Dimethyltrienolone
Anabolic–androgenic steroid
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Dimethyltrienolone (developmental code name RU-2420) is a synthetic, orally active, and extremely potent anabolic–androgenic steroid (AAS) and 17α-alkylated 19-nortestosterone (nandrolone) derivative which was never marketed for medical use.[1] It has among the highest known affinity of any AAS for the androgen (and progesterone) receptors,[2][3] and has been said to be perhaps the most potent AAS to have ever been developed.[1]
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| Other names | RU-2420; 7α,17α-Dimethyltrenbolone; 7α,17α-Dimethyl-δ9,11-19-nortestosterone; 7α,17α-Dimethylestra-4,9,11-trien-17β-ol-3-one |
| Routes of administration | By mouth |
| Drug class | Androgen; Anabolic steroid; Progestogen |
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| Formula | C20H26O2 |
| Molar mass | 298.426 g·mol−1 |
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Pharmacology
Pharmacodynamics
Dimethyltrienolone is an extremely potent agonist of the androgen and progesterone receptors and hence AAS and progestogen.[1] In animal bioassays, it was shown to possess more than 100 times the anabolic and androgenic potency of the reference AAS methyltestosterone.[1] The drug is not a substrate for 5α-reductase and so is not potentiated or inactivated in so-called "androgenic" tissues like the prostate gland or skin.[1] It is also not a substrate for aromatase and so has no estrogenic activity.[1] Due to its lack of estrogenicity, dimethyltrienolone has no propensity for causing estrogenic side effects like gynecomastia.[1] Because of its C17α methyl group and very high resistance to hepatic metabolism, dimethyltrienolone is said to be exceedingly hepatotoxic.[1]
| Compound | Chemical name | PR | AR | ER | GR | MR | ||
|---|---|---|---|---|---|---|---|---|
| Testosterone | T | 1.0 | 100 | <0.1 | 0.17 | 0.9 | ||
| Nandrolone | 19-NT | 20 | 154 | <0.1 | 0.5 | 1.6 | ||
| Trenbolone | ∆9,11-19-NT | 74 | 197 | <0.1 | 2.9 | 1.33 | ||
| Trestolone | 7α-Me-19-NT | 50–75 | 100–125 | ? | <1 | ? | ||
| Normethandrone | 17α-Me-19-NT | 100 | 146 | <0.1 | 1.5 | 0.6 | ||
| Metribolone | ∆9,11-17α-Me-19-NT | 208 | 204 | <0.1 | 26 | 18 | ||
| Mibolerone | 7α,17α-DiMe-19-NT | 214 | 108 | <0.1 | 1.4 | 2.1 | ||
| Dimethyltrienolone | ∆9,11-7α,17α-DiMe-19-NT | 306 | 180 | 0.1 | 22 | 52 | ||
| Values are percentages (%). Reference ligands (100%) were progesterone for the PR, testosterone for the AR, estradiol for the ER, DEXA for the GR, and aldosterone for the MR. | ||||||||
Chemistry
Dimethyltrienolone, also known as 7α,17α-dimethyl-δ9,11-19-nortestosterone or as 7α,17α-dimethylestra-4,9,11-trien-17β-ol-3-one, as well as 7α,17α-dimethyltrenbolone, is a synthetic estrane steroid and a 17α-alkylated derivative of nandrolone (19-nortestosterone).[1] It is the 7α,17α-dimethyl derivative of trenbolone and the 7α-methyl derivative of metribolone,[6] as well as the δ9,11 analogue of metribolone and the δ9,11, 17α-methylated derivative of trestolone.[1]
Dimethyltrienolone can be congenially prepared from almestrone.