 | | Clomifene | | Systematic (IUPAC) name | 2-(4-(2-chloro-1,2-diphenylethenyl) phenoxy)-N,N-diethyl-ethanamine | | Identifiers | | CAS number | 911-45-5 | | ATC code | G03GB02 | | PubChem | 2800 | | DrugBank | APRD00880 | | Chemical data | | Formula | C26H28ClNO | | Mol. mass | 406 or 598.10 (with citrate) | | Pharmacokinetic data | | Bioavailability | High (>90%) | | Metabolism | Hepatic (with enterohepatic circulation) | | Half life | 5-7 days | | Excretion | Mainly renal, some biliary | | Therapeutic considerations | | Pregnancy cat. | B3 (Au), X (U.S.) Clomifene structure. ...
IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ...
CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ...
The Anatomical Therapeutic Chemical Classification System is used for the classification of drugs. ...
A section of the Anatomical Therapeutic Chemical Classification System. ...
PubChem is a database of chemical molecules. ...
The DrugBank database available at the University of Alberta is a unique bioinformatics and cheminformatics resource that combines detailed drug (i. ...
A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ...
General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Atomic mass 12. ...
This article is about the chemistry of hydrogen. ...
General Name, Symbol, Number chlorine, Cl, 17 Chemical series halogens Group, Period, Block 17, 3, p Appearance yellowish green Atomic mass 35. ...
General Name, Symbol, Number nitrogen, N, 7 Chemical series nonmetals Group, Period, Block 15, 2, p Appearance colorless gas Atomic mass 14. ...
General Name, Symbol, Number oxygen, O, 8 Chemical series Nonmetals, chalcogens Group, Period, Block 16, 2, p Appearance colorless (gas) very pale blue (liquid) Atomic mass 15. ...
The molecular mass (abbreviated MM) of a substance, formerly also called molecular weight and abbreviated as MW, is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ...
In pharmacology, bioavailability is used to describe the fraction of an administered dose of medication that reaches the systemic circulation, one of the principal pharmacokinetic properties of drugs. ...
Drug metabolism is the metabolism of drugs, their biochemical modification or degradation, usually through specialized enzymatic systems. ...
It has been suggested that Effective half-life be merged into this article or section. ...
Excretion is the process of eliminating waste products of metabolism and other materials that are of no use. ...
The pregnancy category of a pharmaceutical agent is an assessment of the risk of fetal injury due to the pharmaceutical, if it is used as directed by the mother during pregnancy. ...
Anthem: Advance Australia Fair Royal anthem: God Save the Queen Capital Canberra Largest city Sydney Official languages English (de facto 1) Government Constitutional monarchy (federal) - Queen Elizabeth II - Governor-General Michael Jeffery - Prime Minister John Howard Independence from the UK - Constitution 1 January 1901 - Statute of Westminster 11 December 1931...
For other uses, see United States (disambiguation) and US (disambiguation). ...
| | Legal status | S4 (Au), POM (UK), ℞-only (U.S.) The regulation of therapeutic goods, that is drugs and therapeutic devices, varies by jurisdiction. ...
| | Routes | 50 mg tablets | Clomifene (INN) or clomiphene (USAN and former BAN) is a selective estrogen receptor modulator (SERM), used mainly in female infertility due to anovulation (e.g. due to polycystic ovary syndrome). In some countries, it is also registered for use in men. Clomiphene citrate is marketed under various trade names including Clomid®, Serophene®, Milophene®, etc. In pharmacology and toxicology, a route of administration is the path by which a drug, fluid, poison or other substance is brought into contact with the body 1. ...
An International Nonproprietary Name (INN) is the official non-proprietary or generic name given to a pharmaceutical substance, as designated by the World Health Organization. ...
United States Adopted Names are unique nonproprietary names assigned to pharmaceuticals marketed in the United States. ...
A British Approved Name (BAN) is the official non-proprietary or generic name given to a pharmaceutical substance, as defined in the British Pharmacopoeia (BP). ...
Selective estrogen receptor modulators (SERMs) is a class of medication that acts on the estrogen receptor. ...
Infertility is the inability to naturally conceive a child or to carry a pregnancy to full term. ...
In medicine, anovulation is absence of ovulation when it would be normally expected (in a post-menarchal, premenopausal woman). ...
Polycystic ovary syndrome (PCOS, also known clinically as Stein-Leventhal syndrome), is an endocrine disorder that affects 5â10% of women. ...
Mode of action
Clomifene acts by inhibiting the action of estrogen on the gonadotrope cells in the anterior pituitary gland. "Sensing" low estrogen levels, follicle-stimulating hormone (FSH) release is increased, leading to a higher rate of ovulation and hence pregnancy. Estriol. ...
Gonadotropes are cells in the anterior pituitary which produce the gonadotropins luteinizing hormone or follicle-stimulating hormone. ...
The pituitary gland, or hypophysis, is an endocrine gland about the size of a pea that sits in a small, bony cavity (pituitary fossa) covered by a membrane. ...
Follicle stimulating hormone Follicle stimulating hormone (FSH) is a hormone synthesised and secreted by gonadotropes in the anterior pituitary gland. ...
Ovulation is the process in the menstrual cycle by which a mature ovarian follicle ruptures and discharges an ovum (also known as an oocyte, female gamete, or casually, an egg) that participates in reproduction. ...
A pregnant woman near the end of her term Pregnancy is the carrying of one or more embryos or fetuses by female mammals, including humans, inside their bodies. ...
Clomifene can lead to multiple ovulation, and hence increasing the chance of twins. In comparison to purified FSH, the rate of ovarian hyperstimulation syndrome is low. There may be an increased risk of ovarian cancer, and weight gain. Fraternal twin boys bathing Twins in animal biology is a form of multiple birth in which the mother gives birth to two offspring from the same pregnancy, some of the same gender, others of opposite. ...
Ovarian hyperstimulation syndrome (OHSS) is a complication from some forms of fertility medication. ...
Ovarian cancer is a malignant ovarian neoplasm (an abnormal growth located on the ovaries). ...
Chemistry Clomifene is a diastereomeric mixture of two geometric isomers, enclomifene (E-clomifene) and zuclomifene (Z-clomifene). Diastereomers (or diastereoisomers) are stereoisomers that are not enantiomers (mirror images of each other). ...
Cis-2-butene Trans-2-butene In chemistry, geometric isomerism or cis-trans isomerism is a form of stereoisomerism and describes the orientation of functional groups within the molecule. ...
Enclomifene |
Zuclomifene | Enclomifene (enclomiphene) structure. ...
Zuclomifene (zuclomiphene) structure. ...
Adverse effects Common adverse drug reactions associated with the use of clomifene (≥1% of patients) include: hot flashes, abdominal discomfort, visual blurring, and/or reversible ovarian enlargement and cyst formation. Infrequent adverse effects (0.1–1% of patients) include: abnormal uterine bleeding, nausea, and/or vomiting. Rare adverse effects (<0.1% of patients) include: reversible alopecia and/or ovarian hyperstimulation syndrome.[1] In some cases, patients have developed palinopsia.[2] An adverse drug reaction (abbreviated ADR) is a term to describe the unwanted, negative consequences sometimes associated with the use of medications. ...
A Hot flush (sometimes hot flash or night sweat) is a symptom of Menopause and changing hormone levels which typically expresses itself at night as periods of intense heat with sweating and rapid heartbeat and may typically last from two to thirty minutes on each occasion. ...
Alopecia is a set of disorders ranging from male and female pattern alopecia (alopecia androgenetica), to alopecia areata, which involves the loss of some of the hair from the head, alopecia totalis, which involves the loss of all head hair, to the most extreme form, alopecia universalis, which involves the...
Ovarian hyperstimulation syndrome (OHSS) is a complication from some forms of fertility medication. ...
Palinopsia (literally, seeing again) is a visual disturbance that causes images to persist even after their corresponding stimulus has left. ...
Use in bodybuilding Clomifene is commonly used by male anabolic steroid users to bind the estrogen receptors in their bodies, thereby blocking the effects of estrogen, i.e., gynecomastia. It also restores the body's natural production of testosterone. It is commonly used as a "recovery drug" and taken toward the end of a steroid cycle. Chemical structure of the natural anabolic hormone testosterone, 17b-hydroxy-4-androsten-3-one. ...
Gynecomastia (pronounced GUY-nuh-ko-MASS-tee-uh; IPA pronunciation: ) is the development of abnormally large mammary glands in males resulting in breast enlargement, which can sometimes cause secretion of milk. ...
This does not cite its references or sources. ...
A steriod cycle is a term commonly used to describe a peroid in time where an individual intakes anabolic steroids. ...
References - ^ Rossi S, editor. Australian Medicines Handbook 2006. Adelaide: Australian Medicines Handbook; 2006. ISBN 0-9757919-2-3
- ^ Purvin VA (1995). "Visual disturbance secondary to clomiphene citrate.". Arch Ophthalmol. 113 (4): 482-4. PMID 7710399.
The Australian Medicines Handbook or AMH is a medical reference text commonly used in practice by health professionals (particularly general practitioners and pharmacists) in Australia. ...
External links | v • d • e Sex hormones and related agents (primarily G03, also L02, H01C) - human endogenous in CAPS | Progestogens: (receptor) | PROGESTERONE, Desogestrel, Drospirenone, Dydrogesterone, Ethisterone, Etonogestrel, Ethynodiol diacetate, Gestodene, Gestonorone, Levonorgestrel, Lynestrenol, Medroxyprogesterone, Megestrol, Norelgestromin, Norethisterone, Norethynodrel, Norgestimate, Norgestrel, Norgestrienone, Tibolone Antiprogestogen: Mifepristone | Androgens: (receptor) | TESTOSTERONE, Androstanolone, Fluoxymesterone, Mesterolone, Methyltestosterone, (see also anabolic steroids) Antiandrogens: Bicalutamide, Cyproterone, Flutamide, Nilutamide, Spironolactone | Estrogens: (receptor) | ESTRADIOL, ESTRIOL, ESTRONE, Chlorotrianisene, Dienestrol, Diethylstilbestrol, Ethinylestradiol, Fosfestrol, Mestranol, Polyestradiol phosphate Selective estrogen receptor modulator: Bazedoxifene, Clomifene, Fulvestrant, Raloxifene, Tamoxifen, Toremifene Aromatase inhibitor: Aminogluthetimide, Anastrozole, Exemestane, Formestane, Letrozole, Vorozole | Gonadotropins: (FSHR/LHCGR) | ovulation stim.:Clomifene, Urofollitropin Antigonadotropins: Danazol, Gestrinone | GnRH: (receptor) | agonist: Buserelin, Goserelin, Histrelin, Leuprorelin, Nafarelin, Triptorelin antagonist: Abarelix, Cetrorelix, Ganirelix | |