Page last updated: 2024-08-02 07:22:32

tri-cyclen

Description

Cross-References

ID SourceID
PubMed CID9571023
SCHEMBL ID6382955
MeSH IDM0283176

Synonyms (37)

Synonym
ortho cyclen-28
ortho tri-cyclen
ortho cyclen-21
tri-sprintec
tricileste
norgestimate, ethinyl estradiol drug combination
pramino
ethinylestradiol-norgestimate mixt
estarylla
ortho tri-cyclen 28
norgestimate-ethinylestradiol mixt
tri-lo-sprintec
ortho cylen
tri-mili
trinessa
ortho tri lo
ortho tri cyclen
tri-linyah
mono-linyah
mili
ortho tri-cyclen lo
norgestimate and ethinyl estradiol
tri-estarylla
tri cyclen
mononessa
tri-lo-estarylla
ortho tri-cylen
79871-54-8
tri prevofem
norgestimate / ethinyl estradiol
ortho tri-cyclen 21
ethinyl estradiol and norgestimate
trinessa-28
18,19-dinorpregn-4-en-20-yn-3-one, 17-(acetyloxy)-13-ethyl-, 3-oxime, (17alpha)-, mixt. with (17alpha)-19 norpregna-1,3,5(10)-trien-20-yne-3,17-diol
tricilest
SCHEMBL6382955
[(3e,8r,9s,10r,13s,14s,17r)-13-ethyl-17-ethynyl-3-hydroxyimino-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] acetate;(8r,9s,13s,14s,17r)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthrene-3,17-diol

Research

Studies (49)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (2.04)18.7374
1990's17 (34.69)18.2507
2000's15 (30.61)29.6817
2010's16 (32.65)24.3611
2020's0 (0.00)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials32 (59.26%)5.53%
Reviews7 (12.96%)6.00%
Case Studies3 (5.56%)4.05%
Observational1 (1.85%)0.25%
Other11 (20.37%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
adenine6-aminopurines;
purine nucleobase
Daphnia magna metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
2009200915.0low100100
carbamatesamino-acid anion2014201410.0low100010
caffeinepurine alkaloid;
trimethylxanthine
adenosine A2A receptor antagonist;
adenosine receptor antagonist;
adjuvant;
central nervous system stimulant;
diuretic;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
environmental contaminant;
food additive;
fungal metabolite;
geroprotector;
human blood serum metabolite;
mouse metabolite;
mutagen;
plant metabolite;
psychotropic drug;
ryanodine receptor agonist;
xenobiotic
2005200519.0low100100
metforminguanidinesenvironmental contaminant;
geroprotector;
hypoglycemic agent;
xenobiotic
2011201113.0low100010
midazolamimidazobenzodiazepine;
monofluorobenzenes;
organochlorine compound
anticonvulsant;
antineoplastic agent;
anxiolytic drug;
apoptosis inducer;
central nervous system depressant;
GABAA receptor agonist;
general anaesthetic;
muscle relaxant;
sedative
2005200519.0low100100
omeprazolearomatic ether;
benzimidazoles;
pyridines;
sulfoxide
2005200519.0low100100
methacetinacetamides;
aromatic ether
2013201311.0low000010
androsterone17-oxo steroid;
3alpha-hydroxy steroid;
androstanoid;
C19-steroid
androgen;
anticonvulsant;
human blood serum metabolite;
human metabolite;
human urinary metabolite;
mouse metabolite;
pheromone
2002200222.0low100100
dehydroepiandrosterone17-oxo steroid;
3beta-hydroxy-Delta(5)-steroid;
androstanoid
androgen;
human metabolite;
mouse metabolite
1996199628.0low101000
ethinyl estradiol17-hydroxy steroid;
3-hydroxy steroid;
terminal acetylenic compound
xenoestrogen1986201920.3high3111717140
uridine monophosphatepyrimidine ribonucleoside 5'-monophosphate;
uridine 5'-phosphate
Escherichia coli metabolite;
human metabolite;
mouse metabolite
2014201410.0low000010
androstenedione17-oxo steroid;
3-oxo-Delta(4) steroid;
androstanoid
androgen;
Daphnia magna metabolite;
human metabolite;
mouse metabolite
1996201021.0low101100
norethindrone17beta-hydroxy steroid;
3-oxo-Delta(4) steroid;
terminal acetylenic compound;
tertiary alcohol
progestin;
synthetic oral contraceptive
2001200918.7low200300
17-alpha-hydroxyprogesterone17alpha-hydroxy-C21-steroid;
17alpha-hydroxy steroid;
tertiary alpha-hydroxy ketone
human metabolite;
metabolite;
mouse metabolite;
progestin
1996199628.0low101000
valineL-alpha-amino acid zwitterion;
L-alpha-amino acid;
proteinogenic amino acid;
pyruvate family amino acid;
valine
algal metabolite;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite
2014201410.0low100010
adamantaneadamantanes;
polycyclic alkane
2012201212.0low100010
isoxazolesisoxazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
2005200519.0low000100
cyproterone acetate20-oxo steroid;
3-oxo-Delta(4) steroid;
acetate ester;
chlorinated steroid;
steroid ester
androgen antagonist;
geroprotector;
progestin
2013201311.0low000010
nandrolone17beta-hydroxy steroid;
3-oxo-Delta(4) steroid;
anabolic androgenic steroid
human metabolite2013201311.0low100010
dihydrotestosterone17beta-hydroxy steroid;
17beta-hydroxyandrostan-3-one;
3-oxo-5alpha-steroid
androgen;
Daphnia magna metabolite;
human metabolite;
mouse metabolite
1996199628.0low101000
dehydroepiandrosterone sulfate17-oxo steroid;
steroid sulfate
EC 2.7.1.33 (pantothenate kinase) inhibitor;
human metabolite;
mouse metabolite
1996200225.0low201100
levonorgestrel17beta-hydroxy steroid;
3-oxo-Delta(4) steroid;
terminal acetylenic compound
contraceptive drug;
female contraceptive drug;
progestin;
synthetic oral contraceptive
2005201315.0low100110
ethinyl estradiol-norgestrel combination1986201327.4medium10114410
desogestrel17beta-hydroxy steroid;
terminal acetylenic compound
contraceptive drug;
progestin;
synthetic oral contraceptive
1996201323.0low404110
atorvastatinaromatic amide;
dihydroxy monocarboxylic acid;
monofluorobenzenes;
pyrroles;
statin (synthetic)
environmental contaminant;
xenobiotic
201620168.0low100010
dt 50612001200918.7low200300
ortho-cept1999201318.0low101010
dexloxiglumideglutamic acid derivative2005200519.0low100100
shd 415g1996199827.0medium303000
drospirenone3-oxo-Delta(4) steroid;
steroid lactone
aldosterone antagonist;
contraceptive drug;
progestin
2004200917.5low200200
cyproterone acetate, ethinyl estradiol drug combination2013201311.0low000010
androsterone glucuronidebeta-D-glucosiduronic acid;
steroid glucosiduronic acid
human metabolite;
metabolite;
mouse metabolite
2002200222.0low100100
valdecoxibisoxazoles;
sulfonamide
antipyretic;
antirheumatic drug;
cyclooxygenase 2 inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug
2005200519.0low000100
drospirenone and ethinyl estradiol combination2010201312.5low000110
atazanavir sulfateorganic sulfate salt2011201113.0low000010
organophosphonatesdivalent inorganic anion;
phosphite ion
2009200915.0low100100
dacuronium1996199628.0low101000
ritonavir1,3-thiazoles;
carbamate ester;
carboxamide;
L-valine derivative;
ureas
antiviral drug;
environmental contaminant;
HIV protease inhibitor;
xenobiotic
2011201113.0low000010
pancuroniumacetate ester;
steroid ester
cholinergic antagonist;
muscle relaxant;
nicotinic antagonist
1996199628.0low101000
tretinoinretinoic acid;
vitamin A
anti-inflammatory agent;
antineoplastic agent;
antioxidant;
AP-1 antagonist;
human metabolite;
keratolytic drug;
retinoic acid receptor agonist;
retinoid X receptor agonist;
signalling molecule
2011201113.0low100010
alitretinoinretinoic acidantineoplastic agent;
keratolytic drug;
metabolite;
retinoid X receptor agonist
2011201113.0low100010
tenofovirnucleoside analogue;
phosphonic acids
antiviral drug;
drug metabolite;
HIV-1 reverse transcriptase inhibitor
2009200915.0low100100
dimethyl fumaratediester;
enoate ester;
methyl ester
antipsoriatic;
immunomodulator
201720177.0low100010
citraconic aciddicarboxylic acid;
dicarboxylic fatty acid
human metabolite201720177.0low100010
gestodenesteroidestrogen2013201311.0low000010
vitamin k semiquinone radical2005200519.0low100100
dextromethorphan6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthreneantitussive;
environmental contaminant;
neurotoxin;
NMDA receptor antagonist;
oneirogen;
prodrug;
xenobiotic
2005200519.0low100100
fumaratesbutenedioate;
C4-dicarboxylate
human metabolite;
metabolite;
Saccharomyces cerevisiae metabolite
201720177.0low100010
bms201038(trifluoromethyl)benzenes;
benzamides;
fluorenes;
piperidines
anticholesteremic drug;
MTP inhibitor
201620168.0low100010
estradiol valerate-dienogest2013201311.0low100010
norgestimate1992201126.0low304110
norelgestromin2005201711.7low300120
bms-790052biphenyls;
carbamate ester;
carboxamide;
imidazoles;
valine derivative
antiviral drug;
nonstructural protein 5A inhibitor
2014201410.0low100010
sofosbuvirisopropyl ester;
L-alanyl ester;
nucleotide conjugate;
organofluorine compound;
phosphoramidate ester
antiviral drug;
hepatitis C protease inhibitor;
prodrug
2014201410.0low000010
warfarinbenzenes;
hydroxycoumarin;
methyl ketone
2005200519.0low100100
dolutegravirdifluorobenzene;
monocarboxylic acid amide;
organic heterotricyclic compound;
secondary carboxamide
HIV-1 integrase inhibitor201520159.0low100010
ledipasvirazaspiro compound;
benzimidazole;
bridged compound;
carbamate ester;
carboxamide;
fluorenes;
imidazoles;
L-valine derivative;
N-acylpyrrolidine;
organofluorine compound
antiviral drug;
hepatitis C protease inhibitor
2014201410.0low000010
norgestrel1986201920.3high3111717140
allopurinolnucleobase analogue;
organic heterobicyclic compound
antimetabolite;
EC 1.17.3.2 (xanthine oxidase) inhibitor;
gout suppressant;
radical scavenger
2005200519.0low100100
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Acne01992200624.0low403300
Acne Vulgaris01992200624.0low403300
Bilateral Headache01992201323.3low202010
Bleeding Between Periods02009200915.0low100100
Complication, Postoperative02012201212.0low000010
Complications, Pregnancy02012201212.0low000010
Drug Withdrawal Symptoms02013201311.0low100010
Embolism, Pulmonary02005200519.0low000100
Endothelioma, Lymphatic02012201212.0low000010
Facial Neoplasms02012201212.0low000010
Headache01992201323.3low202010
Hemorrhage, Uterine01999200920.5low301300
Infections, Respiratory01997199727.0low101000
Inflammation02002200222.0low100100
Innate Inflammatory Response02002200222.0low100100
Insulin Resistance02011201113.0low200020
Insulin Sensitivity02011201113.0low200020
Leanness02011201113.0low100010
Lymphangioma02012201212.0low000010
Lymphatic Abnormalities02012201212.0low000010
Metrorrhagia02009200915.0low100100
Nausea01992199928.0low203000
Obesity02011201113.0low200020
Overweight02011201113.0low100010
Pelvic Pain02013201311.0low100010
Polycystic Ovarian Syndrome02011201113.0low100010
Polycystic Ovary Syndrome02011201113.0low100010
Postoperative Complications02012201212.0low000010
Pregnancy01999201220.4medium502410
Pulmonary Embolism02005200519.0low000100
Recrudescence02012201212.0low000010
Respiratory Tract Infections01997199727.0low101000
Substance Withdrawal Syndrome02013201311.0low100010
Uterine Hemorrhage01999200920.5low301300

Safety/Toxicity (3)

ArticleYear
Efficacy, safety and cycle control of five oral contraceptive regimens containing norgestimate and ethinyl estradiol.
Contraception, , Volume: 67, Issue:6
2003
Efficacy, cycle control, and side effects of low- and lower-dose oral contraceptives: a randomized trial of 20 micrograms and 35 micrograms estrogen preparations.
Contraception, , Volume: 60, Issue:6
1999
Use of placebo controls in an oral contraceptive trial: methodological issues and adverse event incidence.
Contraception, , Volume: 60, Issue:2
1999

Pharmacokinetics (10)

ArticleYear
A Multi-Center, Open-Label, Pharmacokinetic Drug Interaction Study of Erenumab and a Combined Oral Contraceptive in Healthy Females.
CNS drugs, , Volume: 33, Issue:5
2019
Evaluation of the effects of the weak CYP3A inhibitors atorvastatin and ethinyl estradiol/norgestimate on lomitapide pharmacokinetics in healthy subjects.
Journal of clinical pharmacology, , Volume: 56, Issue:1
2016
Dolutegravir Has No Effect on the Pharmacokinetics of Oral Contraceptives With Norgestimate and Ethinyl Estradiol.
The Annals of pharmacotherapy, , Volume: 49, Issue:7
2015
Lack of a clinically important pharmacokinetic interaction between sofosbuvir or ledipasvir and hormonal oral contraceptives norgestimate/ethinyl estradiol in HCV-uninfected female subjects.
Journal of clinical pharmacology, , Volume: 54, Issue:11
2014
Effect of the coadministration of daclatasvir on the pharmacokinetics of a combined oral contraceptive containing ethinyl estradiol and norgestimate.
Antiviral therapy, , Volume: 19, Issue:5
2014
Effect of saxagliptin on the pharmacokinetics of the active components of Ortho-Cyclen(®), a combined oral contraceptive containing ethinyl estradiol and norgestimate, in healthy women.
Diabetes, obesity & metabolism, , Volume: 14, Issue:12
2012
The effect of atazanavir/ritonavir on the pharmacokinetics of an oral contraceptive containing ethinyl estradiol and norgestimate in healthy women.
Antiviral therapy, , Volume: 16, Issue:2
2011
Influence of alitretinoin on the pharmacokinetics of the oral contraceptive ethinyl estradiol/norgestimate.
Clinical and experimental dermatology, , Volume: 36 Suppl 2
2011
Lack of effect of tenofovir disoproxil fumarate on pharmacokinetics of hormonal contraceptives.
Pharmacotherapy, , Volume: 29, Issue:8
2009
Effect of multiple-dose dexloxiglumide on the pharmacokinetics of oral contraceptives in healthy women.
Journal of clinical pharmacology, , Volume: 45, Issue:3
2005

Dosage (7)

ArticleYear
Evaluation of Potential Drug-Drug Interaction Between Delayed-Release Dimethyl Fumarate and a Commonly Used Oral Contraceptive (Norgestimate/Ethinyl Estradiol) in Healthy Women.
Clinical pharmacology in drug development, , Volume: 6, Issue:6
2017
Evaluation of the effects of the weak CYP3A inhibitors atorvastatin and ethinyl estradiol/norgestimate on lomitapide pharmacokinetics in healthy subjects.
Journal of clinical pharmacology, , Volume: 56, Issue:1
2016
Dolutegravir Has No Effect on the Pharmacokinetics of Oral Contraceptives With Norgestimate and Ethinyl Estradiol.
The Annals of pharmacotherapy, , Volume: 49, Issue:7
2015
Effect of the coadministration of daclatasvir on the pharmacokinetics of a combined oral contraceptive containing ethinyl estradiol and norgestimate.
Antiviral therapy, , Volume: 19, Issue:5
2014
The effect of atazanavir/ritonavir on the pharmacokinetics of an oral contraceptive containing ethinyl estradiol and norgestimate in healthy women.
Antiviral therapy, , Volume: 16, Issue:2
2011
Lack of effect of tenofovir disoproxil fumarate on pharmacokinetics of hormonal contraceptives.
Pharmacotherapy, , Volume: 29, Issue:8
2009
Effect of multiple-dose dexloxiglumide on the pharmacokinetics of oral contraceptives in healthy women.
Journal of clinical pharmacology, , Volume: 45, Issue:3
2005

Interactions (2)

ArticleYear
A Multi-Center, Open-Label, Pharmacokinetic Drug Interaction Study of Erenumab and a Combined Oral Contraceptive in Healthy Females.
CNS drugs, , Volume: 33, Issue:5
2019
Evaluation of Potential Drug-Drug Interaction Between Delayed-Release Dimethyl Fumarate and a Commonly Used Oral Contraceptive (Norgestimate/Ethinyl Estradiol) in Healthy Women.
Clinical pharmacology in drug development, , Volume: 6, Issue:6
2017