ISOGUVACINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H9NO2
Molecular Weight	127.1412
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C1=CCNCC1

InChI

InChIKey=KRVDMABBKYMBHG-UHFFFAOYSA-N

InChI=1S/C6H9NO2/c8-6(9)5-1-3-7-4-2-5/h1,7H,2-4H2,(H,8,9)

HIDE SMILES / InChI

Molecular Formula	C6H9NO2
Molecular Weight	127.1412
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
GABA-A receptor; anion channel 202 Target ID: CHEMBL1907607 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19535226	Agonist 2678

PubMed

Title	Date	PubMed
Alternative splicing of a Drosophila GABA receptor subunit gene identifies determinants of agonist potency.	2001	11226707
GABA(B) receptor autoradiography in hippocampal sclerosis associated with human temporal lobe epilepsy.	2001 Jan	11159697
Role of the solitary tract nucleus in mediating nociceptive evoked cardiorespiratory responses.	2001 Jan 14	11270095
Potentiation of GABA(A) receptor agonists by GABA uptake inhibitors in the rat ventral midbrain.	2001 Sep 28	11779025
Novel class of potent 4-arylalkyl substituted 3-isoxazolol GABA(A) antagonists: synthesis, pharmacology, and molecular modeling.	2002 Jun 6	12036354
Characterization of GABA(A) receptor ligands in the rat cortical wedge preparation: evidence for action at extrasynaptic receptors?	2002 Sep	12183325
Pharmacology of GABA(A) receptors exhibiting different levels of spontaneous activity.	2003 Aug 22	12969744
Excitatory actions of endogenously released GABA contribute to initiation of ictal epileptiform activity in the developing hippocampus.	2003 Mar 1	12629188
Differential arithmetic of shunting inhibition for voltage and spike rate in neocortical pyramidal cells.	2003 Oct	14622176
Nociception attenuates parasympathetic but not sympathetic baroreflex via NK1 receptors in the rat nucleus tractus solitarii.	2003 Sep 1	12813142
Modulation of the components of the rat dark-adapted electroretinogram by the three subtypes of GABA receptors.	2003 Sep-Oct	14977332
In vitro effect of gamma-aminobutyric acid on bovine spermatozoa capacitation.	2004 Apr	14991740
Spontaneous REM sleep is modulated by the activation of the pedunculopontine tegmental GABAB receptors in the freely moving rat.	2004 Apr	14702336
Electrophysiological and neurochemical characterization of neurons of the medial preoptic area in Japanese quail (Coturnix japonica).	2004 Dec 17	15542078
Developmental changes in GABAergic actions and seizure susceptibility in the rat hippocampus.	2004 Feb	14984409
Alpha 2- and beta-adrenoceptors differentially modulate GABAA- and GABAB-mediated inhibition of red nucleus neuronal firing.	2004 Feb	14736511
A modeling study suggests complementary roles for GABAA and NMDA receptors and the SK channel in regulating the firing pattern in midbrain dopamine neurons.	2004 Jan	13679411
Activation of single heteromeric GABA(A) receptor ion channels by full and partial agonists.	2004 Jun 1	14990676
Stimulation of TM3 Leydig cell proliferation via GABA(A) receptors: a new role for testicular GABA.	2004 Mar 24	15040802
GABA(A) receptor facilitation of neurokinin release from primary afferent terminals in the rat spinal cord.	2005	15652997
Quinolinic acid toxicity on orexin neurons blocked by gamma aminobutyric acid type A receptor stimulation.	2005 Aug 1	16012340
Dopamine depletion alters responses to glutamate and GABA in the rat subthalamic nucleus.	2005 Feb 8	15671871
Neurokininergic mechanism within the lateral crescent nucleus of the parabrachial complex participates in the heart-rate response to nociception.	2005 Feb 9	15703395
Potent 4-aryl- or 4-arylalkyl-substituted 3-isoxazolol GABA(A) antagonists: synthesis, pharmacology, and molecular modeling.	2005 Jan 27	15658856
Timing of the developmental switch in GABA(A) mediated signaling from excitation to inhibition in CA3 rat hippocampus using gramicidin perforated patch and extracellular recordings.	2007	17910587
Endogenous GABA and glutamate finely tune the bursting of olfactory bulb external tufted cells.	2007 Aug	17567771
Molecular cloning of a GABA receptor subunit from Laodelphax striatella (Fallén) and patch clamp analysis of the homo-oligomeric receptors expressed in a Drosophila cell line.	2007 Dec	18093001
Presynaptic GABAA receptors facilitate GABAergic transmission to dopaminergic neurons in the ventral tegmental area of young rats.	2007 May 1	17303643
Expression of gamma-aminobutyric acid receptor (subtype A) in prostate cancer.	2008	18607852
NKCC1 cotransporter inactivation underlies embryonic development of chloride-mediated inhibition in mouse spinal motoneuron.	2008 Feb 15	18096599
Regulation of cardiac sympathetic afferent reflex by GABA(A) and GABA(B) receptors in paraventricular nucleus in rats.	2008 Jun	18554298
The role of GABA(A) receptors in the control of transient lower oesophageal sphincter relaxations in the dog.	2008 Mar	18204479
Effect of GABA A receptor activation on UT-coupled signaling pathways in rat cortical astrocytes.	2008 May	18355946
"Diversity oriented synthesis" of functionalized chiral tetrahydropyridines: potential GABA receptor agonists and azasugars from natural amino acids via a sequential Baylis-Hillman reaction and RCM protocol.	2008 May-Jun	18410150
Inhibitory actions of the gamma-aminobutyric acid in pediatric Sturge-Weber syndrome.	2009 Aug	19743469
Population patch-clamp electrophysiology analysis of recombinant GABAA alpha1beta3gamma2 channels expressed in HEK-293 cells.	2009 Aug	19556611
Potentiating effect of eszopiclone on GABA(A) receptor-mediated responses in pedunculopontine neurons.	2009 Jul	19639750
Compensatory enhancement of intrinsic spiking upon NKCC1 disruption in neonatal hippocampus.	2009 May 27	19474325
Nucleus of solitary tract mediates cardiac sympathetic afferent reflex in rats.	2009 Nov	19629518
Effects of gamma-aminobutyric acid (GABA) agonists and a GABA uptake inhibitor on pharmacoresistant seizure like events in organotypic hippocampal slice cultures.	2009 Oct	19535226
Control of GABA Release at Mossy Fiber-CA3 Connections in the Developing Hippocampus.	2010	21423487
Molecular characterization of agonists that bind to an insect GABA receptor.	2010 Apr 6	20180551
In the adult hippocampus, chronic nerve growth factor deprivation shifts GABAergic signaling from the hyperpolarizing to the depolarizing direction.	2010 Jan 20	20089897
A dynamic role for GABA receptors on the firing pattern of midbrain dopaminergic neurons.	2010 Jul	20445035
The K+-Cl cotransporter KCC2 promotes GABAergic excitation in the mature rat hippocampus.	2010 May 1	20211979
Loss of leptin receptors on hypothalamic POMC neurons alters synaptic inhibition.	2010 Nov	20844117

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:49:49 GMT 2023` Edited by `admin` on `Fri Dec 15 19:49:49 GMT 2023`
Record UNII	YTF580771Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ISOGUVACINE

Common Name

English

1,2,3,6-TETRAHYDROPYRIDINE-4-CARBOXYLIC ACID

Systematic Name

English

Code System Code Type Description

CAS

64603-90-3