| 词条 | Prebediolone acetate |
| 释义 |
| Verifiedfields = | Watchedfields = | verifiedrevid = | IUPAC_name = [2-[(3S,8S,9S,10R,13S,14S,17S)-3-Hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate | image = Prebediolone acetate.svg | width = 250px | tradename = Acetoxanon, Acetoxy-Prenolon, Artisone, Artivis, Pregnartrone, Sterosone | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = | CAS_number = 566-78-9 | CAS_supplemental = | ATC_prefix = | ATC_suffix = | ATC_supplemental = | PubChem = 248856 | IUPHAR_ligand = | DrugBank_Ref = | DrugBank = | ChemSpiderID_Ref = | ChemSpiderID = 217884 | UNII = DX3XOD2S6B | KEGG = | ChEBI = | ChEMBL = 1328310 | synonyms = 21-Hydroxypregnenolone 21-acetate; Pregnenolone 21-acetate; 21-Acetoxypregnenolone; A.O.P.; 3β,21-Dihydroxypregn-5-en-20-one 21-acetate; Pregn-5-en-3β,21-diol-20-one 21-acetate | C=23 | H=34 | O=4 | SMILES = CC(=O)OCC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C | StdInChI_Ref = | StdInChI = 1S/C23H34O4/c1-14(24)27-13-21(26)20-7-6-18-17-5-4-15-12-16(25)8-10-22(15,2)19(17)9-11-23(18,20)3/h4,16-20,25H,5-13H2,1-3H3/t16-,17-,18-,19-,20+,22-,23-/m0/s1 | StdInChIKey_Ref = | StdInChIKey = MDJRZSNPHZEMJH-MTMZYOSNSA-N }}Prebediolone acetate (brand names Acetoxanon, Acetoxy-Prenolon, Artisone, Artivis, Pregnartrone, Sterosone), also known as 21-hydroxypregnenolone 21-acetate or 21-acetoxypregnenolone (A.O.P.), as well as 3β,21-dihydroxypregn-5-en-20-one 21-acetate, is a synthetic pregnane steroid which is described as a glucocorticoid and has been used in the treatment of rheumatoid arthritis.[1][2][3] It is the C21 acetate ester of prebediolone (21-hydroxypregnenolone), the C21 hydroxylated derivative of pregnenolone.[1] Prebediolone acetate has been known since at least 1950.[4] The compound is also an intermediate in a synthesis of deoxycorticosterone acetate (21-acetoxyprogesterone).[5] 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=PA665|date=14 November 2014|publisher=Springer|isbn=978-1-4757-2085-3|pages=665–}} {{Glucocorticoids and antiglucocorticoids}}{{Glucocorticoid receptor modulators}}{{Steroid-stub}}2. ^{{cite journal | vauthors = BRUGSCH HG, MANNING RA | title = A comparative study of pregnenolone, 21-acetoxypregnenolone and ACTH | journal = N. Engl. J. Med. | volume = 244 | issue = 17 | pages = 628–32 | year = 1951 | pmid = 14815736 | doi = 10.1056/NEJM195104262441703 | url = }} 3. ^{{cite journal | vauthors = LEFKOVITS AM | title = Artisone therapy in rheumatoid arthritis | journal = Rheumatism | volume = 9 | issue = 4 | pages = 70–6 | year = 1953 | pmid = 13101380 | doi = | url = }} 4. ^{{cite journal|last1=Spring|first1=F. S.|title=Recent advances in the chemistry of the steroids|journal=Journal of the Chemical Society (Resumed)|year=1950|pages=3352|issn=0368-1769|doi=10.1039/jr9500003352}} 5. ^{{cite book|title=Rheumatism|url=https://books.google.com/books?id=-xEwAQAAMAAJ|year=1953|publisher=Rolls House Publishing Company|quote=Artisone is a steroid of the 21-carbon type. It is 5-pregnene 3 beta, 21-dial-20-one 21 acetate.4 It is also known as 21-acetoxy-pregnenolone, acetoxanon, prebediolone acetate. It is an intermediate product in the synthesis of desoxycorticosterone acetate and is prepared by reacting 5,6-pregnene-3-ol-20-one with bromine and chloroform and treating the obtained oily bromide with potassium I acetate in alcohol.}} 7 : Abandoned drugs|Acetate esters|Steroid esters|Ketones|Glucocorticoids|Pregnanes|Prodrugs |
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