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 203 Target ID: CHEMBL1907607 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19535226	Agonist 2752

PubMed

Title	Date	PubMed
Loss of leptin receptors on hypothalamic POMC neurons alters synaptic inhibition.	2010-11	20844117
A dynamic role for GABA receptors on the firing pattern of midbrain dopaminergic neurons.	2010-07	20445035
The K+-Cl cotransporter KCC2 promotes GABAergic excitation in the mature rat hippocampus.	2010-05-01	20211979
Molecular characterization of agonists that bind to an insect GABA receptor.	2010-04-06	20180551
In the adult hippocampus, chronic nerve growth factor deprivation shifts GABAergic signaling from the hyperpolarizing to the depolarizing direction.	2010-01-20	20089897
Control of GABA Release at Mossy Fiber-CA3 Connections in the Developing Hippocampus.	2010	21423487
Nucleus of solitary tract mediates cardiac sympathetic afferent reflex in rats.	2009-11	19629518
Effects of gamma-aminobutyric acid (GABA) agonists and a GABA uptake inhibitor on pharmacoresistant seizure like events in organotypic hippocampal slice cultures.	2009-10	19535226
Inhibitory actions of the gamma-aminobutyric acid in pediatric Sturge-Weber syndrome.	2009-08	19743469
Population patch-clamp electrophysiology analysis of recombinant GABAA alpha1beta3gamma2 channels expressed in HEK-293 cells.	2009-08	19556611
Potentiating effect of eszopiclone on GABA(A) receptor-mediated responses in pedunculopontine neurons.	2009-07	19639750
Compensatory enhancement of intrinsic spiking upon NKCC1 disruption in neonatal hippocampus.	2009-05-27	19474325
Regulation of cardiac sympathetic afferent reflex by GABA(A) and GABA(B) receptors in paraventricular nucleus in rats.	2008-06	18554298
Effect of GABA A receptor activation on UT-coupled signaling pathways in rat cortical astrocytes.	2008-05	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.	2008-04-16	18410150
The role of GABA(A) receptors in the control of transient lower oesophageal sphincter relaxations in the dog.	2008-03	18204479
NKCC1 cotransporter inactivation underlies embryonic development of chloride-mediated inhibition in mouse spinal motoneuron.	2008-02-15	18096599
Expression of gamma-aminobutyric acid receptor (subtype A) in prostate cancer.	2008	18607852
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.	2007-12	18093001
Differential baroreflex control of sympathetic drive by angiotensin II in the nucleus tractus solitarii.	2007-11	17804587
The neurotransmitter GABA is a potent inhibitor of the stromal cell-derived factor-1alpha induced migration of adult CD133+ hematopoietic stem and progenitor cells.	2007-10	17999603
Endogenous GABA and glutamate finely tune the bursting of olfactory bulb external tufted cells.	2007-08	17567771
Presynaptic GABAA receptors facilitate GABAergic transmission to dopaminergic neurons in the ventral tegmental area of young rats.	2007-05-01	17303643
Differences in kinetics of structurally related competitive GABA(A) receptor antagonists.	2007-03	17125806
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
Shunting and hyperpolarizing GABAergic inhibition in the high-potassium model of ictogenesis in the developing rat hippocampus.	2007	17294460
A spinal vasopressinergic mechanism mediates hyperosmolality-induced sympathoexcitation.	2006-10-15	16873404
The Kölliker-Fuse nucleus gates the postinspiratory phase of the respiratory cycle to control inspiratory off-switch and upper airway resistance in rat.	2006-08	16930433
Modulation of GABAergic synaptic transmission by terminal nicotinic acetylcholine receptors in the central autonomic nucleus of the neonatal rat spinal cord.	2006-07	16678861
Subthalamic stimulation evokes complex EPSCs in the rat substantia nigra pars reticulata in vitro.	2006-06-15	16613871
GABA-induced calcium signaling in cultured enteric neurons is reinforced by activation of cholinergic pathways.	2006-05-12	16446040
Chloride-sensitive MEQ fluorescence in chick embryo motoneurons following manipulations of chloride and during spontaneous network activity.	2006-01	16192339
Anticonvulsant action of GABA in the high potassium-low magnesium model of ictogenesis in the neonatal rat hippocampus in vivo and in vitro.	2005-10	16000527
Quinolinic acid toxicity on orexin neurons blocked by gamma aminobutyric acid type A receptor stimulation.	2005-08-01	16012340
Centrally-mediated antinociceptive actions of GABA(A) receptor agonists in the rat spared nerve injury model of neuropathic pain.	2005-06-01	15936014
Respiratory rhythm entrainment by somatic afferent stimulation.	2005-02-23	15728836
Neurokininergic mechanism within the lateral crescent nucleus of the parabrachial complex participates in the heart-rate response to nociception.	2005-02-09	15703395
Dopamine depletion alters responses to glutamate and GABA in the rat subthalamic nucleus.	2005-02-08	15671871
Mechanisms of hyperpolarizing effect of GABA on resting potential of the Lumbricus terrestris muscular wall somatic cells.	2005-02	16027820
Potent 4-aryl- or 4-arylalkyl-substituted 3-isoxazolol GABA(A) antagonists: synthesis, pharmacology, and molecular modeling.	2005-01-27	15658856
Insights into GABA receptor signalling in TM3 Leydig cells.	2005	16276116
GABA(A) receptor facilitation of neurokinin release from primary afferent terminals in the rat spinal cord.	2005	15652997
Electrophysiological and neurochemical characterization of neurons of the medial preoptic area in Japanese quail (Coturnix japonica).	2004-12-17	15542078
GABA(A) agonists and partial agonists: THIP (Gaboxadol) as a non-opioid analgesic and a novel type of hypnotic.	2004-10-15	15451401
Calcium-independent inhibition of GABA(A) current by caffeine in hippocampal slices.	2004-08-06	15246859
Activation of single heteromeric GABA(A) receptor ion channels by full and partial agonists.	2004-06-01	14990676
In vitro effect of gamma-aminobutyric acid on bovine spermatozoa capacitation.	2004-04	14991740
Stimulation of TM3 Leydig cell proliferation via GABA(A) receptors: a new role for testicular GABA.	2004-03-24	15040802
Modulation of the components of the rat dark-adapted electroretinogram by the three subtypes of GABA receptors.	2004-02-24	14977332
Developmental changes in GABAergic actions and seizure susceptibility in the rat hippocampus.	2004-02	14984409

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:58:05 GMT 2025` Edited by `admin` on `Mon Mar 31 19:58:05 GMT 2025`
Record UNII	YTF580771Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

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

Preferred Name

English

ISOGUVACINE

Common Name

English

Code System Code Type Description

CAS

64603-90-3