Toremifene (BioDeep_00000003186)
Secondary id: BioDeep_00000406047
human metabolite blood metabolite Chemicals and Drugs
代谢物信息卡片
化学式: C26H28ClNO (405.1859)
中文名称: 托瑞米芬
谱图信息:
最多检出来源 Homo sapiens(blood) 6.59%
分子结构信息
SMILES: CN(C)CCOC1=CC=C(C=C1)C(=C(CCCl)C2=CC=CC=C2)C3=CC=CC=C3
InChI: InChI=1S/C26H28ClNO/c1-28(2)19-20-29-24-15-13-23(14-16-24)26(22-11-7-4-8-12-22)25(17-18-27)21-9-5-3-6-10-21/h3-16H,17-20H2,1-2H3/b26-25-
描述信息
Toremifene is only found in individuals that have used or taken this drug. It is a first generation nonsteroidal selective estrogen receptor modulator (SERM) that is structurally related to tamoxifen. Like tamoxifen, it is an estrogen agonist for bone tissue and cholesterol metabolism but is antagonistic on mammary and uterine tissue. [PubChem]Toremifene is a nonsteroidal triphenylethylene derivative. Toremifene binds to estrogen receptors and may exert estrogenic, antiestrogenic, or both activities, depending upon the duration of treatment, animal species, gender, target organ, or endpoint selected. The antitumor effect of toremifene in breast cancer is believed to be mainly due to its antiestrogenic effects, in other words, its ability to compete with estrogen for binding sites in the cancer, blocking the growth-stimulating effects of estrogen in the tumor. Toremifene may also inhibit tumor growth through other mechanisms, such as induction of apoptosis, regulation of oncogene expression, and growth factors.
L - Antineoplastic and immunomodulating agents > L02 - Endocrine therapy > L02B - Hormone antagonists and related agents > L02BA - Anti-estrogens
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D020847 - Estrogen Receptor Modulators
C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C1821 - Selective Estrogen Receptor Modulator
C274 - Antineoplastic Agent > C129818 - Antineoplastic Hormonal/Endocrine Agent > C481 - Antiestrogen
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C483 - Therapeutic Estrogen
COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials
C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist
D050071 - Bone Density Conservation Agents
D000970 - Antineoplastic Agents
C1892 - Chemopreventive Agent
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
同义名列表
11 个代谢物同义名
(2-{4-[(1Z)-4-chloro-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)dimethylamine; 2-[4-(4-chloro-1,2-diphenylbut-1-enyl)phenoxy]-N,N-dimethylethanamine; Toremifene citrate (1:1); Toremifene, (e)-isomer; Citrate, toremifene; Toremifene Citrate; Toremifenum; Toremifene; Toremifeno; Fareston; Toremifene
数据库引用编号
21 个数据库交叉引用编号
- ChEBI: CHEBI:9635
- KEGG: C08166
- KEGGdrug: D08620
- PubChem: 3005573
- PubChem: 5516
- HMDB: HMDB0014679
- Metlin: METLIN66839
- DrugBank: DB00539
- ChEMBL: CHEMBL1655
- Wikipedia: Toremifene
- MeSH: Toremifene
- chemspider: 2275722
- CAS: 275360-73-1
- CAS: 89778-29-0
- CAS: 89778-26-7
- PMhub: MS000008427
- PubChem: 10366
- PDB-CCD: T0R
- NIKKAJI: J33.157K
- RefMet: Toremifene
- KNApSAcK: 9635
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Wenxia Wang, Xiao'an Liu. Comparison of effects of tamoxifen and Toremifene on hepatic function and serum lipids in breast cancer patients during adjuvant endocrine therapy.
Anti-cancer drugs.
2024 Jan; ?(?):. doi:
10.1097/cad.0000000000001572
. [PMID: 38241197] - Yuechong Li, Zixi Deng, Yingjiao Wang, Songjie Shen. Lipid changes during endocrine therapy in early-stage breast cancer patients: A real-world study.
Lipids in health and disease.
2024 Jan; 23(1):9. doi:
10.1186/s12944-024-02002-6
. [PMID: 38191454] - Sheng Han, Heng Li, Weixiong Chen, Li Yang, Xiankun Tong, Jianping Zuo, Youhong Hu. Discovery of potent ebola entry inhibitors with (3S,4aS,8aS)-2-(3-amino-2-hydroxypropyl) decahydroisoquinoline-3-carboxamide scaffold.
European journal of medicinal chemistry.
2022 Oct; 240(?):114608. doi:
10.1016/j.ejmech.2022.114608
. [PMID: 35872393] - Weihang Zhou, Yiwei Jiang, Yaqian Xu, Yaohui Wang, Xiaowei Ma, Liheng Zhou, Yanping Lin, Yan Wang, Ziping Wu, Min Li, Wenjin Yin, Jinsong Lu. Comparison of adverse drug reactions between tamoxifen and toremifene in breast cancer patients with different CYP2D6 genotypes: A propensity-score matched cohort study.
International journal of cancer.
2022 05; 150(10):1664-1676. doi:
10.1002/ijc.33919
. [PMID: 34957551] - Dandan Song, Yingying Hu, Biyu Diao, Rongrong Miao, Baodan Zhang, Yangjun Cai, Hanqian Zeng, Yuru Zhang, Xiaoqu Hu. Effects of Tamoxifen vs. Toremifene on fatty liver development and lipid profiles in breast Cancer.
BMC cancer.
2021 Jul; 21(1):798. doi:
10.1186/s12885-021-08538-5
. [PMID: 34246237] - Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
Cell reports.
2021 04; 35(4):109040. doi:
10.1016/j.celrep.2021.109040
. [PMID: 33910017] - William R Martin, Feixiong Cheng. Repurposing of FDA-Approved Toremifene to Treat COVID-19 by Blocking the Spike Glycoprotein and NSP14 of SARS-CoV-2.
Journal of proteome research.
2020 11; 19(11):4670-4677. doi:
10.1021/acs.jproteome.0c00397
. [PMID: 32907334] - Zongbi Yi, Binliang Liu, Xiaoying Sun, Guohua Rong, Wenna Wang, Hui Li, Xiuwen Guan, Lixi Li, Jingtong Zhai, Chunxiao Li, Haili Qian, Fei Ma, Binghe Xu. Safety and efficacy of sirolimus combined with endocrine therapy in patients with advanced hormone receptor-positive breast cancer and the exploration of biomarkers.
Breast (Edinburgh, Scotland).
2020 Aug; 52(?):17-22. doi:
10.1016/j.breast.2020.04.004
. [PMID: 32335491] - Irina N Gaisina, Norton P Peet, Letitia Wong, Adam M Schafer, Han Cheng, Manu Anantpadma, Robert A Davey, Gregory R J Thatcher, Lijun Rong. Discovery and Structural Optimization of 4-(Aminomethyl)benzamides as Potent Entry Inhibitors of Ebola and Marburg Virus Infections.
Journal of medicinal chemistry.
2020 07; 63(13):7211-7225. doi:
10.1021/acs.jmedchem.0c00463
. [PMID: 32490678] - Tao He, Wenhao Yang, Xinyi Zhang, Ping Li, Dandan Yang, Yunhao Wu, Yuan Fan, Mengya Xiang, Qianqian Huang, Jing Chen, Runke Zhou, Qing Lv, Jie Chen. Comparative effectiveness of tamoxifen, toremifene, letrozole, anastrozole, and exemestane on lipid profiles in breast cancer patients: A network meta-analysis.
Medicine.
2020 Jan; 99(2):e18550. doi:
10.1097/md.0000000000018550
. [PMID: 31914031] - Zhi Xu, Shi-Jia Zhao, Yi Liu. 1,2,3-Triazole-containing hybrids as potential anticancer agents: Current developments, action mechanisms and structure-activity relationships.
European journal of medicinal chemistry.
2019 Dec; 183(?):111700. doi:
10.1016/j.ejmech.2019.111700
. [PMID: 31546197] - Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology.
2019 11; 96(5):629-640. doi:
10.1124/mol.119.115964
. [PMID: 31515284] - Faraz Shaikh, Yuguang Zhao, Luis Alvarez, Maria Iliopoulou, Christopher Lohans, Christopher J Schofield, Sergi Padilla-Parra, Shirley W I Siu, Elizabeth E Fry, Jingshan Ren, David I Stuart. Structure-Based in Silico Screening Identifies a Potent Ebolavirus Inhibitor from a Traditional Chinese Medicine Library.
Journal of medicinal chemistry.
2019 03; 62(6):2928-2937. doi:
10.1021/acs.jmedchem.8b01328
. [PMID: 30785281] - Keisei Anan, Shoshu Mitsuyama, Yasuhiro Yanagita, Morihiko Kimura, Hiroyoshi Doihara, Kansei Komaki, Mikihiro Kusama, Tadashi Ikeda. [Follicle-Stimulating Hormone and Estradiol Levels in Japanese Women Treated with Toremifene and Anastrozole for Two Years - A Retrospective Analysis of Data from a Prospective Randomized Trial].
Gan to kagaku ryoho. Cancer & chemotherapy.
2018 Dec; 45(12):1725-1728. doi:
. [PMID: 30587728]
- J-Pablo Salvador, Ester Vila-Roca, Núria Monfort, Rosa Ventura, M-Pilar Marco. New approach based on immunochemical techniques for monitoring of selective estrogen receptor modulators (SERMs) in human urine.
Journal of pharmaceutical and biomedical analysis.
2018 Jul; 156(?):147-152. doi:
10.1016/j.jpba.2018.04.027
. [PMID: 29704771] - Tadahiko Shien, Hiroyoshi Doihara, Nobuaki Sato, Keisei Anan, Kansei Komaki, Keisuke Miyauchi, Yasuhiro Yanagita, Tomomi Fujisawa, Shoshu Mitsuyama, Chizuko Kanbayashi, Mikihiro Kusama, Morihiko Kimura, Hiromitsu Jinno, Muneaki Sano, Tadashi Ikeda. Serum lipid and bone metabolism effects of Toremifene vs. Letrozole as adjuvant therapy for postmenopausal early breast cancer patients: results of a multicenter open randomized study.
Cancer chemotherapy and pharmacology.
2018 02; 81(2):269-275. doi:
10.1007/s00280-017-3491-6
. [PMID: 29196963] - Yi Zeng, Kai Huang, Weiwei Huang. The effect analysis of CYP2D6 gene polymorphism in the toremifene and tamoxifen treatment in patient with breast cancer.
Pakistan journal of pharmaceutical sciences.
2017 May; 30(3(Special)):1095-1098. doi:
. [PMID: 28671087]
- Elizabeth A Nelson, Julie Dyall, Thomas Hoenen, Alyson B Barnes, Huanying Zhou, Janie Y Liang, Julia Michelotti, William H Dewey, Lisa Evans DeWald, Richard S Bennett, Patrick J Morris, Rajarshi Guha, Carleen Klumpp-Thomas, Crystal McKnight, Yu-Chi Chen, Xin Xu, Amy Wang, Emma Hughes, Scott Martin, Craig Thomas, Peter B Jahrling, Lisa E Hensley, Gene G Olinger, Judith M White. The phosphatidylinositol-3-phosphate 5-kinase inhibitor apilimod blocks filoviral entry and infection.
PLoS neglected tropical diseases.
2017 04; 11(4):e0005540. doi:
10.1371/journal.pntd.0005540
. [PMID: 28403145] - Evelien Gerits, Valerie Defraine, Katleen Vandamme, Kaat De Cremer, Katrijn De Brucker, Karin Thevissen, Bruno P A Cammue, Serge Beullens, Maarten Fauvart, Natalie Verstraeten, Jan Michiels. Repurposing Toremifene for Treatment of Oral Bacterial Infections.
Antimicrobial agents and chemotherapy.
2017 03; 61(3):. doi:
10.1128/aac.01846-16
. [PMID: 27993858] - María E Fernández-Suárez, Joan C Escolà-Gil, Oscar Pastor, Alberto Dávalos, Francisco Blanco-Vaca, Miguel A Lasunción, Javier Martínez-Botas, Diego Gómez-Coronado. Clinically used selective estrogen receptor modulators affect different steps of macrophage-specific reverse cholesterol transport.
Scientific reports.
2016 09; 6(?):32105. doi:
10.1038/srep32105
. [PMID: 27601313] - Young-Joo Yang, Kang Mo Kim, Ji Hyun An, Dan Bi Lee, Ju Hyun Shim, Young-Suk Lim, Han Chu Lee, Yung Sang Lee, Jin-Hee Ahn, Kyung Hae Jung, Sung-Bae Kim. Clinical significance of fatty liver disease induced by tamoxifen and toremifene in breast cancer patients.
Breast (Edinburgh, Scotland).
2016 Aug; 28(?):67-72. doi:
10.1016/j.breast.2016.04.017
. [PMID: 27240168] - Tetsuya Fujimura, Satoru Takahashi, Haruki Kume, Tomohiko Urano, Kenichi Takayama, Yuta Yamada, Motofumi Suzuki, Hiroshi Fukuhara, Tohru Nakagawa, Satoshi Inoue, Yukio Homma. Toremifene, a selective estrogen receptor modulator, significantly improved biochemical recurrence in bone metastatic prostate cancer: a randomized controlled phase II a trial.
BMC cancer.
2015 Nov; 15(?):836. doi:
10.1186/s12885-015-1871-z
. [PMID: 26526623] - Miyuki Watanabe, Noriko Watanabe, Sakiko Maruyama, Takashi Kawashiro. Comparative metabolic study between two selective estrogen receptor modulators, toremifene and tamoxifen, in human liver microsomes.
Drug metabolism and pharmacokinetics.
2015 Oct; 30(5):325-33. doi:
10.1016/j.dmpk.2015.05.004
. [PMID: 26423799] - Annabel Braem, Kaat De Cremer, Nicolas Delattin, Katrijn De Brucker, Bram Neirinck, Katleen Vandamme, Johan A Martens, Jan Michiels, Jef Vleugels, Bruno P A Cammue, Karin Thevissen. Novel anti-infective implant substrates: controlled release of antibiofilm compounds from mesoporous silica-containing macroporous titanium.
Colloids and surfaces. B, Biointerfaces.
2015 Feb; 126(?):481-8. doi:
10.1016/j.colsurfb.2014.12.054
. [PMID: 25601097] - Kaat De Cremer, Nicolas Delattin, Katrijn De Brucker, Annelies Peeters, Soña Kucharíková, Evelien Gerits, Natalie Verstraeten, Jan Michiels, Patrick Van Dijck, Bruno P A Cammue, Karin Thevissen. Oral administration of the broad-spectrum antibiofilm compound toremifene inhibits Candida albicans and Staphylococcus aureus biofilm formation in vivo.
Antimicrobial agents and chemotherapy.
2014 Dec; 58(12):7606-10. doi:
10.1128/aac.03869-14
. [PMID: 25288093] - Kenichi Sakurai, Shigeru Fujisaki, Saki Nagashima, Tetsuyo Maeda, Ryouichi Tomita, Shuhei Suzuki, Yukiko Hara, Tomohiro Hirano, Katsuhisa Enomoto, Sadao Amano. [Indoleamine 2,3-dioxygenase activity during toremifene therapy for aromatase inhibitor-resistant metastatic breast cancer].
Gan to kagaku ryoho. Cancer & chemotherapy.
2014 Oct; 41(10):1286-8. doi:
. [PMID: 25335719]
- Morihiko Kimura, Takeshi Tominaga, Izo Kimijima, Yuichi Takatsuka, Shigemitsu Takashima, Yasuo Nomura, Fujio Kasumi, Akihiro Yamaguchi, Norikazu Masuda, Shinzaburo Noguchi, Nobuoki Eshima. Phase III randomized trial of toremifene versus tamoxifen for Japanese postmenopausal patients with early breast cancer.
Breast cancer (Tokyo, Japan).
2014 May; 21(3):275-83. doi:
10.1007/s12282-012-0394-6
. [PMID: 22968626] - Nicolas Delattin, Katrijn De Brucker, Katleen Vandamme, Els Meert, Arnaud Marchand, Patrick Chaltin, Bruno P A Cammue, Karin Thevissen. Repurposing as a means to increase the activity of amphotericin B and caspofungin against Candida albicans biofilms.
The Journal of antimicrobial chemotherapy.
2014 Apr; 69(4):1035-44. doi:
10.1093/jac/dkt449
. [PMID: 24284780] - Charles L Vogel, Mary Ann Johnston, Christi Capers, Deborah Braccia. Toremifene for breast cancer: a review of 20 years of data.
Clinical breast cancer.
2014 Feb; 14(1):1-9. doi:
10.1016/j.clbc.2013.10.014
. [PMID: 24439786] - Yuji Kawamura, Hiroyuki Hayashi, Yasushi Kurata, Kazuyuki Hiratsuka, Kenichi Masumura, Takehiko Nohmi. Evaluation of the genotoxicity of tamoxifen in the liver and kidney of F344 gpt delta transgenic rat in 3-week and 13-week repeated dose studies.
Toxicology.
2013 Oct; 312(?):56-62. doi:
10.1016/j.tox.2013.07.014
. [PMID: 23907062] - Monica Mazzarino, Mariangela Biava, Xavier de la Torre, Ilaria Fiacco, Francesco Botrè. Characterization of the biotransformation pathways of clomiphene, tamoxifen and toremifene as assessed by LC-MS/(MS) following in vitro and excretion studies.
Analytical and bioanalytical chemistry.
2013 Jun; 405(16):5467-87. doi:
10.1007/s00216-013-6961-7
. [PMID: 23604525] - Feng Chi, Rong Wu, Yuecan Zeng, Rui Xing, Yang Liu, Zhaoguo Xu. Effects of toremifene versus tamoxifen on breast cancer patients: a meta-analysis.
Breast cancer (Tokyo, Japan).
2013 Apr; 20(2):111-22. doi:
10.1007/s12282-012-0430-6
. [PMID: 23266963] - Juhyun Kim, Christopher C Coss, Christina M Barrett, Michael L Mohler, Casey E Bohl, Chien-Ming Li, Yali He, Karen A Veverka, James T Dalton. Role and pharmacologic significance of cytochrome P-450 2D6 in oxidative metabolism of toremifene and tamoxifen.
International journal of cancer.
2013 Mar; 132(6):1475-85. doi:
10.1002/ijc.27794
. [PMID: 22915089] - Matthew R Smith, Ronald A Morton, K Gary Barnette, Paul R Sieber, S Bruce Malkowicz, Domingo Rodriguez, Michael L Hancock, Mitchell S Steiner. Toremifene to reduce fracture risk in men receiving androgen deprivation therapy for prostate cancer.
The Journal of urology.
2013 Jan; 189(1 Suppl):S45-50. doi:
10.1016/j.juro.2012.11.016
. [PMID: 23234631] - Luigi Gennari, Daniela Merlotti, Konstantinos Stolakis, Ranuccio Nuti. Pharmacokinetic evaluation of toremifene and its clinical implications for the treatment of osteoporosis.
Expert opinion on drug metabolism & toxicology.
2012 Apr; 8(4):505-13. doi:
10.1517/17425255.2012.665873
. [PMID: 22356442] - Monica Mazzarino, Maria Cristina Braganò, Xavier de la Torre, Francesco Molaioni, Francesco Botrè. Relevance of the selective oestrogen receptor modulators tamoxifen, toremifene and clomiphene in doping field: endogenous steroids urinary profile after multiple oral doses.
Steroids.
2011 Nov; 76(12):1400-6. doi:
10.1016/j.steroids.2011.06.005
. [PMID: 21745489] - Keisei Anan, Shoshu Mitsuyama, Yasuhiro Yanagita, Morihiko Kimura, Hiroyoshi Doihara, Kansei Komaki, Mikihiro Kusama, Tadashi Ikeda. Effects of toremifene and anastrozole on serum lipids and bone metabolism in postmenopausal females with estrogen receptor-positive breast cancer: the results of a 2-year multicenter open randomized study.
Breast cancer research and treatment.
2011 Aug; 128(3):775-81. doi:
10.1007/s10549-011-1608-x
. [PMID: 21638048] - Monica Mazzarino, Xavier de la Torre, Francesco Botrè. Urinary excretion profiles of toremifene metabolites by liquid chromatography-mass spectrometry. Towards targeted analysis to relevant metabolites in doping control.
Analytical and bioanalytical chemistry.
2011 Aug; 401(2):529-41. doi:
10.1007/s00216-011-4695-y
. [PMID: 21380606] - C Gómez, O J Pozo, R Diaz, J V Sancho, E Vilaroca, J P Salvador, M P Marco, F Hernandez, J Segura, R Ventura. Mass spectrometric characterization of urinary toremifene metabolites for doping control analyses.
Journal of chromatography. A.
2011 Jul; 1218(29):4727-37. doi:
10.1016/j.chroma.2011.05.073
. [PMID: 21683367] - Hein Van Poppel, Bertrand Tombal. Cardiovascular risk during hormonal treatment in patients with prostate cancer.
Cancer management and research.
2011 Mar; 3(?):49-55. doi:
10.2147/cmr.s16893
. [PMID: 21448299] - Jianghai Lu, Xiaobing Wang, Youxuan Xu, Ying Dong, Shuming Yang, Yun Wu, Yang Qin, Moutian Wu. Mass spectrometric characterization of toremifene metabolites in human urine by liquid chromatography-tandem mass spectrometry with different scan modes.
The Analyst.
2011 Feb; 136(3):467-72. doi:
10.1039/c0an00487a
. [PMID: 21113546] - Tine M Comhair, Sonia C Garcia Caraballo, Cornelis Hc Dejong, Wouter H Lamers, S Eleonore Köhler. Dietary cholesterol, female gender and n-3 fatty acid deficiency are more important factors in the development of non-alcoholic fatty liver disease than the saturation index of the fat.
Nutrition & metabolism.
2011 Jan; 8(?):4. doi:
10.1186/1743-7075-8-4
. [PMID: 21261989] - Alex Zwiers, Michiel van den Heuvel, Jean Smeets, Samantha Rutherford. Assessment of the potential for displacement interactions with sugammadex: a pharmacokinetic-pharmacodynamic modelling approach.
Clinical drug investigation.
2011; 31(2):101-11. doi:
10.2165/11584730-000000000-00000
. [PMID: 21067251] - Pawel Szulc. Biochemical bone turnover markers and osteoporosis in older men: where are we?.
Journal of osteoporosis.
2011; 2011(?):704015. doi:
10.4061/2011/704015
. [PMID: 22220284] - Masataka Sawaki, Ai Idota, Hiroki Uchida, Sumiyo Noda, Shigenori Sato, Toyone Kikumori, Tsuneo Imai. The effect of toremifene on lipid metabolism compared with that of tamoxifen in vitro.
Gynecologic and obstetric investigation.
2011; 71(3):213-6. doi:
10.1159/000322372
. [PMID: 21196696] - Whitney M Ellefson, Ashley M Lakner, Alicia Hamilton, Iain H McKillop, Herbert L Bonkovsky, Nury M Steuerwald, Yvette M Huet, Laura W Schrum. Neonatal androgenization exacerbates alcohol-induced liver injury in adult rats, an effect abrogated by estrogen.
PloS one.
2011; 6(12):e29463. doi:
10.1371/journal.pone.0029463
. [PMID: 22206017] - Matthew R Smith, Ronald A Morton, K Gary Barnette, Paul R Sieber, S Bruce Malkowicz, Domingo Rodriguez, Michael L Hancock, Mitchell S Steiner. Toremifene to reduce fracture risk in men receiving androgen deprivation therapy for prostate cancer.
The Journal of urology.
2010 Oct; 184(4):1316-21. doi:
10.1016/j.juro.2010.06.022
. [PMID: 20723926] - Howard S Kim, Stephen J Freedland. Androgen deprivation therapy in prostate cancer: anticipated side-effects and their management.
Current opinion in supportive and palliative care.
2010 Sep; 4(3):147-52. doi:
10.1097/spc.0b013e32833bd913
. [PMID: 20592607] - Takeshi Tominaga, Izo Kimijima, Morihiko Kimura, Yuichi Takatsuka, Shigemitsu Takashima, Yasuo Nomura, Fujio Kasumi, Akihiro Yamaguchi, Norikazu Masuda, Shinzaburo Noguchi, Nobuoki Eshima. Effects of toremifene and tamoxifen on lipid profiles in post-menopausal patients with early breast cancer: interim results from a Japanese phase III trial.
Japanese journal of clinical oncology.
2010 Jul; 40(7):627-33. doi:
10.1093/jjco/hyq021
. [PMID: 20382637] - Sinikka Oksa, Tiina Luukkaala, Johanna U Mäenpää. Toremifene use does not alter serum inhibin A and B levels during mid-luteal phase in women with premenstrual mastalgia.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology.
2010 Feb; 26(2):114-7. doi:
10.3109/09513590903215441
. [PMID: 20074020] - Kanji Minamoto, Toshio Ikeda. [A case of advanced breast cancer with multiple bone metastases responding to docetaxel and high-dose toremifene as fourth-line chemo-endocrine therapy].
Gan to kagaku ryoho. Cancer & chemotherapy.
2009 Dec; 36(13):2627-30. doi:
. [PMID: 20009468]
- Sorin J Brull, Mohamed Naguib. Selective reversal of muscle relaxation in general anesthesia: focus on sugammadex.
Drug design, development and therapy.
2009 Sep; 3(?):119-29. doi:
10.2147/dddt.s3868
. [PMID: 19920928] - D A Aliev, V A Azizov, T A Sadygova, R S Zeĭnalov, I N Musaev. [Lipid metabolism disorders at the breast cancer patients receiving hormonotherapy].
Georgian medical news.
2009 Mar; ?(168):44-7. doi:
"
. [PMID: 19359718] - Paul E Goss, Shangle Qi, Haiqing Hu. Comparing the effects of atamestane, toremifene and tamoxifen alone and in combination, on bone, serum lipids and uterus in ovariectomized rats.
The Journal of steroid biochemistry and molecular biology.
2009 Feb; 113(3-5):233-40. doi:
10.1016/j.jsbmb.2009.01.005
. [PMID: 19429427] - Maurizio Cutolo. Androgens in rheumatoid arthritis: when are they effectors?.
Arthritis research & therapy.
2009; 11(5):126. doi:
10.1186/ar2804
. [PMID: 19804618] - Luigi Gennari, Daniela Merlotti, Vincenzo De Paola, Giuseppe Martini, Ranuccio Nuti. Bazedoxifene for the prevention of postmenopausal osteoporosis.
Therapeutics and clinical risk management.
2008 Dec; 4(6):1229-42. doi:
10.2147/tcrm.s3476
. [PMID: 19337430] - Reagan L Ross, Michelle R Serock, Raouf A Khalil. Experimental benefits of sex hormones on vascular function and the outcome of hormone therapy in cardiovascular disease.
Current cardiology reviews.
2008 Nov; 4(4):309-22. doi:
10.2174/157340308786349462
. [PMID: 20066139] - Bertrand Tombal. Words of wisdom. Re: toremifene improves lipid profiles in men receiving androgen-deprivation therapy for prostate cancer: interim analysis of a multicenter phase III study.
European urology.
2008 Nov; 54(5):1202-3. doi:
10.1016/j.eururo.2008.07.067
. [PMID: 19051383] - Lee R Jackson, Kwok L Cheung, Aman U Buzdar, John F R Robertson. Arzoxifene: the evidence for its development in the management of breast cancer.
Core evidence.
2008 Jul; 2(4):251-8. doi:
"
. [PMID: 21221190] - Matthew R Smith, S Bruce Malkowicz, Franklin Chu, John Forrest, Paul Sieber, K Gary Barnette, Domingo Rodriquez, Mitchell S Steiner. Toremifene improves lipid profiles in men receiving androgen-deprivation therapy for prostate cancer: interim analysis of a multicenter phase III study.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology.
2008 Apr; 26(11):1824-9. doi:
10.1200/jco.2007.13.5517
. [PMID: 18398147] - Monica Mazzarino, Ilaria Fiacco, Xavier de la Torre, Francesco Botrè. A mass spectrometric approach for the study of the metabolism of clomiphene, tamoxifen and toremifene by liquid chromatography time-of-flight spectroscopy.
European journal of mass spectrometry (Chichester, England).
2008; 14(3):171-80. doi:
10.1255/ejms.921
. [PMID: 18708697] - Dimitrios Farmakiotis, Christos Farmakis, David Rousso, Anargyros Kourtis, Ilias Katsikis, Dimitrios Panidis. The beneficial effects of toremifene administration on the hypothalamic-pituitary-testicular axis and sperm parameters in men with idiopathic oligozoospermia.
Fertility and sterility.
2007 Oct; 88(4):847-53. doi:
10.1016/j.fertnstert.2006.12.038
. [PMID: 17412336] - Paul E Goss, Shangle Qi, Haiqing Hu, Angela M Cheung. The effects of atamestane and toremifene alone and in combination compared with letrozole on bone, serum lipids and the uterus in an ovariectomized rat model.
Breast cancer research and treatment.
2007 Jul; 103(3):293-302. doi:
10.1007/s10549-006-9381-y
. [PMID: 17063268] - Cora J Fong, Lyle D Burgoon, Kurt J Williams, Agnes L Forgacs, Timothy R Zacharewski. Comparative temporal and dose-dependent morphological and transcriptional uterine effects elicited by tamoxifen and ethynylestradiol in immature, ovariectomized mice.
BMC genomics.
2007 Jun; 8(?):151. doi:
10.1186/1471-2164-8-151
. [PMID: 17555576] - Matthew R Smith. Androgen deprivation therapy for prostate cancer: new concepts and concerns.
Current opinion in endocrinology, diabetes, and obesity.
2007 Jun; 14(3):247-54. doi:
10.1097/med.0b013e32814db88c
. [PMID: 17940447] - S Fontana, R Ghilardi, A Barbaglio, P Amaddeo, F Faldi, S Pericotti. Male breast cancer with mandibular metastasis. A case report.
Minerva stomatologica.
2007 Apr; 56(4):225-30. doi:
NULL
. [PMID: 17452960] - Luigi Gennari, Daniela Merlotti, Fabrizio Valleggi, Giuseppe Martini, Ranuccio Nuti. Selective estrogen receptor modulators for postmenopausal osteoporosis: current state of development.
Drugs & aging.
2007; 24(5):361-79. doi:
10.2165/00002512-200724050-00002
. [PMID: 17503894] - G E Christodoulakos, I V Lambrinoudaki, D C Botsis. The cardiovascular effects of selective estrogen receptor modulators.
Annals of the New York Academy of Sciences.
2006 Dec; 1092(?):374-84. doi:
10.1196/annals.1365.034
. [PMID: 17308162] - Noel N Kim, Miljan Stankovic, Abdullah Armagan, Tulay T Cushman, Irwin Goldstein, Abdulmaged M Traish. Effects of tamoxifen on vaginal blood flow and epithelial morphology in the rat.
BMC women's health.
2006 Sep; 6(?):14. doi:
10.1186/1472-6874-6-14
. [PMID: 16970814] - Luigi Gennari. Lasofoxifene: a new type of selective estrogen receptor modulator for the treatment of osteoporosis.
Drugs of today (Barcelona, Spain : 1998).
2006 Jun; 42(6):355-67. doi:
10.1358/dot.2006.42.6.973583
. [PMID: 16845439] - Harold A Harvey, Morihiko Kimura, Alajos Hajba. Toremifene: an evaluation of its safety profile.
Breast (Edinburgh, Scotland).
2006 Apr; 15(2):142-57. doi:
10.1016/j.breast.2005.09.007
. [PMID: 16289904] - Chang Gong, Erwei Song, Weijuan Jia, Li Qin, Jujiang Guo, Haixia Jia, Xiaoqu Hu, Fengxi Su. A double-blind randomized controlled trial of toremifen therapy for mastalgia.
Archives of surgery (Chicago, Ill. : 1960).
2006 Jan; 141(1):43-7. doi:
10.1001/archsurg.141.1.43
. [PMID: 16415410] - Eric A Ariazi, Jennifer L Ariazi, Fernando Cordera, V Craig Jordan. Estrogen receptors as therapeutic targets in breast cancer.
Current topics in medicinal chemistry.
2006; 6(3):181-202. doi:
. [PMID: 16515478]
- A Kallio, A Zheng, J Dahllund, K M Heiskanen, P Härkönen. Role of mitochondria in tamoxifen-induced rapid death of MCF-7 breast cancer cells.
Apoptosis : an international journal on programmed cell death.
2005 Dec; 10(6):1395-410. doi:
10.1007/s10495-005-2137-z
. [PMID: 16215679] - Toshiaki Saeki, Takashi Tsuruo, Wakao Sato, Kiyoshiro Nishikawsa. Drug resistance in chemotherapy for breast cancer.
Cancer chemotherapy and pharmacology.
2005 Nov; 56 Suppl 1(?):84-9. doi:
10.1007/s00280-005-0106-4
. [PMID: 16273361] - R Erkkola, L Mattila, T Powles, J Heikkinen, B Toivola, P Korhonen, M Mustonen. Bone mineral density and lipid changes during 5 years of follow-up in a study of prevention of breast cancer with toremifene in healthy, high-risk pre- and post-menopausal women.
Breast cancer research and treatment.
2005 Oct; 93(3):277-87. doi:
10.1007/s10549-005-5701-x
. [PMID: 16172794] - N J Bundred. The effects of aromatase inhibitors on lipids and thrombosis.
British journal of cancer.
2005 Aug; 93 Suppl 1(?):S23-7. doi:
10.1038/sj.bjc.6602692
. [PMID: 16100522] - Russell C Hovey, Mikiko Asai-Sato, Anni Warri, Barbara Terry-Koroma, Nira Colyn, Erika Ginsburg, Barbara K Vonderhaar. Effects of neonatal exposure to diethylstilbestrol, tamoxifen, and toremifene on the BALB/c mouse mammary gland.
Biology of reproduction.
2005 Feb; 72(2):423-35. doi:
10.1095/biolreprod.104.029769
. [PMID: 15470002] - Matthew R Smith. Selective estrogen receptor modulators to prevent treatment-related osteoporosis.
Reviews in urology.
2005; 7 Suppl 3(?):S30-5. doi:
NULL
. [PMID: 16985877] - M Kusama, K Miyauchi, H Aoyama, M Sano, M Kimura, S Mitsuyama, K Komaki, H Doihara. Effects of toremifene (TOR) and tamoxifen (TAM) on serum lipids in postmenopausal patients with breast cancer.
Breast cancer research and treatment.
2004 Nov; 88(1):1-8. doi:
10.1007/s10549-004-4384-z
. [PMID: 15538040] - Mikihiro Kusama, H Kaise, S Nakayama, D Ota, T Misaka, T Aoki. Crossover trial for lipid abnormality in postmenopausal breast cancer patients during selective estrogen receptor modulators (SERMs) administrations.
Breast cancer research and treatment.
2004 Nov; 88(1):9-16. doi:
10.1007/s10549-004-5449-8
. [PMID: 15538041] - L Vehmanen, T Saarto, C Blomqvist, M-R Taskinen, I Elomaa. Tamoxifen treatment reverses the adverse effects of chemotherapy-induced ovarian failure on serum lipids.
British journal of cancer.
2004 Aug; 91(3):476-81. doi:
10.1038/sj.bjc.6601979
. [PMID: 15266329] - Kozo Koshizuka, Masaru Serizawa, Norio Hasuda, Kazushige Furuya, Naruaki Mouri, Kunio Takano, Masahiko Matsumoto. [Tamoxifen-induced severe hypertriglyceridemia--report of 3 cases].
Gan to kagaku ryoho. Cancer & chemotherapy.
2004 Jul; 31(7):1109-12. doi:
NULL
. [PMID: 15272596] - Yoshihito Saito, Sadao Amano, Mitsuhiko Kashio, Hideo Abe, Youichi Kuboi, Kenichi Sakurai, Nobuhiko Aoki, Satoshi Hata, Nanao Negishi. [A case of breast cancer with multiple bone metastases demonstrating complete remission with high-dose toremifene therapy].
Gan to kagaku ryoho. Cancer & chemotherapy.
2004 Jun; 31(6):911-4. doi:
. [PMID: 15222111]
- Sirpa Leppä, Tiina Saarto, Leena Vehmanen, Carl Blomqvist, Inkeri Elomaa. A high serum matrix metalloproteinase-2 level is associated with an adverse prognosis in node-positive breast carcinoma.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2004 Feb; 10(3):1057-63. doi:
10.1158/1078-0432.ccr-03-0047
. [PMID: 14871985] - Jan Heidemann, Hitoshi Ogawa, Mary F Otterson, Vinod B Shidham, David G Binion. Antiangiogenic treatment of mesenteric desmoid tumors with toremifene and interferon alfa-2b: report of two cases.
Diseases of the colon and rectum.
2004 Jan; 47(1):118-22. doi:
10.1007/s10350-003-0019-4
. [PMID: 14719159] - S G O'Brien, P Meinhardt, E Bond, J Beck, B Peng, C Dutreix, G Mehring, S Milosavljev, C Huber, R Capdeville, T Fischer. Effects of imatinib mesylate (STI571, Glivec) on the pharmacokinetics of simvastatin, a cytochrome p450 3A4 substrate, in patients with chronic myeloid leukaemia.
British journal of cancer.
2003 Nov; 89(10):1855-9. doi:
10.1038/sj.bjc.6601152
. [PMID: 14612892] - I N G Springer, H Terheyden, M A A Suhr, P Warnke, A Dunsche, M Tiemann, Y Açil. Follow-up of collagen crosslink excretion in patients with oral squamous cell carcinoma and analysis of tissue samples.
British journal of cancer.
2003 Nov; 89(9):1722-8. doi:
10.1038/sj.bjc.6601325
. [PMID: 14583776] - J Ellmén, P Hakulinen, A Partanen, D F Hayes. Estrogenic effects of toremifene and tamoxifen in postmenopausal breast cancer patients.
Breast cancer research and treatment.
2003 Nov; 82(2):103-11. doi:
10.1023/b:brea.0000003957.54851.11
. [PMID: 14692654] - Cora N Sternberg, Nicholas J Vogelzang. Gemcitabine, paclitaxel, pemetrexed and other newer agents in urothelial and kidney cancers.
Critical reviews in oncology/hematology.
2003 Jun; 46 Suppl(?):S105-15. doi:
10.1016/s1040-8428(03)00068-4
. [PMID: 12850531] - Mitchell S Steiner, Charlie R Pound. Phase IIA clinical trial to test the efficacy and safety of Toremifene in men with high-grade prostatic intraepithelial neoplasia.
Clinical prostate cancer.
2003 Jun; 2(1):24-31. doi:
10.3816/cgc.2003.n.009
. [PMID: 15046680] - Sally G Haskell. Selective estrogen receptor modulators.
Southern medical journal.
2003 May; 96(5):469-76. doi:
10.1097/01.smj.0000051146.93190.4a
. [PMID: 12911186] - I N G Springer, H Terheyden, A Dunsche, N Czech, M A A Suhr, M Tiemann, J Hedderich, Y Açil. Collagen crosslink excretion and staging of oral cancer.
British journal of cancer.
2003 Apr; 88(7):1105-10. doi:
10.1038/sj.bjc.6600873
. [PMID: 12671712] - Petri Lehenkari, Vilhelmiina Parikka, Timo J Rautiala, Matti Weckström, Johanna Dahllund, Pirkko L Härkönen, H Kalervo Väänänen. The effects of tamoxifen and toremifene on bone cells involve changes in plasma membrane ion conductance.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research.
2003 Mar; 18(3):473-81. doi:
10.1359/jbmr.2003.18.3.473
. [PMID: 12619932] - Karla C Morello, Gregory T Wurz, Michael W DeGregorio. Pharmacokinetics of selective estrogen receptor modulators.
Clinical pharmacokinetics.
2003; 42(4):361-72. doi:
10.2165/00003088-200342040-00004
. [PMID: 12648026] - Karla C Morello, Gregory T Wurz, Michael W DeGregorio. SERMs: current status and future trends.
Critical reviews in oncology/hematology.
2002 Jul; 43(1):63-76. doi:
10.1016/s1040-8428(02)00022-7
. [PMID: 12098608] - Matthieu Gutman, Steeve Couillard, Jenny Roy, Fernand Labrie, Bernard Candas, Claude Labrie. Comparison of the effects of EM-652 (SCH57068), tamoxifen, toremifene, droloxifene, idoxifene, GW-5638 and raloxifene on the growth of human ZR-75-1 breast tumors in nude mice.
International journal of cancer.
2002 May; 99(2):273-8. doi:
10.1002/ijc.10302
. [PMID: 11979444] - Miguel A Valverde, Simon P Hardy, Mario Díaz. Activation of Maxi Cl(-) channels by antiestrogens and phenothiazines in NIH3T3 fibroblasts.
Steroids.
2002 May; 67(6):439-45. doi:
10.1016/s0039-128x(01)00174-x
. [PMID: 11960619] - M Mannerström, M Zorn-Kruppa, H Diehl, M Engelke, T Toimela, H Mäenpää, A Huhtala, H Uusitalo, L Salminen, P Pappas, M Marselos, M Mäntylä, E Mäntylä, H Tähti. Evaluation of the cytotoxicity of selected systemic and intravitreally dosed drugs in the cultures of human retinal pigment epithelial cell line and of pig primary retinal pigment epithelial cells.
Toxicology in vitro : an international journal published in association with BIBRA.
2002 Apr; 16(2):193-200. doi:
10.1016/s0887-2333(01)00113-8
. [PMID: 11869882]