Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C17H18N2O4 |
| Molecular Weight | 314.3358 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC1=C(N=CC2=C1C3=C(N2)C=C(OC)C(OC)=C3)C(=O)OC
InChI
InChIKey=GADIKQPUNWAMEB-UHFFFAOYSA-N
InChI=1S/C17H18N2O4/c1-5-9-15-10-6-13(21-2)14(22-3)7-11(10)19-12(15)8-18-16(9)17(20)23-4/h6-8,19H,5H2,1-4H3
| Molecular Formula | C17H18N2O4 |
| Molecular Weight | 314.3358 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Anticonvulsant effects of methyl ethyl ketone and diethyl ketone in several types of mouse seizure models. | 2010-09-10 |
|
| Similar anxiolytic-like effects following intra-amygdala infusions of benzodiazepine receptor agonist and antagonist: evidence for the release of an endogenous benzodiazepine inverse agonist in mice exposed to elevated plus-maze test. | 2009-04-24 |
|
| A high-throughput functional assay for characterization of gamma-aminobutyric acid(A) channel modulators using cryopreserved transiently transfected cells. | 2008-12 |
|
| Expression levels of the alpha4 subunit of the GABA(A) receptor in differentiated neuroblastoma cells are correlated with GABA-gated current. | 2008-05-30 |
|
| PWZ-029, a compound with moderate inverse agonist functional selectivity at GABA(A) receptors containing alpha5 subunits, improves passive, but not active, avoidance learning in rats. | 2008-05-07 |
|
| Structural mechanisms underlying benzodiazepine modulation of the GABA(A) receptor. | 2008-03-26 |
|
| Chemoconvulsant-induced seizure susceptibility: toward a common genetic basis? | 2007 |
|
| Effects of stress modulation on morphine-induced conditioned place preferences and plasma corticosterone levels in Fischer, Lewis, and Sprague-Dawley rat strains. | 2006-12 |
|
| Mechanism of action of benzodiazepines on GABAA receptors. | 2006-08 |
|
| Pharmacological properties of GABAA receptors containing gamma1 subunits. | 2006-02 |
|
| Behavioral differences between subgroups of rats with high and low threshold to clonic convulsions induced by DMCM, a benzodiazepine inverse agonist. | 2005-11 |
|
| Negative GABA(A) modulators attenuate the discriminative stimulus effects of benzodiazepines and the neuroactive steroid pregnanolone in rhesus monkeys. | 2005-10 |
|
| Targeted invalidation of CCK2 receptor gene induces anxiolytic-like action in light-dark exploration, but not in fear conditioning test. | 2005-09 |
|
| Bidirectional effects of benzodiazepine binding site ligands on active avoidance acquisition and retention: differential antagonism by flumazenil and beta-CCt. | 2005-07 |
|
| Bidirectional effects of benzodiazepine binding site ligands in the passive avoidance task: differential antagonism by flumazenil and beta-CCt. | 2005-03-30 |
|
| Agonistic effects of the beta-carboline DMCM revealed in GABA(A) receptor gamma 2 subunit F77I point-mutated mice. | 2005-03 |
|
| Electrophysiological properties of mouse horizontal cell GABAA receptors. | 2004-11 |
|
| Compounds exhibiting selective efficacy for different beta subunits of human recombinant gamma-aminobutyric acid A receptors. | 2004-11 |
|
| Bidirectional effects of benzodiazepine binding site ligands in the elevated plus-maze: differential antagonism by flumazenil and beta-CCt. | 2004-10 |
|
| Seizure susceptibility to various convulsant stimuli in dystrophin-deficient mdx mice. | 2004-09 |
|
| Seizure susceptibility to various convulsant stimuli of knockout interleukin-6 mice. | 2004-04 |
|
| Columnar architecture sculpted by GABA circuits in developing cat visual cortex. | 2004-03-12 |
|
| Neuroscience. Blocking plasticity in the visual cortex. | 2004-03-12 |
|
| Identification of a residue in the gamma-aminobutyric acid type A receptor alpha subunit that differentially affects diazepam-sensitive and -insensitive benzodiazepine site binding. | 2004-03 |
|
| Potential pleiotropic effects of Mpdz on vulnerability to seizures. | 2004-02 |
|
| Augmentation of the NO-cGMP cascade induces anxiogenic-like effect in mice. | 2003-12 |
|
| Validation of a modified mirrored chamber sensitive to anxiolytics and anxiogenics in mice. | 2003-09 |
|
| Benzodiazepine agonist and inverse agonist coupling in GABAA receptors antagonized by increased atmospheric pressure. | 2003-05-23 |
|
| Mechanism-based pharmacokinetic/pharmacodynamic modeling of the electroencephalogram effects of GABAA receptor modulators: in vitro-in vivo correlations. | 2003-01 |
|
| Functional characterization of GABA(A) receptors in neonatal hypothalamic brain slice. | 2002-10 |
|
| Contribution of the alpha1-GABA(A) receptor subtype to the pharmacological actions of benzodiazepine site inverse agonists. | 2002-09 |
|
| Stress-induced deoxycorticosterone-derived neurosteroids modulate GABA(A) receptor function and seizure susceptibility. | 2002-05-01 |
|
| Daily treatment with diazepam differentially modifies sensitivity to the effects of gamma-aminobutyric acid(A) modulators on schedule-controlled responding in rhesus monkeys. | 2002-03 |
|
| Pharmacological heterogeneity of gamma-aminobutyric acid receptors during development suggests distinct classes of rat cerebellar granule cells in situ. | 2002-01 |
|
| Evidence for a unique profile of levetiracetam in rodent models of seizures and epilepsy. | 1998-07-24 |
|
| Cocaine: evidence for NMDA-, beta-carboline- and dopaminergic-mediated seizures in mice. | 1998-06-29 |
|
| Hypersusceptibility to DMCM-induced seizures during diazepam withdrawal in mice: evidence for upregulation of NMDA receptors. | 1998-03 |
|
| Anticonvulsant doses of 2-chloro-N6-cyclopentyladenosine, an adenosine A1 receptor agonist, reduce GABAergic transmission in different areas of the mouse brain. | 1993-11 |
|
| Relative anticonvulsant effects of GABAmimetic and GABA modulatory agents. | 1992-11-01 |
|
| [Effects of agonists and antagonists of benzodiazepine, GABA and NMDA receptors, on caffeine-induced seizures in mice]. | 1992-08 |
|
| Yohimbine-induced seizures involve NMDA and GABAergic transmission. | 1992-04 |
|
| Nitrendipine decreases benzodiazepine withdrawal seizures but not the development of benzodiazepine tolerance or withdrawal signs. | 1990-11 |
|
| GABAA-receptor expressed from rat brain alpha- and beta-subunit cDNAs displays potentiation by benzodiazepine receptor ligands. | 1990-08 |
|
| Anticonvulsant action of the beta-carboline abecarnil: studies in rodents and baboon, Papio papio. | 1990-04 |
|
| Comparison of the anticonvulsant activities of ethosuximide, valproate, and a new anticonvulsant, thiobutyrolactone. | 1989-09-01 |
|
| Ro 15-4513, a partial inverse agonist for benzodiazepine recognition sites, has proconflict and proconvulsant effects in the rat. | 1989-01-17 |
|
| Enhanced sensitivity to beta-carboline inverse agonists in rats chronically treated with FG 7142. | 1987-09 |
|
| Different genes specify hyporesponsiveness to seizures induced by caffeine and the benzodiazepine inverse agonist, DMCM. | 1987-07 |
|
| Differential effects of gamma-hexachlorocyclohexane (lindane) on pharmacologically-induced seizures. | 1987-04 |
|
| Coincidence of seizure susceptibility to caffeine and to the benzodiazepine inverse agonist, DMCM, in SWR and CBA inbred mice. | 1987-02 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:04:36 GMT 2025
by
admin
on
Mon Mar 31 19:04:36 GMT 2025
|
| Record UNII |
1309288N1J
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Systematic Name | English | ||
|
Preferred Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
DMCM
Created by
admin on Mon Mar 31 19:04:36 GMT 2025 , Edited by admin on Mon Mar 31 19:04:36 GMT 2025
|
PRIMARY | |||
|
1309288N1J
Created by
admin on Mon Mar 31 19:04:36 GMT 2025 , Edited by admin on Mon Mar 31 19:04:36 GMT 2025
|
PRIMARY | |||
|
DTXSID90896999
Created by
admin on Mon Mar 31 19:04:36 GMT 2025 , Edited by admin on Mon Mar 31 19:04:36 GMT 2025
|
PRIMARY | |||
|
82499-00-1
Created by
admin on Mon Mar 31 19:04:36 GMT 2025 , Edited by admin on Mon Mar 31 19:04:36 GMT 2025
|
PRIMARY | |||
|
104999
Created by
admin on Mon Mar 31 19:04:36 GMT 2025 , Edited by admin on Mon Mar 31 19:04:36 GMT 2025
|
PRIMARY |