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SML1165

Sigma-Aldrich

Talnetant

≥98% (HPLC)

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Synonym(s):
(S)-N-(1-Phenylpropyl)-3-hydroxy-2-phenylquinoline-4-carboxamide, SB-223412
Empirical Formula (Hill Notation):
C25H22N2O2
CAS Number:
174636-32-9
Molecular Weight:
382.45
MDL number:
MFCD00944075
UNSPSC Code:
12352200
PubChem Substance ID:
329825695
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -25 to -31°, c = 0.5 in methanol

color

white to beige

solubility

DMSO: 25 mg/mL, clear

storage temp.

2-8°C

SMILES string

OC(C(C(N[C@H](C1=CC=CC=C1)CC)=O)=C(C=CC=C2)C2=N3)=C3C4=CC=CC=C4

InChI

1S/C25H22N2O2/c1-2-20(17-11-5-3-6-12-17)27-25(29)22-19-15-9-10-16-21(19)26-23(24(22)28)18-13-7-4-8-14-18/h3-16,20,28H,2H2,1H3,(H,27,29)/t20-/m0/s1

InChI key

BIAVGWDGIJKWRM-FQEVSTJZSA-N

Gene Information

human ... TACR3(6870)

Biochem/physiol Actions

Talnetant (SB-223,412) is a highly selective antagonist of neurokinin 3 receptor with a Ki (NK3) = 1 nM >10000 (NK1) >140 (NK2). Neurokinins (tachykinins) are members of a family of at least three neuropeptides, substance P, neurokinin A, and neurokinin B (NKB), with each mediating their biological effects through binding to a preferred G-protein-coupled receptor termed NK1, NK2, or NK3, respectively. All three NK receptors are expressed in regions of the central nervous system that are related to emotion and cognition (i.e., amygdala and hippocampus) and have been linked to various degrees in psychiatric disorders. Neurokinin receptors, including NK3 receptors, are also expressed in the motor and sensory systems of the digestive tract. Talnetant was in clinical trials for both irritable bowel syndrome and schizophrenia.

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.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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