Structure via PubChem · Public domain (PubChem)
clomifene
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, Clomifeno, 2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-N,N-diethylethanamine
farmaco
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
Article · Italiano
Il clomifene rientra nella categoria dei modulatori selettivi del recettore degli estrogeni, uno dei principi attivi creati per contrastare gli effetti negativi degli estrogeni. Nel caso specifico il clomifene viene prevalentemente usato per trattare l'infertilità nelle donne che non ovulano. Questo include il trattamento della sindrome dell'ovaio policistico. Nell'uomo viene utilizzato nella riduzione della ginecomastia. L'utilizzo aumenta la possibilità di avere gemelli. È assunto per via orale una volta al giorno.
Abstract from DBpedia / Wikipedia · CC BY-SA