DMA was first described in the literature in 1959 and has been marketed since at least 1972.[1][8][9] It was marketed by this year in Europe and the United Kingdom under the brand names Tardak and Zenadrex.[9] It was under development for use in the United States as well but does not seem to have ultimately been marketed in this country.[9]
Society and cultureedit
Generic namesedit
Delmadinone acetate is the generic name of the drug and its USANTooltip United States Adopted Name and BANMTooltip British Approved Name.[1][2][3][4]Delmadinone is the INNTooltip International Nonproprietary Name and BANTooltip British Approved Name of the unesterified free alcohol form.[1][2][3][4]
Brand namesedit
DMA is most commonly sold as Tardak, but has also been marketed under a variety of other brand names including Delmate, Estrex, Tardastren, Tardastrex, Vetadinon, and Zenadrex.[1][2][4]
^ abcdefghiElks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 354–. ISBN978-1-4757-2085-3.
^ abcdefghijIndex Nominum 2000: International Drug Directory. Taylor & Francis US. 2000. p. 298. ISBN978-3-88763-075-1. Retrieved 30 May 2012.
^ abcMorton I, Hall JM (1999). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer. p. 92. ISBN978-0-7514-0499-9. Retrieved 30 May 2012.
^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.
^ abcMcLauchlan G, Ramsey I (2008). "Update on medical management of benign prostatic hyperplasia". Companion Animal. 13 (7): 39–41. doi:10.1111/j.2044-3862.2008.tb00313.x. ISSN 1464-4630.
^McRobb L, Handelsman DJ, Kazlauskas R, Wilkinson S, McLeod MD, Heather AK (May 2008). "Structure-activity relationships of synthetic progestins in a yeast-based in vitro androgen bioassay". The Journal of Steroid Biochemistry and Molecular Biology. 110 (1–2): 39–47. doi:10.1016/j.jsbmb.2007.10.008. PMID 18395441. S2CID 5612000.
^Ringold HJ, Batres E, Bowers A, Edwards J, Zderic J (1959). "Steroids. Cxxvii.16-Halo Progestational Agents". Journal of the American Chemical Society. 81 (13): 3485–3486. doi:10.1021/ja01522a090. ISSN 0002-7863.
^ abcModern Veterinary Practice. Vol. 53. 1972. p. 46. John T. Bryans, University of Kentucky, Lexington. Thoroughbred Record 194(22): 1634-1636, 1971. In the clinical review entitled "Antiandrogen Treatment of Prostate Disorders" (MVP Oct, p 46} the product should have been identified as delta-chlor- madinone acetate (delta-CAP, rather than as CAP). This compound, also known as delmadinone acetate, has unique properties and is marketed in Europe and the UK as Tardak® and Zenadrex®; It is presently subject to clinical investigation in the US for FDA approval.
January 01, 1970
delmadinone, acetate, sold, under, brand, name, tardak, among, others, progestin, antiandrogen, which, used, veterinary, medicine, treat, androgen, dependent, conditions, such, benign, prostatic, hyperplasia, must, used, with, care, potential, cause, adrenal, . 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 C17a acetate ester of delmadinone which in contrast to DMA was never marketed for medical use 1 2 Delmadinone acetateClinical dataTrade namesTardak othersOther namesDMA RS 1310 1 Dehydrochlormadinone acetate 1 6 Didehydro 6 chloro 17a acetoxyprogesterone 6 Chloro 17a hydroxypregna 1 4 6 triene 3 20 dioneDrug classProgestogen Progestin Progestogen ester Steroidal antiandrogenATCvet codeQG03DX91 WHO IdentifiersIUPAC name 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 acetateCAS Number13698 49 2PubChem CID10135765ChemSpider8311278UNII92833M0LD9ChEMBLChEMBL2104598CompTox Dashboard EPA DTXSID60160018ECHA InfoCard100 033 821Chemical and physical dataFormulaC 23H 27Cl O 4Molar mass402 92 g mol 13D model JSmol Interactive imageSMILES 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 CInChI 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 s1Key CGBCCZZJVKUAMX DFXBJWIESA N Contents 1 Uses 1 1 Veterinary 2 Pharmacology 2 1 Pharmacodynamics 3 Chemistry 4 History 5 Society and culture 5 1 Generic names 5 2 Brand names 5 3 Availability 6 ReferencesUses editVeterinary edit DMA is used to treat androgen dependent conditions in animals 6 It is most commonly used to treat benign prostatic hyperplasia 6 However it can also be used to treat hypersexuality in male dogs and cats perianal gland tumors in dogs and hormone driven aggression in dogs 6 Pharmacology editPharmacodynamics edit DMA is a progestogen with antigonadotropic and hence antiandrogenic and antiestrogenic effects In addition DMA binds to the androgen receptor and likely acts as an antagonist of this receptor similarly to related drugs like chlormadinone acetate and osaterone acetate 7 Chemistry editSee also List of progestogens Progestogen ester List of progestogen esters Steroidal antiandrogen and List of steroidal antiandrogens DMA also known as 1 dehydrochlormadinone acetate as well as 1 6 didehydro 6 chloro 17a acetoxyprogesterone or 6 chloro 17a hydroxypregna 1 4 6 triene 3 20 dione is a synthetic pregnane steroid and a derivative of progesterone 1 2 4 It is specifically a derivative of 17a hydroxyprogesterone with a chlorine atom at the C6 position a double bond between the C1 and C2 positions another double bond between the C6 and C7 positions and an acetate ester at the C17a position 1 2 Analogues of DMA include other 17a hydroxyprogesterone derivatives such as chlormadinone acetate cyproterone acetate hydroxyprogesterone caproate medroxyprogesterone acetate megestrol acetate and osaterone acetate 1 2 History editDMA was first described in the literature in 1959 and has been marketed since at least 1972 1 8 9 It was marketed by this year in Europe and the United Kingdom under the brand names Tardak and Zenadrex 9 It was under development for use in the United States as well but does not seem to have ultimately been marketed in this country 9 Society and culture editGeneric names edit Delmadinone acetate is the generic name of the drug and its USANTooltip United States Adopted Name and BANMTooltip British Approved Name 1 2 3 4 Delmadinone is the INNTooltip International Nonproprietary Name and BANTooltip British Approved Name of the unesterified free alcohol form 1 2 3 4 Brand names edit DMA is most commonly sold as Tardak but has also been marketed under a variety of other brand names including Delmate Estrex Tardastren Tardastrex Vetadinon and Zenadrex 1 2 4 Availability edit DMA is available in Europe and Oceania 2 4 It is specifically marketed in the United Kingdom France Belgium Germany Austria Switzerland the Netherlands Finland Australia and New Zealand 2 4 References edit a b c d e f g h i 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 a b c d e f g h i j Index Nominum 2000 International Drug Directory Taylor amp Francis US 2000 p 298 ISBN 978 3 88763 075 1 Retrieved 30 May 2012 a b c 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 a b c d e f g List of Progestins Drugs com 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 a b c McLauchlan G Ramsey I 2008 Update on medical management of benign prostatic hyperplasia Companion Animal 13 7 39 41 doi 10 1111 j 2044 3862 2008 tb00313 x ISSN 1464 4630 McRobb L Handelsman DJ Kazlauskas R Wilkinson S McLeod MD Heather AK May 2008 Structure activity relationships of synthetic progestins in a yeast based in vitro androgen bioassay The Journal of Steroid Biochemistry and Molecular Biology 110 1 2 39 47 doi 10 1016 j jsbmb 2007 10 008 PMID 18395441 S2CID 5612000 Ringold HJ Batres E Bowers A Edwards J Zderic J 1959 Steroids Cxxvii 16 Halo Progestational Agents Journal of the American Chemical Society 81 13 3485 3486 doi 10 1021 ja01522a090 ISSN 0002 7863 a b c Modern Veterinary Practice Vol 53 1972 p 46 John T Bryans University of Kentucky Lexington Thoroughbred Record 194 22 1634 1636 1971 In the clinical review entitled Antiandrogen Treatment of Prostate Disorders MVP Oct p 46 the product should have been identified as delta chlor madinone acetate delta CAP rather than as CAP This compound also known as delmadinone acetate has unique properties and is marketed in Europe and the UK as Tardak and Zenadrex It is presently subject to clinical investigation in the US for FDA approval Retrieved from https en wikipedia org w index php title Delmadinone acetate amp oldid 1190848969, wikipedia, wiki, book, books, library,
