Structure via PubChem · Public domain (PubChem)
tamoxifen
Sign in to saveAlso known as ICI-46474, Nolvadex®, Soltamox®, (Z)-2-(4-(1,2-Diphenyl-1-butenyl)phenoxy)-N,N-dimethylethanamine, 1-p-beta-Dimethylaminoethoxyphenyl-trans-1,2-diphenylbut-1-ene, Tamoxifene, trans-Tamoxifen
Tamoxifen, sold under the brand name Nolvadex among others, is a selective estrogen receptor modulator used to prevent breast cancer in women and men. It is also being studied for other types of cancer. It has been used for Albright syndrome. Tamoxifen is typically taken daily by mouth for five years for breast cancer.
OverviewAI-generated
Tamoxifen is a chemical compound with the formula C₂₆H₂₉NO. Its IUPAC name is 2-[4-[(Z)-1,2-diphenylbut-1-enyl]phenoxy]-N,N-dimethylethanamine. The substance has a molecular mass of 371.225 and a weight of 371.5. It possesses a defined daily dose of 20.
Chemical properties include an xlogp of 7.1 and a topological polar surface area of 12.5. The molecule contains zero hydrogen bond donors and two hydrogen bond acceptors, with a charge of 0. Tamoxifen is associated with the MCN codes 3003.90.44 and 2922.19.95.
The compound is referenced by 1,218 other encyclopedia articles. A search for tamoxifen yields a count of 35083 entries in PubMed literature.
Synthesized by Vinony from 20 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C26H29NO
- Molecular weight
- 371.5 g/mol
- IUPAC name
- 2-[4-[(Z)-1,2-diphenylbut-1-enyl]phenoxy]-N,N-dimethylethanamine
- SMILES
- CC/C(=C(\C1=CC=CC=C1)/C2=CC=C(C=C2)OCCN(C)C)/C3=CC=CC=C3
- InChIKey
- NKANXQFJJICGDU-QPLCGJKRSA-N
- XLogP
- 7.1
- Polar surface area
- 12.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
35,083 papers- Tamoxifen and pregnancy.Breast (Edinburgh, Scotland) · 2004
- Tamoxifen and CYP2D6: A Controversy in Pharmacogenetics.Advances in pharmacology (San Diego, Calif.) · 2018
- [Tamoxifen, a high-potential molecule to treat all centronuclear myopathies].Medecine sciences : M/S · 2024
- The tamoxifen controversy.Oncology nursing forum · 1996
- Tamoxifen and Fertility in Women with Breast Cancer: A Systematic Review on Reproductive Outcomes and Oncological Safety of Treatment Interruption.International journal of molecular sciences · 2025
via PubMed
~32 min read
Encyclopedic overview
32 sectionsContents
- Medical uses
- Dysmenorrhea
- Breast cancer
- Infertility
- Gynecomastia
- Early puberty
- Available forms
- Contraindications
- Side effects
- Endometrial cancer
- Cardiovascular and metabolic
- Liver toxicity
- Overdose
- Interactions
- Pharmacology
- Pharmacodynamics
- Selective estrogen receptor modulator activity
- Other activities
- Pharmacokinetics
- Absorption
- Distribution
- Metabolism
- Elimination
- Chemistry
- History
- Society and culture
- Brand names
- Economics
- Research
- References
- Further reading
- External links
Tamoxifen, sold under the brand name Nolvadex among others, is a selective estrogen receptor modulator used to prevent breast cancer in women and men. It is also being studied for other types of cancer. It has been used for Albright syndrome. Tamoxifen is typically taken daily by mouth for five years for breast cancer.
Serious side effects include a small increased risk of uterine cancer, stroke, vision problems, and pulmonary embolism. Common side effects include irregular periods, weight loss, and hot flashes. It may cause harm to the baby if taken during pregnancy or breastfeeding. It is a selective estrogen-receptor modulator (SERM) and works by decreasing the growth of breast cancer cells. It is a member of the triphenylethylene group of compounds.
Excerpted from Wikipedia’s “tamoxifen” article, available under the CC BY-SA 4.0 licence.