Home Other Building Blocks 182167-02-8
182167-02-8,MFCD09837712
Catalog No.:AA00ADTQ

182167-02-8 | Sch 57068

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1mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00ADTQ
Chemical Name:
Sch 57068
CAS Number:
182167-02-8
Molecular Formula:
C29H31NO4
Molecular Weight:
457.5607
MDL Number:
MFCD09837712
SMILES:
Oc1ccc2c(c1)O[C@@H](C(=C2C)c1ccc(cc1)O)c1ccc(cc1)OCCN1CCCCC1
Properties
Computed Properties
 
Complexity:
674  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
34  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
6  
XLogP3:
5.2  

Literature

Title: Specific transcriptional response of four blockers of estrogen receptors on estradiol-modulated genes in the mouse mammary gland.

Journal: Breast cancer research and treatment 20120701

Title: Activation of G protein-coupled receptor 30 modulates hormone secretion and counteracts cytokine-induced apoptosis in pancreatic islets of female mice.

Journal: Molecular and cellular endocrinology 20100514

Title: Potent and selective steroidal inhibitors of 17beta-hydroxysteroid dehydrogenase type 7, an enzyme that catalyzes the reduction of the key hormones estrone and dihydrotestosterone.

Journal: Journal of medicinal chemistry 20091210

Title: Classification of anti-estrogens according to intramolecular FRET effects on phospho-mutants of estrogen receptor alpha.

Journal: Molecular cancer therapeutics 20070501

Title: Identification of novel proteins induced by estradiol, 4-hydroxytamoxifen and acolbifene in T47D breast cancer cells.

Journal: Steroids 20061101

Title: The combination of the rexinoid, LG100268, and a selective estrogen receptor modulator, either arzoxifene or acolbifene, synergizes in the prevention and treatment of mammary tumors in an estrogen receptor-negative model of breast cancer.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20061001

Title: Hypocholesterolemic action of the selective estrogen receptor modulator acolbifene in intact and ovariectomized rats with diet-induced hypercholesterolemia.

Journal: Metabolism: clinical and experimental 20060501

Title: Estrogen receptor alpha-mediated adiposity-lowering and hypocholesterolemic actions of the selective estrogen receptor modulator acolbifene.

Journal: International journal of obesity (2005) 20051001

Title: Effects of dehydroepiandrosterone, Premarin and Acolbifene on histomorphology and sex steroid receptors in the rat vagina.

Journal: The Journal of steroid biochemistry and molecular biology 20050701

Title: Hypolipidemic action of the SERM acolbifene is associated with decreased liver MTP and increased SR-BI and LDL receptors.

Journal: Journal of lipid research 20050601

Title: Synthesis and structure-activity relationships of analogs of EM-652 (acolbifene), a pure selective estrogen receptor modulator. Study of nitrogen substitution.

Journal: Journal of enzyme inhibition and medicinal chemistry 20050401

Title: Bioactivation of the selective estrogen receptor modulator acolbifene to quinone methides.

Journal: Chemical research in toxicology 20050201

Title: The selective estrogen receptor modulator SCH 57068 prevents bone loss, reduces serum cholesterol and blocks estrogen-induced uterine hypertrophy in ovariectomized rats.

Journal: The Journal of steroid biochemistry and molecular biology 20040901

Title: Selective estrogen receptor modulator regulated proteins in endometrial cancer cells.

Journal: Molecular and cellular endocrinology 20040430

Title: The combination of a novel selective estrogen receptor modulator with an estrogen protects the mammary gland and uterus in a rodent model: the future of postmenopausal women's health?

Journal: Endocrinology 20031101

Title: Good versus evil: changing the approach to hormone replacement therapy.

Journal: Endocrinology 20031101

Title: A novel pure SERM achieves complete regression of the majority of human breast cancer tumors in nude mice.

Journal: Breast cancer research and treatment 20031001

Title: Isoform-selective interactions between estrogen receptors and steroid receptor coactivators promoted by estradiol and ErbB-2 signaling in living cells.

Journal: Molecular endocrinology (Baltimore, Md.) 20030401

Title: The estrogen antagonist EM-652 and dehydroepiandrosterone prevent diet- and ovariectomy-induced obesity.

Journal: Obesity research 20030301

Title: Effect of antiestrogens and aromatase inhibitor on basal growth of the human breast cancer cell line MCF-7 in serum-free medium.

Journal: The Journal of steroid biochemistry and molecular biology 20030301

Title: Acute vascular effects of the selective estrogen receptor modulator EM-652 (SCH 57068) in the rat mesenteric vascular bed.

Journal: Cardiovascular research 20030201

Title: Estradiol reduces F2alpha-isoprostane production in cultured human endothelial cells.

Journal: American journal of physiology. Heart and circulatory physiology 20021201

Title: Genomic and nongenomic mechanisms of nitric oxide synthesis induction in human endothelial cells by a fourth-generation selective estrogen receptor modulator.

Journal: Endocrinology 20020601

Title: 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.

Journal: International journal of cancer 20020510

Title: Effects of the new generation selective estrogen receptor modulator EM-652 and oral administration of estradiol valerate on circulating, brain, and adrenal beta-endorphin and allopregnanolone levels in intact fertile and ovariectomized rats.

Journal: Fertility and sterility 20020501

Title: Selective estrogen receptor modulators as a new therapeutic drug group: concept to reality in a decade.

Journal: Clinical breast cancer 20020101

Title: Inhibition of low-density lipoprotein oxidation by the pure antiestrogens ICI 182780 and EM-652 (SCH 57068).

Journal: Menopause (New York, N.Y.) 20020101

Title: EM-652 (SCH57068), a pure SERM having complete antiestrogenic activity in the mammary gland and endometrium.

Journal: The Journal of steroid biochemistry and molecular biology 20011201

Title: Pure antiestrogens and breast cancer.

Journal: Current medical research and opinion 20010101

Title: The anti-estrogen hydroxytamoxifen is a potent antagonist in a novel yeast system.

Journal: Biological chemistry 19991101

Title: Wang T, et al. Recent advances in selective estrogen receptor modulators for breast cancer. Mini Rev Med Chem. 2009 Sep;9(10):1191-201.

Title: Christian Lemieux, et al. The selective estrogen receptor modulator acolbifene reduces cholesterolemia independently of its anorectic action in control and cholesterol-fed rats. J Nutr. 2005 Sep;135(9):2225-9.

Title: A Tremblay, et al. EM-800, a novel antiestrogen, acts as a pure antagonist of the transcriptional functions of estrogen receptors alpha and beta. Endocrinology. 1998 Jan;139(1):111-8.

Title: Sylvain Gauthier, et al. Synthesis and structure-activity relationships of analogs of EM-652 (acolbifene), a pure selective estrogen receptor modulator. Study of nitrogen substitution. J Enzyme Inhib Med Chem. 2005 Apr;20(2):165-77.

Title: F Labrie, et al. EM-652 (SCH 57068), a third generation SERM acting as pure antiestrogen in the mammary gland and endometrium. J Steroid Biochem Mol Biol. Apr-Jun 1999;69(1-6):51-84.

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