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35189-28-7,MFCD00867874
Catalog No.:AA00JNPU

35189-28-7 | Norgestimate

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1mg
97%(HPLC)
in stock  
$42.00   $29.00
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5mg
97%(HPLC)
in stock  
$115.00   $80.00
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10mg
97%(HPLC)
in stock  
$164.00   $115.00
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25mg
97%(HPLC)
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00JNPU
Chemical Name:
Norgestimate
CAS Number:
35189-28-7
Molecular Formula:
C23H31NO3
Molecular Weight:
369.4971
MDL Number:
MFCD00867874
SMILES:
O/N=C/1\CC[C@H]2C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C#C)OC(=O)C)CC
Properties
Properties
 
Form:
Solid  
MP:
215-221℃  
Storage:
-20 ℃;Keep in dry area;  

Computed Properties
 
Complexity:
744  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
6  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
4  
XLogP3:
4.1  

Literature

Title: Identifying environmental chemicals as agonists of the androgen receptor by using a quantitative high-throughput screening platform.

Journal: Toxicology 20170615

Title: Several synthetic progestins disrupt the glial cell specific-brain aromatase expression in developing zebra fish.

Journal: Toxicology and applied pharmacology 20160815

Title: Types of combined oral contraceptives used by US women.

Journal: Contraception 20121201

Title: Venous thrombosis in users of non-oral hormonal contraception: follow-up study, Denmark 2001-10.

Journal: BMJ (Clinical research ed.) 20120101

Title: Adolescents' experiences using the contraceptive patch versus pills.

Journal: Journal of pediatric and adolescent gynecology 20110801

Title: Effect of raltegravir on estradiol and norgestimate plasma pharmacokinetics following oral contraceptive administration in healthy women.

Journal: British journal of clinical pharmacology 20110401

Title: The effect of efavirenz on the pharmacokinetics of an oral contraceptive containing ethinyl estradiol and norgestimate in healthy HIV-negative women.

Journal: Antiviral therapy 20110101

Title: The effect of atazanavir/ritonavir on the pharmacokinetics of an oral contraceptive containing ethinyl estradiol and norgestimate in healthy women.

Journal: Antiviral therapy 20110101

Title: Variations of jitter and shimmer among women in menacme and postmenopausal women.

Journal: Journal of voice : official journal of the Voice Foundation 20091101

Title: Association between efficacy and body weight or body mass index for two low-dose oral contraceptives.

Journal: Contraception 20090601

Title: Effect of laropiprant, a PGD2 receptor 1 antagonist, on estradiol and norgestimate pharmacokinetics after oral contraceptive administration in women.

Journal: American journal of therapeutics 20090101

Title: Bleeding patterns with monophasic and triphasic low-dose ethinyl estradiol combined oral contraceptives.

Journal: Contraception 20080601

Title: [Acute cholestasis following treatment with nimesulide and oral contraception: case report and review].

Journal: Vnitrni lekarstvi 20080601

Title: Short-term response of bone turnover to low-dose oral contraceptives in exercising women with hypothalamic amenorrhea.

Journal: Contraception 20080201

Title: Effects of oral and transdermal hormonal contraception on vascular risk markers: a randomized controlled trial.

Journal: Obstetrics and gynecology 20080201

Title: Effects of low-dose oral contraceptives on body weight: results of a randomized study of up to 13 cycles of use.

Journal: The Journal of reproductive medicine 20071101

Title: New developments in hormonal therapy for acne.

Journal: Skin therapy letter 20070901

Title: Further results on the risk of nonfatal venous thromboembolism in users of the contraceptive transdermal patch compared to users of oral contraceptives containing norgestimate and 35 microg of ethinyl estradiol.

Journal: Contraception 20070701

Title: The effects of oral contraceptives on androgen levels and their relevance to premenstrual mood and sexual interest: a comparison of two triphasic formulations containing norgestimate and either 35 or 25 microg of ethinyl estradiol.

Journal: Contraception 20070701

Title: Pharmacokinetics and pharmacodynamics of a transdermal contraceptive patch and an oral contraceptive.

Journal: Journal of clinical pharmacology 20070401

Title: Antiandrogenic activity of norgestimate in a human androgen-dependent stable-transfected cell line.

Journal: Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20070401

Title: The contraceptive patch in relation to ischemic stroke and acute myocardial infarction.

Journal: Pharmacotherapy 20070201

Title: Venous thromboembolism, myocardial infarction, and stroke among transdermal contraceptive system users.

Journal: Obstetrics and gynecology 20070201

Title: Absence of effect of oral rifaximin on the pharmacokinetics of ethinyl estradiol/norgestimate in healthy females.

Journal: The Annals of pharmacotherapy 20070201

Title: Androgenicity of the progestin in oral contraceptives does not affect maximal leg strength.

Journal: Contraception 20061201

Title: Cerebral venous sinus thrombosis in users of four hormonal contraceptives: levonorgestrel-containing oral contraceptives, norgestimate-containing oral contraceptives, desogestrel-containing oral contraceptives and the contraceptive patch.

Journal: Contraception 20061001

Title: Effects of transdermal and oral contraceptives on estrogen-sensitive hepatic proteins.

Journal: Contraception 20061001

Title: Risk of nonfatal venous thromboembolism in women using a contraceptive transdermal patch and oral contraceptives containing norgestimate and 35 microg of ethinyl estradiol.

Journal: Contraception 20061001

Title: Effects of E2 and E2/norgestimate hormone therapy on elevated baseline lipids.

Journal: The Journal of reproductive medicine 20060801

Title: Risk of nonfatal venous thromboembolism with oral contraceptives containing norgestimate or desogestrel compared with oral contraceptives containing levonorgestrel.

Journal: Contraception 20060601

Title: Risk of nonfatal venous thromboembolism in women using a contraceptive transdermal patch and oral contraceptives containing norgestimate and 35 microg of ethinyl estradiol.

Journal: Contraception 20060301

Title: Ovarian follicular dynamics during conventional vs. continuous oral contraceptive use.

Journal: Contraception 20060301

Title: Effect of a triphasic oral contraceptive on drug-metabolizing enzyme activity as measured by the validated Cooperstown 5+1 cocktail.

Journal: Journal of clinical pharmacology 20051201

Title: Interaction of progestins with the human multidrug resistance-associated protein 2 (MRP2).

Journal: Drug metabolism and disposition: the biological fate of chemicals 20051101

Title: Measured and reported weight change for women using a vaginal contraceptive ring vs. a low-dose oral contraceptive.

Journal: Contraception 20051101

Title: Effects of an oral contraceptive (norgestimate/ethinyl estradiol) on bone mineral density in women with hypothalamic amenorrhea and osteopenia: an open-label extension of a double-blind, placebo-controlled study.

Journal: Contraception 20050901

Title: Effect of oral versus transdermal steroidal contraceptives on androgenic markers.

Journal: American journal of obstetrics and gynecology 20050601

Title: Ovarian follicular development is initiated during the hormone-free interval of oral contraceptive use.

Journal: Contraception 20041101

Title: Norgestimate and medroxyprogesterone acetate do not attenuate the atheroprotective effects of 17beta-estradiol in ovariectomized, apolipoprotein E-deficient mice.

Journal: Fertility and sterility 20041001

Title: Clinical profile of contraceptive progestins.

Journal: The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception 20040901

Title: The effect of continuous oestradiol with intermittent norgestimate on bone mineral density and bone turnover in post-menopausal women.

Journal: Maturitas 20040715

Title: Induction of androgen receptor activity by norgestimate and norelgestromin in MDA-MB 231 breast cancer cells.

Journal: Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20040701

Title: The role of combined oral contraceptives in the management of acne and seborrhea.

Journal: The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception 20040601

Title: Enhancing oral contraceptive success: the potential of new formulations.

Journal: American journal of obstetrics and gynecology 20040401

Title: Rationale for new oral contraceptive dosing.

Journal: International journal of fertility and women's medicine 20040101

Title: Matrix metalloproteinase 2 and tissue inhibitor of metalloproteinase 2 expression is not regulated by norgestimate or norelgestromin.

Journal: Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20040101

Title: Effects of a triphasic combination oral contraceptive containing norgestimate/ethinyl estradiol on biochemical markers of bone metabolism in young women with osteopenia secondary to hypothalamic amenorrhea.

Journal: The Journal of clinical endocrinology and metabolism 20030801

Title: Efficacy, safety and cycle control of five oral contraceptive regimens containing norgestimate and ethinyl estradiol.

Journal: Contraception 20030601

Title: Oral contraceptives improve lung mechanics.

Journal: Fertility and sterility 20030501

Title: Less estrogen in new oral contraceptive.

Journal: The American journal of nursing 20030401

Title: The effects of seven monophasic oral contraceptive regimens on hemostatic variables: conclusions from a large randomized multicenter study.

Journal: Contraception 20030301

Title: Serum distribution of the major metabolites of norgestimate in relation to its pharmacological properties.

Journal: Contraception 20030201

Title: Clinical assessment and quality of life of postmenopausal women treated with a new intermittent progestogen combination hormone replacement therapy: a placebo-controlled study.

Journal: Menopause (New York, N.Y.) 20030101

Title: Clinical evidence of the endocrinological influence of a triphasic oral contraceptive containing norgestimate and ethinyl estradiol in treating women with acne vulgaris. A pilot study.

Journal: Dermatology (Basel, Switzerland) 20030101

Title: Clinical comparative study of oral contraceptives containing 30 microg ethinylestradiol/150 microg levonorgestrel, and 35 microg ethinylestradiol/250 microg norgestimate in Thai women.

Journal: Contraception 20021201

Title: The effect of extending the pill-free interval on follicular activity: triphasic norgestimate/35 micro g ethinyl estradiol versus monophasic levonorgestrel/20 micro g ethinyl estradiol.

Journal: Contraception 20020901

Title: Intermittent progestin administration as part of hormone replacement therapy: long-term comparison between estradiol 1 mg combined with intermittent norgestimate and estradiol 2 mg combined with constant norethisterone acetate.

Journal: Acta obstetricia et gynecologica Scandinavica 20020701

Title: Can changes in sex hormone binding globulin predict the risk of venous thromboembolism with combined oral contraceptive pills?

Journal: Acta obstetricia et gynecologica Scandinavica 20020601

Title: The introduction of a transdermal hormonal contraceptive (Ortho Evra/Evra).

Journal: Fertility and sterility 20020201

Title: Pharmacokinetic overview of Ortho Evra/Evra.

Journal: Fertility and sterility 20020201

Title: Insulin sensitivity in non-obese women with polycystic ovary syndrome during treatment with oral contraceptives containing low-androgenic progestin.

Journal: Human reproduction (Oxford, England) 20020101

Title: Spotlight on estradiol and norgestimate as hormone replacement therapy in postmenopausal women.

Journal: Treatments in endocrinology 20020101

Title: Multiple-dose pharmacokinetics of a contraceptive patch in healthy women participants.

Journal: Contraception 20011101

Title: Determination of circular dichroism and ultraviolet spectral parameters of norgestimate- and other Delta(4)-3-ketosteroid oxime isomers via normal phase HPLC method.

Journal: Current medicinal chemistry 20010901

Title: Combined oral hormone replacement therapy formulations.

Journal: American journal of obstetrics and gynecology 20010801

Title: Norgestimate. From the laboratory to three clinical indications.

Journal: The Journal of reproductive medicine 20010701

Title: A prospective study of the effects of oral contraceptives on sexuality and well-being and their relationship to discontinuation.

Journal: Contraception 20010701

Title: Constant estrogen, intermittent progestogen vs. continuous combined hormone replacement therapy: tolerability and effect on vasomotor symptoms.

Journal: International journal of gynaecology and obstetrics: the official organ of the International Federation of Gynaecology and Obstetrics 20010301

Title: Clinical evidence supporting the rationale for constant oestrogen, intermittent progestogen hormone replacement therapy.

Journal: European journal of obstetrics, gynecology, and reproductive biology 20010101

Title: Estradiol and norgestimate: a review of their combined use as hormone replacement therapy in postmenopausal women.

Journal: Drugs & aging 20010101

Title: Cerebral thrombosis and oral contraceptives. A case-control study.

Journal: Contraception 19980501

Title: Effectiveness of norgestimate and ethinyl estradiol in treating moderate acne vulgaris.

Journal: Journal of the American Academy of Dermatology 19971101

Title: Increased levels of activated factor VII and decreased plasma protein S activity and circulating thrombomodulin during use of oral contraceptives.

Journal: Thrombosis and haemostasis 19961101

Title: Comparative contraceptive efficacy and mechanism of action of the norgestimate-containing triphasic oral contraceptive.

Journal: Acta obstetricia et gynecologica Scandinavica. Supplement 19920101

Title: The new pills: awaiting the next generation of oral contraceptives.

Journal: Family planning perspectives 19920101

Title: Stanczyk FZ, et al. All progestins are not created equal. Steroids. 2003 Nov;68(10-13):879-90.

Title: Phillips A, et al. Preclinical evaluation of norgestimate, a progestin with minimal androgenic activity. Am J Obstet Gynecol. 1992 Oct;167(4 Pt 2):1191-6.

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