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Enclomiphene
Enclomiphene is a non-steroidal, synthetic triphenylethylene derivative classified as a selective estrogen receptor modulator (SERM). Structurally, it represents the isolated trans-isomer (E-configuration) of clomiphene citrate, separating it completely from its geometric twin, zuclomiphene (the cis-isomer).
While traditional clomiphene mixtures present a blend of both isomers, investigators study enclomiphene in isolation due to its clean, targeted antagonistic receptor behavior and significantly shorter biological persistence in tissue. This makes it an invaluable chemical standard for precisely mapping the feedback mechanisms of the neuroendocrine axis without the long-lasting estrogenic co-effects often introduced by the cis-component.
Structural Elements to Observe: The molecular architecture of enclomiphene features a signature triphenylethylene backbone substituted with a core chlorine atom and a flexible tertiary amine side chain. It is the rigid stereo-specific E-configuration across the central double bond that governs its specific structural fit within estrogen receptors. This spatial layout allows enclomiphene to act as a pure, high-affinity antagonist in central endocrine tissues, distinguishing its cellular footprint from the partial agonist behavior seen in cis-isomers.
Technical Specifications
| Property | Specification |
|---|---|
| Product Name | Enclomiphene |
| CAS Number | 15690-57-0 (Base) |
| IUPAC Name | 2-[4-[(E)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethylethanamine |
| Molecular Formula | C₂₆H₂₈ClNO |
| Molecular Weight | 405.96 g/mol |
| Chemical Class | Triphenylethylene Derivative / Selective Estrogen Receptor Modulator |
| Physical Appearance | Off-white to pale crystalline solid |
| Solubility Profile | Soluble in organic solvents such as anhydrous ethanol and DMSO |
| Solution Base | PEG400, DMSO |
Mechanism of Action & Research Applications
The primary scientific value of enclomiphene centers on its high-affinity interaction with central estrogen receptors localized within the hypothalamus and anterior pituitary gland.
Primary fields of preclinical and in vitro laboratory investigation include:
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Hypothalamic-Pituitary-Gonadal (HPG) Axis Regulation: By binding competitively to central estrogen receptors, enclomiphene blocks estrogen-mediated negative feedback. Laboratories study this blockade to evaluate the natural up-regulation of gonadotropin-releasing hormone (GnRH) pulse frequencies.
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Gonadotropin Secretion Kinetics: Tracking the subsequent cellular downstream release of primary signaling proteins, specifically Luteinizing Hormone (LH) and Follicle-Stimulating Hormone (FSH) from pituitary somatotroph models.
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Endogenous Testosterone Resurgence Modeling: Investigating downstream signaling cascades where elevated LH levels act directly upon testicular Leydig cells to prompt endogenous testosterone synthesis.
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Spermatogenesis Maintenance Assays: Evaluating how isolated FSH signaling interacts with Sertoli cell models to study sperm cell maturation pathways, serving as a critical baseline model for hypogonadal signaling research.
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Comparative SERM Pharmacodynamics: Utilizing the isolated trans-isomer to establish clearer structure-activity relationships (SAR), allowing researchers to differentiate clean receptor antagonism from mixed-agonist isomer frameworks.
Storage & Handling Guidelines
Store at controlled room temperature. Keep tightly closed. Liquid formats: do not refrigerate or freeze. Cold storage may cause the solution to cloud or precipitate. If this occurs, return to room temperature and mix until clear.
Storage guidance is a house recommendation. Analytical documentation is per-lot release testing.
Related Research Compounds
Further reading: Enclomiphene research overview
Analytical Documentation
Purity, identity, and composition vary by manufacturing lot. Kimera Chems does not publish a single fixed purity figure for this item; refer to the batch-specific Certificate of Analysis (COA) issued for the lot received, which reflects third-party analytical testing for that lot. Contact us if a COA for your lot is required.
Research Use Only Disclaimer: This product is developed, synthesized, and distributed strictly as a Research Use Only (RUO) laboratory reference material intended for non-clinical analytical and scientific investigation. It is not an FDA-approved drug formulation, licensed medication, therapeutic agent, or dietary supplement, and is strictly prohibited for direct human or veterinary use. Kimera Chems supplies these verified reference standards exclusively to accredited institutional laboratories, reproductive biology departments, and qualified investigators.
