L3042

Sigma-Aldrich

Levocabastine hydrochloride

≥99% (HPLC), solid

Synonym(s):
[3S-[1(cis),3α,4β]]-1-[4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-4-piperidinecarboxylic acid, Levophta, Levostin, R50547
Empirical Formula (Hill Notation):
C26H29N2O2F·HCl
CAS Number:
Molecular Weight:
456.98
MDL number:
PubChem Substance ID:

Quality Level

assay

≥99% (HPLC)

form

solid

color

white

solubility

DMSO: soluble ~10 mg/mL

originator

Johnson & Johnson

SMILES string

Cl[H].C[C@@H]1CN(CC[C@]1(C(O)=O)c2ccccc2)[C@@H]3CC[C@@](CC3)(C#N)c4ccc(F)cc4

InChI

1S/C26H29FN2O2.ClH/c1-19-17-29(16-15-26(19,24(30)31)21-5-3-2-4-6-21)23-11-13-25(18-28,14-12-23)20-7-9-22(27)10-8-20;/h2-10,19,23H,11-17H2,1H3,(H,30,31);1H/t19-,23-,25-,26-;/m1./s1

InChI key

OICFWWJHIMKBCD-VALQNVSPSA-N

Gene Information

human ... HRH1(3269)

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Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

Non-peptide histamine H1 receptor antagonist; neurotensin NTS2 receptor ligand.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Certificate of Analysis

Certificate of Origin

M Boules et al.
Brain research, 1294, 22-28 (2009-08-05)
Neurotensin (NT) is a neuropeptide with antinociceptive effects that are mediated through NT receptors, of which there are three known subtypes (NTS1, NTS2, and NTS3). Morphine is a mu-opioid receptor agonist commonly used for pain treatment but is associated with...
J M Botto et al.
Neuroscience letters, 223(3), 193-196 (1997-02-28)
The effect of the drug SR 48692 on the Ca(2+)-activated Cl- current induced by neurotensin on Xenopus oocytes injected with cRNAs encoding rodent high and low affinity neurotensin receptors, was examined. In this receptor expression system, SR 48692 failed to...
I-Ching Hou et al.
Journal of neurochemistry, 119(4), 785-790 (2011-09-08)
β-Lactotensin (His-Ile-Arg-Leu) is a bioactive peptide derived from bovine milk β-lactoglobulin, acting as a natural agonist for neurotensin receptors. We found that β-lactotensin exhibited anxiolytic-like activity in an elevated plus-maze test after its intraperitoneal (i.p.) administration in mice. β-Lactotensin was...
Pascal Tétreault et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 27(9), 3741-3752 (2013-06-13)
Management of painful peripheral neuropathies remains challenging, since patients with chronic pain respond poorly to the available pharmacopeia. In recent years, the G-protein-coupled receptor neurotensin (NT) type 2 (NTS2) emerged as an attractive target for treating transitory pain states. To...
A Schotte et al.
Naunyn-Schmiedeberg's archives of pharmacology, 333(4), 400-405 (1986-08-01)
Levocabastine is a potent antihistamine drug, structurally unrelated to neurotensin. In rat and mouse brain but not in other animal species, it inhibited 60% of the [3H]neurotensin binding displaced by unlabelled neurotensin or neurotensin(8-13). The levocabastine-sensitive site or "site 1"...

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