = 99 | issn = 0256-9574 | doi = | pmid = | url = https://journals.co.za/content/m_samj/40/5/AJA20785135_36784 | quote = Comopharm (Pty) Limited. on behalf of Vister Laboratories, announce the introduction of Gestovis, and supply the following information: Gestovis is a new highly effective oral progesterone derivative (cyclopentylenol-ether of 17-alpha-acetoxyprogesterone) for the treatment of threatened and habitual abortion and menstrual disturbances. Gestovis is efficacious orally at the same dose as parenterally administered progesterone. Dosage. 10 - 20 mg. daily or as necessary. Presentation. Available in capsules of 10 and 20 mg.}} 7. ^{{cite book|author=Gregory Pincus|title=The Control of Fertility|url=https://books.google.com/books?id=ehQlBQAAQBAJ&pg=PA221|date=3 September 2013|publisher=Elsevier|isbn=978-1-4832-7088-3|pages=221–}} 8. ^{{cite book|title=Current Medicine and Drugs|url=https://books.google.com/books?id=auc1AQAAIAAJ|year=1962|page=32|quote=Gestovis (3-cyclo-pentyl-enol ether of 17a acetoxyprogesterone) is a potent non-oestrogenic preparation but does not give very good cycle control. In doses of 20 mg daily from the fifth to twenty-fifth day of the cycle it will inhibit ovulation.}} 9. ^{{cite journal | vauthors = Edgren RA, Sturtevant FM | title = Potencies of oral contraceptives | journal = Am. J. Obstet. Gynecol. | volume = 125 | issue = 8 | pages = 1029–38 | date = August 1976 | pmid = 952300 | doi = 10.1016/0002-9378(76)90804-8 | url = }} 7 : Abandoned drugs|Acetate esters|Cyclopentanes|Ethers|Pregnanes|Progestogen esters|Progestogens |
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