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Merck
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SML0719

Sigma-Aldrich

Enclomiphene hydrochloride

≥96% (HPLC)

Sinónimos:

(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

Fórmula empírica (notación de Hill):
C26H28ClNO · HCl
Número de CAS:
Peso molecular:
442.42
UNSPSC Code:
51111800
NACRES:
NA.77
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Quality Level

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

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

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Ahmad Mahran et al.
The Journal of clinical endocrinology and metabolism, 98(10), 4170-4175 (2013-08-28)
Elevated serum anti-Müllerian hormone (AMH) concentration in women with polycystic ovarian syndrome (PCOS) is known to lower sensitivity of ovarian follicles to circulating FSH. This effect may compromise the outcome of clomiphene citrate (CC) ovulation induction. The objective of the
Renato Pasquali et al.
Frontiers of hormone research, 40, 83-102 (2013-09-05)
From the conceptual point of view, there are several reasons to expect that improvement of insulin sensitivity may produce several benefits in the treatment of a complex disorder like polycystic ovary syndrome (PCOS), including a decrease in insulin and androgen
Simon McDowell et al.
The Australian & New Zealand journal of obstetrics & gynaecology, 53(4), 395-398 (2013-07-09)
Clomiphene citrate is a widely used treatment for ovulatory dysfunction in women seeking pregnancy. The major adverse consequence of clomiphene use is the increased risk of multiple and higher-order multiple pregnancy. Mechanisms for multiple pregnancy include dosing variation, adjuvant therapies
M Sunj et al.
Human reproduction (Oxford, England), 28(9), 2417-2424 (2013-07-04)
Does unilateral volume-adjusted laparoscopic diathermy increase the chances of ovulation in women with polycystic ovary syndrome (PCOS)? Although unilateral laparoscopic ovarian drilling (ULOD) using adjusted thermal doses was more efficient than bilateral laparoscopic ovarian drilling (BLOD) using fixed doses, the
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

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