__NOTOC__
RU-58841, also known as PSK-3841 or HMR-3841, is a
nonsteroidal antiandrogen (NSAA) which was initially developed in the 1980s by
Roussel Uclaf
Roussel Uclaf S.A. was a French pharmaceutical company and one of several predecessor companies of today's Sanofi.
It was the second largest French pharmaceutical company before it was acquired by Hoechst AG of Frankfurt, Germany in 1997, with p ...
, the French pharmaceutical company from which it received its name. It was formerly under investigation by ProStrakan (previously ProSkelia and Strakan) for potential use as a
topical
A topical medication is a medication that is applied to a particular place on or in the body. Most often topical medication means application to body surfaces such as the skin or mucous membranes to treat ailments via a large range of classes ...
treatment for
androgen-dependent conditions including
acne
Acne, also known as ''acne vulgaris'', is a long-term Cutaneous condition, skin condition that occurs when Keratinocyte, dead skin cells and Sebum, oil from the skin clog hair follicles. Typical features of the condition include comedo, black ...
,
pattern hair loss,
and
excessive hair growth.
[PSK-3841 (HMR-3841, RU-58841) - AdisInsight](_blank)
/ref> The compound is similar in structure to the NSAA RU-58642 but contains a different side-chain. These compounds are similar in chemical structure
A chemical structure determination includes a chemist's specifying the molecular geometry and, when feasible and necessary, the electronic structure of the target molecule or other solid. Molecular geometry refers to the spatial arrangement of at ...
to nilutamide
Nilutamide, sold under the brand names Nilandron and Anandron, is a nonsteroidal antiandrogen (NSAA) which is used in the treatment of prostate cancer.https://www.accessdata.fda.gov/drugsatfda_docs/label/2017/020169s008lbl.pdf It has also been ...
, which is related to flutamide, bicalutamide, and enzalutamide
Enzalutamide, sold under the brand name Xtandi, is a nonsteroidal antiandrogen (NSAA) medication which is used in the treatment of prostate cancer. It is indicated for use in conjunction with castration in the treatment of metastatic castrat ...
, all of which are NSAAs similarly. RU-58841 can be synthesized either by building the hydantoin
Hydantoin, or glycolylurea, is a heterocyclic organic compound with the formula CH2C(O)NHC(O)NH. It is a colorless solid that arises from the reaction of glycolic acid and urea. It is an oxidized derivative of imidazolidine. In a more general sen ...
moiety
Moiety may refer to:
Chemistry
* Moiety (chemistry), a part or functional group of a molecule
** Moiety conservation, conservation of a subgroup in a chemical species
Anthropology
* Moiety (kinship), either of two groups into which a society is ...
or by aryl
In organic chemistry, an aryl is any functional group or substituent derived from an aromatic ring, usually an aromatic hydrocarbon, such as phenyl and naphthyl. "Aryl" is used for the sake of abbreviation or generalization, and "Ar" is used as ...
coupling to 5,5-dimethylhydantoin.
RU-58841 produces cyanonilutamide
Cyanonilutamide (developmental code name RU-56279) is a nonsteroidal antiandrogen which was never marketed. Both RU-56187 and RU-58841 appear to be prodrugs of cyanonilutamide ''in vivo'' in animals. It has relatively low affinity (pharmacology), ...
(RU-56279) and RU-59416 as metabolite
In biochemistry, a metabolite is an intermediate or end product of metabolism.
The term is usually used for small molecules. Metabolites have various functions, including fuel, structure, signaling, stimulatory and inhibitory effects on enzymes, c ...
s in animals. Cyanonilutamide has relatively low affinity for the androgen receptor but shows significant antiandrogenic activity in animals. RU-59416 has very low affinity for the androgen receptor.
See also
* Cyanonilutamide
Cyanonilutamide (developmental code name RU-56279) is a nonsteroidal antiandrogen which was never marketed. Both RU-56187 and RU-58841 appear to be prodrugs of cyanonilutamide ''in vivo'' in animals. It has relatively low affinity (pharmacology), ...
* RU-56187
RU-56187 is a nonsteroidal antiandrogen which was never marketed. It shows 92% of the affinity of testosterone for the androgen receptor and negligible affinity for other steroid hormone receptors. The medication is a silent antagonist of the and ...
* RU-57073
RU-57073 is a nonsteroidal antiandrogen which was never marketed. It shows 163% of the affinity of testosterone for the androgen receptor and negligible affinity for other steroid hormone receptors.
See also
* Cyanonilutamide
* Nilutamide
* RU- ...
* RU-58642
* RU-59063
RU-59063 is a nonsteroidal androgen or selective androgen receptor modulator (SARM) which was first described in 1994 and was never marketed. It was originally thought to be a potent antiandrogen, but subsequent research found that it actually p ...
References
Further reading
*
{{Androgen receptor modulators
Abandoned drugs
Primary alcohols
Anti-acne preparations
Hair loss medications
Hair removal
Hydantoins
Nitriles
Nonsteroidal antiandrogens
Trifluoromethyl compounds