USDailyMed:Clomiphene
AU:B3
G03GB02(WHO)
AU:S4(Prescription only)UK:POM(Prescription only)US:℞-only
active metabolites:4-OH-CLO : 13–34 hrs
(E,Z)-2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-N,N-diethylethanamine
911-45-5Y
2800
4159
DB00882Y
2698Y
1HRS458QU2
D07726Y
CHEBI:3752Y
ChEMBL2355051Y
DTXSID1022843
Interactive image
ClC(c1ccccc1)=C(c2ccc(OCCN(CC)CC)cc2)c3ccccc3
InChI=1S/C26H28ClNO/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,3-4,19-20H2,1-2H3YKey:GKIRPKYJQBWNGO-UHFFFAOYSA-NY
Clomifene, also known asclomiphene, is a medication used to treatinfertilityin women whodo not ovulate, including those withpolycystic ovary syndrome.It is takenby mouth.
Common side effects includepelvic painandhot flashes.Other side effects can include changes in vision, vomiting, trouble sleeping,ovarian cancer, andseizures.It is not recommended in people withliver diseaseorabnormal vaginal bleedingof unknown cause or who arepregnant.Clomifene is in theselective estrogen receptor modulator(SERM) family of medication and is a nonsteroidal medication.It works by causing the release ofGnRHby thehypothalamus, and subsequentlygonadotropinfrom theanterior pituitary.
Clomifene was approved for medical use in the United States in 1967.It is on theWorld Health Organization's List of Essential Medicines.Its introduction began the era ofassisted reproductive technology.
Clomifene (particularly the purified enclomiphene isomer) has also been found to have a powerful ability to boost or restore testosterone levels inhypogonadalmen.It can be used to enhance performance in sports and is banned by theWorld Anti-Doping Agency.