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F4429

FAUC 213

Name: FAUC 213
Brand: SIGMA

≥98% (HPLC), solid

Synonym(s):

2-[4-(4-Chlorophenyl)piperazin-1-ylmethyl]pyrazolo[1,5-a]pyridine

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₁₉ClN₄

CAS Number:

337972-47-1

Molecular Weight:

326.82

MDL number:

MFCD06798338

UNSPSC Code:

12352200

PubChem Substance ID:

24894864

NACRES:

NA.77

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assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: ~24 mg/mL (with warming up to 60 °C)
H₂O: insoluble

storage temp.

2-8°C

SMILES string

Clc1ccc(cc1)N2CCN(CC2)Cc3cc4ccccn4n3

InChI

1S/C18H19ClN4/c19-15-4-6-17(7-5-15)22-11-9-21(10-12-22)14-16-13-18-3-1-2-8-23(18)20-16/h1-8,13H,9-12,14H2

InChI key

DTRXURJDKOYCCD-UHFFFAOYSA-N

Gene Information

human ... DRD2(1813) , DRD3(1814) , DRD4(1815)

Application

FAUC 213 has been used as a selective dopamine receptor D4-R antagonist:

to test its effect on the expression of luteinizing hormone in eel pituitary primary cell culture[1]
to test its effect on bupropion induced hypophagia and locomotion in rats[2]
to test its modulatory effects on rat basolateral amygdala in the presence of dopamine[3]

Biochem/physiol Actions

FAUC 213 displays antipsychotic properties and may be of use in studies related to behavioral neurobiology and neurochemistry.[4]

Highly selective D₄ dopamine receptor full antagonist

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

084K4630

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Functional Characterisation of Eel Dopamine D2 Receptors and Involvement in the Direct Inhibition of Pituitary Gonadotrophins.

C Jolly et al.

Journal of neuroendocrinology, 28(9) (2016-07-28)

In various vertebrate species, dopamine (DA) exerts an inhibitory action on reproduction. In the European eel, DA plays a pivotal role in the inhibitory control of gonadotroph function and the blockade of puberty. In vivo studies have suggested that this

Dopaminergic modulation of oscillatory network inhibition in the rat basolateral amygdala depends on initial activity state.

Hironori Ohshiro et al.

Neuropharmacology, 61(4), 857-866 (2011-06-21)

The amygdala receives dopaminergic innervation, and dopamine (DA) enhances various activities in cognitive and emotional behaviors. Periodic bursts of spontaneous inhibitory postsynaptic currents (IPSCs) with a low (<1 Hz) inter-event frequency have been observed in projection neurons of the basolateral

Blocking alpha2A adrenoceptors, but not dopamine receptors, augments bupropion-induced hypophagia in rats.

Janhunen, et al.

Obesity (Silver Spring, Md.), 21, E700-E708 (2017)

FAUC 213, a highly selective dopamine D4 receptor full antagonist, exhibits atypical antipsychotic properties in behavioural and neurochemical models of schizophrenia.

Frank Boeckler et al.

Psychopharmacology, 175(1), 7-17 (2004-03-10)

2-[4-(4-Chlorophenyl)piperazin-1-ylmethyl]pyrazolo[1,5-a]pyridine (FAUC 213) is a highly selective antagonist at the dopamine D(4) receptor subtype. It was designed as a derivative of two partial antagonists and has been proven to be a complete antagonist in mitogenesis assay. In the present study

Rationally based efficacy tuning of selective dopamine d4 receptor ligands leading to the complete antagonist 2-[4-(4-chlorophenyl)piperazin-1-ylmethyl]pyrazolo[1,5-a]pyridine (FAUC 213).

S Löber et al.

Journal of medicinal chemistry, 44(17), 2691-2694 (2001-08-10)

Structure dependent efficacy studies in the field of selective D4 ligands led to the 2-aminomethyl substituted azaindole 2 (FAUC 213) that displayed strong D4 binding, high subtype selectivity, and complete antagonist properties in ligand-induced mitogenesis experiments. According to our schematic

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