Clomiphene

Base Information

Chemical Name:Clomiphene
CAS No.:15690-57-0
Deprecated CAS:96189-16-1
Molecular Formula:C₂₆H₂₈ClNO
Molecular Weight:405.967
Hs Code.:
European Community (EC) Number:213-008-6
UNII:R6D2UI4FLS
DSSTox Substance ID:DTXSID201318048
Wikipedia:Clomifene,Enclomifene
Wikidata:Q28208734
NCI Thesaurus Code:C28211
RXCUI:2596
Pharos Ligand ID:JCJQH2T9V16W,JCJR52WLRN2J
Metabolomics Workbench ID:43157,149942
ChEMBL ID:CHEMBL954
Mol file:15690-57-0.mol

Synonyms:Chloramiphene;Citrate, Clomiphene;Clomid;Clomide;Clomifen;Clomifene;Clomiphene;Clomiphene Citrate;Clomiphene Hydrochloride;Clostilbegit;Dyneric;Gravosan;Hydrochloride, Clomiphene;Klostilbegit;Serophene

Suppliers and Price of Clomiphene

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
trans-Clomiphene
2.5mg
$ 195.00

TRC
trans-Clomiphene
25mg
$ 1540.00

American Custom Chemicals Corporation
ETHANAMINE, 2-[4-[(1E)-2-CHLORO-1,2-DIPHENYLETHENYL]PHENOXY]-N,N-DIETHYL 95.00%
5MG
$ 498.83

Total 51 raw suppliers

Chemical Property of Clomiphene

Chemical Property:

Vapor Pressure:1.77E-10mmHg at 25°C
Melting Point:149.0-150.5°
Boiling Point:509°Cat760mmHg
Flash Point:261.6°C
PSA：12.47000
Density:1.104g/cm³
LogP:6.56260
XLogP3:7.2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:9
Exact Mass:405.1859422
Heavy Atom Count:29
Complexity:481

Purity/Quality:

99% ^*data from raw suppliers

trans-Clomiphene ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Drug Classes:Infertility Agents
Canonical SMILES:CCN(CC)CCOC1=CC=C(C=C1)C(=C(C2=CC=CC=C2)Cl)C3=CC=CC=C3
Isomeric SMILES:CCN(CC)CCOC1=CC=C(C=C1)/C(=C(\C2=CC=CC=C2)/Cl)/C3=CC=CC=C3
Recent ClinicalTrials:Use of Clomiphene Citrate as an Inhibitor of Ovulation in an Oocyte Cryopreservation Cycle
Recent EU Clinical Trials:Letrozole or Clomifene, with or without metformin, for ovulation induction in women with polycystic ovary syndrome: a 2x2 factorial design randomised trial (The LOCI trial)
Uses trans-Clomiphene is a Clomiphene (C587025) stereoisomer, a synthetic estrogen agonist-antagonist. Gonad-stimulating principle. Treatment for infertility.

Technology Process of Clomiphene

There total 40 articles about Clomiphene 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: 81.0%

: zuclomiphene binaphthyl hydrogen phosphate

: 911-45-5,15690-55-8,15690-57-0
Zuclomiphene

Guidance literature:: With potassium carbonate; In water; ethyl acetate; at 20 ℃; for 5h;

Reference yield: 55.0%

: 72474-40-9
cis-1-Chloro-2-(4-hydroxyphenyl)-1,2-diphenylethylene

: 869-24-9
2-chloro-N,N-diethylethylamine hydrochloride

: 911-45-5,15690-55-8,15690-57-0
Zuclomiphene

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 70 ℃;

Reference yield:

: 932-87-6
1-Bromo-2-phenylacetylene

: 911-45-5,15690-55-8,15690-57-0
clomiphene

: 911-45-5,15690-55-8,15690-57-0
Zuclomiphene

Guidance literature:: Multi-step reaction with 5 steps

1: N-iodo-succinimide; N-chloro-succinimide / 1,2-dichloro-ethane / 24 h / 30 °C / Sealed tube

2: palladium diacetate; tricyclohexylphosphine; potassium hydroxide / tetrahydrofuran; water / 2 h / 80 °C / Inert atmosphere

3: potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; methanol / 12 h / 110 °C / Schlenk technique

4: boron tribromide / dichloromethane / 25 h / -78 - -20 °C

5: potassium carbonate / acetone / 1 h / 60 °C

With N-chloro-succinimide; N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; boron tribromide; potassium carbonate; potassium hydroxide; tricyclohexylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; acetone;
DOI:10.1002/cjoc.202100472