125-84-8 | 3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione

Packsize	Purity	Availability	Price	Discounted Price
1g	98%(HPLC)	in stock	$25.00	$18.00
5g	98%	in stock	$58.00	$41.00
25g	98%	in stock	$139.00	$97.00
100g	98%	in stock	$299.00	$209.00

Description

• Catalog Number: AA29578
• Chemical Name: 3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione
• CAS Number: 125-84-8
• Molecular Formula: C13H16N2O2
• Molecular Weight: 232.2783
• MDL Number: MFCD00010122
• SMILES: CCC1(CCC(=O)NC1=O)c1ccc(cc1)N

Computed Properties

• Complexity: 321
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 17
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 2
• Undefined Atom Stereocenter Count: 1
• XLogP3: 1.2

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  Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie 20040501

• Antinociceptive effects of peripheral benzodiazepine receptors.

  Pharmacology 20040401

• Involvement of steroids in anti-inflammatory effects of PK11195 in a murine model of pleurisy.

  Mediators of inflammation 20040401

• Prostate cancer metastasis to supraclavicular lymph node.

  Clinical advances in hematology & oncology : H&O 20040401

• Oestrogen suppression--lessons from clinical studies.

  Best practice & research. Clinical endocrinology & metabolism 20040301

• Aromatase inhibitors: new endocrine treatment of breast cancer.

  Seminars in reproductive medicine 20040201

• Involvement of steroids in anti-inflammatory effects of peripheral benzodiazepine receptor ligands.

  Life sciences 20040130

• The glucocorticoid receptor mediates the thymic epithelial cell-induced apoptosis of CD4+8+ thymic lymphoma cells.

  Cellular immunology 20040101

• Cancer of the endometrium: current aspects of diagnostics and treatment.

  World journal of surgical oncology 20040101

• Immature rats show ovulatory defects similar to those in adult rats lacking prostaglandin and progesterone actions.

  Reproductive biology and endocrinology : RB&E 20040101

• Endocrinology and hormone therapy in breast cancer: aromatase inhibitors versus antioestrogens.

  Breast cancer research : BCR 20040101

• Role of secondary hormonal therapy in the management of recurrent prostate cancer.

  Urology 20031229

• Aminoglutethimide-induced leucopenia in a mouse model: effects of metabolic and structural determinates.

  Environmental toxicology and pharmacology 20031201

• Aromatase inhibitors in breast cancer.

  The New England journal of medicine 20030911

• Aromatase is the major enzyme metabolizing buprenorphine in human placenta.

  The Journal of pharmacology and experimental therapeutics 20030901

• Professor Tom Connors and the development of novel cancer therapies by the Phase I/II Clinical Trials Committee of Cancer Research UK.

  British journal of cancer 20030804

• Growth retardation as well as spleen and thymus involution in latent TGF-beta binding protein (Ltbp)-3 null mice.

  Journal of cellular physiology 20030801

• Corticosterone enhances adrenocorticotropin-induced calcium signals in bovine adrenocortical cells.

  Endocrinology 20030801

• Ff1b is required for the development of steroidogenic component of the zebrafish interrenal organ.

  Developmental biology 20030801

• A comparison of the efficacy of aromatase inhibitors in second-line treatment of metastatic breast cancer.

  American journal of clinical oncology 20030801

• Applicability of the intratumor aromatase preclinical model to predict clinical trial results with endocrine therapy.

  American journal of clinical oncology 20030801

• The role of aromatase inhibitors in the treatment of metastatic breast cancer.

  Seminars in oncology 20030801

• Expression of 11beta-hydroxysteroid dehydrogenase (11betaHSD) proteins in luteinizing human granulosa-lutein cells.

  The Journal of endocrinology 20030701

• Antidepressant-like effect of Ro5-4864, a peripheral-type benzodiazepine receptor ligand, in forced swimming test.

  European journal of pharmacology 20030613

• Preparation and pharmacological profile of 7-(alpha-azolylbenzyl)-1H-indoles and indolines as new aromatase inhibitors.

  Bioorganic & medicinal chemistry letters 20030505

• Could exemestane affect insulin-like growth factors, interleukin 6 and bone metabolism in postmenopausal advanced breast cancer patients after failure on aminoglutethimide, anastrozole or letrozole?

  International journal of oncology 20030501

• Reversal of cycloheximide-induced memory disruption by AIT-082 (Neotrofin) is modulated by, but not dependent on, adrenal hormones.

  Psychopharmacology 20030401

• Update on the current use of hormonals as therapy in advanced breast cancer.

  Anti-cancer drugs 20030401

• Stereoselective determination of pyridoglutethimide enantiomers in serum with a chiral cellulose-based high-performance liquid chromatographic column using solid phase extraction and UV detection.

  Journal of pharmaceutical and biomedical analysis 20030401

• Randomized trial of tamoxifen versus tamoxifen plus aminoglutethimide as adjuvant treatment in postmenopausal breast cancer patients with hormone receptor-positive disease: Austrian breast and colorectal cancer study group trial 6.

  Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20030315

• Acute ethanol administration profoundly alters poly I:C-induced cytokine expression in mice by a mechanism that is not dependent on corticosterone.

  Life sciences 20030307

• Stimulatory effect of progesterone on the expression of steroidogenic acute regulatory protein in MA-10 Leydig cells.

  Biology of reproduction 20030301

• The therapeutic potential of aromatase inhibitors.

  Expert opinion on investigational drugs 20030301

• Aromatase inhibitors as adjuvant therapy in breast cancer.

  Oncology (Williston Park, N.Y.) 20030301

• A spinal mechanism for the peripheral anti-inflammatory action of indomethacin.

  Brain research 20030207

• Anandamide activity and degradation are regulated by early postnatal aging and follicle-stimulating hormone in mouse Sertoli cells.

  Endocrinology 20030101

• Long-term survival of patients given hormonal therapy for metastatic endometrial stromal sarcoma.

  Medical oncology (Northwood, London, England) 20030101

• The adrenal cortex and steroidogenesis as cellular and molecular targets for toxicity: critical omissions from regulatory endocrine disrupter screening strategies for human health?

  Journal of applied toxicology : JAT 20030101

• [Maturation of the follicle-enclosed common frog oocytes stimulated by low progesterone concentrations depends on transcription].

  Ontogenez 20030101

• [Effects of cycloheximide, aminoglutethimide, indomethacin, cytochalasin B and colchicine on ovulation and the ultrastructure of the ovarian follicle wall in the stellate sturgeon Acipenser stellatus Pall].

  Ontogenez 20030101

• Breast cancer patients with bone metastases are characterised by increased levels of nonisomerised type I collagen fragments.

  Breast cancer research : BCR 20030101

• Medical treatment of hyperadrenocorticism in the dog.

  Australian veterinary journal 20030101

• Elevation of soluble tumor necrosis factor receptor II in non-febrile patients with acute myeloid leukemia.

  European journal of medical research 20021125

• Exemestane: treatment of breast cancer with selective inactivation of aromatase.

  American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists 20021115

• A phase II study of cisplatin and vinorelbine in patients with metastatic breast cancer.

  Annals of oncology : official journal of the European Society for Medical Oncology 20021101

• Design, synthesis and evaluation of 4-imidazolylflavans as new leads for aromatase inhibition.

  Bioorganic & medicinal chemistry letters 20021021

• The evolving role of aromatase inhibitors in breast cancer.

  International journal of clinical oncology 20021001

• Design, synthesis, and evaluation of 4-(4'-aminobenzyl)-2-oxazolidinones as novel inhibitors of the cytochrome P-450 enzyme aromatase.

  Bioorganic chemistry 20021001

• Secondary hormonal therapies in the treatment of prostate cancer.

  Urology 20020901

• Glucocorticoids enhance activation of the human type II 3beta-hydroxysteroid dehydrogenase/Delta5-Delta4 isomerase gene.

  The Journal of steroid biochemistry and molecular biology 20020901

• Enantiomeric separations using poly(L-valine) and poly(L-leucine) surfactants. Investigation of steric factors near the chiral center.

  Journal of chromatography. A 20020809

• Placental endocrine disruption induced by cadmium: effects on P450 cholesterol side-chain cleavage and 3beta-hydroxysteroid dehydrogenase enzymes in cultured human trophoblasts.

  Biology of reproduction 20020701

• FSH and LH induce progesterone production and progesterone receptor synthesis in cumulus cells: a requirement for meiotic resumption in porcine oocytes.

  Molecular human reproduction 20020701

• 11beta-Hydroxysteroid dehydrogenase types 1 and 2 are up- and downregulated in cortisol-secreting adrenal adenomas.

  Journal of investigative medicine : the official publication of the American Federation for Clinical Research 20020701

• Aromatase inhibitors in breast cancer: current and evolving roles.

  Cleveland Clinic journal of medicine 20020701

• Novel oxazolidinone based compounds as inhibitors of aromatase and the use of the substrate-heme complex approach in the rationalisation of these compounds.

  Biochemical and biophysical research communications 20020607

• Erratum to 'CNS drugs in Cushing's disease: pathophysiological and therapeutic implications for mood disorders' [Prog. Neuro-Psycol. Biol. Psychiatry, 26, 763 (2002)].

  Progress in neuro-psychopharmacology & biological psychiatry 20020601

• LC determination of aminoglutethimide enantiomers as dansyl and fluorescamine derivatives in tablet formulations.

  Journal of pharmaceutical and biomedical analysis 20020515

• Residual symptoms in depression an emerging therapeutic concept.

  Progress in neuro-psychopharmacology & biological psychiatry 20020501

• Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

  The Journal of biological chemistry 20020419

• New aromatase inhibitors. Synthesis and inhibitory activity of pyridinyl-substituted flavanone derivatives.

  Bioorganic & medicinal chemistry letters 20020408

• Effects of 3-MeSO2-DDE and some CYP inhibitors on glucocorticoid steroidogenesis in the H295R human adrenocortical carcinoma cell line.

  Toxicology in vitro : an international journal published in association with BIBRA 20020401

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  Minerva ginecologica 20020401

• Aromatase inhibitors in breast cancer therapy.

  Expert review of anticancer therapy 20020401

• Approval summary: letrozole in the treatment of postmenopausal women with advanced breast cancer.

  Clinical cancer research : an official journal of the American Association for Cancer Research 20020301

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  The Journal of small animal practice 20020301

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  Pharmaceutical research 20020301

• Testosterone-induced vasorelaxation in the rat mesenteric arterial bed is mediated predominantly via potassium channels.

  British journal of pharmacology 20020201

• Tamoxifen resistant and refractory breast cancer: the value of aromatase inhibitors.

  Drugs 20020101

• Endocrine and clinical endpoints of exemestane as neoadjuvant therapy.

  Cancer control : journal of the Moffitt Cancer Center 20020101

• Cholesterol transport, peripheral benzodiazepine receptor, and steroidogenesis in aging Leydig cells.

  Journal of andrology 20020101

• Ectopic ACTH-syndrome due to a thymic carcinoid tumor.

  Acta clinica Belgica 20020101

• Estrogen as therapy for breast cancer.

  Breast cancer research : BCR 20020101

• Identification of the aromatase inhibitor aminoglutethimide in urine by gas chromatography/mass spectrometry.

  Rapid communications in mass spectrometry : RCM 20020101

• Aromatase inhibitors in breast cancer: an update.

  Cancer control : journal of the Moffitt Cancer Center 20020101

• Interactions of antioestrogens and aromatase inhibitors.

  Forum (Genoa, Italy) 20020101

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  Pituitary 20020101

• Classic and recent etiologies of Cushing's syndrome: diagnosis and therapy.

  Treatments in endocrinology 20020101

• Differential role of PR-A and -B isoforms in transcription regulation of human GnRH receptor gene.

  Molecular endocrinology (Baltimore, Md.) 20011201

• Relationship between the production of prostaglandins and progesterone by luteinizing human granulosa cells.

  The Journal of endocrinology 20011201

• High dehydroepiandrosterone-sulfate predicts breast cancer progression during new aromatase inhibitor therapy and stimulates breast cancer cell growth in tissue culture: a renewed role for adrenalectomy.

  Surgery 20011201

• A summary of second-line randomized studies of aromatase inhibitors.

  The Journal of steroid biochemistry and molecular biology 20011201

• Adjuvant trials of aromatase inhibitors: determining the future landscape of adjuvant endocrine therapy.

  The Journal of steroid biochemistry and molecular biology 20011201

• Where do selective estrogen receptor modulators (SERMs) and aromatase inhibitors (AIs) now fit into breast cancer treatment algorithms?

  The Journal of steroid biochemistry and molecular biology 20011201

• The role of tamoxifen and aromatase inhibitors/inactivators in postmenopausal patients.

  Clinical cancer research : an official journal of the American Association for Cancer Research 20011201

• Are differences in the available aromatase inhibitors and inactivators significant?

  Clinical cancer research : an official journal of the American Association for Cancer Research 20011201

• Sequential tamoxifen and aminoglutethimide versus tamoxifen alone in the adjuvant treatment of postmenopausal breast cancer patients: results of an Italian cooperative study.

  Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20011115

• Aromatase inhibitors from Broussonetia papyrifera.

  Journal of natural products 20011001

• Acute stress-induced facilitation of the hypothalamic-pituitary-adrenal axis: evidence for the roles of stressor duration and serotonin.

  Neuroendocrinology 20010901

• Primary culture system of adrenocortical cells from dogs to evaluate direct effects of chemicals on steroidogenesis.

  Toxicology 20010828

• New D-modified androstane derivatives as aromatase inhibitors.

  Steroids 20010801

• Different catalytic properties and inhibitor responses of the goldfish brain and ovary aromatase isozymes.

  General and comparative endocrinology 20010801

• Nonsteroidal and steroidal aromatase inhibitors in breast cancer.

  Oncology (Williston Park, N.Y.) 20010801

• Induction of atypical ductal hyperplasia in mouse mammary gland organ culture.

  Journal of the National Cancer Institute 20010718

• Cytotoxic treatment of adrenocortical carcinoma.

  World journal of surgery 20010701

• Aromatase inhibitors: past, present and future.

  Molecular and cellular endocrinology 20010610

• Aromatase inhibition by an 11,13-dihydroderivative of a sesquiterpene lactone.

  The Journal of pharmacology and experimental therapeutics 20010601

• Expression of messenger RNA for gonadotropin receptor in the granulosa layer during the ovulatory cycle of hens.

  Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20010601

• Aryl hydrocarbon receptor (AhR)-linked inhibition of luteal cell progesterone secretion in 2,3,7,8-tetrachlorodibenzo-p-dioxin treated cells.

  Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20010601

• Luteinization factor-stimulated steroidogenesis in porcine granulosa cells.

  General physiology and biophysics 20010601

• Cold-induced increment in rat adrenal gland type II deiodinase is corticosterone dependent.

  Endocrine 20010601

• Contribution of progesterone, follicle stimulating hormone and glucocorticoids in survival of serum-free cultured granulosa cell explants.

  The Journal of endocrinology 20010501

• Enantioseparation of aminoglutethimide and thalidomide by high performance liquid chromatography or supercritical fluid chromatography on mono-2 and mono-6-O-pentenyl-beta-cyclodextrin-based chiral stationary phases.

  Biomedical chromatography : BMC 20010501

• ACTH-receptor expression, regulation and role in adrenocortial tumor formation.

  European journal of endocrinology 20010301

• A new class of nonsteroidal aromatase inhibitors: design and synthesis of chromone and xanthone derivatives and inhibition of the P450 enzymes aromatase and 17 alpha-hydroxylase/C17,20-lyase.

  Journal of medicinal chemistry 20010301

• Aminoglutethimide, a steroidogenesis inhibitor, abolishes hormonal induction of ornithine decarboxylase in steroidogenic tissues: evidence for its role as cAMP-dependent protein kinase inhibitor.

  Biochemical and biophysical research communications 20010216

• Periovulatory changes in catfish ovarian oestradiol-17beta, oestrogen-2-hydroxylase and catechol-O-methyltransferase during GnRH analogue-induced ovulation and in vitro induction of oocyte maturation by catecholoestrogens.

  The Journal of endocrinology 20010201

• Synthesis, evaluation and QSAR studies of highly potent aromatase inhibitors of the piperidinedione type.

  Anti-cancer drug design 20010201

• Evaluation of the mechanism of aromatase cytochrome P450. A site-directed mutagenesis study.

  European journal of biochemistry 20010101

• [Modern approaches to hormone therapy of breast cancer as a reflection of pathogenesis of the disease].

  Voprosy onkologii 20010101

• Psychiatric disorders associated with Cushing's syndrome. Epidemiology, pathophysiology and treatment.

  CNS drugs 20010101

• Aromatase, aromatase inhibitors, and breast cancer.

  American journal of therapeutics 20010101

• Lipoproteins regulate expression of the steroidogenic acute regulatory protein (StAR) in mouse adrenocortical cells.

  The Journal of biological chemistry 20001124

• Antiandrogen withdrawal syndrome associated with prostate cancer therapies: incidence and clinical significance.

  Drug safety 20001101

• PRAP, a prolactin receptor associated protein: its gene expression and regulation in the corpus luteum.

  Endocrinology 19970801

• Exploration for drug therapy in endometrial carcinoma.

  Chinese medical journal 19960501

• [Comparison between the roles of aminoglutethimide and hydroxyprogesterone caproates in the treatment of endometrial cancer].

  Zhonghua fu chan ke za zhi 19950801

• Methotrexate induced brain necrosis and severe leukoencephalopathy due to disconnection of an Ommaya device.

  Journal of neuro-oncology 19930301

• The effect of the aromatase inhibitor, rogletimide (pyridoglutethimide), on guinea pig adrenal cell steroidogenesis and placental microsomal aromatase activity: comparison with aminoglutethimide and CGS 16949A.

  The Journal of steroid biochemistry and molecular biology 19911101

• Fadrozole hydrochloride: a potent, selective, nonsteroidal inhibitor of aromatase for the treatment of estrogen-dependent disease.

  Journal of medicinal chemistry 19910201

• Androgen depletion and repletion as a means of potentiating the effect of cytotoxic chemotherapy in advanced prostate cancer.

  Journal of steroid biochemistry 19870101

• Inappropriate secretion of antidiuretic hormone following aminoglutethimide therapy.

  British journal of urology 19861201

• Hormone stimulation and chemotherapy in advanced prostate cancer: interim analysis of an ongoing randomized trial.

  Anticancer research 19860101

• Hormone stimulation and chemotherapy in advanced prostate cancer: preliminary results of a prospective controlled clinical trial.

  Anticancer research 19850101

• Aminoglutethimide and cholestasis.

  Annals of internal medicine 19840101

• Treatment of advanced breast cancer with aminoglutethimide after therapy with tamoxifen.

  Cancer 19821101

• Phase II study of aminoglutethimide and medroxyprogesterone acetate in the treatment of patients with advanced breast cancer.

  Cancer research 19820801

• Cholestatic jaundice and aminoglutethimide.

  Annals of internal medicine 19820701

• [Treatment of metastasizing breast cancer with aminoglutethimide].

  Acta medica Austriaca 19820101

• [Aminoglutethimide in metastasizing carcinoma of the breast resistant to hormonal and cytostatic treatment (author's transl)].

  Deutsche medizinische Wochenschrift (1946) 19811002

• Medical adrenalectomy with aminoglutethimide-cortisol in the treatment of metastatic breast carcinoma.

  European journal of cancer 19800101

• Mineralocorticoid hypertension in childhood.

  Mayo Clinic proceedings 19770501

• Evidence for an unidentified ACTH-induced steroid hormone causing hypertension.

  The Journal of clinical endocrinology and metabolism 19761201