9583. Trenbolone

Nomenclature

CAS number: 10161-33-8
(17β)-17-Hydroxyestra-4,9,11-trien-3-one; 4,9,11-estratrien-17β-ol-3-one; 17β-hydroxy-19-norandrosta-4,9,11-trien-3-one; 19-norandrosta-4,9,11-trien-17β-ol-3-one; trienbolone; trienolone.
C18H22O2; mol wt 270.37.
C 79.96%, H 8.20%, O 11.84%.

Description and references

Prepn of base: Velluz et al., C. R. Hebd. Seances Acad. Sci. 257, 569 (1963); Heller et al., Steroids 10, 211 (1967). Base and 17-acetate: FR M1958 and GB 1035683 (1963 and 1966 to Roussel-UCLAF), C.A. 60, 3039h (1964); 65, 17027c (1966). 17-Cyclohexylmethylcarbonate: Nedelec, Costerousse, FR M5979 (1968 to Roussel-UCLAF), C.A. 71, 50356g (1969). Pharmacology of the acetate: Krüskemper et al., Arzneim.-Forsch. 17, 449 (1967). Animal studies: Beranger, Malterre, C. R. Seances Soc. Biol. Ses Fil. 162, 1157 (1968); Best, Vet. Rec. 91, 624 (1972). Environmental degradation study: B. Schiffer et al., Environ. Health Perspect. 109, 1145 (2001).

Chemical structure

Properties

Crystals, mp 186°. [α]D20 +19° (c = 0.45 in ethanol). Also reported as mp 183-186° from acetone-water. uv max: 239, 340.5 nm (ε 5260, 28000) (Heller).

Derivative

Acetate.

Nomenclature

CAS number: 10161-34-9
(17β)-17-Acetyloxyestra-4,9,11-trien-3-one; 17β-acetoxy-3-oxoestra-4,9,11-triene; 17β-acetoxyestra-4,9,11-trien-3-one; Finaplix (Intervet); Parabolan.
C20H24O3; mol wt 312.40.
C 76.89%, H 7.74%, O 15.36%.

Properties

Crystals, mp 96-97°. [α]D20 +36.8° (c = 0.37 in methanol).

Derivative

Cyclohexylmethylcarbonate.

Nomenclature

CAS number: 23454-33-3
(17β)-17-[(cyclohexylmethoxy)carbonyl]oxyestra-4,9,11-trien-3-one; trenbolone hexahydrobenzylcarbonate.
C26H34O4; mol wt 410.55.
C 76.06%, H 8.35%, O 15.59%.

Properties

Crystals from cyclohexane-petr ether, mp 90-95°. [α]D20 +41.6° (c = 0.5 in ethanol).

Note

This is a controlled substance (anabolic steroid): 21 CFR, 1308.13, as defined in 1300.01.

Therapeutic Category (Veterinary)

Anabolic.