Home Amines 114828-90-9
114828-90-9,MFCD18379457
Catalog No.:AA000F80

114828-90-9 | Phenol, 4-[(1E)-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-

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5mg
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10mg
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25mg
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA000F80
Chemical Name:
Phenol, 4-[(1E)-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-
CAS Number:
114828-90-9
Molecular Formula:
C25H27NO2
Molecular Weight:
373.4874
MDL Number:
MFCD18379457
SMILES:
CNCCOc1ccc(cc1)/C(=C(/c1ccccc1)\CC)/c1ccc(cc1)O
NSC Number:
750182
Properties
Computed Properties
 
Complexity:
467  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
8  
XLogP3:
6.3  

Downstream Synthesis Route

[1]Fauq,AbdulH.;Maharvi,GhulamM.;Sinha,Dola[BioorganicandMedicinalChemistryLetters,2010,vol.20,#10,p.3036-3038]

[1]CurrentPatentAssignee:ATOSSATHERAPEUTICSINC-WO2019/51370,2019,A1Locationinpatent:Page/Pagecolumn85

173163-13-8    114828-90-9   
(Z)-endoxyfen 

[1]Patent:WO2019/51370,2019,A1

[1]Patent:WO2019/51370,2019,A1

Literature

Title: Pharmacogenetics of anti-estrogen treatment of breast cancer.

Journal: Cancer treatment reviews 20120801

Title: Endoxifen levels and its association with CYP2D6 genotype and phenotype: evaluation of a southern Brazilian population under tamoxifen pharmacotherapy.

Journal: Therapeutic drug monitoring 20120801

Title: Tissue distribution of 4-hydroxy-N-desmethyltamoxifen and tamoxifen-N-oxide.

Journal: Breast cancer research and treatment 20120701

Title: Estimation of tamoxifen metabolite concentrations in the blood of breast cancer patients through CYP2D6 genotype activity score.

Journal: Breast cancer research and treatment 20120601

Title: Importance of highly selective LC-MS/MS analysis for the accurate quantification of tamoxifen and its metabolites: focus on endoxifen and 4-hydroxytamoxifen.

Journal: Breast cancer research and treatment 20120601

Title: Deriving rules and assertions from pharmacogenomics knowledge resources in support of patient drug metabolism efficacy predictions.

Journal: Journal of the American Medical Informatics Association : JAMIA 20120101

Title: Tamoxifen and its metabolites cause acute vasorelaxation of aortic rings by inducing vasodilator prostanoid synthesis.

Journal: Journal of cardiovascular pharmacology 20111201

Title: Increasing tamoxifen dose in breast cancer patients based on CYP2D6 genotypes and endoxifen levels: effect on active metabolite isomers and the antiestrogenic activity score.

Journal: Clinical pharmacology and therapeutics 20111001

Title: Locating the binding sites of anticancer tamoxifen and its metabolites 4-hydroxytamoxifen and endoxifen on bovine serum albumin.

Journal: European journal of medicinal chemistry 20110901

Title: Dextromethorphan as a phenotyping test to predict endoxifen exposure in patients on tamoxifen treatment.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20110820

Title: Personalized tamoxifen: what is the best way forward?

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20110820

Title: Genotype-guided tamoxifen dosing increases active metabolite exposure in women with reduced CYP2D6 metabolism: a multicenter study.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20110820

Title: Binding of antitumor tamoxifen and its metabolites 4-hydroxytamoxifen and endoxifen to human serum albumin.

Journal: Biochimie 20110701

Title: P-glycoprotein (ABCB1) transports the primary active tamoxifen metabolites endoxifen and 4-hydroxytamoxifen and restricts their brain penetration.

Journal: The Journal of pharmacology and experimental therapeutics 20110601

Title: Tamoxifen metabolite concentrations, CYP2D6 genotype, and breast cancer outcomes.

Journal: Clinical pharmacology and therapeutics 20110501

Title: Impact of CYP2D6, CYP3A5, CYP2C9 and CYP2C19 polymorphisms on tamoxifen pharmacokinetics in Asian breast cancer patients.

Journal: British journal of clinical pharmacology 20110501

Title: Development of a methodology to quantify tamoxifen and endoxifen in breast cancer patients by micellar liquid chromatography and validation according to the ICH guidelines.

Journal: Talanta 20110415

Title: Endoxifen, the active metabolite of tamoxifen, is a substrate of the efflux transporter P-glycoprotein (multidrug resistance 1).

Journal: Drug metabolism and disposition: the biological fate of chemicals 20110301

Title: Potent CYP2D6 Inhibiting drugs do not increase relapse rate in early breast cancer patients treated with adjuvant tamoxifen.

Journal: Breast cancer research and treatment 20110101

Title: Estrogen receptor-beta sensitizes breast cancer cells to the anti-estrogenic actions of endoxifen.

Journal: Breast cancer research : BCR 20110101

Title: A modulated empirical Bayes model for identifying topological and temporal estrogen receptor α regulatory networks in breast cancer.

Journal: BMC systems biology 20110101

Title: Endoxifen, a new cornerstone of breast cancer therapy: demonstration of safety, tolerability, and systemic bioavailability in healthy human subjects.

Journal: Clinical pharmacology and therapeutics 20101201

Title: Update on CYP2D6 and its impact on tamoxifen therapy.

Journal: Clinical advances in hematology & oncology : H&O 20100801

Title: Orally administered endoxifen is a new therapeutic agent for breast cancer.

Journal: Breast cancer research and treatment 20100701

Title: Coprescription of tamoxifen and medications that inhibit CYP2D6.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20100601

Title: Selective serotonin reuptake inhibitors and adjuvant tamoxifen therapy: risk of breast cancer recurrence and mortality.

Journal: Future oncology (London, England) 20100601

Title: A convenient synthesis of (Z)-4-hydroxy-N-desmethyltamoxifen (endoxifen).

Journal: Bioorganic & medicinal chemistry letters 20100515

Title: Structure-function relationships of estrogenic triphenylethylenes related to endoxifen and 4-hydroxytamoxifen.

Journal: Journal of medicinal chemistry 20100422

Title: Endoxifen is a new potent inhibitor of PKC: a potential therapeutic agent for bipolar disorder.

Journal: Bioorganic & medicinal chemistry letters 20100415

Title: [CYP2D6 polymorphisms and tamoxifen: therapeutic perspectives in the management of hormonodependent breast cancer patients].

Journal: Bulletin du cancer 20100301

Title: CYP2D6 testing in breast cancer: ready for prime time?

Journal: Oncology (Williston Park, N.Y.) 20091201

Title: Tamoxifen, endoxifen, and CYP2D6: the rules for evaluating a predictive factor.

Journal: Oncology (Williston Park, N.Y.) 20091201

Title: CYP2D6 testing for breast cancer patients: is there more to the story?

Journal: Oncology (Williston Park, N.Y.) 20091201

Title: The CYP2D6*4 polymorphism affects breast cancer survival in tamoxifen users.

Journal: Breast cancer research and treatment 20091101

Title: Tamoxifen, antidepressants, and CYP2D6: the conundrum continues.

Journal: Journal of the National Cancer Institute 20091021

Title: Randomized double-blind 2 x 2 trial of low-dose tamoxifen and fenretinide for breast cancer prevention in high-risk premenopausal women.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20090810

Title: Assessment of vascular effects of tamoxifen and its metabolites on the rat perfused hindquarter vascular bed.

Journal: Basic & clinical pharmacology & toxicology 20090501

Title: The tamoxifen metabolite, endoxifen, is a potent antiestrogen that targets estrogen receptor alpha for degradation in breast cancer cells.

Journal: Cancer research 20090301

Title: Functional significance of UDP-glucuronosyltransferase variants in the metabolism of active tamoxifen metabolites.

Journal: Cancer research 20090301

Title: Drug interactions and pharmacogenomics in the treatment of breast cancer and depression.

Journal: The American journal of psychiatry 20081001

Title: Effects of CYP2D6 and SULT1A1 genotypes including SULT1A1 gene copy number on tamoxifen metabolism.

Journal: Annals of oncology : official journal of the European Society for Medical Oncology 20080101

Title: TGFbeta2 and TbetaRII are valid molecular biomarkers for the antiproliferative effects of tamoxifen and tamoxifen metabolites in breast cancer cells.

Journal: Breast cancer research and treatment 20080101

Title: Glucuronidation of active tamoxifen metabolites by the human UDP glucuronosyltransferases.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20071101

Title: Elimination of antiestrogenic effects of active tamoxifen metabolites by glucuronidation.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20071001

Title: Endoxifen, a secondary metabolite of tamoxifen, and 4-OH-tamoxifen induce similar changes in global gene expression patterns in MCF-7 breast cancer cells.

Journal: The Journal of pharmacology and experimental therapeutics 20060801

Title: Endoxifen (4-hydroxy-N-desmethyl-tamoxifen) has anti-estrogenic effects in breast cancer cells with potency similar to 4-hydroxy-tamoxifen.

Journal: Cancer chemotherapy and pharmacology 20050501

Title: Pharmacological characterization of 4-hydroxy-N-desmethyl tamoxifen, a novel active metabolite of tamoxifen.

Journal: Breast cancer research and treatment 20040501

Title: Elkins P, et al. Characterization of the isomeric configuration and impurities of (Z)-Endoxifen by 2D NMR, high resolution LC-MS, and quantitative HPLC analysis. J Pharm Biomed Anal. 2014 Jan;88:174-9.

Title: Zheng Y, et, al. Elimination of antiestrogenic effects of active tamoxifen metabolites by glucuronidation. Drug Metab Dispos. 2007 Oct;35(10):1942-8.

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Tags:114828-90-9 Molecular Formula|114828-90-9 MDL|114828-90-9 SMILES|114828-90-9 Phenol, 4-[(1E)-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-