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Chemical compound
Dimethandrolone buciclate
Other names CDB-4386A; 7α,11β-Dimethyl-19-nortestosterone 17β-buciclate
Routes of administration
Intramuscular injection
Drug class
Androgen ;
Anabolic steroid ;
Androgen ester ;
Progestogen
(1S ,2R ,9R ,10R ,11S ,14S ,15S ,17S )-9,15,17-Trimethyl-5-oxotetracyclo[8.7.0.02,7 .011,15 ]heptadec-6-en-14-yl 4-butylcyclohexane-1-carboxylate
PubChem
CID
Formula C 31 H 48 O 3
Molar mass 468.722 g·mol−1 3D model (
JSmol )
[H][C@]12CCC(=O)C=C1C[C@@H](C)[C@H]1[C@@H]3CC[C@H](OC(=O)C4CCC(CCCC)CC4)[C@@]3(C)C[C@H](C)[C@H]21
InChI=1S/C31H48O3/c1-5-6-7-21-8-10-22(11-9-21)30(33)34-27-15-14-26-29-19(2)16-23-17-24(32)12-13-25(23)28(29)20(3)18-31(26,27)4/h17,19-22,25-29H,5-16,18H2,1-4H3/t19-,20+,21?,22?,25?,26+,27+,28-,29+,31?/m1/s1
Key:SQABEAOHFNPHNY-QFAUYDRKSA-N
Dimethandrolone buciclate (developmental code name CDB-4386A ), or dimethandrolone bucyclate , also known as 7α,11β-dimethyl-19-nortestosterone 17β-buciclate , is a
synthetic
anabolic–androgenic steroid (AAS) and a
derivative of
nandrolone (19-nortestosterone) which was developed by the Contraceptive Development Branch (CDB) of the
National Institute of Child Health and Human Development (NICHD) and has not been marketed at this time.
[1]
[2]
[3]
[4]
[5] It is an
androgen ester – specifically, the C17β
buciclate (4-butylcyclohexane-1-carboxylate)
ester of
dimethandrolone , (7α,11β-dimethyl-19-nortestosterone) – and acts as a
prodrug of dimethandrolone in the body.
[1]
[2]
[3]
[4]
[5] Dimethandrolone buciclate is or was under investigation as a potential
male contraceptive .
[1]
[2]
[3]
[4]
[5]
See also
References
^
a
b
c
US Abandoned 2003069215 , Blye R, Kim H, "Methods of making and using 7a, 11b-dimethyl-17b-hydroxy-4-estren-3-one 17b-trans-4-n-butylcyclohexane carboxylate and 7a, 11b-dimethyl-17b-hydroxyestr-4-en-3-one 17-undecanoate.", published 10 April 2003, assigned to US Department of Health and Human Services
^
a
b
c
US Abandoned 2005130944 , Blye R, Kim H, "Method of making and using 7alpha, 11beta-dimethyl-17beta-hydroxyestr-4-en-3-one 17-undecanoate.", published 16 June 2005, assigned to US Department of Health and Human Services
^
a
b
c
US Granted 7196074 , Blye R, Kim H, "Methods of making, using and pharmaceutical formulations comprising 7α, 11β-dimethyl-17β-hydroxyestra-4, 14-dien-3-one and 17 esters thereof", issued 7 March 2007, assigned to US Department of Health and Human Services
^
a
b
c
US Abandoned 2009023695 , Blye R, Kim H, "Method of making and using 7alpha, 11beta-dimethyl-17beta-hydroxyestr-4-en-3-one 17-undecanoate.", published 22 January 2009, assigned to US Department of Health and Human Services
^
a
b
c Brown AE, Sorbera LA (2013). "Therapeutic targets for male contraception". Drugs of the Future . 38 (7): 499.
doi :
10.1358/dof.2013.038.07.1980494 .
ISSN
0377-8282 .
S2CID
75204267 .
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