Details
Stereochemistry | RACEMIC |
Molecular Formula | C9H8N2O2 |
Molecular Weight | 176.172 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=NC(=O)C(O1)C2=CC=CC=C2
InChI
InChIKey=NRNCYVBFPDDJNE-UHFFFAOYSA-N
InChI=1S/C9H8N2O2/c10-9-11-8(12)7(13-9)6-4-2-1-3-5-6/h1-5,7H,(H2,10,11,12)
Molecular Formula | C9H8N2O2 |
Molecular Weight | 176.172 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
Pemoline is a central nervous system stimulant. Pemoline is structurally dissimilar to the amphetamines and methylphenidate. Pemoline is generally considered dopaminergic, but its precise method of action hasn't yet been definitively determined. The interaction of pemoline with other drugs has not been studied in humans. The following are adverse reactions in decreasing order of severity within each category associated with pemoline: hepatic dysfunction, aplastic anemia, convulsive seizures, hallucinations, insomnia, anorexia and weight loss.
CNS Activity
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: map04728 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | CYLERT Approved UseCYLERT (pemoline) is indicated in Attention Deficit Hyperactivity Disorder (ADHD). Because of its association with life threatening hepatic failure, CYLERT should not ordinarily be considered as first line therapy for ADHD. Launch Date1975 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
2.76 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/4017397/ |
2 mg/kg single, oral dose: 2 mg/kg route of administration: Oral experiment type: SINGLE co-administered: |
PEMOLINE plasma | Homo sapiens population: UNHEALTHY age: CHILD sex: FEMALE / MALE food status: FASTED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
46.2 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/4017397/ |
2 mg/kg single, oral dose: 2 mg/kg route of administration: Oral experiment type: SINGLE co-administered: |
PEMOLINE plasma | Homo sapiens population: UNHEALTHY age: CHILD sex: FEMALE / MALE food status: FASTED |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
7.28 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/4017397/ |
2 mg/kg single, oral dose: 2 mg/kg route of administration: Oral experiment type: SINGLE co-administered: |
PEMOLINE plasma | Homo sapiens population: UNHEALTHY age: CHILD sex: FEMALE / MALE food status: FASTED |
Doses
Dose | Population | Adverse events |
---|---|---|
150 mg 1 times / day steady, oral Highest studied dose Dose: 150 mg, 1 times / day Route: oral Route: steady Dose: 150 mg, 1 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: human immunodeficiency virus disease Sex: M+F Population Size: 11 Sources: |
|
37.5 mg 1 times / day steady, oral (starting) Recommended Dose: 37.5 mg, 1 times / day Route: oral Route: steady Dose: 37.5 mg, 1 times / day Sources: |
unhealthy Health Status: unhealthy Condition: Attention Deficit Hyperactivity Disorder Sources: |
Other AEs: Hepatic failure... Other AEs: Hepatic failure (grade 5) Sources: |
96 mg 1 times / day steady, oral (mean) Dose: 96 mg, 1 times / day Route: oral Route: steady Dose: 96 mg, 1 times / day Sources: |
unhealthy n = 45 Health Status: unhealthy Condition: human immunodeficiency virus disease Sex: M+F Population Size: 45 Sources: |
Disc. AE: Neuropathic pain... AEs leading to discontinuation/dose reduction: Neuropathic pain (1 patient) Sources: |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Hepatic failure | grade 5 | 37.5 mg 1 times / day steady, oral (starting) Recommended Dose: 37.5 mg, 1 times / day Route: oral Route: steady Dose: 37.5 mg, 1 times / day Sources: |
unhealthy Health Status: unhealthy Condition: Attention Deficit Hyperactivity Disorder Sources: |
Neuropathic pain | 1 patient Disc. AE |
96 mg 1 times / day steady, oral (mean) Dose: 96 mg, 1 times / day Route: oral Route: steady Dose: 96 mg, 1 times / day Sources: |
unhealthy n = 45 Health Status: unhealthy Condition: human immunodeficiency virus disease Sex: M+F Population Size: 45 Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
Pemoline-induced mania. | 1981 Oct |
|
Pemoline, depressive symptoms, and escape from dexamethasone suppression. | 1983 Oct |
|
Pemoline abuse. | 1985 Aug 16 |
|
Depression following pemoline withdrawal in a hyperactive child. | 1985 Mar |
|
Evidence of lack of abuse or dependence following pemoline treatment: results of a retrospective survey. | 1986 Jun |
|
Pemoline-induced choreoathetosis and rhabdomyolysis. | 1988 Jan-Dec |
|
Pemoline-induced abnormal involuntary movements. | 1989 Apr |
|
Pemoline-associated fulminant liver failure: testing the evidence for causation. | 1995 Jun |
|
Pemoline-induced autoimmune hepatitis. | 1996 Oct |
|
Exacerbation of autoimmune hepatitis: another hepatotoxic effect of pemoline therapy. | 1998 Jan |
|
Emergence of tics in children with attention deficit hyperactivity disorder treated with stimulant medications. | 2001 May-Jun |
|
Inappropriate pemoline therapy leading to acute liver failure and liver transplantation. | 2002 Jun |
|
Hallucinations during methylphenidate therapy. | 2004 Aug 24 |
|
Individual differences in vulnerability for self-injurious behavior: studies using an animal model. | 2011 Feb 2 |
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 16:44:43 GMT 2023
by
admin
on
Sat Dec 16 16:44:43 GMT 2023
|
Record UNII |
7GAQ2332NK
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Systematic Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Brand Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
LIVERTOX |
750
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
||
|
WHO-VATC |
QN06BA05
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
||
|
DEA NO. |
1530
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
||
|
WHO-ATC |
N06BA05
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
||
|
NCI_THESAURUS |
C47795
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
SUB09657MIG
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
DTXSID3023427
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
m8458
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | Merck Index | ||
|
C47655
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
D010389
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
2933-45-1
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
SUPERSEDED | |||
|
2152-34-3
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
DB01230
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
7966
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | RxNorm | ||
|
3148
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
1054
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
101053-01-4
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
SUPERSEDED | |||
|
PEMOLINE
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
100000082496
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
CHEMBL1177
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
2075
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
4723
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
7953
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
169499
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
25159
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
218-438-8
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY | |||
|
7GAQ2332NK
Created by
admin on Sat Dec 16 16:44:44 GMT 2023 , Edited by admin on Sat Dec 16 16:44:44 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
SALT/SOLVATE -> PARENT |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |
|