4-Chlorodehydromethyltestosterone Chemical Properties

Melting point:

149-151 °C(Solv: acetone (67-64-1); hexane (110-54-3))

Boiling point:

464.4±45.0 °C(Predicted)

Density 

1.20±0.1 g/cm3(Predicted)

solubility 

Acetonitrile: 1 mg/ml; Ethanol: 1 mg/ml; Methanol: 1 mg/ml

form 

A crystalline solid

pka

15.05±0.70(Predicted)

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+/s3

InChIKey

AGUNEISBPXQOPA-RFNNMYDSNA-N

SMILES

C[C@]12C=CC(=O)C(Cl)=C1CC[C@@]1([H])[C@]3([H])CC[C@@](O)(C)[C@@]3(C)CC[C@]21[H] |&1:1,11,13,17,20,24,r|

Safety Information

DEA Controlled Substances

CSCN: 4000
CSA SCH: Schedule III
NARC: No

4-Chlorodehydromethyltestosterone Usage And Synthesis

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).

Synthesis

In a dry reaction flask equipped with a reflux condenser (open to air), combine Methylclostebol and 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). Then, add the solvent benzene to the reaction system and stir to ensure homogeneity. Slowly add p-toluenesulfonic acid to the mixture. Reflux the resulting reaction mixture with stirring for 20 hours. Upon completion of the reaction, add water and ethyl acetate to the system. Collect the organic phase, dry it over anhydrous sodium sulfate, and concentrate the filtrate under reduced pressure. Purify the residue by silica gel column chromatography to obtain the target product, 4-chlorodehydro-methyltestosterone.

References

[1] Wisniewski, E. S., & Hays, P. A. (2006). Dehydrochlormethyltestosterone: an analytical profile. Microgram J, 4, 54-65.
[2] ANTTI LEINONEN . Screening of free 17-alkyl-substituted anabolic steroids in human urine by liquid chromatography–electrospray ionization tandem mass spectrometry[J]. Steroids, 2004, 69 2: Pages 101-109. DOI:10.1016/j.steroids.2003.10.007.
[3] WILLI SCHÄNZER Manfred D Georg Opfermann. 17-Epimerization of 17α-methyl anabolic steroids in humans: metabolism and synthesis of 17α-hydroxy-17β-methyl steroids[J]. Steroids, 1992, 57 11: Pages 537-550. DOI:10.1016/0039-128X(92)90023-3.
[4] YU-YI CHAN. The Constituents of the Stems of Cissus assamica and Their Bioactivities.[J]. Molecules, 2018, 23 11. DOI:10.3390/molecules23112799.

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