Bromoketoprogesterone

Bromoketoprogesterone
Clinical data
Trade names	Braxarone
Other names	BKP; BOP; NSC-15990; 9α-Bromo-11-oxoprogesterone; Braxarone; Bromo-oxy-progesterone; BOP; 9α-Bromopregn-4-en-3,11,20-trione; Bromopregnenetrione
Routes of; administration	By mouth
Identifiers
	IUPAC name (8S,10S,13S,14S,17S)-17-Acetyl-9-bromo-10,13-dimethyl-1,2,6,7,8,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,11-dione;
CAS Number	2527-11-9 ;
PubChem CID	197766;
ChemSpider	196517;
UNII	O784P63H1N;
ChEBI	CHEBI:34585;
Chemical and physical data
Formula	C21H27BrO3
Molar mass	407.348 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC(=O)C3([C@H]2CCC4=CC(=O)CC[C@@]43C)Br)C;
	InChI InChI=1S/C21H27BrO3/c1-12(23)15-6-7-16-17-5-4-13-10-14(24)8-9-20(13,3)21(17,22)18(25)11-19(15,16)2/h10,15-17H,4-9,11H2,1-3H3/t15-,16+,17+,19-,20+,21?/m1/s1; Key:NWFOHSCPTMLQIH-WHJJYKQUSA-N;

Bromoketoprogesterone (BKP), also known as 9α-bromo-11-oxoprogesterone (BOP), and known by the tentative brand name Braxarone (Squibb), is an orally active progestin which does not appear to have been marketed.^[1]^[2]^[3]^[4]^[5]

^ Negwer M, Scharnow HG (2001). Organic-chemical drugs and their synonyms: (an international survey). Wiley-VCH. p. 2134. ISBN 978-3-527-30247-5.
^ Tyler ET, Olson HJ (July 1958). "Clinical use of new progestational steroids in fertility". Annals of the New York Academy of Sciences. 71 (5): 704–709. Bibcode:1958NYASA..71..704T. doi:10.1111/j.1749-6632.1958.tb46799.x. PMID 13583825.
^ Wied GL, Davis ME (October 1957). "9 alpha-Bromo-11-ketoprogesterone; another new orally effective substance with progestational activity". Obstetrics and Gynecology. 10 (4): 411–417. PMID 13477602.
^ Tyler ET, Olson HJ (April 1959). "Fertility promoting and inhibiting effects of new steroid hormonal substances". Journal of the American Medical Association. 169 (16): 1843–1854. doi:10.1001/jama.1959.03000330015003. PMID 13640942.
^ Applezweig N (1962). Steroid Drugs. Blakiston Division, McGraw-Hill. p. 444.

[NegwerScharnow2001-1] Negwer M, Scharnow HG (2001). Organic-chemical drugs and their synonyms: (an international survey). Wiley-VCH. p. 2134. ISBN 978-3-527-30247-5.

[pmid13583825-2] Tyler ET, Olson HJ (July 1958). "Clinical use of new progestational steroids in fertility". Annals of the New York Academy of Sciences. 71 (5): 704–709. Bibcode:1958NYASA..71..704T. doi:10.1111/j.1749-6632.1958.tb46799.x. PMID 13583825.

[pmid13477602-3] Wied GL, Davis ME (October 1957). "9 alpha-Bromo-11-ketoprogesterone; another new orally effective substance with progestational activity". Obstetrics and Gynecology. 10 (4): 411–417. PMID 13477602.

[Tyler1959-4] Tyler ET, Olson HJ (April 1959). "Fertility promoting and inhibiting effects of new steroid hormonal substances". Journal of the American Medical Association. 169 (16): 1843–1854. doi:10.1001/jama.1959.03000330015003. PMID 13640942.

[Applezweig1962-5] Applezweig N (1962). Steroid Drugs. Blakiston Division, McGraw-Hill. p. 444.

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