What Is Enclomiphene?
Enclomiphene is the trans-isomer of clomiphene citrate and belongs to the class of compounds known as selective estrogen receptor modulators (SERMs). It is structurally distinct from zuclomiphene, the cis-isomer, and is primarily studied for its role in influencing the hypothalamic–pituitary–gonadal (HPG) axis.
Unlike mixed-isomer clomiphene, enclomiphene is examined in isolation due to its more targeted receptor behavior and shorter biological persistence.
Mechanism of Action
Enclomiphene functions by antagonizing estrogen receptors at the hypothalamus and pituitary gland. This reduces estrogen-mediated negative feedback, leading to increased secretion of:
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Luteinizing hormone (LH)
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Follicle-stimulating hormone (FSH)
The downstream effect under investigation is the stimulation of endogenous testosterone production while maintaining spermatogenesis signaling.
Key Characteristics of Enclomiphene
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Trans-isomer of clomiphene
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Classified as a SERM
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Non-steroidal structure
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Shorter tissue persistence compared to zuclomiphene
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Studied for endocrine signaling modulation
Research Applications
Enclomiphene is commonly examined in endocrinology and reproductive biology research, particularly in studies involving:
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Hypogonadal signaling pathways
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Estrogen receptor modulation
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HPG axis regulation
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Comparative SERM pharmacodynamics
Its isolated isomeric form allows researchers to distinguish effects that may be masked when clomiphene is used as a mixed compound.
Chemical Structure & Properties
Molecular Information
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Chemical Name: (E)-Clomiphene
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Molecular Formula: C₂₆H₂₈ClNO
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Molecular Weight: 405.96 g/mol
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Compound Class: Triphenylethylene derivative
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Isomer Type: Trans (enclomiphene)
Structural Notes
Enclomiphene features a triphenylethylene backbone with a chlorine substituent and a tertiary amine side chain. The E-configuration is responsible for its distinct receptor interactions and pharmacokinetic profile compared to the cis-isomer.
Physical Properties
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Appearance: Off-white to pale crystalline solid
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Solubility: Soluble in organic solvents such as ethanol and DMSO
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Stability: Stable under controlled laboratory storage conditions
Storage Guidelines
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Store in a cool, dry environment
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Protect from excessive heat and light
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Keep container tightly sealed
Important Notice
This material is sold strictly for laboratory research and analytical purposes only.
Not for human or veterinary use.
Not intended to diagnose, treat, cure, or prevent any disease.
| CAS Number | 15690-57-0 |
| Other Names | Enclomiphene, Enclomifene, En-Clomiphene, Enclomiphen (E)-2-(p-(2-Chloro-1,2-Diphenylvinyl)phenoxy)triethylamine, trans-Clomiphene |
| IUPAC Name | 2-[4-[(E)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethylethanamine |
| Molecular Formula | C26H28ClNO |
| Molecular Weight | 406.0 g |
| Dry-Fill Capsule Concentration | 6.25mg |
| Liquid Concentration And Solution | 25mg/ml PEG400, DMSO |
| Aliquot Concentration And Solution | NA |
