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Testifenon

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Testifenon
Clinical data
Other namesTestiphenon; Testiphenone; Chlorphenacyl dihydrotestosterone ester; Dihydrotestosterone 17β-(4-(bis(2-chloroethyl)amino)phenyl)acetate; LS-19378
Identifiers
  • [(5S,8R,9S,10S,13S,14S,17S)-10,13-Dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl] 2-[4-[bis(2-chloroethyl)amino]phenyl]acetate
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC31H43Cl2NO3
Molar mass548.59 g·mol−1
3D model (JSmol)
  • C[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4OC(=O)CC5=CC=C(C=C5)N(CCCl)CCCl)C
  • InChI=1S/C31H43Cl2NO3/c1-30-13-11-24(35)20-22(30)5-8-25-26-9-10-28(31(26,2)14-12-27(25)30)37-29(36)19-21-3-6-23(7-4-21)34(17-15-32)18-16-33/h3-4,6-7,22,25-28H,5,8-20H2,1-2H3/t22-,25-,26-,27-,28-,30-,31-/m0/s1
  • Key:JWLXQUMDRGJLMS-SJQIPMMSSA-N

Testifenon, also known astestiphenon,testiphenone,chlorphenacyl dihydrotestosterone ester, ordihydrotestosterone 17β-(4-(bis(2-chloroethyl)amino)phenyl)acetate, is asyntheticanabolic–androgenic steroid (AAS) and acytostaticantineoplastic agent (i.e.,chemotherapeutic) that was never marketed.[1][2][3] It is anandrogen ester – specifically, achlorphenacylnitrogen mustardester ofdihydrotestosterone (DHT) – and acts as aprodrug of these two components in the body.[1][2] The drug was developed inRussia as atissue-selectivecytostaticdrug for the treatment of variouscancers occurring inandrogen receptor-expressingtissues that would have reducedside effects andtoxicity relative to other chemotherapy drugs.[1][2]

See also

[edit]

References

[edit]
  1. ^abcLagova ND, Sof'ina ZP, Shkodinskaia EN, Kurdiumova KN, Valueva IM (1988). "[The antineoplastic activity of testiphenon]".Voprosy Onkologii (in Russian).34 (11):1363–1368.PMID 3201773.
  2. ^abcDemidova NV, Serebryakova EA, Gasan-Guseinova ZG, Zimakova NI, Arzamastsev AP (November 1995). "Comparative pharmacokinetics of 3H-testiphenone and 3H-chlorophenacyl in peroral administration to mice".Pharmaceutical Chemistry Journal.29 (11):737–739.doi:10.1007/BF02331848.S2CID 31434647.
  3. ^Oborotova NA, Smirnova ZS, Polozkova ZS, Baryshnikov AI (2002). "[Pharmacological aspects in the development of liposomal medicinal preparations for the internal injection of hydrophobic cytostatics]".Vestnik Rossiiskoi Akademii Meditsinskikh Nauk (in Russian) (1):42–45.PMID 11882971.
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists

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