Enclomiphene citrate

Base Information

• Chemical Name: Enclomiphene citrate
• CAS No.: 7599-79-3
• Molecular Formula: C26H28ClNO•C6H8O7
• Molecular Weight: 598.093
• 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: 7599-79-3.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:

• Melting Point: 143-145°C
• Boiling Point: 509°Cat760mmHg
• Flash Point: 261.6°C
• PSA: 144.60000
• Density: g/cm³
• LogP: 5.31410
• Storage Temp.: Amber Vial, -20°C Freezer
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly, Heated, Sonicated), Methanol (Slightly
• 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:

98%,99%, ^*data from raw suppliers

trans-ClomipheneCitrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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: trans-Clomiphene Citrate, stereoisomer of Clomiphene Citrate (C587025), a synthetic estrogen agonist-antagonist. Gonad-stimulating principle.

Technology Process of Enclomiphene citrate

There total 8 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:

ethanamine, 2-[4-[(1E)-2-chloro-1,2-diphenyl ethenyl]phenoxy]-N,N-diethyl-, (±)-1,1‘-binaphthyl-2,2’-diylhydrogenphosphate + citric acid (77-92-9,906507-37-7) → clomiphene citrate (7599-79-3)

Guidance literature:

ethanamine, 2-[4-[(1E)-2-chloro-1,2-diphenyl ethenyl]phenoxy]-N,N-diethyl-, (±)-1,1‘-binaphthyl-2,2’-diylhydrogenphosphate; With sodium hydroxide; In water; toluene; at 20 ℃; for 2h;

citric acid; In acetone; at 0 - 50 ℃; for 2h;

Reference yield:

clomiphene (911-45-5,15690-55-8,15690-57-0) + citric acid (77-92-9,906507-37-7) → clomiphene citrate (7599-79-3)

Guidance literature:

In ethanol; water; at 65 ℃; Solvent;

Reference yield:

1-{4-[2-(diethylamino)ethoxy]phenyl}-1,2-diphenylethanol → clomiphene citrate (7599-79-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogenchloride / toluene / Dean-Stark; Reflux

2.1: acetic acid; 1,3-dichloro-5,5-dimethylhydantoin / toluene / 2 h / 60 °C

2.2: 4.5 h / 0 °C / Heating

3.1: methanol / 1 h / 20 - 45 °C

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

4.2: 2 h / 0 - 50 °C

With hydrogenchloride; 1,3-dichloro-5,5-dimethylhydantoin; acetic acid; sodium hydroxide; In methanol; water; toluene;

upstream raw materials:

citric acid

clomifene citrate

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

1-{4-[2-(diethylamino)ethoxy]phenyl}-1,2-diphenylethanol

Downstream raw materials:

clomiphene

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF ENCLOMIPHENE CITRATE HAVING NEEDLE SHAPED CRYSTAL HABIT.". Paragraph 00203-00205. . Retrieved 2017/12/28.