Clascoterone is a new type of acne treatment drug that has attracted much attention because of its good effect. Its chemical name is 17-hydroxy-6β,9β,11β,13α-tetramethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydrocyclopenta[a] Phenanthren-3-one, whose chemical formula is C24H34O2, has a molecular weight of 354.52. It is white or off-white crystal or crystalline powder. It is easily soluble in dichloromethane, easily soluble in methanol, and insoluble in water. It is used in scientific research and chemical reagents, organic synthesis, and pharmaceutical intermediates.
The synthesis route and detailed steps of Clascoterone are mainly introduced.
synthetic route:
1. Starting from 7-methyl-2-oxo-1,2,3,4-tetrahydronaphthalene, carry out five alkylation reactions to obtain 17-methyl-7-ethyl-2-oxo -1,2,3,4-tetrahydronaphthalene.
2. Hydroxylation of 17-methyl-7-ethyl-2-oxo-1,2,3,4-tetrahydronaphthalene to obtain 17-hydroxy-7-ethyl-2-oxo-1 ,2,3,4-Tetralin.
3. Oxidation of 17-hydroxy-7-ethyl-2-oxo-1,2,3,4-tetralin to obtain 17-formyl-7-ethyl-2-oxo-1, 2,3,4-tetrahydronaphthalene.
4. Reduction of 17-formyl-7-ethyl-2-oxo-1,2,3,4-tetrahydronaphthalene by carbonyl to obtain 17-hydroxy-7-ethyl-2-oxo-1 ,2,3,4-Tetralin.
5. Dehydration reaction of 17-hydroxy-7-ethyl-2-oxo-1,2,3,4-tetrahydronaphthalene to obtain 17-methyl-7-ethyl-1,2,3,4 - Tetralin.
6. Epoxidation of 17-methyl-7-ethyl-1,2,3,4-tetrahydronaphthalene to obtain 17-hydroxy-6β,7α-epoxy-17-methyl-1,2 ,3,4-tetrahydronaphthalene.
7. 17-Hydroxy-6β, 7α-epoxy-17-methyl-1,2,3,4-tetrahydronaphthalene was deepoxidized to obtain 17-hydroxy-6β, 9β, 11β, 13α-tetrahydronaphthalene Methyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetrahydrocyclopenta[a]phenanthrene-3-one.
8. For 17-hydroxy-6β,9β,11β,13α-tetramethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetrahydrocyclo Penta[a]phenanthren-3-one undergoes carbonylation to give Clascoterone.
The reaction just mentioned mainly involves multiple chemical reactions such as alkylation, hydroxylation, oxidation, carbonyl reduction, Dehydration, epoxidation, deepoxidation, and carbonylation. These reaction conditions need to be selected according to specific conditions, such as temperature, pressure, catalyst, reaction time and other factors, which will not be repeated here.
In conclusion, the synthetic route of Clascoterone has high comprehensive efficiency and yield, and can realize large-scale production. Due to its unique structure, it is difficult to synthesize, which puts forward higher requirements for research chemists.
Clascoterone (brand name Winlevi) is a new topical medication for mild to moderate acne. It is a topical progesterone inhibitor that acts on the androgen receptor, the pimple's natural hormone, to reduce the activity of the sebaceous glands, thereby reducing oil production. Clascoterone has other uses besides treating pimples, including:
1. Male pattern baldness: Clascoterone can be used to treat male pattern baldness, a condition that affects hair growth in men.
2. Top dandruff: Top dandruff is a dandruff condition that causes dandruff, itching, and loss of luster in the hair. Clascoterone is used to reduce inflammation, which can relieve these symptoms.
3. Women with hair loss: Clascoterone is also used to treat hair loss in women, which can be caused by high androgen levels.
4. Extreme hair growth: Some people may experience excessive hair growth, which may be related to low estrogen levels. Clascoterone works by inhibiting the effects of androgens to reduce excessive hair growth.
In conclusion, Clascoterone is an innovative drug for the treatment of acne and may be used to treat other diseases, which makes it a potential all-round therapeutic drug.
Clascoterone is a new topical antiandrogen drug for the treatment of facial acne. Its physical properties include: colorless or light yellow solid, slightly soluble in water, easily soluble in organic solvents. Chemical properties show that Clascoterone has a molecular formula of C24H34O5 and a molecular weight of 410.5 g/mol. In the body, it mainly achieves the effect of treating acne by inhibiting the androgen receptor in the sebocytes.
The development history of Clascoterone is very exciting. It was discovered as early as the 1960s, but an effective preparation has not been successfully developed. Until the 2010s, in clinical trials for acne patients, the efficacy of Clascoterone was found to be very significant. Finally, in 2019, Clascoterone was approved by the US FDA and became a new star among acne treatment drugs.
The development prospect of Clascoterone is very bright. Acne is a common disease and often affects people's appearance and mental health. Clascoterone, as a local therapeutic anti-androgen drug, has not only exact curative effect, but also relatively safe treatment process, which has received extensive attention and market development. In the future, Clascoterone may become a leader in the field of acne treatment, bringing good news to hundreds of millions of acne patients. At the same time, due to the anti-androgenic properties of Clascoterone, it is also possible to discover more potential in the treatment of other androgen-related disorders.