A selective estrogen receptor modulator
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Enclomiphene (citrate)

Item No. 30965

Technical Information
Formal Name
2-[4-[(1E)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethyl-ethanamine, 2-hydroxy-1,2,3-propanetricarboxylate
CAS Number
7599-79-3
Synonyms
  • (E)-Clomiphene
  • trans-Clomiphene
Molecular Formula
C26H28ClNO • C6H8O7
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/ml
λmax
240, 297 nm
SMILES
CCN(CC)CCOC(C=C1)=CC=C1/C(C2=CC=CC=C2)=C(Cl)\C3=CC=CC=C3.OC(CC(O)=O)(C(O)=O)CC(O)=O
InChi Code
InChI=1S/C26H28ClNO.C6H8O7/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;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-18H,3-4,19-20H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25+;
InChi Key
PYTMYKVIJXPNBD-BTKVJIOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Enclomiphene is a selective estrogen receptor modulator (SERM) and the trans isomeric component of clomiphene (Item No. 16087).1 It can act as an ER antagonist or agonist in a dose-, tissue-, and species-dependent manner.2,3,4 It reduces the inhibitory effect of 17β estradiol on follicle-stimulating hormone (FSH) secretion in primary sheep pituitary cells.3 Enclomiphene (0.25 and 0.5 mg/animal) inhibits spermatogenesis and decreases serum luteinizing hormone (LH) and testosterone levels in intact or castrated immature male rats, an effect that can be prevented by human chorionic gonadotropin (hCG).2 It increases serum testosterone and decreases serum cholesterol levels in baboons at 1.5 mg/kg per day.1 Formulations containing enclomiphene have been used in the treatment of ovarian dysfunction in patients desiring pregnancy.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hill, S., Arutchelvam, V., and Quinton, R. Enclomiphene, an estrogen receptor antagonist for the treatment of testosterone deficiency in men. IDrugs 12(2), 109-119 (2009).

    2. Weissenberg, R., Dar, Y., and Lunenfeld, B. The effect of clomiphene citrate and its Zu or En isomers on the reproductive system of the immature male rat. Andrologia 24(3), 161-165 (1992).

    3. Huang, S.-R., and Miller, W.L. Estrogenic and antiestrogenic effects of enclomiphene and zuclomiphene on gonadotropin secretion by ovine pituitary cells in culture. Endocrinology 112(2), 442-448 (1983).

    4. Wang, C., Erickson, G.F., Hopper, B., et alDirect inhibitory effect of enclomiphene citrate and estradiol on testis functions in hypophysectomized rats. Biol. Reprod. 22(3), 645-653 (1980).