Clomifene citrate

• CAT Number: A000975
• CAS Number: 50-41-9
• Molecular Formula: C32H36ClNO8
• Molecular Weight: 598.089
• Purity: ≥95%
• Synonyms: NSC 35770
• Target: Estrogen Receptor/ERR
• Solubility: >23mg/mL in DMSO
• Storage: 3 years -20C powder
• IUPAC Name: 2-[4-[(Z)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethylethanamine;2-hydroxypropane-1,2,3-tricarboxylic acid
• 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-
• InChIKey: PYTMYKVIJXPNBD-OQKDUQJOSA-N
• SMILES: CCN(CC)CCOC1=CC=C(C=C1)C(=C(C2=CC=CC=C2)Cl)C3=CC=CC=C3.C(C(=O)O)C(CC(=O)O)(C(=O)O)O

Clomifene Citrate (CAS 50-41-9) is a selective estrogen receptor modulator, used in the treatment of ovulation induction.
Clomifene competes with [3H]-QNB and [3H]-nitrendipine for their binding to the receptor in the membrane fractions from the urinary bladder and myometrium.
Clomiphene citrate treatment significantly increases the chance of homosexuality and effeminized behavior in male mice.

Reference

1.Garcia, Jairo, Georgeanna Seegar Jones, and Anne C. Wentz. "The use of clomiphene citrate." Fertility and Sterility 28.7 (1977): 707-717.
2.Kousta, E., D. M. White, and S. Franks. "Modern use of clomiphene citrate in induction of ovulation." Human Reproduction Update 3.4 (1997): 359-365.
3.Homburg, Roy. "Clomiphene citrate—end of an era? A mini-review." Human reproduction 20.8 (2005): 2043-2051.
4.He, Feng-Qin, and Heng-Rui ZHANG. "Perinatal clomiphene citrate treatment changes sexual orientations of male mice." (2013).