2446-23-3

Basic information

• Product Name: 4-Chlorodehydromethyltestosterone
• Synonyms: (8R,9S,10R,13S,14S,17S)-4-chloro-17-hydroxy-10,13,17-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one;turinabol-oral;4-Chloro-17a-methyl-17b-hydroxy-1,4-androstadiene-3-one;4-Chlorodehydromethyltestosterone;4-Chlorodehydrone Thyltestosterone;Oral turinabol;4-ChlordehydroMethyl Testosterone;4-ChlorodehydroMethyltestosterone (oral turinabol)
• CAS NO: 2446-23-3
• Molecular Formula: C20H27ClO2
• Molecular Weight: 334.88
• EINECS: 1592732-453-0
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids;Steroid and Hormone;testosterone
• Mol File: 2446-23-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 149-151 °C(Solv: acetone (67-64-1); hexane (110-54-3))
• Boiling Point: 464.4 °C at 760mmHg
• Flash Point: 234.6 °C
• Appearance: Off-white solid
• Density: 1.2 g/cm³
• Vapor Pressure: 1.42E-10mmHg at 25°C
• Refractive Index: 1.579
• PKA: 15.05±0.70(Predicted)
• CAS DataBase Reference: 4-Chlorodehydromethyltestosterone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chlorodehydromethyltestosterone(2446-23-3)
• EPA Substance Registry System: 4-Chlorodehydromethyltestosterone(2446-23-3)

Safety Data

• Hazardous Substances Data: 2446-23-3(Hazardous Substances Data)

Usage

Description

4-Chlorodehydromethyltestosterone (CDMT; brand name Oral Turinabol), also known as Chlorodehydromethyltestosterone, is an anabolic–androgenic steroid (AAS). It is the 4-chloro-substituted derivative of metandienone (dehydromethyltestosterone). Turinabol is indicated for hormone replacement therapy in men suffering from androgen deficiency or in severe cases of catabolism.

Chemical Properties

Off-white Solid

History

4-Chlorodehydromethyltestosterone is an anabolic steroid developed in the 1960s, a highly competitive time for the Olympics and national level sports, the East German experts were looking for effective steroids that would circumvent these sports'drug testing policies. The product was introduced for clinical use in 1965 and remained in use until 1994, when production was discontinued.

Uses

4-Chlorodehydromethyltestosterone is a derivative of dehydrochloromethyltestosterone. Metabolite of anabolic steroids. it can produce quality gains in muscle mass as well as strength, even if these gains are not as dramatic or quick as you might get from an aromatizable, or more androgenic oral steroid.

Definition

ChEBI: 4-Chloromethandienone is a 3-hydroxy steroid. It has a role as an androgen.

General Description

Dehydrochloromethyl Testosterone is an analytical reference standard that is categorized as an androgenic anabolic steroid. Anabolic steroids, including dehydrochloromethyl testosterone, have been used to enhance physical performance in athletes. Dehydrochloromethyl testosterone is regulated as a Schedule III compound in the United States. This product is intended for research and forensic applications.

Safety Profile

4-chlorodehydromethyltestosterone (known as oral turinabol) is a potent and unique anabolic steroid that was synthesized in 1962 in East Germany. Steroid has a very high safety rating for many decades, both among men, women and even children. Increases body weight without side effects (Hinkel, 1966; Petzold et al., 1969).

InChI:InChI=1/C20H27ClO2/c1-18-9-8-16(22)17(21)15(18)5-4-12-13(18)6-10-19(2)14(12)7-11-20(19,3)23/h8-9,12-14,23H,4-7,10-11H2,1-3H3/t12-,13+,14+,18-,19+,20+/m1/s1

Upstream product

• 5785-58-0 4-chloro-17α-methylandrost-4-en-17β-ol-3-one 

Relevant articles and documents

Metabolism of anabolic steroids in humans: Synthesis of 6β-hydroxy metabolites of 4-chloro-1,2-dehydro-17α-methyltestosterone, fluoxymesterone, and metandienone

Hydroxylation at position 6β of testosterone I (17β-hydroxyandrost-4- en-3-one) and the anabolic steroids 17α-methyltestosterone II (17β-hydroxy- 17α-methylandrost-4-en-3-one), metandienone III (17β-hydroxy-17α- methylandrosta-1,4-dien-3-one), 4-chloro-1,2-dehydro-17α-methyltestosterone IV (4-chloro-17β-hydroxy-17α-methylandrosta-1,4-dien-3-one), and fluoxymesterone V (9-fluoro-11β, 17β-dihydroxy-17a-methylandrost-4-en-3- one) was achieved via light-induced autooxidation of the corresponding trimethylsilyl 3,5-dienol ethers dissolved in isopropanol or ethanol. The reaction further yielded the 6α-hydroxy isomer in low amounts. The 6β- hydroxy isomers of I-V and the 6α-hydroxy isomers of I, III, and IV were isolated and characterized by 1H and 13C NMR, high-performance liquid chromatography, gas chromatography, and mass spectrometry. Human excretion studies with single administered doses of boldenone (17β-hydroxyandrosta- 1,4-dien-3-one), 4-chloro-1,2-dehydro-17α-methyltestosterone, fluoxymesterone, metandienone, 17α-methyltestosterone, and [16,16,17- 2H3]testosterone showed that 6β-hydroxylation is the major metabolic pathway in the metabolism of 4-chloro-1,2-dehydro-17α-methyltestosterone, fluoxymesterone, and metandienone, whereas for boldenone, 17α- methyltestosterone, and testosterone, 6β hydroxylation is negligable.