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L3042

Sigma-Aldrich

Levocabastine hydrochloride

≥99% (HPLC), solid

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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A Leonardi et al.
The British journal of ophthalmology, 91(12), 1662-1666 (2007-06-23)
This comparative and randomised pilot study assessed the clinical and biological efficacy of Naaxia Sine(R) eye-drops versus levocabastine eye-drops in the treatment of vernal keratoconjunctivitis (VKC). Twenty-three VKC patients were randomised and treated bilaterally for 28 days with N-acetyl-aspartyl-glutamate (NAAGA)
Geneviève Roussy et al.
Molecular pain, 5, 38-38 (2009-07-08)
Central neurotensin (NT) administration results in a naloxone-insensitive antinociceptive response in animal models of acute and persistent pain. Both NTS1 and NTS2 receptors were shown to be required for different aspects of NT-induced analgesia. We recently demonstrated that NTS2 receptors
Ahmed R Qasem et al.
Biochemical pharmacology, 76(6), 751-762 (2008-08-06)
Levocabastine is an antiallergic drug acting as a histamine H1-receptor antagonist. In allergic conjunctivitis (AC), it may also antagonize up-regulation of the intercellular adhesion molecule-1 (ICAM-1) expressed on epithelial conjunctival cells. However, little is known about its effects on eosinophils
Hiroshi Fujishima et al.
Ophthalmologica. Journal international d'ophtalmologie. International journal of ophthalmology. Zeitschrift fur Augenheilkunde, 222(4), 232-239 (2008-05-09)
To evaluate the efficacy of a combined therapy with levocabastine hydrochloride ophthalmic suspension and pemirolast potassium ophthalmic solution compared to single therapy with levocabastine hydrochloride ophthalmic suspension alone. Thirty-two allergic conjunctivitis patients were randomized to combined-treatment (n = 15) or
Kristin E Smith et al.
Behavioural brain research, 232(1), 93-97 (2012-04-17)
Neurotensin (NT) analogs, NT69L, NT72, and NT79, differentially bind the two major neurotensin receptors, NTS1 and NTS2, to elicit effects similar to those of endogenous NT, including analgesia. Previous data strongly suggest NTS2 as the main receptor involved in NT-
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