ChemicalBook--->CAS DataBase List--->14158-65-7

14158-65-7

14158-65-7 Structure

14158-65-7 Structure
IdentificationBack Directory
[Name]

trans-CloMiphene Hydrochloride
[CAS]

14158-65-7
[Synonyms]

Enclomiphene HCl
EncloMifene Hydrochlor
trans-Clomiphene-d5 HCl
Enclomiphene hydrochloride
(E)-CloMiphene Hydrochloide
(E)-Clomiphene hydrochloride
trans-Clomifene hydrochloride
rans-CloMiphene Hydrochloride
trans-CloMiphene Hydrochloride
(E)-2-[p-(2-chloro-1,2-diphenylvinyl)phenoxy]-triethylaMine Hydrochloride
2-[p-(2-Chloro-trans-1,2-diphenylvinyl)phenoxy]triethylamine hydrochloride
2-[4-[(1E)-2-Chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethyl-ethanaMine Hydrochloride
[Molecular Formula]

C26H29Cl2NO
[MDL Number]

MFCD08060098
[MOL File]

14158-65-7.mol
[Molecular Weight]

442.421
Chemical PropertiesBack Directory
[Melting point ]

156.6-158 °C
[storage temp. ]

2-8°C
[solubility ]

H2O: soluble10mg/mL, clear
[form ]

powder
[color ]

white to beige
[Water Solubility ]

H2O: 10mg/mL, clear
[Stability:]

Light Sensitive
[InChI]

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+;
[InChIKey]

KKBZGZWPJGOGJF-BTKVJIOYSA-N
[SMILES]

c1c(/C(/c2ccccc2)=C(/Cl)\c2ccccc2)ccc(OCCN(CC)CC)c1.Cl
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Trans isomer of Clomiphene (C587025). Found to be slightly estrogenic and a less potent inhibitor of LH secretion than the cis isomer.
[Uses]

Trans isomer of Clomiphene (C587025). Found to be slightly estrogenic and a more potent inhibitor of LH secretion than the cis isomer.
[Biological Activity]

Enclomiphene is a non-steroidal estrogen receptor antagonist th at promotes gonadotropin-dependent testosterone secretion by the testes. Enclomiphene is the trans-isomer of clomiphenewhich is about a 60-40 mix of trans (Enclomiphene) and cis (Zuclomiphene). While enclomiphene (trans-clomiphene) is an estrogen antagonistzuclomiphene (cis-clomiphene) is a mixed agonistresponsible 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 trialsenclomiphene increased serum LH and FSH with concomitant increases in testosterone in men with secondary hypogonadism. Enclomiphene showed overall better results than testosterone gelswhich raise serum testosterone but can lower LH and FSH at the same time.
[in vivo]

Enclomiphene hydrochloride (subcutaneous injection, 0.25 and 0.5 mg/animal, daily) inhibits spermatogenesis and decreases serum luteinizing hormone (LH) and testosterone levels in intact or castrated rats[5].
Enclomiphene hydrochloride (oral adminstration, 0.03-3 mg/kg, daily for 90 days) reductes body weight to sham levels, and reduced serum cholesterol[6].

Animal Model:21 days-old Charles River male rats[5]
Dosage:0.25 and 0.5 mg/animal, daily for 24 days.
Administration:Subcutaneous injection
Result:Decreased LH and testosterone levels in the serum.
Animal Model:OVX (ovariectomy) rat model[6]
Dosage:0.03, 1, and 3 mg/kg, daily for 90 days.
Administration:Oral adminstration
Result:Reducted body weight to sham levels, and reduced serum cholesterol.
Showed dose-dependent effects on the proximal tibia with BMD and BMC approaching posttreatment Sham levels.
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