Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C17H17ClN6O3 |
Molecular Weight | 388.808 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1CCN(CC1)C(=O)O[C@@H]2N(C(=O)C3=C2N=CC=N3)C4=CC=C(Cl)C=N4
InChI
InChIKey=GBBSUAFBMRNDJC-INIZCTEOSA-N
InChI=1S/C17H17ClN6O3/c1-22-6-8-23(9-7-22)17(26)27-16-14-13(19-4-5-20-14)15(25)24(16)12-3-2-11(18)10-21-12/h2-5,10,16H,6-9H2,1H3/t16-/m0/s1
Molecular Formula | C17H17ClN6O3 |
Molecular Weight | 388.808 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: http://www.drugbank.ca/drugs/DB00402Curator's Comment: Description was created based on several sources, including
https://www.drugs.com/pro/eszopiclone.html
Sources: http://www.drugbank.ca/drugs/DB00402
Curator's Comment: Description was created based on several sources, including
https://www.drugs.com/pro/eszopiclone.html
Eszopiclone is a nonbenzodiazepine hypnotic, pyrrolopyrazine derivative of the cyclopyrrolone class and is indicated for the short-term treatment of insomnia. While Eszopiclone is a hypnotic agent with a chemical structure unrelated to benzodiazepines, barbiturates, or other drugs with known hypnotic properties, it interacts with the gamma-aminobutyric acid-benzodiazepine (GABABZ) receptor complex. Subunit modulation of the GABABZ receptor chloride channel macromolecular complex is hypothesized to be responsible for some of the pharmacological properties of benzodiazepines, which include sedative, anxiolytic, muscle relaxant, and anticonvulsive effects in animal models. Eszopiclone binds selectively to the brain alpha subunit of the GABA A omega-1 receptor. The mechanism of action of Eszopiclone is not completely understood. It is thought that Eszopiclone acts on the benzodiazepine receptors as an agonist and interacts with GABA-receptor complexes. Used for the treatment of insomnia.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2093872 Sources: http://www.genome.jp/dbget-bin/www_bget?D02624 |
|||
Target ID: CHEMBL1962 Sources: http://www.genome.jp/dbget-bin/www_bget?D02624 |
50.1 nM [Ki] | ||
Target ID: CHEMBL4956 Sources: http://www.genome.jp/dbget-bin/www_bget?D02624 |
114.0 nM [Ki] | ||
Target ID: CHEMBL2472 Sources: http://www.genome.jp/dbget-bin/www_bget?D02624 |
102.0 nM [Ki] | ||
Target ID: CHEMBL3026 Sources: http://www.genome.jp/dbget-bin/www_bget?D02624 |
162.0 nM [Ki] | ||
Target ID: CHEMBL5742 Sources: http://www.drugbank.ca/drugs/DB00402 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | LUNESTA Approved UseLUNESTA is indicated for the treatment of insomnia. Launch Date2004 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
19.88 ng/mL |
3 mg single, oral dose: 3 mg route of administration: Oral experiment type: SINGLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
40.28 ng/mL |
6 mg single, oral dose: 6 mg route of administration: Oral experiment type: SINGLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
6.15 ng/mL |
1 mg single, oral dose: 1 mg route of administration: Oral experiment type: SINGLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
25.48 ng/mL |
3 mg single, oral dose: 3 mg route of administration: Oral experiment type: SINGLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
26.18 ng/mL |
3 mg 1 times / day multiple, oral dose: 3 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
54.68 ng/mL |
6 mg single, oral dose: 6 mg route of administration: Oral experiment type: SINGLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
59.63 ng/mL |
6 mg 1 times / day multiple, oral dose: 6 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
10.29 ng/mL |
1 mg single, oral dose: 1 mg route of administration: Oral experiment type: SINGLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
9.58 ng/mL |
1 mg 1 times / day multiple, oral dose: 1 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
166.21 ng × h/mL |
3 mg single, oral dose: 3 mg route of administration: Oral experiment type: SINGLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
338.26 ng × h/mL |
6 mg single, oral dose: 6 mg route of administration: Oral experiment type: SINGLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
54.76 ng × h/mL |
1 mg single, oral dose: 1 mg route of administration: Oral experiment type: SINGLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
187.76 ng × h/mL |
3 mg single, oral dose: 3 mg route of administration: Oral experiment type: SINGLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
191.07 ng × h/mL |
3 mg 1 times / day multiple, oral dose: 3 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
379.04 ng × h/mL |
6 mg single, oral dose: 6 mg route of administration: Oral experiment type: SINGLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
409.31 ng × h/mL |
6 mg 1 times / day multiple, oral dose: 6 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
62.96 ng × h/mL |
1 mg single, oral dose: 1 mg route of administration: Oral experiment type: SINGLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
66.05 ng × h/mL |
1 mg 1 times / day multiple, oral dose: 1 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
6.7 h |
2 mg single, oral dose: 2 mg route of administration: Oral experiment type: SINGLE co-administered: |
ESZOPICLONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
Funbound
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
44.45% |
ESZOPICLONE plasma | Homo sapiens population: UNKNOWN age: UNKNOWN sex: UNKNOWN food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
6 mg single, oral Highest studied dose Dose: 6 mg Route: oral Route: single Dose: 6 mg Sources: Page: p.564 |
healthy, 25–38 n = 12 Health Status: healthy Age Group: 25–38 Sex: M+F Population Size: 12 Sources: Page: p.564 |
|
3 mg 1 times / day multiple, oral Recommended Dose: 3 mg, 1 times / day Route: oral Route: multiple Dose: 3 mg, 1 times / day Sources: Page: p.564 |
healthy, 25–40 n = 8 Health Status: healthy Age Group: 25–40 Sex: M+F Population Size: 8 Sources: Page: p.564 |
|
90 mg single, oral Overdose |
healthy, 86 n = 1 Health Status: healthy Age Group: 86 Sex: F Population Size: 1 Sources: |
Disc. AE: Coma... |
270 mg single, oral Overdose Dose: 270 mg Route: oral Route: single Dose: 270 mg Sources: Page: p.13 |
healthy Health Status: healthy Sources: Page: p.13 |
|
3 mg 1 times / day multiple, oral Recommended Dose: 3 mg, 1 times / day Route: oral Route: multiple Dose: 3 mg, 1 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Insomnia Sources: Page: p.1 |
Disc. AE: CNS depression, Alertness decreased... AEs leading to discontinuation/dose reduction: CNS depression Sources: Page: p.1Alertness decreased Coordination impaired Anaphylactic reaction (severe) Anaphylactoid reaction (severe) Angioedema Anaphylaxis Abnormal thinking Abnormal behaviour NOS Hallucinations Abnormal behaviour NOS Depression worsened Suicidal ideation |
2 mg 1 times / day steady, oral (max) Dose: 2 mg, 1 times / day Route: oral Route: steady Dose: 2 mg, 1 times / day Sources: |
unhealthy n = 163 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 163 Sources: |
Other AEs: Dysgeusia, Dizziness... Other AEs: Dysgeusia (below serious, 8 patients) Sources: Dizziness (below serious, 6 patients) Somnolence (below serious, 4 patients) Abdominal pain upper (below serious, 6 patients) Vomiting (below serious, 10 patients) Abdominal discomfort (below serious, 4 patients) Toothache (below serious, 4 patients) Upper respiratory tract infection (below serious, 13 patients) Nasopharyngitis (below serious, 9 patients) Oropharyngeal pain (below serious, 6 patients) Irritability (below serious, 4 patients) Nasal congestion (below serious, 1 patient) |
3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 14 Health Status: unhealthy Condition: Osteoarthritis Population Size: 14 Sources: |
Other AEs: Restlessness... Other AEs: Restlessness (below serious, 1 patient) Sources: |
3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Other AEs: Fatigue, Drowsiness... Other AEs: Fatigue (serious, 1 patient) Sources: Drowsiness (below serious, 8 patients) Weakness (below serious, 2 patients) Irritability (below serious, 2 patients) Headache (below serious, 4 patients) Nervousness (below serious, 1 patient) Malaise (below serious, 3 patients) Delusions (below serious, 1 patient) Dizziness (below serious, 2 patients) Vision blurred (below serious, 1 patient) Nasal congestion (below serious, 2 patients) Dry mouth (below serious, 5 patients) Bad taste (below serious, 7 patients) Tremor (below serious, 1 patient) Ataxia (below serious, 1 patient) Nausea and vomiting (below serious, 2 patients) Abdominal discomfort (below serious, 1 patient) Diarrhea (below serious, 1 patient) Sweating (below serious, 1 patient) Decreased appetite (below serious, 1 patient) Increased appetite (below serious, 2 patients) Weight loss (below serious, 2 patients) |
3 mg 1 times / day steady, oral (max) Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 159 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 159 Sources: |
Other AEs: Sedation, Respiratory distress... Other AEs: Sedation (serious, 1 patient) Sources: Respiratory distress (serious, 1 patient) Headache (below serious, 22 patients) Dysgeusia (below serious, 22 patients) Dizziness (below serious, 13 patients) Somnolence (below serious, 6 patients) Abdominal pain upper (below serious, 8 patients) Vomiting (below serious, 5 patients) Nausea (below serious, 7 patients) Abdominal discomfort (below serious, 8 patients) Toothache (below serious, 2 patients) Urinary tract infection (below serious, 4 patients) Pyrexia (below serious, 8 patients) Nasal congestion (below serious, 4 patients) |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Coma | Disc. AE | 90 mg single, oral Overdose |
healthy, 86 n = 1 Health Status: healthy Age Group: 86 Sex: F Population Size: 1 Sources: |
Abnormal behaviour NOS | Disc. AE | 3 mg 1 times / day multiple, oral Recommended Dose: 3 mg, 1 times / day Route: oral Route: multiple Dose: 3 mg, 1 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Insomnia Sources: Page: p.1 |
Abnormal behaviour NOS | Disc. AE | 3 mg 1 times / day multiple, oral Recommended Dose: 3 mg, 1 times / day Route: oral Route: multiple Dose: 3 mg, 1 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Insomnia Sources: Page: p.1 |
Abnormal thinking | Disc. AE | 3 mg 1 times / day multiple, oral Recommended Dose: 3 mg, 1 times / day Route: oral Route: multiple Dose: 3 mg, 1 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Insomnia Sources: Page: p.1 |
Alertness decreased | Disc. AE | 3 mg 1 times / day multiple, oral Recommended Dose: 3 mg, 1 times / day Route: oral Route: multiple Dose: 3 mg, 1 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Insomnia Sources: Page: p.1 |
Anaphylaxis | Disc. AE | 3 mg 1 times / day multiple, oral Recommended Dose: 3 mg, 1 times / day Route: oral Route: multiple Dose: 3 mg, 1 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Insomnia Sources: Page: p.1 |
Angioedema | Disc. AE | 3 mg 1 times / day multiple, oral Recommended Dose: 3 mg, 1 times / day Route: oral Route: multiple Dose: 3 mg, 1 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Insomnia Sources: Page: p.1 |
CNS depression | Disc. AE | 3 mg 1 times / day multiple, oral Recommended Dose: 3 mg, 1 times / day Route: oral Route: multiple Dose: 3 mg, 1 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Insomnia Sources: Page: p.1 |
Coordination impaired | Disc. AE | 3 mg 1 times / day multiple, oral Recommended Dose: 3 mg, 1 times / day Route: oral Route: multiple Dose: 3 mg, 1 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Insomnia Sources: Page: p.1 |
Depression worsened | Disc. AE | 3 mg 1 times / day multiple, oral Recommended Dose: 3 mg, 1 times / day Route: oral Route: multiple Dose: 3 mg, 1 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Insomnia Sources: Page: p.1 |
Hallucinations | Disc. AE | 3 mg 1 times / day multiple, oral Recommended Dose: 3 mg, 1 times / day Route: oral Route: multiple Dose: 3 mg, 1 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Insomnia Sources: Page: p.1 |
Suicidal ideation | Disc. AE | 3 mg 1 times / day multiple, oral Recommended Dose: 3 mg, 1 times / day Route: oral Route: multiple Dose: 3 mg, 1 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Insomnia Sources: Page: p.1 |
Anaphylactic reaction | severe Disc. AE |
3 mg 1 times / day multiple, oral Recommended Dose: 3 mg, 1 times / day Route: oral Route: multiple Dose: 3 mg, 1 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Insomnia Sources: Page: p.1 |
Anaphylactoid reaction | severe Disc. AE |
3 mg 1 times / day multiple, oral Recommended Dose: 3 mg, 1 times / day Route: oral Route: multiple Dose: 3 mg, 1 times / day Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Insomnia Sources: Page: p.1 |
Nasal congestion | below serious, 1 patient | 2 mg 1 times / day steady, oral (max) Dose: 2 mg, 1 times / day Route: oral Route: steady Dose: 2 mg, 1 times / day Sources: |
unhealthy n = 163 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 163 Sources: |
Vomiting | below serious, 10 patients | 2 mg 1 times / day steady, oral (max) Dose: 2 mg, 1 times / day Route: oral Route: steady Dose: 2 mg, 1 times / day Sources: |
unhealthy n = 163 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 163 Sources: |
Upper respiratory tract infection | below serious, 13 patients | 2 mg 1 times / day steady, oral (max) Dose: 2 mg, 1 times / day Route: oral Route: steady Dose: 2 mg, 1 times / day Sources: |
unhealthy n = 163 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 163 Sources: |
Abdominal discomfort | below serious, 4 patients | 2 mg 1 times / day steady, oral (max) Dose: 2 mg, 1 times / day Route: oral Route: steady Dose: 2 mg, 1 times / day Sources: |
unhealthy n = 163 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 163 Sources: |
Irritability | below serious, 4 patients | 2 mg 1 times / day steady, oral (max) Dose: 2 mg, 1 times / day Route: oral Route: steady Dose: 2 mg, 1 times / day Sources: |
unhealthy n = 163 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 163 Sources: |
Somnolence | below serious, 4 patients | 2 mg 1 times / day steady, oral (max) Dose: 2 mg, 1 times / day Route: oral Route: steady Dose: 2 mg, 1 times / day Sources: |
unhealthy n = 163 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 163 Sources: |
Toothache | below serious, 4 patients | 2 mg 1 times / day steady, oral (max) Dose: 2 mg, 1 times / day Route: oral Route: steady Dose: 2 mg, 1 times / day Sources: |
unhealthy n = 163 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 163 Sources: |
Abdominal pain upper | below serious, 6 patients | 2 mg 1 times / day steady, oral (max) Dose: 2 mg, 1 times / day Route: oral Route: steady Dose: 2 mg, 1 times / day Sources: |
unhealthy n = 163 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 163 Sources: |
Dizziness | below serious, 6 patients | 2 mg 1 times / day steady, oral (max) Dose: 2 mg, 1 times / day Route: oral Route: steady Dose: 2 mg, 1 times / day Sources: |
unhealthy n = 163 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 163 Sources: |
Oropharyngeal pain | below serious, 6 patients | 2 mg 1 times / day steady, oral (max) Dose: 2 mg, 1 times / day Route: oral Route: steady Dose: 2 mg, 1 times / day Sources: |
unhealthy n = 163 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 163 Sources: |
Dysgeusia | below serious, 8 patients | 2 mg 1 times / day steady, oral (max) Dose: 2 mg, 1 times / day Route: oral Route: steady Dose: 2 mg, 1 times / day Sources: |
unhealthy n = 163 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 163 Sources: |
Nasopharyngitis | below serious, 9 patients | 2 mg 1 times / day steady, oral (max) Dose: 2 mg, 1 times / day Route: oral Route: steady Dose: 2 mg, 1 times / day Sources: |
unhealthy n = 163 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 163 Sources: |
Restlessness | below serious, 1 patient | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 14 Health Status: unhealthy Condition: Osteoarthritis Population Size: 14 Sources: |
Abdominal discomfort | below serious, 1 patient | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Ataxia | below serious, 1 patient | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Decreased appetite | below serious, 1 patient | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Delusions | below serious, 1 patient | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Diarrhea | below serious, 1 patient | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Nervousness | below serious, 1 patient | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Sweating | below serious, 1 patient | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Tremor | below serious, 1 patient | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Vision blurred | below serious, 1 patient | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Dizziness | below serious, 2 patients | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Increased appetite | below serious, 2 patients | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Irritability | below serious, 2 patients | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Nasal congestion | below serious, 2 patients | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Nausea and vomiting | below serious, 2 patients | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Weakness | below serious, 2 patients | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Weight loss | below serious, 2 patients | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Malaise | below serious, 3 patients | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Headache | below serious, 4 patients | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Dry mouth | below serious, 5 patients | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Bad taste | below serious, 7 patients | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Drowsiness | below serious, 8 patients | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Fatigue | serious, 1 patient | 3 mg 1 times / day steady, oral Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 19 Health Status: unhealthy Condition: Schizophrenia Population Size: 19 Sources: |
Dizziness | below serious, 13 patients | 3 mg 1 times / day steady, oral (max) Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 159 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 159 Sources: |
Toothache | below serious, 2 patients | 3 mg 1 times / day steady, oral (max) Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 159 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 159 Sources: |
Dysgeusia | below serious, 22 patients | 3 mg 1 times / day steady, oral (max) Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 159 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 159 Sources: |
Headache | below serious, 22 patients | 3 mg 1 times / day steady, oral (max) Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 159 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 159 Sources: |
Nasal congestion | below serious, 4 patients | 3 mg 1 times / day steady, oral (max) Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 159 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 159 Sources: |
Urinary tract infection | below serious, 4 patients | 3 mg 1 times / day steady, oral (max) Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 159 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 159 Sources: |
Vomiting | below serious, 5 patients | 3 mg 1 times / day steady, oral (max) Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 159 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 159 Sources: |
Somnolence | below serious, 6 patients | 3 mg 1 times / day steady, oral (max) Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 159 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 159 Sources: |
Nausea | below serious, 7 patients | 3 mg 1 times / day steady, oral (max) Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 159 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 159 Sources: |
Abdominal discomfort | below serious, 8 patients | 3 mg 1 times / day steady, oral (max) Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 159 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 159 Sources: |
Abdominal pain upper | below serious, 8 patients | 3 mg 1 times / day steady, oral (max) Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 159 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 159 Sources: |
Pyrexia | below serious, 8 patients | 3 mg 1 times / day steady, oral (max) Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 159 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 159 Sources: |
Respiratory distress | serious, 1 patient | 3 mg 1 times / day steady, oral (max) Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 159 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 159 Sources: |
Sedation | serious, 1 patient | 3 mg 1 times / day steady, oral (max) Dose: 3 mg, 1 times / day Route: oral Route: steady Dose: 3 mg, 1 times / day Sources: |
unhealthy n = 159 Health Status: unhealthy Condition: Attention-deficit/Hyperactivity Disorder - Associated Insomnia Population Size: 159 Sources: |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Other Inhibitor | Other Substrate | Other Inducer |
---|---|---|
Drug as perpetrator
Drug as victim
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2004/021476_Lunesta_biopharmr.PDF#page=22 Page: 22.0 |
likely | |||
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2004/021476_Lunesta_biopharmr.PDF#page=22 Page: 22.0 |
yes | yes (co-administration study) Comment: Coadministration with ketoconazole resulted in a 2.2-fold increase in exposure to eszopiclone Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2004/021476_Lunesta_biopharmr.PDF#page=22 Page: 22.0 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.drugs.com/pro/eszopiclone.html
Usual Adult Dose for Insomnia
Initial dose: 1 mg orally immediately before bedtime
Maintenance dose: 1 to 3 mg orally immediately before bedtime
Maximum dose: 3 mg orally immediately before bedtime
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19639750
10 uM Eszopiclone increased the mean amplitude of the IGV-induced outward current from 19.7 ± 3.9 pA to 47.1 ± 7.8 pA (n = 10) and increased duration from 396.5 ± 24.0 s to 568.8 ± 40.5 s in rat pedunculopontine neurons.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:55:44 GMT 2023
by
admin
on
Fri Dec 15 15:55:44 GMT 2023
|
Record UNII |
UZX80K71OE
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NCI_THESAURUS |
C29756
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
||
|
WHO-VATC |
QN05CF04
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
||
|
WHO-ATC |
N05CF04
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
||
|
LIVERTOX |
NBK548047
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
C515051
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
461016
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | RxNorm | ||
|
NN-76
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
C65545
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
Eszopiclone
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
1068
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
1255850
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
m11663
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | Merck Index | ||
|
969472
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
7429
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
100000092238
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
138729-47-2
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
UZX80K71OE
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
CHEMBL1522
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
DB00402
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
SUB21373
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
UZX80K71OE
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
8258
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
ESZOPICLONE
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
7472
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
53760
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY | |||
|
DTXSID8046086
Created by
admin on Fri Dec 15 15:55:44 GMT 2023 , Edited by admin on Fri Dec 15 15:55:44 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
METABOLIC ENZYME -> SUBSTRATE |
|
||
|
TARGET->POSITIVE ALLOSTERIC MODULATOR (PAM) |
|
||
|
EXCRETED UNCHANGED |
URINE
|
||
|
BINDER->LIGAND |
|
||
|
METABOLIC ENZYME -> SUBSTRATE |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
METABOLITE -> PARENT |
Binds to the GABA receptor with significantly lower potency than eszopiclone.
MAJOR
URINE
|
||
|
METABOLITE INACTIVE -> PARENT |
MAJOR
URINE
|
||
|
METABOLITE INACTIVE -> PARENT |
|
||
|
METABOLITE -> PARENT |
|
||
|
METABOLITE INACTIVE -> PARENT |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
|
||
|
IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
|
||
|
IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |
|
Name | Property Type | Amount | Referenced Substance | Defining | Parameters | References |
---|---|---|---|---|---|---|
Tmax | PHARMACOKINETIC |
|
ORAL ADMINISTRATION |
|
||
Biological Half-life | PHARMACOKINETIC |
|
ORAL ADMINISTRATION |
|
||