Chlormadinone caproate explained

Iupac Name:	[(8''R'',9''S'',10''R'',13''S'',14''S'',17''R'')-17-Acetyl-6-chloro-10,13-dimethyl-3-oxo-2,3,8,9,10,11,12,13,14,15,16,17-dodecahydro-1''H''-cyclopenta[''a'']phenanthren-17-yl] hexanoate
Width:	250px
Routes Of Administration:	Intramuscular injection
Class:	Progestogen Progestin; Progestogen ester
Cas Number:	35753-51-6
Unii:	RDK6BG5Q4K
Synonyms:	CMC; Chlormadinone hexanoate; 6-Chloro-17α-hydroxy-Δ^6-progesterone hexanoate; 6-Chloro-17α-hydroxypregna-4,6-diene-3,20-dione hexanoate
C:	27
H:	37
Cl:	1
O:	4
Smiles:	O(C(CCCCC)=O)[C@@](C(C)=O)1CC[C@]([H])2[C@@]([H])3C=C(Cl)C4=CC(CC[C@]4(C)[C@@]3([H])CC[C@@]21C)=O
Stdinchi:	1S/C27H37ClO4/c1-5-6-7-8-24(31)32-27(17(2)29)14-11-21-19-16-23(28)22-15-18(30)9-12-25(22,3)20(19)10-13-26(21,27)4/h15-16,19-21H,5-14H2,1-4H3/t19-,20+,21+,25-,26+,27+/m1/s1
Stdinchikey:	VNEYSFJFVXCAHG-BRWSOWNCSA-N

Chlormadinone caproate (CMC) is a progestin and a progestogen ester which was studied for potential use in combined injectable contraceptives but was never marketed.^{[1] [2] [3] [4]} It was assessed in combination with estradiol valerate at doses of 80 mg and 3 mg, respectively. In addition to chlormadinone acetate (CMA), analogues of CMC include gestonorone caproate, hydroxyprogesterone caproate, medroxyprogesterone caproate, megestrol caproate, and methenmadinone caproate.^[5]

See also

• List of progestogen esters § Esters of 17α-hydroxyprogesterone derivatives

Notes and References

1. Book: Daniel R. Mishell. Long-acting Steroid Contraception. 1983. Raven Press. 978-0-89004-932-7. 69, 77.
2. Toppozada MK . Existing once-a-month combined injectable contraceptives . Contraception . 49 . 4 . 293–301 . April 1994 . 8013216 . 10.1016/0010-7824(94)90029-9 .
3. Newton JR, D'arcangues C, Hall PE . A review of "once-a-month" combined injectable contraceptives . J Obstet Gynaecol (Lahore) . 4 . S1–34 . 1994 . Suppl 1 . 12290848 . 10.3109/01443619409027641.
4. Bopp RJ, Murphy HW, Nash JF, Novotny CR . GLC determination of chlormadinone acetate in plasma . J Pharm Sci . 61 . 9 . 1441–4 . September 1972 . 4115914 . 10.1002/jps.2600610919.
5. Bouchard . P. . 2005 . Chlormadinone acetate (CMA) in oral contraception--a new opportunity . The European Journal of Contraception & Reproductive Health Care. 10 . Suppl 1 . 7–11 . 10.1080/13625180500434889 . 1362-5187 . 16356876. 22898956 .