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Dimethandrolone buciclate

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Dimethandrolone buciclate
Clinical data
Other namesCDB-4386A; 7α,11β-Dimethyl-19-nortestosterone 17β-buciclate
Routes of
administration		Intramuscular injection
Drug classAndrogen;Anabolic steroid;Androgen ester;Progestogen
Identifiers
  • (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
CAS Number
PubChemCID
ChemSpider
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC31H48O3
Molar mass468.722 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 nameCDB-4386A), ordimethandrolone bucyclate, also known as7α,11β-dimethyl-19-nortestosterone 17β-buciclate, is asyntheticanabolic–androgenic steroid (AAS) and aderivative ofnandrolone (19-nortestosterone) which was developed by the Contraceptive Development Branch (CDB) of theNational Institute of Child Health and Human Development (NICHD) and has not been marketed at this time.[1][2][3][4][5] It is anandrogen ester – specifically, the C17βbuciclate (4-butylcyclohexane-1-carboxylate)ester ofdimethandrolone, (7α,11β-dimethyl-19-nortestosterone) – and acts as aprodrug of dimethandrolone in the body.[1][2][3][4][5] Dimethandrolone buciclate is or was under investigation as a potentialmale contraceptive.[1][2][3][4][5]

See also

[edit]

References

[edit]
  1. ^abcUS 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 
  2. ^abcUS 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 
  3. ^abcUS 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 
  4. ^abcUS 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 
  5. ^abcBrown 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.


ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
PRTooltip Progesterone receptor
Agonists
Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists


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