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Key Documents

SML0719

Sigma-Aldrich

Enclomiphene hydrochloride

≥96% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C26H28ClNO · HCl
Numéro CAS:
14158-65-7
Poids moléculaire :
442.42
Code UNSPSC :
51111800
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥96% (HPLC)

Forme

powder

Conditions de stockage

protect from light

Couleur

white to beige

Solubilité

H2O: 10 mg/mL, clear

Température de stockage

2-8°C

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+;

Clé InChI

KKBZGZWPJGOGJF-BTKVJIOYSA-N

Actions biochimiques/physiologiques

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.

Autres remarques

Light sensitive

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Marleen J Nahuis et al.
BMC women's health, 13, 42-42 (2013-10-29)
Clomiphene citrate (CC) is first line treatment in women with World Health Organization (WHO) type II anovulation and polycystic ovary syndrome (PCOS). Whereas 60% to 85% of these women will ovulate on CC, only about one half will have conceived
Fertility and sterility, 100(2), 341-348 (2013-07-03)
This committee opinion describes the use of clomiphene citrate, including indications, use, monitoring, and side effects. There is also a discussion of adjuvants and alternatives to clomiphene citrate therapy.
A Ayaz et al.
Journal of medicine and life, 6(2), 199-201 (2013-08-02)
Polycystic ovary syndrome (PCOS) is the most common endocrinopathy in women and is associated with the reproductive and metabolic disorders. To compare the ovulation and conception rates after the treatment with Clomiphene Citrate (CC) alone and in combination with metformin
Feng-Qin He et al.
Dong wu xue yan jiu = Zoological research, 34(5), 487-492 (2013-10-12)
Perinatal period and adolescence are critical for brain development, which is the biological basis of an individual's sexual orientation and sexual behavior. In this study, animals were divided into two groups and their sexual orientations were observed: one group experienced
Albert Asante et al.
Fertility and sterility, 100(6), 1610-1614 (2013-10-01)
To determine whether there is a correlation between preovulatory endometrial stripe thickness (EST) and pregnancy rates in clomiphene citrate (CC)/IUI cycles. Retrospective cohort. Infertility clinic of an academic medical center. A total of 262 patients completed 562 transvaginal ultrasound-monitored CC/IUI
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