Trenbolone cyclohexylmethylcarbonate Chemical Properties

Melting point:

90-95°

alpha 

D20 +41.6° (c = 0.5 in ethanol)

Boiling point:

607.9±55.0 °C(Predicted)

Density 

1.17±0.1 g/cm3(Predicted)

InChI

InChI=1/C26H34O4/c1-26-14-13-21-20-10-8-19(27)15-18(20)7-9-22(21)23(26)11-12-24(26)30-25(28)29-16-17-5-3-2-4-6-17/h13-15,17,22-24H,2-12,16H2,1H3/t22-,23+,24+,26+/s3

InChIKey

GQJSFWYQKNQCIK-YSEANLADNA-N

SMILES

C12C=C[C@]3([C@@]([H])(CC[C@@H]3OC(OCC3CCCCC3)=O)[C@]1([H])CCC1=CC(=O)CCC=21)C |&1:3,4,8,20,r|

Trenbolone cyclohexylmethylcarbonate Usage And Synthesis

Description

Trenbolone hexahydrobenzylcarbonate, or trenbolone cyclohexylmethylcarbonate, sold under the brand names Parabolan and Hexabolan, is a synthetic, injected anabolic–androgenic steroid (AAS) of the nandrolone group and an androgen ester – specifically, the C17β hexahydrobenzylcarbonate (cyclohexylmethylcarbonate) ester of trenbolone – which was marketed in France for medical use in humans but has since been discontinued.
It was introduced in France in 1980 and was voluntarily discontinued by its manufacturer in 1997. The drug acts as a long-lasting prodrug of trenbolone when administered via intramuscular injection. It was used clinically at a dosage of one ampoule (76 mg, corresponding to 50 mg trenbolone base) every 10 days.
en.wikipedia.org

Uses

Parabolan is an analyte for detection of anabolic agents in dietary supplements by liquid chromatography-high-resolution mass spectrometry.

Definition

Trenbolone hexahydrobenzylcarbonate is a steroid ester.

Synthesis

Trenbolone cyclohexylmethylcarbonate was prepared as follows: 3 g of 17/3-hydroxy-estradiol-4,9,11-trien-3-one was dissolved in pyridine at 15 ??C at 0 ??C under stirring and nitrogen atmosphere. The temperature was maintained between 0 and 10 degrees Celsius. Slowly add 50 ml of hexahydrobenzyl chloroformate, then warm the entire mixture to ambient temperature, stir for 2 hours, then cool to 0 degrees Celsius. Triethylamine was added and stirred for 30 minutes to bring the temperature up to ambient temperature and the reaction mixture was poured into a water/ice mixture. It was extracted with dichloromethane and the organic phase was washed with water to neutral, dried over sodium sulfate and evaporated to dryness in vacuum. The residue was separated by chromatography on silica gel, eluting with a 4:1 mixture of benzene/ethyl acetate, and the product was recrystallized from an isopropyl ether/hexane mixture. Chromatographic separation was again carried out on silica gel, eluting with a benzene/ethyl acetate ethyl acetate mixture, and finally recrystallized from cyclohexane and petroleum ether to give 1.60 g of cyclohexylmethyl carbonate of trenbolone. The product appeared as a prism soluble in ethanol, ether, benzene, acetone and chloroform, but insoluble in water, dilute acids and aqueous alkali solutions.

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