Citrato di enclomifene

Citrato di enclomifene

Nome del prodotto Citrato di enclomifene
Numero CAS 7599-79-3
Altri nomi trans-Clomiphene citrate; (E)-Clomiphene citrate; 2-[4-[(E)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethylethanamine citrate
Formula molecolare C26H28ClNO·C6H8O7
Peso molecolare 598.1 g/mol (citrate salt)
Aspetto Polvere cristallina di colore da bianco a bianco sporco
Analisi (HPLC) ≥98.0% (anhydrous basis)
Perdita per essiccazione ≤0.5%
Residuo di combustione ≤0.1%
Metalli pesanti ≤10 ppm
Solubilità Sparingly soluble in water, freely soluble in ethanol, methanol
Confezione 25 kg fiber drum with double polyethylene liner

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Enclomiphene citrate Structure

Sinonimi: trans-Clomiphene citrate, (E)-Clomiphene citrate, Enclomiphene dihydrogen citrate, 2-[4-[(E)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethylethanamine citrate

Enclomiphene citrate is the trans-isomer of clomiphene citrate, a selective estrogen receptor modulator (SERM) that has drawn considerable attention in both clinical research and pharmaceutical manufacturing. Unlike its cis counterpart zuclomiphene, which exhibits estrogenic activity, enclomiphene acts as a pure estrogen antagonist in the hypothalamus and pituitary. This distinct pharmacological profile has positioned it as a compound of interest for developing therapies targeting testosterone deficiency and related endocrine disorders.

Chemically, enclomiphene citrate belongs to the triphenylethylene class, sharing structural similarities with tamoxifen and other well-known SERMs. The molecule features a chloro-substituted stilbene core with a diethylaminoethoxy side chain, and its citrate salt form enhances aqueous solubility and stability. The trans configuration is critical for its antagonistic properties; even minor contamination with the cis isomer can significantly alter the pharmacological response, making stereochemical purity a key quality parameter.

In the pharmaceutical supply chain, enclomiphene citrate is typically produced under cGMP conditions and is available in high-purity grades suitable for formulation development and clinical trial materials. It is most commonly used in the development of oral capsules or tablets for hormone modulation, and as a reference standard in analytical laboratories. Its rising profile in men’s health research has led to increased demand for reliable, well-documented sources of this active pharmaceutical ingredient.

Funzione

  • Selective estrogen receptor modulation: Blocks estrogen receptors in the hypothalamus, leading to increased gonadotropin-releasing hormone (GnRH) secretion.
  • Testosterone stimulation: Enhances endogenous testosterone production by promoting LH and FSH release from the pituitary.
  • Fertility support: Investigated for improving spermatogenesis and ovulation induction in specific patient populations.
  • Hormonal balance: Helps restore normal testosterone-to-estrogen ratios in men with secondary hypogonadism.
  • Research applications: Used as a tool compound in studies of estrogen receptor signaling and endocrine regulation.

Fonte e standardizzazione

  • Fonte: Synthetic chemical synthesis; not derived from natural sources.
  • Manufacturing: Produced via a multi-step organic synthesis, followed by chiral resolution or stereoselective synthesis to isolate the trans isomer.
  • Standardizzazione: ≥98.0% assay (HPLC), with strict control of cis-isomer content (typically ≤0.5%).
  • Moduli: White to off-white crystalline powder.
  • Applicazioni: Pharmaceutical formulations, clinical research, analytical reference standards.

Caratteristiche tecniche

Parametro Specifiche
Analisi (HPLC) ≥98.0%
Identificazione IR, HPLC retention time conforms to standard
Cis-isomer ≤0.5%
Perdita per essiccazione ≤0.5%
Residuo di combustione ≤0.1%
Metalli pesanti ≤10 ppm
Limiti microbiologici Conta aerobica totale ≤ 1000 UFC/g; lieviti e muffe ≤ 100 UFC/g; assenza di E. coli

Documentazione e forniture

  • Capacità mensile: 50 kg
  • Tempi di consegna: 3-5 business days (stock items)
  • Documentazione: COA, MSDS, TDS, stability data, and cGMP compliance statements available upon request
  • Confezionamento: 25 kg fiber drum with double polyethylene liner; custom packaging options available

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