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Etifoxine

CAS No.:
21715-46-8
Catalog Number:
AG00BEBA
Molecular Formula:
C17H17ClN2O
Molecular Weight:
300.7827
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥98%
1 week
United States
$153
- +
10mg
99%
1 week
United States
$196
- +
25mg
≥98%
1 week
United States
$393
- +
50mg
99%
1 week
United States
$529
- +
100mg
99%
1 week
United States
$904
- +
Product Description
Catalog Number:
AG00BEBA
Chemical Name:
Etifoxine
CAS Number:
21715-46-8
Molecular Formula:
C17H17ClN2O
Molecular Weight:
300.7827
MDL Number:
MFCD00868190
IUPAC Name:
6-chloro-N-ethyl-4-methyl-4-phenyl-1H-3,1-benzoxazin-2-imine
InChI:
InChI=1S/C17H17ClN2O/c1-3-19-16-20-15-10-9-13(18)11-14(15)17(2,21-16)12-7-5-4-6-8-12/h4-11H,3H2,1-2H3,(H,19,20)
InChI Key:
IBYCYJFUEJQSMK-UHFFFAOYSA-N
SMILES:
CCNC1=Nc2ccc(cc2C(O1)(C)c1ccccc1)Cl
EC Number:
630-330-6
Properties
Complexity:
394  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
300.103g/mol
Formal Charge:
0
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
300.786g/mol
Monoisotopic Mass:
300.103g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
33.6A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
4.1  
Literature
Title Journal
Translocator protein (18 kDa) as a target for novel anxiolytics with a favourable side-effect profile. Journal of neuroendocrinology 20120101
Axonal regeneration and neuroinflammation: roles for the translocator protein 18 kDa. Journal of neuroendocrinology 20120101
Progesterone synthesis in the nervous system: implications for myelination and myelin repair. Frontiers in neuroscience 20120101
In vitro metabolism of tiletamine, zolazepam and nonbenzodiazepine sedatives: Identification of target metabolites for equine doping control. Drug testing and analysis 20111001
Differential effects of etifoxine on anxiety-like behaviour and convulsions in BALB/cByJ and C57BL/6J mice: any relation to overexpression of central GABAA receptor beta2 subunits? European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20110601
Comparative Analysis of Gelsemine and Gelsemium sempervirens Activity on Neurosteroid Allopregnanolone Formation in the Spinal Cord and Limbic System. Evidence-based complementary and alternative medicine : eCAM 20110101
Progesterone prevents development of neuropathic pain in a rat model: Timing and duration of treatment are critical. Journal of pain research 20110101
Acupuncture Attenuates Anxiety-Like Behavior by Normalizing Amygdaloid Catecholamines during Ethanol Withdrawal in Rats. Evidence-based complementary and alternative medicine : eCAM 20110101
Neurosteroids and GABA(A) Receptor Interactions: A Focus on Stress. Frontiers in neuroscience 20110101
Effects and Mechanisms of 3α,5α,-THP on Emotion, Motivation, and Reward Functions Involving Pregnane Xenobiotic Receptor. Frontiers in neuroscience 20110101
Neurosteroids as neuromodulators in the treatment of anxiety disorders. Frontiers in endocrinology 20110101
Role of neuroactive steroids in the peripheral nervous system. Frontiers in endocrinology 20110101
Implication of 5-HT2 receptor subtypes in the mechanism of action of the GABAergic compound etifoxine in the four-plate test in Swiss mice. Behavioural brain research 20100402
Limiting activity at beta1-subunit-containing GABAA receptor subtypes reduces ataxia. The Journal of pharmacology and experimental therapeutics 20100301
Reduction and prevention of vincristine-induced neuropathic pain symptoms by the non-benzodiazepine anxiolytic etifoxine are mediated by 3alpha-reduced neurosteroids. Pain 20091215
Etifoxine (Stresam) for chemotherapy-induced pain? Pain 20091215
General unknown screening procedure for the characterization of human drug metabolites in forensic toxicology: applications and constraints. Journal of separation science 20090901
Preventive and curative effects of etifoxine in a rat model of brain oedema. Clinical and experimental pharmacology & physiology 20090701
The anxiolytic etifoxine protects against convulsant and anxiogenic aspects of the alcohol withdrawal syndrome in mice. Alcohol (Fayetteville, N.Y.) 20090501
Adjustment Disorder: epidemiology, diagnosis and treatment. Clinical practice and epidemiology in mental health : CP & EMH 20090101
[Lymphocytic colitis probably due to etifoxine. A case with relapse after reintroduction]. Therapie 20090101
[Pathomorphosis of anxiety disorder in patients with intestinal dysbiosis]. Eksperimental'naia i klinicheskaia gastroenterologiia = Experimental & clinical gastroenterology 20090101
Investigation of the anticonvulsive effect of acute immobilization stress in anxious Balb/cByJ mice using GABA A-related mechanistic probes. Psychopharmacology 20080501
[Etifoxine: a new look at the GABA receptor and anxiety]. L'Encephale 20080401
Neurosteroid allopregnanolone mediates anxiolytic effect of etifoxine in rats. Brain research 20071212
Lack of interaction between etifoxine and CRF1 and CRF2 receptors in rodents. Neuroscience research 20060901
Anxiolytics, hypnotics, and antidepressants dispensed to adolescents in a French region in 2002. Pharmacoepidemiology and drug safety 20060701
Efficacy of etifoxine compared to lorazepam monotherapy in the treatment of patients with adjustment disorders with anxiety: a double-blind controlled study in general practice. Human psychopharmacology 20060401
The anxiolytic etifoxine activates the peripheral benzodiazepine receptor and increases the neurosteroid levels in rat brain. Pharmacology, biochemistry, and behavior 20051201
Effects of etifoxine on stress-induced hyperthermia, freezing behavior and colonic motor activation in rats. Physiology & behavior 20041015
Effects of stress and etifoxine on pentobarbital-induced loss of righting reflex in Balb/cByJ and C57BL/6J mice. Neuroscience letters 20031219
[Etifoxine chlorhydrate-induced acute hepatitis]. Gastroenterologie clinique et biologique 20031101
The modulatory effects of the anxiolytic etifoxine on GABA(A) receptors are mediated by the beta subunit. Neuropharmacology 20030901
Effects of etifoxine on ligand binding to GABA(A) receptors in rodents. Neuroscience research 20021001
A double blind parallel group placebo controlled comparison of sedative and mnesic effects of etifoxine and lorazepam in healthy subjects [corrected]. Fundamental & clinical pharmacology 20010601
Functional modulation of gamma-aminobutyric acid(A) receptors by etifoxine and allopregnanolone in rodents. Neuroscience letters 20010406
Etifoxine: evaluation of its anticonvulsant profile in mice in comparison with sodium valproate, phenytoin and clobazam. Arzneimittel-Forschung 19850101
Properties