Enclomiphene / Solution, 50ml, 12.5mg/ml

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SKU: 1672892372870S Category: Tag:
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-[4-[(E)-2-chloro-1,2-di(phenyl)ethenyl]phenoxy]-N,N-diethylethanamine
International Nonproprietary Names Click here for help
INN number INN
1309 clomifene
2334 enclomifene
Synonyms Click here for help
Androxal® | enclomiphene citrate

Database Links Click here for help
CAS Registry No. 15690-57-0 (source: Scifinder)
ChEMBL Ligand CHEMBL954
GtoPdb PubChem SID 223365954
PubChem CID 1548953
RCSB PDB Ligand 53Q
Search Google for chemical match using the InChIKey GKIRPKYJQBWNGO-OCEACIFDSA-N
Search Google for chemicals with the same backbone GKIRPKYJQBWNGO
Search PubMed clinical trials enclomifene
Search PubMed titles enclomifene
Search PubMed titles/abstracts enclomifene
UniChem Compound Search for chemical match using the InChIKey GKIRPKYJQBWNGO-OCEACIFDSA-N
UniChem Connectivity Search for chemical match using the InChIKey GKIRPKYJQBWNGO-OCEACIFDSA-N

 

What is Enclomiphene?

Enclomiphene is a selective estrogen receptor modulator, more appropriately known as a SERM, not to be confused with a SARMS UK This is one of the isomers of clomiphene citrate—the trans-isomer that acts mainly as an anti-estrogen. Enclomiphene works by preventing the receptors in the hypothalamus from accepting estrogen, which in return activates these receptors to stimulate the release of other hormones such as luteinizing hormone (LH) and follicle-stimulating hormone (FSH). This results in increased production of testosterone and may be indicated for conditions such as male hypogonadism.

Applications of Enclomiphene

Male Hypogonadism: Enclomiphene is commonly applied in managing secondary hypogonadism; this presents when there is an inability of the testes to produce adequate levels of testosterone in men. It increases natural levels of testosterone without compromising sperm count, unlike TRT medications.
Fertility Treatment: Although not as commonly used to treat male factor infertility as clomiphene citrate, enclomiphene has some promise in increasing endogenous testosterone levels while maintaining spermatogenesis.

Mechanism of Action

Enclomiphene works in the following manner:

  • Estrogen receptor blockade in the hypothalamus.
  • Inhibition leads to increased release of GnRH.
  • Stimulation of the pituitary gland to release LH and FSH.
    These lead to increased testosterone production by the testes.

The structure of Enclomiphene

Figure 1 – Enclomiphene Structure

What can we see in Encomiphene’s structure?

 

  • Enclomiphene is a triphenylethylene derivative, which is the basis for its activity as a selective estrogen receptor modulator (SERM).
  • It contains a stilbene backbone (a structure with a double bond between two phenyl rings) that is substituted with a chloro group and a phenoxy side chain.
  • The structure includes the following functional groups:
    • Aromatic rings (phenyl groups)
    • Ether linkage (phenoxy group)
    • Tertiary amine group
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