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Letrozole information


Letrozole
Clinical data
Trade namesFemara, others
AHFS/Drugs.comMonograph
MedlinePlusa698004
License data
  • US DailyMed: Letrozole
Routes of
administration
By mouth
Drug classAromatase inhibitor; Antiestrogen
ATC code
  • L02BG04 (WHO)
Legal status
Legal status
  • CA: Schedule VII
  • UK: POM (Prescription only)
  • US: ℞-only[1]
  • EU: Rx-only[2]
Pharmacokinetic data
Bioavailability99.9%
Protein binding60%, mainly to albumin
Metabolismpharmacologically-inactive metabolites Bis(4-cyanophenyl)methanol and 4,4'-dicyanobenzophenone.[3]
Elimination half-life2 days[3]
ExcretionKidney[3]
Identifiers
IUPAC name
  • 4,4'-((1H-1,2,4-triazol-1-yl)methylene)dibenzonitrile
CAS Number
  • 112809-51-5 checkY
PubChem CID
  • 3902
IUPHAR/BPS
  • 5209
DrugBank
  • DB01006 checkY
ChemSpider
  • 3765 checkY
UNII
  • 7LKK855W8I
KEGG
  • D00964 checkY
ChEBI
  • CHEBI:6413 checkY
ChEMBL
  • ChEMBL1444 checkY
CompTox Dashboard (EPA)
  • DTXSID4023202 Edit this at Wikidata
ECHA InfoCard100.200.357 Edit this at Wikidata
Chemical and physical data
FormulaC17H11N5
Molar mass285.310 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • N#Cc1ccc(cc1)C(c2ccc(C#N)cc2)n3ncnc3
InChI
  • InChI=1S/C17H11N5/c18-9-13-1-5-15(6-2-13)17(22-12-20-11-21-22)16-7-3-14(10-19)4-8-16/h1-8,11-12,17H checkY
  • Key:HPJKCIUCZWXJDR-UHFFFAOYSA-N checkY
  (verify)

Letrozole, sold under the brand name Femara among others, is an aromatase inhibitor medication that is used in the treatment of breast cancer.[1]

It was patented in 1986 and approved for medical use in 1996.[4] In 2021, it was the 222nd most commonly prescribed medication in the United States, with more than 1 million prescriptions.[5][6] It is on the World Health Organization's List of Essential Medicines.[7]

  1. ^ a b "Femara- letrozole tablet, film coated". DailyMed. 13 May 2022. Retrieved 28 August 2022.
  2. ^ "List of nationally authorised medicinal products : Active substance(s): letrozole : Procedure No. PSUSA/00001842/202110" (PDF). Ema.europa.eu. Retrieved 30 June 2022.
  3. ^ a b c "Letrozole". 24 January 2003. Archived from the original on 24 January 2003. Retrieved 30 June 2022.
  4. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 516. ISBN 9783527607495.
  5. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  6. ^ "Letrozole - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.
  7. ^ World Health Organization (2023). The selection and use of essential medicines 2023: web annex A: World Health Organization model list of essential medicines: 23rd list (2023). Geneva: World Health Organization. hdl:10665/371090. WHO/MHP/HPS/EML/2023.02.

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[citation needed] A study of 150 babies following treatment with letrozole or letrozole and follicle-stimulating hormone presented at the American Society...

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survival in patients on palbociclib in combination with letrozole, compared to patients on letrozole and placebo. Progression-free survival was assessed by...

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Aromatase inhibitor

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children and adolescents. Ovarian stimulation with the aromatase inhibitor letrozole has been proposed for ovulation induction in order to treat unexplained...

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anastrozole and letrozole. They are used as first-line therapy in metastatic breast cancer and also in adjuvant treatment. The NSAI, letrozole is also used...

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penetration of anastrozole in rodents, whereas this was not the case with letrozole and vorozole. As such, anastrozole may have peripheral selectivity in...

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Polycystic ovary syndrome

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anovulation, but it appears less effective than letrozole or clomiphene. For women not responsive to letrozole or clomiphene and diet and lifestyle modification...

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rates for women with PCOS treated with clomiphene compared to letrozole found that letrozole resulted in higher live birth rates. However, ovulation induction...

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Sara Errani

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testing positive for the prohibited substance Letrozole. Errani claimed that she likely ingested letrozole by "accidentally consuming her mother's anti-cancer...

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CDK inhibitor

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addition of PD-0332991 to letrozole trebled median time to disease progression to 26.1 months compared with 7.5 months for letrozole alone. The FDA granted...

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Premature Ovarian Failure - May/June 2003. Comparison of Clomiphene Citrate & Letrozole for Ovulation Induction and resultant pregnancy outcome - Nov/Dec 2004...

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than the mifepristone-misoprostol combination. Tests have shown that letrozole or methotrexate may be included in the mifepristone-misoprostol regimen...

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Exemestane

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androgen into estrogen. Type II aromatase inhibitors such as anastrozole and letrozole, by contrast, are not steroids and work by interfering with the aromatase's...

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Jon Jones

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for two banned substances, clomiphene, an anti-estrogen substance, and letrozole, an aromatase inhibitor, prior to his scheduled championship bout with...

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imatinib mesylate (Gleevec/Glivec), cyclosporine (Neoral/Sandimmune), letrozole (Femara), methylphenidate (Ritalin; production ceased 2020), terbinafine...

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Ribociclib

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participants receiving placebo plus letrozole, progression-free survival was 16 months on average, while under ribociclib plus letrozole, progression-free survival...

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Dalpiciclib

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1016/S1470-2045(23)00228-0. PMID 37269836. "Dalpiciclib in Combination with Letrozole or Anastrozole Significantly Improved Progression-free Survival in Systemic...

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Breast cancer

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(goserelin, leuprolide, or triptorelin) and aromatase inhibitors (anastrozole, letrozole, or exemestane) slightly improves survival, but has more severe side effects...

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Porphyria

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etoposide, flutamide, idarubicin, ifosfamide, irinotecan, ixabepilone, letrozole, lomustine, megestrol, mitomycin, mitoxantrone, paclitaxel, procarbazine...

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individuals have been treated with adjuvant hormonal therapy drugs, such as letrozole or anastrozole (which block the metabolism of androgen to estrogens by...

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Second-generation: Fadrozole Formestane Third-generation: Anastrozole Exemestane Letrozole Antigonadotropins Androgens/anabolic steroids (e.g., testosterone, testosterone...

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Estrogen alone does not have an effect on the cancer, and tamoxifen and letrozole are rarely effective. "Some women with borderline malignancy ovarian cancer...

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endometriosis. Examples of aromatase inhibitors include anastrozole and letrozole. Evidence for aromatase inhibitors is confirmed by numerous controlled...

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Aromatase

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that are in current clinical use include anastrozole, exemestane, and letrozole. Aromatase inhibitors are also beginning to be prescribed to men on testosterone...

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Hormone therapy

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Endometrial cancer

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with hormonal agents, including tamoxifen, hydroxyprogesterone caproate, letrozole, megestrol acetate, and medroxyprogesterone. This treatment is effective...

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