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Merck
CN

SML0719

Enclomiphene hydrochloride

≥96% (HPLC)

Synonym(s):

(E)-Clomiphene hydrochloride, 2-[4-[(1E)-2-Chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethyl-ethanamine hydrochloride, 2-[p-(2-Chloro-trans-1,2-diphenylvinyl)phenoxy]triethylamine hydrochloride, ICI 46476, trans-Clomifene hydrochloride, trans-Clomiphene hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C26H28ClNO · HCl
CAS Number:
14158-65-7
Molecular Weight:
442.42
UNSPSC Code:
51111800
NACRES:
NA.77

Key Documents

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SMILES string

Cl\C(=C(\c3ccc(cc3)OCCN(CC)CC)/c2ccccc2)\c1ccccc1.Cl

InChI

1S/C26H28ClNO.ClH/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;1H/b26-25+;

InChI key

KKBZGZWPJGOGJF-BTKVJIOYSA-N

assay

≥96% (HPLC)

form

powder

storage condition

protect from light

color

white to beige

solubility

H2O: 10 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Biochem/physiol Actions

Enclomiphene is a non-steroidal estrogen receptor antagonist that promotes gonadotropin-dependent testosterone secretion by the testes.
Enclomiphene is a non-steroidal estrogen receptor antagonist that promotes gonadotropin-dependent testosterone secretion by the testes. Enclomiphene is the trans-isomer of clomiphene, which is about a 60-40 mix of trans (Enclomiphene) and cis (Zuclomiphene). While enclomiphene (trans-clomiphene) is an estrogen antagonist, zuclomiphene (cis-clomiphene) is a mixed agonist, responsible for the estrogenic activity and therefore the common side effects sometimes seen in males. The enclomiphene isomer is responsible for the anti-estrogen activity and the restoration of ones hypothalamic–pituitary–gonadal axis. In recent clinical trials, enclomiphene increased serum LH and FSH with concomitant increases in testosterone in men with secondary hypogonadism. Enclomiphene showed overall better results than testosterone gels, which raise serum testosterone but can lower LH and FSH at the same time.

Other Notes

Light sensitive

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000091805
0000091804
034M4742V

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M E Chua et al.
Andrology, 1(5), 749-757 (2013-08-24)
The aim of this study was to synthesize and present the latest available evidence regarding the use of oestrogen antagonists as empiric medical therapy for idiopathic male infertility with oligo and/or asthenoteratozoospermia through meta-analysis of randomized controlled trials (RCTs). Systematic
Dimitrios Panidis et al.
Frontiers of hormone research, 40, 128-141 (2013-09-05)
Management of patients with polycystic ovary syndrome (PCOS) who wish to become pregnant should include exclusion of other diseases in the woman and additional fertility disorders in the couple. Before the initiation of any pharmacological intervention, the importance of lifestyle
Britton Trabert et al.
Fertility and sterility, 100(6), 1660-1666 (2013-09-10)
To examine the relationship of ovulation-inducing drugs and ovarian cancer. Retrospective cohort study, with additional follow-up since initial report. Five large reproductive endocrinology practices. In a retrospective cohort of 9,825 women evaluated for infertility at five clinical sites in the
Young Eun Jeon et al.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology, 29(9), 834-838 (2013-07-19)
Although a variety of factors have been reported as affecting pregnancy rates after intrauterine insemination (IUI), there have been conflicting results on prognostic factors. This study aimed to determine predictive factors for pregnancy in patients undergoing the first four IUI
N N Joe-kechebelu et al.
Annals of African medicine, 12(3), 182-184 (2013-09-06)
Polycystic ovarian syndrome (PCOS) is an endocrine disorder with a strong genetic component. The affected females present with anovulatory cycles, a spectrum of menstrual disorders, and features of androgen excess. We present the case of two sisters who were diagnosed
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