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E006

Sigma-Aldrich

β-Carboline-3-carboxylic acid N-methylamide

Synonym(s):

β-CCA methylamide, FG-7142, N-Methyl-β-carboline-3-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C13H11N3O
CAS Number:
78538-74-6
Molecular Weight:
225.25
MDL number:
MFCD00055075
UNSPSC Code:
12352106
PubChem Substance ID:
24278181
NACRES:
NA.77

form

solid

Quality Level

100

color

light tan

solubility

DMSO: >10 mg/mL
H2O: insoluble

SMILES string

CNC(=O)c1cc2c(cn1)[nH]c3ccccc23

InChI

1S/C13H11N3O/c1-14-13(17)11-6-9-8-4-2-3-5-10(8)16-12(9)7-15-11/h2-7,16H,1H3,(H,14,17)

InChI key

QMCOPDWHWYSJSA-UHFFFAOYSA-N

Gene Information

human ... BZRAP1(9256)

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Biochem/physiol Actions

Benzodiazepine inverse receptor agonist; potent anxiogenic agent.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Caution

Solutions may be stored for several days at 4 °C.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Robert G Mair et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 28(52), 14293-14300 (2008-12-26)
The rostral intralaminar thalamic nuclei (ILn) are organized to activate pathways originating in medial prefrontal cortex (mPF) that mediate memory-guided responding during alert, wakeful states. Previous studies have shown that rostral ILn or mPF lesions produce deficits in delayed matching
Lotte C Houtepen et al.
Physiology & behavior, 102(1), 105-109 (2010-09-11)
While anxiety models are often based on locomotor activity responses, the stress-induced hyperthermia (SIH) paradigm uses the autonomic stress response by measuring body temperature. The effects of putative anxiogenic compounds in the SIH paradigm are inconclusive in mice and have
Sabrina F Lisboa et al.
The international journal of neuropsychopharmacology, 13(9), 1163-1173 (2010-07-01)
The ventral portion of the medial prefrontal cortex (vMPFC) has been related to the expression of contextual fear conditioning. This study investigated the possible involvement of CB1 receptors in this aversive response. Male Wistar rats were submitted to a contextual
Jee Hyun Kim et al.
Behavioral neuroscience, 123(3), 641-649 (2009-06-03)
A recent finding suggested that when extinction occurs shortly after acquisition, renewal of an extinguished fear response (fear-potentiated startle) to a light conditioned stimulus (CS) is diminished (Myers, Ressler, & Davis, 2006). The present study attempted to extend this finding
Jodi L Lukkes et al.
Physiology & behavior, 107(5), 719-725 (2012-05-16)
Previous studies have found that adolescent social isolation of rats can lead to an increased anxiety state during adulthood, while chronic anxiety states are associated with dysregulated local GABAergic inhibition within the basolateral amygdala (BL). Therefore, we investigated the effects
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