Health Canada Santé Canada

STATUS DECISION OF CONTROLLED AND NON-CONTROLLED SUBSTANCE(S)

Substance: I- caprylate II- Testosterone dodecanoate III- Testosterone caproate IV- Testosterone dichloroacetate V- VI- Testosterone dipropionate

Based on the current information available to the Office of Controlled Substances, it appears that the above substance is:

Controlled X Not Controlled ☐

under the schedules of the Controlled Drugs and Substances Act (CDSA) for the following reason(s):

 The substances are derivatives of testosterone and are captured under sub-item 23(40) of Schedule IV to the CDSA.

Prepared by: ______Date: ______Vincent Marleau

Verified by: ______Date: ______Mark Kozlowski

Approved by: ______Date: ______DIRECTOR, OFFICE OF CONTROLLED SUBSTANCES

This status was requested by: Sahan de Silva, OCS

2 Drug Status Report Drugs: I- Testosterone caprylate II- Testosterone dodecanoate III- Testosterone caproate IV- Testosterone dichloroacetate V- Testosterone isocaproate VI- Testosterone dipropionate

Drug Name Status: I- Testosterone caprylate II- Testosterone dodecanoate III- Testosterone caproate IV- Testosterone dichloroacetate V- Testosterone isocaproate VI- Testosterone dipropionate are the common names.

Chemical Name: I- (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 octanoate II- (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 dodecanoate III- (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 decanoate IV- (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 2,2-dichloroacetate V- (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 4-methylpentanoate VI- (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro- 1H-cyclopenta[a]phenanthrene-3,17-diyl dipropionate

Other Names: I- Octanoic acid [(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17- dodecahydrocyclopenta[a]phenanthren-17-yl] ester; (17β)-3-Oxoandrost-4-en-17-yl octanoate. II- (17β)-3-Oxoandrost-4-en-17-yl dodecanoate; 17beta-hydroxyandrost-4-en-3-one decanoate. III-; 4-Androsten-17β-ol-3-one 17-caprate; 17β-(1-Oxodecyloxy)androst- 4-en-3-one. IV- 4-Androsten-17b-ol-3-one dichloroacetate. V-Testosterone 17-isohexanoate; 4-Androsten-17b-ol-3-one isocaproate; 17β-(4- Methylvaleryloxy)androsta-4-ene-3-one. VI- 3,17β-bis-propionyloxy-androsta-3,5-diene; 3,17β-Bis-propionyloxy-androsta-3,5-dien; (10R)-3,17c-Dipropionyloxy-10r,13c-dimethyl-(8cH,9tH,14tH)-Δ3,5-dodecahydro-1H- cyclopenta[a]phenanthren; Androstadien-(3,5)-diyl-(3,17β)-dipropionate; 3,17β-Dipropionyloxy- androstadien-(3,5).

3 Chemical structure:

I II

III IV

V VI Molecular Formula: I- C27H42O3; II- C31H50O3; III- C29H46O3; IV- C21H28Cl2O3; V- C25H38O3; VI- C25H36O4.

CAS-RN: I- N/A; II- N/A; III- 5721-91-5; IV- N/A; V- 15262-86-9; VI- 42257-18-1

Pharmacological class / Application: Testosterone derivatives

International status:

US: Testosterone caprylate, testosterone dodecanoate, testosterone caproate, testosterone dichloroacetate, testosterone isocaproate and testosterone dipropionate are not listed specifically in the Schedules to the US Controlled Substances Act and are not mentioned anywhere on the DEA website.

United Nations: The substances are not listed on the Yellow List - List of Narcotic Drugs under International Control, the Green List - List of Psychotropic Substances under International Control, nor the Red List - List of Precursors and Chemicals Frequently Used in the Illicit Manufacture of Narcotic Drugs and Psychotropic Substances under International Control.

Canadian Status: Testosterone caprylate, testosterone dodecanoate, testosterone caproate, testosterone dichloroacetate, testosterone isocaproate and testosterone dipropionate are not listed specifically in the CDSA. The substances are derivatives (pharmaceutical salts) of testosterone, which is listed as sub-item 23(40) of Schedule IV to the CDSA under the heading “Anabolic 4 and their derivatives including:”. As derivatives of testosterone, testosterone caprylate, testosterone dodecanoate, testosterone caproate, testosterone dichloroacetate, testosterone isocaproate and testosterone dipropionate are captured under sub-item 23(40) of Schedule IV to the CDSA.

Recommendation: Testosterone caprylate, testosterone dodecanoate, testosterone caproate, testosterone dichloroacetate, testosterone isocaproate and testosterone dipropionate are included under sub-item 23(40) of Schedule IV to the CDSA and are controlled substances.

Date: April 23rd, 2013.