ChemicalBook > CAS DataBase List > Enclomiphene

Enclomiphene

Product Name
Enclomiphene
CAS No.
15690-57-0
Chemical Name
Enclomiphene
Synonyms
enclomiphene;Enclomifene;trans-2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-n,n-diethylethanamine;ici46476;RMI 16,289;(E)-Clomiphene;trans-clomifene;E-CloMiphene-d4;trans-clomiphene;TRANS-CLOMIPHENE HCL
CBNumber
CB8128416
Molecular Formula
C26H28ClNO
Formula Weight
405.96
MOL File
15690-57-0.mol
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Enclomiphene Property

Melting point:
149.0-150.5°
Boiling point:
509.0±50.0 °C(Predicted)
Density 
1.104±0.06 g/cm3(Predicted)
pka
9.60±0.25(Predicted)
InChI
InChI=1S/C26H28ClNO/c1-3-28(4-2)19-20-29-24-17-15-22(16-18-24)25(21-11-7-5-8-12-21)26(27)23-13-9-6-10-14-23/h5-18H,3-4,19-20H2,1-2H3/b26-25+
InChIKey
GKIRPKYJQBWNGO-OCEACIFDSA-N
SMILES
C(N(CC)CC)COC1=CC=C(/C(/C2=CC=CC=C2)=C(/Cl)\C2=CC=CC=C2)C=C1
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
C587015
Product name
trans-Clomiphene
Packaging
2.5mg
Price
$195
Updated
2021/12/16
TRC
Product number
C587015
Product name
trans-Clomiphene
Packaging
25mg
Price
$1540
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0005680
Product name
ETHANAMINE, 2-[4-[(1E)-2-CHLORO-1,2-DIPHENYLETHENYL]PHENOXY]-N,N-DIETHYL
Purity
95.00%
Packaging
5MG
Price
$498.83
Updated
2021/12/16
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Enclomiphene Chemical Properties,Usage,Production

Description

Enclomiphene is a synthetic and nonsteroidal antiestrogen. It is the more potent isomer and the one responsible for its ovulation-inducing actions. The half-life of enclomiphene is relatively short, so serum concentrations rise and fall quickly during and after treatment. Antiestrogens represent the first-line treatment strategy in WHO class-2 anovulatory infertility.

Uses

trans-Clomiphene is a Clomiphene (C587025) stereoisomer, a synthetic estrogen agonist-antagonist. Gonad-stimulating principle. Treatment for infertility.

Definition

ChEBI: Clomiphene is a tertiary amine. It has a role as an estrogen antagonist and an estrogen receptor modulator. It derives from a hydride of a stilbene.

Preparation

CONDENSATION OF 4-HYDROXYBENZOPHENONE WITH 2-(DIETHYLAMINO)ETHYL CHLORIDE FOLLOWED BY TREATMENT WITH BENZYL MAGNESIUM CHLORIDE AND DEHYDRATION TO GIVE 2-(P-(1,2-DIPHENYLVINYL)PHENOXY)TRIETHYLAMINE WHICH IS CHLORINATED AND TREATED WITH CITRIC ACID /CITRATE/

Biological Activity

Enclomiphene is the trans-isomer of clomiphene citrate (CC). It has a higher rate of clearance and is less active than the cis-isomer, cis-clomiphene. Clomiphene citrate has been evaluated for antineoplastic activity against breast cancer.

Mode of action

Enclomiphene is a non-steroidal estrogen receptor antagonist that promotes gonadotropin-dependent testosterone secretion by the testes. The main mechanism of its action is thought to be its antagonistic effects on the hypothalamic-pituitary axis and stimulation of GnRH secretion.

References

[1] SIMON HILL Richard Q Vijayaraman Arutchelvam. Enclomiphene, an estrogen receptor antagonist for the treatment of testosterone deficiency in men.[J]. Idrugs, 2009, 12 2: 109-119.
[2] KATHERINE M RODRIGUEZ Larry I L Alexander W Pastuszak. Enclomiphene citrate for the treatment of secondary male hypogonadism.[J]. Expert Opinion on Pharmacotherapy, 2016, 17 11: 1561-1567. DOI:10.1080/14656566.2016.1204294.
[3] JOSHUA A EARL Edward D K. Enclomiphene citrate: A treatment that maintains fertility in men with secondary hypogonadism.[J]. Expert Review of Endocrinology & Metabolism, 2019, 14 3: 157-165. DOI:10.1080/17446651.2019.1612239.

Enclomiphene Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Enclomiphene manufacturers

Shanghai Yimeixin Technology Co., LTD
Product
Androxal(Enclomiphene) 15690-57-0
Price
US $0.00/box
Min. Order
1box
Purity
0.99
Supply Ability
10tons
Release date
2025-09-26
Chongqing Chemdad Co., Ltd
Product
Enclomiphene 15690-57-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99
Supply Ability
20tons
Release date
2025-04-24
Xi an Biohorlden Industry Trade Co Ltd
Product
Enclomiphene 15690-57-0
Price
US $0.00-0.00/g
Min. Order
10g
Purity
99%
Supply Ability
10 kg
Release date
2025-04-22

15690-57-0, EnclomipheneRelated Search:


  • 2-diphenylethenyl)phenoxy)-n,n-diethyl-2-(4-(2-chloro-(e)-ethanamin
  • 2-diphenylvinyl)phenoxy)-2-(p-(2-chloro-(e)-triethylamin
  • enclomiphene
  • ici46476
  • trans-2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-n,n-diethylethanamine
  • trans-2-(p-(2-chloro-1,2-diphenylvinyl)phenoxy)triethylamine
  • trans-clomifene
  • trans-clomiphene
  • TRANS-CLOMIPHENE HCL
  • RMI 16,289
  • E-CloMiphene-d4
  • Cis-cloMiphene (ZucloMiphene)
  • Enclomifene
  • Ethanamine, 2-[4-[(1E)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethyl-
  • (E)-Clomiphene
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  • "2-[4-[(1E)-2-chloro-1,2-diphenylethenyl] phenoxy]-N,N-diethyl-Ethanamine"
  • 2-[4-[(E)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethylethanamine
  • Androxal(Enclomiphene)
  • 15690-57-0
  • 15690-57-0
  • API