EC586

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EC586
Clinical data
Other namesEC-586; Testosterone 17β-(1-[[5-(aminosulfonyl)-2-pyridinyl]carbonyl]-L-proline); Androst-4-en-17β-ol-3-one 17β-(1-[[5-(aminosulfonyl)-2-pyridinyl]carbonyl]-L-proline); 3-Oxoandrost-4-en-17β-yl 1-[[5-(aminosulfonyl)-2-pyridinyl]carbonyl]-L-proline
Drug classAndrogen; Anabolic steroid; Androgen ester
Identifiers
  • (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl (5-sulfamoylpicolinoyl)-L-prolinate
JSmol)
  • O=C1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@H](OC([C@@H]5CCCN5C(C6=CC=C(S(N([H])[H])(=O)=O)C=N6)=O)=O)CC[C@@]4([H])[C@]3([H])CCC2=C1
  • InChI=1S/C30H39N3O6S/c1-29-13-11-19(34)16-18(29)5-7-21-22-8-10-26(30(22,2)14-12-23(21)29)39-28(36)25-4-3-15-33(25)27(35)24-9-6-20(17-32-24)40(31,37)38/h6,9,16-17,21-23,25-26H,3-5,7-8,10-15H2,1-2H3,(H2,31,37,38)/t21-,22-,23-,25-,26-,29-,30-/m0/s1
  • Key:CYIIXLHIAANHDT-SFEKBMPBSA-N

EC586, also known as testosterone 17β-(1-((5-(aminosulfonyl)-2-pyridinyl)carbonyl)-L-proline), is an

parenteral testosterone, but with the convenience of oral administration.[2][3] Evestra intends to seek Investigational New Drug status for EC586 in the fourth quarter of 2018.[needs update][1]

The

propionate ester of testosterone (AUC0-3h = 330 ng/mL and 2.5 ng/mL, respectively, for doses of 3.0 mg/rat each).[2] As such, EC586 would appear to possess strongly increased oral bioavailability, potency, and systemic exposure relative to testosterone propionate.[2] Additional research and details on the pharmacokinetics and properties of EC586 are to be published "soon".[2]

The mechanism for the absence of first-pass metabolism and lack of disproportionate liver exposure with oral administration has been elucidated for a closely related sulfonamide–proline

estradiol ester known as EC508, which shows the same properties as EC586.[2][3]

Clinical trials for EC586 and EC508 are undergoing as of 2023.[4]

See also

References

  1. ^ a b "Research Pipeline". Evestra, Inc. Archived from the original on 4 March 2018. EC586: Testosterone prodrug
  2. ^
    PMID 28886996
    .
  3. ^ .
  4. .

External links

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