Enclomiphene citrate

Base Information

• Chemical Name: Enclomiphene citrate
• CAS No.: 50-41-9
• Molecular Formula: C26H28ClNO^.C6H8O7
• Molecular Weight: 598.093
• Hs Code.: 2922190900
• European Community (EC) Number: 200-035-3,690-639-7
• UNII: J303A6U9Y6
• DSSTox Substance ID: DTXSID80226887
• Wikidata: Q27281081
• NCI Thesaurus Code: C61745
• RXCUI: 142431
• ChEMBL ID: CHEMBL1200667
• Mol file: 50-41-9.mol

Synonyms:(E)-2-(p-(2-Chloro-1,2-Diphenylvinyl)phenoxy)triethylamine;(E)-2-(p-(2-Chloro-1,2-Diphenylvinyl)phenoxy)triethylamine Citrate;Androxal;Citrate, Enclomiphene;Citrate, trans-Clomiphene;En-Clomiphene;Enclomifene;Enclomiphen;Enclomiphene;Enclomiphene Citrate;trans Clomiphene;trans Clomiphene Citrate;trans-Clomiphene;trans-Clomiphene Citrate

Chemical Property of Enclomiphene citrate

Chemical Property:

• Appearance/Colour: crystalline solid
• Vapor Pressure: 1.77E-10mmHg at 25°C
• Melting Point: 116.5-118 °C
• Boiling Point: 509 °C at 760 mmHg
• Flash Point: 261.6 °C
• PSA: 144.60000
• LogP: 5.31410
• Storage Temp.: 2-8°C
• Solubility.: Slightly soluble in water, sparingly soluble in ethanol (96 per cent).
• Water Solubility.: Slightly soluble in water, methanol, chloroform (slightly), and DMSO (10 mM). Insoluble in ether.
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 14
• Exact Mass: 597.2129448
• Heavy Atom Count: 42
• Complexity: 708

Purity/Quality:

99%, ^*data from raw suppliers

ClomipheneCitrate(cis-transmixture) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 60-63
• Safety Statements: 53-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCOC1=CC=C(C=C1)C(=C(C2=CC=CC=C2)Cl)C3=CC=CC=C3.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
• Isomeric SMILES: CCN(CC)CCOC1=CC=C(C=C1)/C(=C(\C2=CC=CC=C2)/Cl)/C3=CC=CC=C3.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
• Recent ClinicalTrials: Effect of Oral Sildenafil Citrate on Improvement of Endometrial Thickness
• Recent EU Clinical Trials: Myo-inositol versus clomiphene citrate as first line treatment for ovulation induction in PCOS
• Recent NIPH Clinical Trials: Orlistat as a clomiphene citrate adjuvant in overweight and obese patients with polycystic ovary syndrome.
• Uses: Selective estrogen receptor modulator, which acts by inhibiting the action of estrogen on the pituitary. Clomiphene Citrate is an activator of PKC and Gonad-stimulating principle. An unducer of ovulation. A gonad-stimulating principle Synthetic estrogen agonist-antagonist. Gonad-stimulating principle. A selective estrogen receptor modulator Clomiphene is a selective estrogen receptor modulator that impairs the activation of estrogen receptors (ERs) by 17β-estradiol. It potently binds both ERα and ERβ (Ki = 0.9 and 1.2 nM, respectively). Clomiphene enhances the release of gonadotropin-releasing hormone, stimulating the release of follicle-stimulating hormone and luteinizing hormone, culminating in ovulation.
• Therapeutic Function: Antiestrogen

Technology Process of Enclomiphene citrate

There total 2 articles about Enclomiphene citrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-{4-(1,2-diphenylethenyl)phenoxy}-N,N-diethylethanamine hydrochloride (19957-52-9) + citric acid (77-92-9,906507-37-7) → clomifene citrate (50-41-9)

Guidance literature:

2-{4-(1,2-diphenylethenyl)phenoxy}-N,N-diethylethanamine hydrochloride; With 1,3-dichloro-5,5-dimethylhydantoin; acetic acid; In toluene; at 60 ℃; for 2h;

citric acid; In acetone; at 0 ℃; for 4.5h; Temperature; Heating;

Reference yield:

clomiphene (911-45-5) + citric acid (77-92-9,906507-37-7) → clomifene citrate (50-41-9)

Guidance literature:

In ethanol; for 0.0833333h; Reflux;

Reference yield:

clomifene citrate (50-41-9) → clomiphene citrate (7599-79-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol / 1 h / 20 - 45 °C

2.1: sodium hydroxide / toluene; water / 2 h / 20 °C

2.2: 2 h / 0 - 50 °C

With sodium hydroxide; In methanol; water; toluene;

upstream raw materials:

2-{4-(1,2-diphenylethenyl)phenoxy}-N,N-diethylethanamine hydrochloride

citric acid

clomiphene

Downstream raw materials:

clomiphene citrate

cis-clomiphene citrate

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