Structure via PubChem · Public domain (PubChem)
کلومیفن یا سیترات
Sign in to saveAlso known as Androxal®, Clomifenum, 2-(p-(β-chloro-α-phenylstyryl)phenoxy)triethylamine, Clomiphene, 2-(p-(2-chloro-1,2-diphenylvinyl)phenoxy)triethylamine, Clomifene, Clomifeno, 2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-N,N-diethylethanamine
Clomifene, also known as clomiphene, is a medication used to treat infertility in women who do not ovulate, including those with polycystic ovary syndrome. It is taken by mouth.
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 460044105
- Drug.image
- Clomiphene.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 250
- Drug.class
- Selective estrogen receptor modulator; Progonadotropin
- Drug.ATC_prefix
- G03
- Drug.ATC_suffix
- GB02
- Drug.legal_AU
- S4
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
- Drug.bioavailability
- High (>90%)
- Drug.metabolism
- Liver CYP2D6 (with enterohepatic circulation)
- Drug.metabolites
- 4-Hydroxyclomiphene (4-OH-CLO), 4-Hydroxy-N-desethylclomiphene (4-OH-DE-CLO)
- Drug.elimination_half life
- 4–7 days active metabolites: 4-OH-CLO : 13–34 hrs 4-OH-DE-CLO : 15–37 hrs
- Drug.excretion
- Mainly feces, some in urine
- Drug.CAS_number
- 911-45-5
via Wikipedia infobox
Chemical data
- Formula
- C26H28ClNO
- Molecular weight
- 406 g/mol
- IUPAC name
- 2-[4-(2-chloro-1,2-diphenylethenyl)phenoxy]-N,N-diethylethanamine
- SMILES
- CCN(CC)CCOC1=CC=C(C=C1)C(=C(C2=CC=CC=C2)Cl)C3=CC=CC=C3
- InChIKey
- GKIRPKYJQBWNGO-UHFFFAOYSA-N
- XLogP
- 7.2
- Polar surface area
- 12.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1967
- Admin. routes
- oral
- Indications
- hypogonadism, anovulation, hypogonadotropic hypogonadism
via ChEMBL · EBI
Research
7,645 papers- Multiple pregnancy rate in patients undergoing treatment with clomifene citrate for WHO group II ovulatory disorders: a systematic review.Human fertility (Cambridge, England) · 2022
- Management strategies for ovulation induction in women with polycystic ovary syndrome and known clomifene citrate resistance.Current opinion in obstetrics & gynecology · 2009
- Clomifene and Assisted Reproductive Technology in Humans Are Associated with Sex-Specific Offspring Epigenetic Alterations in Imprinted Control Regions.International journal of molecular sciences · 2022
- Ovulation induction with clomifene: a primary care perspective.The journal of family planning and reproductive health care · 2012
- The influence of ethnicity on outcomes of ovulation induction with clomifene citrate in women with PCOS.Reproductive biomedicine online · 2022
via PubMed
Wikidata facts
- Subclass of
- stilbenoid
- Mass
- 405.186
- Has use
- medication
Show 8 more facts
- defined daily dose
- 9
- chemical formula
- C₂₆H₂₈ClNO
- route of administration
- oral administration
- Commons category
- Clomifene
- World Health Organisation international non-proprietary name
- clomifene
- canonical SMILES
- CCN(CC)CCOC1=CC=C(C=C1)C(=C(C2=CC=CC=C2)Cl)C3=CC=CC=C3
- subject has role
- essential medicine
- stylized name
- clomiPHENE
Sources (8)
via Wikidata · CC0