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Merck

SML0278

Sigma-Aldrich

SR 48692

≥98% (HPLC)

Synonym(e):

2-[[[1-(7-Chloro-4-quinolinyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl]amino]-tricyclo[3.3.1.13,7]decane-2-carboxylic acid, Meclinertant

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About This Item

Empirische Formel (Hill-System):
C32H31ClN4O5
CAS-Nummer:
Molekulargewicht:
587.07
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Farbe

white to beige

Löslichkeit

DMSO: ≥2 mg/mL (warmed)

Lagertemp.

−20°C

SMILES String

COc1cccc(OC)c1-c2cc(nn2-c3ccnc4cc(Cl)ccc34)C(=O)NC5(C6CC7CC(C6)CC5C7)C(O)=O

InChI

1S/C32H31ClN4O5/c1-41-27-4-3-5-28(42-2)29(27)26-16-24(36-37(26)25-8-9-34-23-15-21(33)6-7-22(23)25)30(38)35-32(31(39)40)19-11-17-10-18(13-19)14-20(32)12-17/h3-9,15-20H,10-14H2,1-2H3,(H,35,38)(H,39,40)

InChIKey

DYLJVOXRWLXDIG-UHFFFAOYSA-N

Angaben zum Gen

human ... NTSR1(4923)

Anwendung

SR 48692 has been used as a neurotensin high-affinity receptor 1 (NTSR1) antagonist:
  • to explore the function of NTSR1 in glioblastoma (GBM) cells
  • to determine the roles of neurotensin (NT) in the regulation of bile acid (BA) uptake, in vivo
  • to explore the involvement of NTSR1 versus NTSR2 in mice

Biochem./physiol. Wirkung

SR 48692 is a high affinity, orally bioavailable and selective nonpeptide NT1 neurotensin receptor antagonist that antagonizes neurotensin-induced calcium mobilization with a pA2 of 8.13 in HT-29 human colon carcinoma cell line, and blocks the ability of neurotensin to increase GABA levels in the prefrontal cortex.

Leistungsmerkmale und Vorteile

This compound is featured on the Neurotensin Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Kristóf László et al.
Behavioural brain research, 208(2), 430-435 (2009-12-29)
In the central nervous system neurotensin (NT) acts as a neurotransmitter and neuromodulator. It was shown that NT has positive reinforcing effects after its direct microinjection into the ventral tegmental area. The central nucleus of amygdala (CeA), part of the
C Jomphe et al.
The European journal of neuroscience, 24(10), 2789-2800 (2006-11-23)
Several lines of evidence suggest a close association between dopamine (DA) and neurotensin (NT) systems in the CNS. Indeed, in the rodent brain, abundant NT-containing fibres are found in DA-rich areas such as the ventral tegmental area and substantia nigra.
Kristóf László et al.
Behavioural brain research, 226(2), 597-600 (2011-09-29)
Tridecapeptide neurotensin (NT) acts as a neurotransmitter and/or neuromodulator and plays a role in learning and reinforcement. The central nucleus of amygdala (CeA), which is relatively rich in NT and neurotensin-1 receptors (NTS1), participates in the regulation of memory and
James B Thomas et al.
Bioorganic & medicinal chemistry letters, 19(5), 1438-1441 (2009-02-07)
In a search for nonpeptide agonists for the neurotensin receptor (NTR1), we replaced the adamantyl amino acid moiety found in the antagonist SR48692 (1a) with leucine and related alpha-alkylamino acids found in peptide agonists. When tested in a calcium mobilization
Polina Petkova-Kirova et al.
Brain research bulletin, 77(2-3), 129-135 (2008-08-30)
The effects of the peptide transmitter neurotensin (NT) on the release of acetylcholine (ACh), gamma-aminobutyric acid (GABA), glutamate (Glu), aspartate (Asp), and taurine from the prefrontal cortex (PFC) of freely moving rats were studied by transversal microdialysis. Neurotensin (0.2 and

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