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176199-48-7

176199-48-7 Structure

176199-48-7 Structure
IdentificationBack Directory
[Name]

Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-, (1S,2S,5R,6S)- (9CI)
[CAS]

176199-48-7
[Synonyms]

Eglumegad
Eglumetad
LY 354740
(1S,2S,5R,6S)-2-Aminobicyclo[3.1.0]hexane-2,6-dicarboxylic acid
Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid,2-amino-,(1S,2S,5R,6S)-
Bicyclo[3.1.0]hexane-2,6-dicarboxylicacid, 2-aMino-, [1S-(1a,2b,5a,6a)]-
Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-, (1S,2S,5R,6S)- (9CI)
[Molecular Formula]

C8H11NO4
[MDL Number]

MFCD04113018
[MOL File]

176199-48-7.mol
[Molecular Weight]

185.18
Chemical PropertiesBack Directory
[Melting point ]

270-271 °C
[Boiling point ]

376.4±32.0 °C(Predicted)
[density ]

1.569
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[solubility ]

H2O : 6.33 mg/mL (34.18 mM; Need ultrasonic and warming)
[form ]

Powder
[pka]

2.06±0.40(Predicted)
[color ]

White to off-white
[InChI]

1S/C8H11NO4/c9-8(7(12)13)2-1-3-4(5(3)8)6(10)11/h3-5H,1-2,9H2,(H,10,11)(H,12,13)/t3-,4-,5-,8-/m0/s1
[InChIKey]

VTAARTQTOOYTES-RGDLXGNYSA-N
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Treatment ofgeneral anxiety disorders and smoking cessation (metabotropic glutamate agonist).
[Definition]

ChEBI: Eglumetad is a L-alpha-amino acid.
[Biological Activity]

Highly selective and potent agonist of group II mGlu receptors (EC 50 values are 5.1 and 24.3 nM at mGlu 2 and mGlu 3 receptors respectively and > 100000 nM at mGlu 4 , mGlu 7 , mGlu 1a and mGlu 5a receptors). Displays antianxiety and antiaddictive activity in vivo . Orally and systemically active.
[in vivo]

Eglumegad (LY354740) (15 or 30 mg/kg, i.p.) has no effect on spatial working memory performance in Gria1 / or WT mice, and it has no effect on rewarded alternation testing with a short inter-trial interval in Gria1 / and WT mice at concentration of 30 mg/kg. Eglumegad (LY354740) (15 or 30 mg/kg, i.p.) reduces spontaneous locomotor activity in wild-type and Gria1 / mice[1]. Eglumegad (LY354740) (15 mg/kg, i.p.) dreases novelty-induced hyperlocomotion in naive GluA1-KO and pre-handled GluA1-KO males, but not in females. Eglumegad (LY354740) (15 mg/kg, i.p.) significantly reduces the increased c-Fos expression of GluA1-KO males to the level of WT males, but not in of females[3]. Eglumegad (LY354740) (10 mg/kg, i.p.) attenuates the immobilization stress-induced increase in BDNF mRNA expression in the rat mPFC[4].

[IC 50]

mGluR2R: 5 nM (IC50); mGluR3R: 24 nM (IC50)
[storage]

+4°C
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