levocabastine

Modify Date: 2024-01-02 10:17:30

levocabastine Structure
levocabastine structure
Common Name levocabastine
CAS Number 79516-68-0 Molecular Weight 420.51900
Density 1.23 g/cm3 Boiling Point 589.9ºC at 760 mmHg
Molecular Formula C26H29FN2O2 Melting Point N/A
MSDS N/A Flash Point 310.5ºC

 Use of levocabastine


Levocabastine (R 50547) is a potent and selective histamine H1-receptor antagonist. Levocabastine hydrochloride is also a selective, high affinity neurotensin receptor subtype 2 (NTR2) antagonist, with a Ki of 17 nM for mNTR2. Levocabastine can act as a VLA-4 antagonist, interferes with conjunctival eosinophil infiltration in allergic conjunctivitis (AC)[1][2][3].

 Names

Name (3S,4R)-1-[4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenylpiperidine-4-carboxylic acid
Synonym More Synonyms

 levocabastine Biological Activity

Description Levocabastine (R 50547) is a potent and selective histamine H1-receptor antagonist. Levocabastine hydrochloride is also a selective, high affinity neurotensin receptor subtype 2 (NTR2) antagonist, with a Ki of 17 nM for mNTR2. Levocabastine can act as a VLA-4 antagonist, interferes with conjunctival eosinophil infiltration in allergic conjunctivitis (AC)[1][2][3].
Related Catalog
Target

H1 Receptor

α4β1

NTR2:17 nM (Ki)

In Vitro Levocabastine (0-1000 μM; HEK-293 cells) causes inhibition of 125I-FN binding to the SPA bead-associated α4β1 integrin in a concentration-dependent manner with an IC50 of 406.2μm[3]. Levocabastine (0-1000 μM; 30 min; Jurkat cells and EoL-1 cells) inhibits α4β1 integrin/VCAM-1-mediated cell adhesion in vitro. Levocabastine inhibits α4β1 integrindependent adhesion of Jurkat cells to VCAM-1 with an IC50 of 395.6 μM, and the adhesion of EoL-1 cells with an IC50 of 403.6 μM. Moreover, Levocabastine inhibits adhesion of human eosinophils to VCAM-1-coated wells (IC50=443.7 μM)[3].
In Vivo Levocabastine (R 50547; 0.25 mg/kg; i.p.; twice a day for five days; guinea-pig with Parainfluenza-3 (PI-3) virus) inhibits the virus-induced airway hyperresponsiveness[1]. Levocabastine (0.05 mg/kg; i.p.; once; male C57BL/6J mice) blocks anti-stress effect ofβ-LT on mouse behavior[2]. Levocabastine (500 µg/eye; drops eye; once; ovalbumin-sensitized guinea pigs) induces allergic conjunctivitis (AC) and a significant increase of conjunctival VLA-4[3]. Animal Model: Guinea-pig with Parainfluenza-3 (PI-3) virus[1] Dosage: 0.25 mg/kg Administration: Intraperitoneal injection; twice a day for five days Result: Suppressed the influx of broncho-alveolar cells and increased in albumin content. Animal Model: Male C57BL/6J mice (8-9 weeks old)[2] Dosage: 0.05 mg/kg; 30 mg/kg (β-LT) Administration: Intraperitoneal injection; once Result: Blocked the anxiolytic effect of β-LT and decreased the number of head-dips. Animal Model: Ovalbumin-sensitized guinea pigs[3] Dosage: 500 µg/eye Administration: drops eye, once Result: Produced a noteworthy protection from allergic conjunctivitis (AC) and prevented the conjuctival elevation of VLA-4 as well as conjunctival eosinophil infiltration.

 Chemical & Physical Properties

Density 1.23 g/cm3
Boiling Point 589.9ºC at 760 mmHg
Molecular Formula C26H29FN2O2
Molecular Weight 420.51900
Flash Point 310.5ºC
Exact Mass 420.22100
PSA 64.33000
LogP 4.83198
Index of Refraction 1.606

 Synonyms

Levocabastin
Livostin
Levocabastina [Spanish]
Levocabastinum
levocabastine
Levocabastina
Livostin (TN)
levocobastine
Levocabastinum [Latin]
Levocabastine [INN:BAN]
UNII-H68BP06S81