CAS 7619-53-6

Zuclomiphene citrate

Description:

Zuclomiphene citrate is a chemical compound primarily used in the field of reproductive medicine. It is a selective estrogen receptor modulator (SERM) that acts on estrogen receptors in a tissue-selective manner. This compound is known for its ability to induce ovulation by stimulating the hypothalamus and pituitary gland, leading to increased secretion of gonadotropins. Structurally, it is a derivative of clomiphene, which is a well-known fertility drug. Zuclomiphene citrate exhibits both estrogenic and anti-estrogenic properties, making it useful in treating conditions such as anovulation and certain types of infertility. The compound is typically administered orally and is characterized by its relatively low toxicity profile. Its pharmacokinetics involve absorption in the gastrointestinal tract, with metabolism primarily occurring in the liver. As with any medication, potential side effects may include hot flashes, mood swings, and ovarian hyperstimulation syndrome. Overall, Zuclomiphene citrate plays a significant role in assisted reproductive technologies and fertility treatments.

Formula: C₂₆H₂₈ClNO·C₆H₈O₇

InChI: 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: InChIKey=PYTMYKVIJXPNBD-OQKDUQJOSA-N

SMILES: C(=C(\Cl)/C1=CC=CC=C1)(\C2=CC=C(OCCN(CC)CC)C=C2)/C3=CC=CC=C3.C(CC(O)=O)(CC(O)=O)(C(O)=O)O

Synonyms:

• Ethanamine, 2-[4-[(1Z)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethyl-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)
• Ethanamine, 2-[4-(2-chloro-1,2-diphenylethenyl)phenoxy]-N,N-diethyl-, (Z)-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)
• Triethylamine, 2-[p-(2-chloro-1,2-diphenylvinyl)phenoxy]-, citrate (1:1), (Z)-
• Clomiphene A citrate
• cis-Clomiphene citrate

cis-Clomiphene Citrate

CAS: 7619-53-6

Formula: C₂₆H₂₈ClNO·C₆H₈O₇

Molecular weight: 405.97 192.12

Ref: 4Z-C-8242

cis-Clomiphene Citrate

CAS: 7619-53-6

Applications cis-Clomiphene Citrate is the cis isomer of Clomiphene (C587025). Found to be antiestrogenic and a more potent inhibitor of LH secretion than the trans isomer.
References Robert, B.S.: J. Anim. Sci., 33, 607 (1971); Weissenberg, R.: Andrologia, 24, 162 (1992); Palopoli, F.P., J. Med. Chem., 10, 84 (1967); Ernst., et al.: J. Pharm. Sci., 65, 148 (1976); Baustian, C.L., et al.: Pharm. Biomed. Anal., 4, 237 (1986)

Formula: C₂₆H₂₈ClNO·C₆H₈O₇

Color and Shape: White To Off-White

Molecular weight: 598.08

Ref: TR-C587026

Cis-clomiphene citrate

Controlled Product

CAS: 7619-53-6

Cis-clomiphene citrate is used for inducing ovulation, exhibiting both estrogenic agonist and antagonistic properties. It elevates the frequency of pulsatile GnRH, resulting in increased pituitary gonadotrophins and subsequent ovarian follicular activity. Cis-clomiphene citrate is a highly effective ovulation-inducing agent for women with oligo-ovulatory infertility, based on comparative studies. However, caution is advised due to the risks, including multiple pregnancies and a potential association with ovarian cancer.

Formula: C₃₂H₃₆ClNO₈

Purity: Min. 95%

Molecular weight: 598.1 g/mol

Ref: 3D-HAA61953

Cis-Clomiphene Citrate

CAS: 7619-53-6

Formula: C₂₆H₂₈ClNOC₆H₈O₇

Molecular weight: 406 : 192.12

Ref: ST-EA-CP-C29039

Zuclomiphene citrate

CAS: 7619-53-6

Zuclomiphene citrate, a cis isomer of Clomiphene, has stronger antiestrogenic effects and better inhibits LH secretion.

Formula: C₃₂H₃₆ClNO₈

Purity: 98%

Color and Shape: Solid

Molecular weight: 598.08

Ref: TM-T13415