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L3042

Sigma-Aldrich

Levocabastine hydrochloride

≥99% (HPLC), solid

Synonym(s):

Levophta, Levostin, R50547, [3S-[1(cis),3α,4β]]-1-[4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-4-piperidinecarboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C26H29N2O2F·HCl
CAS Number:
79547-78-7
Molecular Weight:
456.98
MDL number:
MFCD07787408
UNSPSC Code:
12352200
PubChem Substance ID:
329817402

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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Biochem/physiol Actions

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

Features and Benefits

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.
This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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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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