Prebediolon acetat

Prebediolon acetat
IUPAC ime
	[2-[(3S,8S,9S,10R,13S,14S,17S)-3-hidroksi-10,13-dimetil-2,3,4,7,8,9,11,12,14,15,16,17-dodekahidro-1H-ciklopenta[a]fenantren-17-il]-2-oksoetil] acetat
Klinički podaci
Prodajno ime	Acetoksanon, Acetoksi-Prenolon, Artizon, Artivis, Pregnartron, Steroson
Identifikatori
CAS broj	566-78-9
PubChem	CID 248856
ChemSpider	217884
UNII	DX3XOD2S6B
ChEMBL	CHEMBL1328310
Sinonimi	21-Hidroksipregnenolon 21-acetat; Pregnenolon 21-acetat; 21-Acetoksipregnenolon; A.O.P.; 3β,21-Dihidroksipregn-5-en-20-on 21-acetat; Pregn-5-en-3β,21-diol-20-on 21-acetat
Hemijski podaci
Formula	C23H34O4
Molarna masa	374,52 g·mol−1
	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; ;
	InChI InChI=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; Key:MDJRZSNPHZEMJH-MTMZYOSNSA-N;

Prebediolon acetat (prodajno ime Acetoksanon, Acetoksi-Prenolon, Artizon, Artivis, Pregnartron, Sterozon), takođe poznat kao 21-hidroksipregnenolon 21-acetat ili 21-acetoksipregnenolon (A.O.P.), kao i 3β,21-dihidroksipregn-5-en-20-on 21-acetat, je sintetički pregnanski steroidni derived pregnenolona. Ova lek je glukokortikoid koji se koristi u tretmanu reumatoidnog artritisa.^[1]^[2]^[3] Ovo jedinjenje je poznato od 1950. godine.^[4] Ovaj lek je isto tako intermedijer u sintezi deoksikortikosteron acetata (21-acetoksiprogesterona).^[5]

Vidi još[уреди | уреди извор]

Pregnenolon acetat
Pregnenolon sukcinat
11-Deoksikortikosteron (21-hidroksiprogesteron)
11-Deoksikortizol (17α,21-dihidroksiprogesteron)

Reference[уреди | уреди извор]

^ J. Elks (14. 11. 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. стр. 665—. ISBN 978-1-4757-2085-3.
^ BRUGSCH HG, MANNING RA (1951). „A comparative study of pregnenolone, 21-acetoxypregnenolone and ACTH”. N. Engl. J. Med. 244 (17): 628—32. PMID 14815736. doi:10.1056/NEJM195104262441703.
^ LEFKOVITS AM (1953). „Artisone therapy in rheumatoid arthritis”. Rheumatism. 9 (4): 70—6. PMID 13101380.
^ Spring, F. S. (1950). „Recent advances in the chemistry of the steroids”. Journal of the Chemical Society (Resumed): 3352. ISSN 0368-1769. doi:10.1039/jr9500003352.
^ Rheumatism. Rolls House Publishing Company. 1953. „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.”

[Elks2014-1] J. Elks (14. 11. 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. стр. 665—. ISBN 978-1-4757-2085-3.

[pmid14815736-2] BRUGSCH HG, MANNING RA (1951). „A comparative study of pregnenolone, 21-acetoxypregnenolone and ACTH”. N. Engl. J. Med. 244 (17): 628—32. PMID 14815736. doi:10.1056/NEJM195104262441703.

[pmid13101380-3] LEFKOVITS AM (1953). „Artisone therapy in rheumatoid arthritis”. Rheumatism. 9 (4): 70—6. PMID 13101380.

[Spring1950-4] Spring, F. S. (1950). „Recent advances in the chemistry of the steroids”. Journal of the Chemical Society (Resumed): 3352. ISSN 0368-1769. doi:10.1039/jr9500003352.

[RollsHouse1953-5] Rheumatism. Rolls House Publishing Company. 1953. „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.”

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