| 词条 | Levonorgestrel cyclopropylcarboxylate |
| 释义 |
| Verifiedfields = | Watchedfields = | verifiedrevid = | IUPAC_name = [(8R,9S,10R,13S,14S,17R)-13-Ethyl-17-ethynyl-3-oxo-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] cyclopropanecarboxylate | image = Levonorgestrel cyclopropylcarboxylate.svg | width = 250px | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = Intramuscular injection | class = Progestogen; Progestin; Progestogen ester | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = | CAS_number = 86679-35-8 | CAS_supplemental = | ATC_prefix = | ATC_suffix = | ATC_supplemental = | PubChem = 10317658 | IUPHAR_ligand = | DrugBank_Ref = | DrugBank = | ChemSpiderID_Ref = | ChemSpiderID = 8493122 | UNII = | KEGG = | ChEBI = | ChEMBL = | synonyms = HRP-003; HRP003; Levonorgestrel cyclopropyl-carboxylate; Levonorgestrel 17β-cyclopropylcarboxylate; 17α-Ethynyl-18-methyl-19-nortestosterone 17β-cyclopropylcarboxylate; 17α-Ethynyl-18-methylestr-4-en-17β-ol-3-one 17β-cyclopropylcarboxylate; 13-Ethyl-17α-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one cyclopropanecarboxylate | C=25 | H=32 | O=3 | molecular_weight = 380.528 g/mol | SMILES = CC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)OC(=O)C4CC4)CCC5=CC(=O)CC[C@H]35 | StdInChI_Ref = | StdInChI = 1S/C25H32O3/c1-3-24-13-11-20-19-10-8-18(26)15-17(19)7-9-21(20)22(24)12-14-25(24,4-2)28-23(27)16-5-6-16/h2,15-16,19-22H,3,5-14H2,1H3/t19-,20+,21+,22-,24-,25-/m0/s1 | StdInChIKey_Ref = | StdInChIKey = TZZXNSUFTUXHRE-AYEDEZQKSA-N }}Levonorgestrel cyclopropylcarboxylate (developmental code name HRP-003), or levonorgestrel 17β-cyclopropylcarboxylate, is a progestin and a progestogen ester which was studied for potential use as an injectable hormonal contraceptive but was never marketed.[1][2][3][4][5][6][7][8][9][10] It was developed by the World Health Organization's Special Programme on Human Reproduction in the 1980s.[1][2][9] Analogues of levonorgestrel cyclopropylcarboxylate include levonorgestrel cyclobutylcarboxylate (HRP-001) and levonorgestrel butanoate (HRP-002).[1][2][3] See also
References1. ^1 2 Benagiano, G., & Merialdi, M. (2011). Carl Djerassi and the World Health Organisation special programme of research in human reproduction. Journal für Reproduktionsmedizin und Endokrinologie-Journal of Reproductive Medicine and Endocrinology, 8(1), 10-13. http://www.kup.at/kup/pdf/10163.pdf {{Androgen receptor modulators}}{{Progesterone receptor modulators}}{{Steroid-stub}}{{Genito-urinary-drug-stub}}2. ^1 2 {{cite journal | vauthors = Garza-Flores J, Hall PE, Perez-Palacios G | title = Long-acting hormonal contraceptives for women | journal = J. Steroid Biochem. Mol. Biol. | volume = 40 | issue = 4-6 | pages = 697–704 | date = 1991 | pmid = 1958567 | doi = 10.1016/0960-0760(91)90293-E | url = }} 3. ^1 {{cite journal | vauthors = Wu L, Janagam DR, Mandrell TD, Johnson JR, Lowe TL | title = Long-acting injectable hormonal dosage forms for contraception | journal = Pharm. Res. | volume = 32 | issue = 7 | pages = 2180–91 | date = July 2015 | pmid = 25899076 | doi = 10.1007/s11095-015-1686-2 | url = }} 4. ^{{cite journal|last1=Runnebaum|first1=B.|last2=Rabe|first2=T.|last3=Kiesel|first3=L.|title=Trends in Hormonal Contraception|year=1988|pages=109–121|doi=10.1007/978-3-642-73790-9_9}} 5. ^{{cite book|author1=Marcus Filshie|author2=John Guillebaud|title=Contraception: Science and Practice|url=https://books.google.com/books?id=Ug3-BAAAQBAJ&pg=PA112|date=22 October 2013|publisher=Elsevier Science|isbn=978-1-4831-6366-6|pages=112–}} 6. ^{{cite book|author=Elizabeth Connell|title=The Contraception Sourcebook|url=https://books.google.com/books?id=HWoWwGwlEcUC|date=4 December 2001|publisher=McGraw Hill Professional|isbn=978-0-07-139945-6|page=133}} 7. ^{{cite book|author1=Gerald I. Zatuchni|author2=Northwestern University (Evanston, Ill.). Program for Applied Research on Fertility Regulation|title=Long-Acting Contraceptive Delivery Systems: Proceedings of an International Workshop on Long-Acting Contraceptive Delivery Systems, May 31-June 3, 1983, New Orleans, Louisiana|url=https://books.google.com/books?id=QKtsAAAAMAAJ|year=1984|publisher=Harper & Row Pub.|isbn=978-0-06-142905-7|page=196}} 8. ^{{cite book|author=Egon Diczfalusy|title=Fertility regulation today and tomorrow|url=https://books.google.com/books?id=-GJqAAAAMAAJ|year=1987|publisher=Raven Press|isbn=978-0-88167-180-3|page=132}} 9. ^1 {{cite book|author1=Seiichi Matsumoto|author2=Japan Family Planning Association|title=Recent advances in fertility control: proceedings of the 1st International Symposium on Recent Advances in Fertility Control, Tokyo, November 8, 1986|url=https://books.google.com/books?id=X6tsAAAAMAAJ|year=1987|publisher=Excerpta Medica|isbn=978-90-219-1638-5|page=67}} 10. ^{{cite book|author1=L. R. Sitruk-Ware|author2=C. Wayne Bardin|title=Contraception: newer pharmacological agents, devices, and delivery systems|url=https://books.google.com/books?id=L5NsAAAAMAAJ|year=1992|publisher=M. Dekker|isbn=978-0-8247-8700-4|page=62}} 11 : Abandoned drugs|Alcohols|Alkynes|Androgens and anabolic steroids|Carboxylic acids|Estranes|Ketones|Prodrugs|Progestogens|Progestogen esters|World Health Organization |
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