Delmadinone acetate

Delmadinone acetate
Clinical data
Trade namesTardak, others
Other namesDMA; RS-1310; 1-Dehydrochlormadinone acetate; 1,6-Didehydro-6-chloro-17α-acetoxyprogesterone; 6-Chloro-17α-hydroxypregna-1,4,6-triene-3,20-dione
Drug classProgestogen; Progestin; Progestogen ester; Steroidal antiandrogen
ATCvet code
Identifiers
  • [(8R,9S,10R,13S,14S,17R)-17-acetyl-6-chloro-10,13-dimethyl-3-oxo-9,11,12,14,15,16-hexahydro-8H-cyclopenta[a]phenanthren-17-yl] acetate
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.033.821 Edit this at Wikidata
Chemical and physical data
FormulaC23H27ClO4
Molar mass402.92 g·mol−1
3D model (JSmol)
  • O=C\1\C=C/[C@]4(C(=C/1)C(\Cl)=C/[C@@H]2[C@@H]4CC[C@@]3([C@@](OC(=O)C)(C(=O)C)CC[C@@H]23)C)C
  • InChI=1S/C23H27ClO4/c1-13(25)23(28-14(2)26)10-7-18-16-12-20(24)19-11-15(27)5-8-21(19,3)17(16)6-9-22(18,23)4/h5,8,11-12,16-18H,6-7,9-10H2,1-4H3/t16-,17+,18+,21-,22+,23+/m1/s1
  • Key:CGBCCZZJVKUAMX-DFXBJWIESA-N

Delmadinone acetate (DMA), sold under the brand name Tardak among others, is a progestin and antiandrogen which is used in veterinary medicine to treat androgen-dependent conditions such as benign prostatic hyperplasia.[1][2][3][4] It must be used with care as it has the potential to cause adrenal insufficiency via inhibition of adrenocorticotropic hormone (ACTH) secretion from the pituitary gland.[5] DMA is the C17α acetate ester of delmadinone, which, in contrast to DMA, was never marketed for medical use.[1][2]

  1. ^ a b Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 354–. ISBN 978-1-4757-2085-3.
  2. ^ a b Index Nominum 2000: International Drug Directory. Taylor & Francis US. 2000. p. 298. ISBN 978-3-88763-075-1. Retrieved 30 May 2012.
  3. ^ Morton I, Hall JM (1999). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer. p. 92. ISBN 978-0-7514-0499-9. Retrieved 30 May 2012.
  4. ^ "List of Progestins". Drugs.com.
  5. ^ Court EA, Watson AD, Church DB, Emslie DR (August 1998). "Effects of delmadinone acetate on pituitary-adrenal function, glucose tolerance and growth hormone in male dogs" (PDF). Australian Veterinary Journal. 76 (8): 555–560. doi:10.1111/j.1751-0813.1998.tb10216.x. PMID 9741725.

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