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Dienogest

CAS No.:
65928-58-7
Catalog Number:
AG0034PQ
Molecular Formula:
C20H25NO2
Molecular Weight:
311.4180
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
95%
In Stock USA
United States
$72
- +
10mg
95%
In Stock USA
United States
$116
- +
25mg
95%
In Stock USA
United States
$250
- +
50mg
95%
In Stock USA
United States
$457
- +
100mg
95%
In Stock USA
United States
$846
- +
Product Description
Catalog Number:
AG0034PQ
Chemical Name:
Dienogest
CAS Number:
65928-58-7
Molecular Formula:
C20H25NO2
Molecular Weight:
311.4180
MDL Number:
MFCD00868356
IUPAC Name:
2-[(8S,13S,14S,17R)-17-hydroxy-13-methyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]acetonitrile
InChI:
InChI=1S/C20H25NO2/c1-19-8-6-16-15-5-3-14(22)12-13(15)2-4-17(16)18(19)7-9-20(19,23)10-11-21/h12,17-18,23H,2-10H2,1H3/t17-,18+,19+,20-/m1/s1
InChI Key:
AZFLJNIPTRTECV-FUMNGEBKSA-N
SMILES:
N#CC[C@]1(O)CC[C@@H]2[C@]1(C)CCC1=C3CCC(=O)C=C3CC[C@@H]21
UNII:
46M3EV8HHE
Properties
Complexity:
679  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
311.189g/mol
Formal Charge:
0
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
311.425g/mol
Monoisotopic Mass:
311.189g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
61.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.8  
Literature
Title Journal
Progestogens in menopausal hormone therapy. Przeglad menopauzalny = Menopause review 20150601
Progestin effects on expression of AKR1C1-AKR1C3, SRD5A1 and PGR in the Z-12 endometriotic epithelial cell line. Chemico-biological interactions 20130225
Ovulation-inhibiting effects of dienogest in a randomized, dose-controlled pharmacodynamic trial of healthy women. Journal of clinical pharmacology 20121101
Effects of progestins on local estradiol biosynthesis and action in the Z-12 endometriotic epithelial cell line. The Journal of steroid biochemistry and molecular biology 20121101
Complete sperm suppression induced by dienogest plus testosterone undecanoate is associated with down-regulation in the expression of upstream steroidogenic enzyme genes in rat testis. Contraception 20120801
Progestin therapy for endometrial cancer: the potential of fourth-generation progestin (review). International journal of oncology 20120601
Detailed analysis of a randomized, multicenter, comparative trial of dienogest versus leuprolide acetate in endometriosis. International journal of gynaecology and obstetrics: the official organ of the International Federation of Gynaecology and Obstetrics 20120601
An overview of the development of combined oral contraceptives containing estradiol: focus on estradiol valerate/dienogest. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20120501
The pharmacology of dienogest. Maturitas 20120401
Risk factors of treatment discontinuation due to uterine bleeding in adenomyosis patients treated with dienogest. The journal of obstetrics and gynaecology research 20120401
Dienogest inhibits aromatase and cyclooxygenase-2 expression and prostaglandin E₂ production in human endometriotic stromal cells in spheroid culture. Fertility and sterility 20120201
[Association of E2v/DNG as contraceptive choice for a better quality of life of women]. Minerva ginecologica 20120201
Reduced pelvic pain in women with endometriosis: efficacy of long-term dienogest treatment. Archives of gynecology and obstetrics 20120101
Extended intervention time and evaluation of sperm suppression by dienogest plus testosterone undecanoate in male rat. Contraception 20120101
Endometrial preparation with estradiol plus dienogest (Qlaira) for office hysteroscopic polypectomy: randomized pilot study. Journal of minimally invasive gynecology 20120101
Dienogest increases the progesterone receptor isoform B/A ratio in patients with ovarian endometriosis. Journal of ovarian research 20120101
Dienogest inhibits Toll-like receptor 4 expression induced by costimulation of lipopolysaccharide and high-mobility group box 1 in endometrial epithelial cells. Fertility and sterility 20111201
Dienogest. Endometriosis: still no progress. Prescrire international 20111201
Quadriphasic versus monophasic oral contraceptives for contraception. The Cochrane database of systematic reviews 20111109
Effective treatment of heavy and/or prolonged menstrual bleeding with an oral contraceptive containing estradiol valerate and dienogest: a randomized, double-blind Phase III trial. Human reproduction (Oxford, England) 20111001
Beneficial effects of dienogest on uterine myoma volume: a retrospective controlled study comparing with gonadotropin-releasing hormone agonist. Archives of gynecology and obstetrics 20110901
Dienogest, a new conservative strategy for extragenital endometriosis: a pilot study. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20110901
Estradiol valerate and dienogest: a novel four-phasic oral contraceptive pill effective for pregnancy prevention and treatment of heavy menstrual bleeding. Women's health (London, England) 20110901
Maintenance therapy with dienogest following gonadotropin-releasing hormone agonist treatment for endometriosis-associated pelvic pain. European journal of obstetrics, gynecology, and reproductive biology 20110801
Effect of extended-cycle regimen with an oral contraceptive containing 30 mcg ethinylestradiol and 2 mg dienogest on bleeding patterns, safety, acceptance and contraceptive efficacy. Contraception 20110801
Effective treatment of heavy and/or prolonged menstrual bleeding without organic cause: pooled analysis of two multinational, randomised, double-blind, placebo-controlled trials of oestradiol valerate and dienogest. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception 20110801
Hemostatic effects of a novel estradiol-based oral contraceptive: an open-label, randomized, crossover study of estradiol valerate/dienogest versus ethinylestradiol/levonorgestrel. Drugs in R&D 20110601
Oral contraceptives and heavy periods. Obstetrics and gynecology 20110401
Effective treatment of heavy menstrual bleeding with estradiol valerate and dienogest: a randomized controlled trial. Obstetrics and gynecology 20110401
Dienogest, a synthetic progestin, inhibits prostaglandin E2 production and aromatase expression by human endometrial epithelial cells in a spheroid culture system. Steroids 20110101
A new estradiol-dienogest oral contraceptive marks 'The Pill's' 50th anniversary. American journal of therapeutics 20110101
Dienogest in long-term treatment of endometriosis. International journal of women's health 20110101
Novel [corrected] medical management of primary bladder endometriosis with dienogest: a case report. Clinical and experimental obstetrics & gynecology 20110101
Effects of dienogest on surgically induced endometriosis in rats after repeated oral administration. Gynecologic and obstetric investigation 20110101
Dienogest: a review of its use in the treatment of endometriosis. Drugs 20101112
Effect and safety of high-dose dienogest (20 mg/day) in the treatment of women with endometriosis. Archives of gynecology and obstetrics 20101101
Effect of dienogest administration on angiogenesis and hemodynamics in a rat endometrial autograft model. Human reproduction (Oxford, England) 20101101
[Evaluation of obesity in a 22-year-old female patient]. Deutsche medizinische Wochenschrift (1946) 20101001
Natazia--a new oral contraceptive. The Medical letter on drugs and therapeutics 20100906
What role for Qlaira in contraception? Drug and therapeutics bulletin 20100901
Dienogest in the treatment of endometriosis-associated pelvic pain: a 12-week, randomized, double-blind, placebo-controlled study. European journal of obstetrics, gynecology, and reproductive biology 20100801
Risk of venous thromboembolism and the use of dienogest- and drospirenone-containing oral contraceptives: results from a German case-control study. The journal of family planning and reproductive health care 20100701
Effects of combined oral contraceptive ethinylestradiol (30 microg) and dienogest (2 mg) on carbohydrate metabolism during 1 year of conventional or extended-cycle use. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20100501
Ethinylestradiol/dienogest in oral contraception. Drugs 20100416
Estradiol + dienogest. Oral contraception: estradiol does not provide a therapeutic advantage. Prescrire international 20100401
Efficacy and safety of a novel oral contraceptive based on oestradiol (oestradiol valerate/dienogest): a Phase III trial. European journal of obstetrics, gynecology, and reproductive biology 20100301
Dienogest is as effective as leuprolide acetate in treating the painful symptoms of endometriosis: a 24-week, randomized, multicentre, open-label trial. Human reproduction (Oxford, England) 20100301
Why use of dienogest for the first contraceptive pill with estradiol? Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20100201
After 50 years of ethinylestradiol, another oestrogen in combined oral contraceptives. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception 20100201
A dose-ranging study to determine the efficacy and safety of 1, 2, and 4mg of dienogest daily for endometriosis. International journal of gynaecology and obstetrics: the official organ of the International Federation of Gynaecology and Obstetrics 20100101
Dienogest: a new therapeutic agent for the treatment of endometriosis. Women's health (London, England) 20100101
Effects of an oral contraceptive containing 30 mcg ethinyl estradiol and 2 mg dienogest on lipid metabolism during 1 year of conventional or extended-cycle use. Contraception 20100101
[Maintenance therapy for endometriosis]. Nihon rinsho. Japanese journal of clinical medicine 20100101
Effect of dienogest on estrogen-induced nitric oxide production in human umbilical vein endothelial cells and endothelium-dependent vasodilatation in postmenopausal women. Menopause (New York, N.Y.) 20100101
Development and validation of spectrophotometric and high-performance column liquid chromatographic methods for the simultaneous determination of dienogest and estradiol valerate in pharmaceutical preparations. Journal of AOAC International 20100101
New drugs: Denosumab, dienogest/estradiol valerate, and polidocanol. Journal of the American Pharmacists Association : JAPhA 20100101
Long-term use of dienogest for the treatment of endometriosis. The journal of obstetrics and gynaecology research 20091201
Dienogest, a synthetic progestin, inhibits the proliferation of immortalized human endometrial epithelial cells with suppression of cyclin D1 gene expression. Molecular human reproduction 20091001
Estradiol valerate/dienogest: in oral contraception. Drugs 20090820
Dienogest and the breast. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20090701
Trials for development of once-a-month injectable, hormonal male contraceptive using dienogest plus testosterone undecanoate: dose standardization, efficacy and reversibility studies in rats. Contraception 20090601
Pharmacokinetics of an oral contraceptive containing oestradiol valerate and dienogest. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception 20090601
Efficacy of a combined oral contraceptive containing 0.030 mg ethinylestradiol/2 mg dienogest for the treatment of papulopustular acne in comparison with placebo and 0.035 mg ethinylestradiol/2 mg cyproterone acetate. Contraception 20090401
Dienogest is as effective as intranasal buserelin acetate for the relief of pain symptoms associated with endometriosis--a randomized, double-blind, multicenter, controlled trial. Fertility and sterility 20090301
[Pharmacological and clinical profile of dienogest (DINAGEST Tab. 1 mg)]. Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20090101
Effects of conventional or extended-cycle regimen of an oral contraceptive containing 30 mcg ethinylestradiol and 2 mg dienogest on various hemostasis parameters. Contraception 20081101
Ovulation inhibition with four variations of a four-phasic estradiol valerate/dienogest combined oral contraceptive: results of two prospective, randomized, open-label studies. Contraception 20080901
Dienogest, a selective progestin, reduces plasma estradiol level through induction of apoptosis of granulosa cells in the ovarian dominant follicle without follicle-stimulating hormone suppression in monkeys. Journal of endocrinological investigation 20080701
Effects of an oral contraceptive containing 30 mcg ethinyl estradiol and 2 mg dienogest on thyroid hormones and androgen parameters: conventional vs. extended-cycle use. Contraception 20080601
The effects of estrogen therapy and estrogen combined with different androgenic progestins on carbohydrate and lipid metabolism in overweight-obese younger postmenopausal women. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20080601
Dienogest inhibits BrdU uptake with G0/G1 arrest in cultured endometriotic stromal cells. Fertility and sterility 20080501
Early onset vulvar Lichen Sclerosus in premenopausal women and oral contraceptives. European journal of obstetrics, gynecology, and reproductive biology 20080301
Dienogest is a selective progesterone receptor agonist in transactivation analysis with potent oral endometrial activity due to its efficient pharmacokinetic profile. Steroids 20080201
Changes in skin topography during hormone therapy. Menopause (New York, N.Y.) 20080101
A multicenter, prospective, randomized, double-blind, placebo-controlled study to investigate the efficacy of a continuous-combined hormone therapy preparation containing 1mg estradiol valerate/2mg dienogest on hot flushes in postmenopausal women. Maturitas 20071020
A one-year randomized double-blind, multicentre study to evaluate the effects of an oestrogen-reduced, continuous combined hormone replacement therapy preparation containing 1 mg oestradiol valerate and 2 mg dienogest on metabolism in postmenopausal women. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception 20070901
Effect of different preparations of hormone therapy on sexual dysfunction in naturally postmenopausal women. Climacteric : the journal of the International Menopause Society 20061201
Fertility after discontinuation of treatment with an oral contraceptive containing 30 microg of ethinyl estradiol and 2 mg of dienogest. Fertility and sterility 20060601
New progestagens for contraceptive use. Human reproduction update 20060101
High-dose pilot study with the novel progestogen dienogestin patients with endometriosis. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20060101
The effect of estradiol valerate and dienogest combination on serum homocysteine levels in postmenopausal women: a clinical trial. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20050901
Effects of raloxifene, hormone therapy, and soy isoflavone on serum high-sensitive C-reactive protein in postmenopausal women. International journal of gynaecology and obstetrics: the official organ of the International Federation of Gynaecology and Obstetrics 20050801
Progesterone and progestational compounds attenuate tumor necrosis factor alpha-induced interleukin-8 production via nuclear factor kappa B inactivation in endometriotic stromal cells. Fertility and sterility 20050501
Short-term modification of sex hormones is associated with changes in ghrelin circulating levels in healthy normal-weight men. Journal of endocrinological investigation 20050301
Progestins and estrogens and Alzheimer's disease. The Journal of steroid biochemistry and molecular biology 20050201
DNA fragmentation, DNA repair and apoptosis induced in primary rat hepatocytes by dienogest, dydrogesterone and 1,4,6-androstatriene-17beta-ol-3-one acetate. Mutation research 20041114
Influence of a continuous combined HRT (2 mg estradiol valerate and 2 mg dienogest) on postmenopausal depression. Climacteric : the journal of the International Menopause Society 20040901
Effect of four oral contraceptives on hemostatic parameters. Contraception 20040801
Mammographic breast density, hormones, and growth factors during continuous combined hormone therapy. Fertility and sterility 20040601
Endogenous estradiol metabolism during treatment with oral contraceptives. International journal of clinical pharmacology and therapeutics 20040301
Attitude of German women and gynecologists towards long-cycle treatment with oral contraceptives. Contraception 20040101
Use of progestins in male contraception. Steroids 20031101
[Influence of a new monophasic oral contraceptive on body metabolism]. Ginekologia polska 20030901
[Hormone use in migraine]. Deutsche medizinische Wochenschrift (1946) 20030815
Alternatives for optimal hormone replacement therapy. Climacteric : the journal of the International Menopause Society 20030801
Pharmacology of estradiol valerate/dienogest. Climacteric : the journal of the International Menopause Society 20030801
Clinical efficacy and safety of combined estradiol valerate and dienogest: a new no-bleed treatment. Climacteric : the journal of the International Menopause Society 20030801
Sleep, vigilance and cognition in postmenopausal women: placebo-controlled studies with 2 mg estradiol valerate, with and without 3 mg dienogest. Climacteric : the journal of the International Menopause Society 20030801
Effect of four oral contraceptives on thyroid hormones, adrenal and blood pressure parameters. Contraception 20030501
Effects of hormone replacement therapy on perceptual and cognitive event-related potentials in menopausal insomnia. Psychoneuroendocrinology 20030401
Effect of four different oral contraceptives on various sex hormones and serum-binding globulins. Contraception 20030101
Progestogens with antiandrogenic properties. Drugs 20030101
Clinical findings with the oral contraceptive combination ethinylestradiol/dienogest in the Czech Republic. Methods and findings in experimental and clinical pharmacology 20021201
Hormone replacement therapy and vigilance: double-blind, placebo-controlled EEG-mapping studies with an estrogen-progestogen combination (Climodien, Lafamme) versus estrogen alone in menopausal syndrome patients. Maturitas 20021120
Clinical findings with the oral contraceptive combination ethinylestradiol/dienogest in Poland. Methods and findings in experimental and clinical pharmacology 20021101
Impact of hormone replacement therapy on endogenous estradiol metabolism in postmenopausal women. Maturitas 20021025
Lack of stimulatory effect of dienogest on the expression of intercellular adhesion molecule-1 and vascular cell adhesion molecule-1 by endothelial cell as compared with other synthetic progestins. Maturitas 20020830
Treatment of menstruation-associated recurrence of hereditary pancreatitis with pharmacologic ovarian suppression. The American journal of medicine 20020801
Twenty-one day administration of dienogest reversibly suppresses gonadotropins and testosterone in normal men. The Journal of clinical endocrinology and metabolism 20020501
Dienogest is as effective as triptorelin in the treatment of endometriosis after laparoscopic surgery: results of a prospective, multicenter, randomized study. Fertility and sterility 20020401
Effect of dienogest-containing oral contraceptives on lipid metabolism. Contraception 20020301
Effect of long-term continuous combined hormone replacement therapy with estradiol valerate and either dienogest or norethisterone acetate on mammographic density in postmenopausal women. Medscape women's health 20020101
The effects of postmenopausal hormone replacement therapy and oral contraceptives on the endogenous estradiol metabolism. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20011201
Climodien (estradiol valerate 2 mg plus dienogest 2 mg) is safe and effective in the treatment of postmenopausal complaints. Climacteric : the journal of the International Menopause Society 20011201
Estimation of hormone replacement therapy influence on serum galanin level in postmenopausal women. Climacteric : the journal of the International Menopause Society 20010901
Effect on biochemical vasoactive markers during postmenopausal hormone replacement therapy: estradiol versus estradiol/dienogest. Maturitas 20010530
[Treatment of endometriosis with dienogest: preliminary report]. Ginekologia polska 20010501
[Endometriosis of the lungs: analysis of diagnosis and therapy]. Ginekologia polska 20010501
The inhibitory effect of dienogest, a synthetic steroid, on the growth of human endometrial stromal cells in vitro. Molecular human reproduction 20010401
Non-protein bound dienogest in serum and salivary dienogest in women taking the oral contraceptives Certostat and Valette. Die Pharmazie 20010401
[What is the role of hormonal treatments in acne?]. Annales de dermatologie et de venereologie 20010401
Double-blind, placebo-controlled psychometric studies on the effects of a combined estrogen-progestin regimen versus estrogen alone on performance, mood and personality of menopausal syndrome patients. Arzneimittel-Forschung 20010101
Effects of two oral contraceptives on plasma levels of insulin-like growth factor I (IGF-I) and growth hormone (hGH). Contraception 20001101
A comparative study of the effects of two oral contraceptives containing dienogest or desogestrel on the human immune system. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20000201
The efficacy and tolerability of Valette: a postmarketing surveillance study. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception 19990901
Properties