CAS 105431-72-9|Linopirdine(DuP-996)

Introduction:Basic information about CAS 105431-72-9|Linopirdine(DuP-996), including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameLinopirdine(DuP-996)
CAS Number105431-72-9Molecular Weight391.46400
Density1.255 g/cm3Boiling Point655.9ºC at 760 mmHg
Molecular FormulaC26H21N3OMelting Point/
MSDSChineseUSAFlash Point350.5ºC

Names

Name1-phenyl-3,3-bis(pyridin-4-ylmethyl)indol-2-one
SynonymMore Synonyms

Linopirdine(DuP-996) BiologicalActivity

DescriptionLinopirdine (DuP 996) is an orally active, selective M-type K+ current (IM; Kv7; KCNQ Channels) inhibitor with an IC50 of 2.4 μM. Linopirdine is a TRPV1 agonist. Linopirdine, a putative cognition enhancing drug, increases acetylcholine release in rat brain tissue[1][2][3].
Related CatalogSignaling Pathways >>Membrane Transporter/Ion Channel >>TRP ChannelResearch Areas >>Neurological DiseaseSignaling Pathways >>Membrane Transporter/Ion Channel >>Potassium Channel
Target

IC50: 2.4 μM (M-type K+ current)[1]

In VitroLinopirdine (DuP 996) inhibits IC (measured as a medium afterhyperpolarization tail current, ImAHP) with an IC50 of 16.3 μM. Linopirdine (100 μM) weakly inhibits the K+ leak current, IL, the transient outward current, IA, the delayed rectifier, IK, and the slow component of IAHP, by 28, 37, 36 and 52 percent, respectively. The mixed Na+/K+ inward rectifying current, IQ, is essentially unaffected by Linopirdine (IC50>300 μM)[1]. Linopirdine acts as an agonist of TRPV1 (transient receptor potential vanilloid type 1)[3].
In VivoLinopirdine (DuP 996; i.v.; 0.1-6 mg/kg; increasing doses) transiently (10-15 min) and dose-dependently increases MAP by up to 15%[2]. Animal Model: Male Sprague-Dawley rats (300-350 g)[2] Dosage: 0.1, 0.5, 1, 3, 6 mg/kg Administration: 5 intravenous bolus injections of increasing doses Result: Transiently and dose-dependently increases MAP by up to 15%.
References

[1]. Schnee ME, et al. Selectivity of linopirdine (DuP 996), a neurotransmitter release enhancer, in blocking voltage-dependent and calcium-activated potassium currents in hippocampal neurons. J Pharmacol Exp Ther. 1998 Aug;286(2):709-17.

[2]. Nassoiy SP, et al. Kv7 voltage-activated potassium channel inhibitors reduce fluid resuscitation requirements afterhemorrhagic shock in rats. J Biomed Sci. 2017 Jan 17;24(1):8.

[3]. Neacsu C, et al. The M-channel blocker linopirdine is an agonist of the capsaicin receptor TRPV1. J Pharmacol Sci. 2010;114(3):332-40.

Chemical & Physical Properties

Density1.255 g/cm3
Boiling Point655.9ºC at 760 mmHg
Molecular FormulaC26H21N3O
Molecular Weight391.46400
Flash Point350.5ºC
Exact Mass391.16800
PSA46.09000
LogP4.94310
Vapour Pressure4.45E-17mmHg at 25°C
Index of Refraction1.669
InChIKeyYEJCDKJIEMIWRQ-UHFFFAOYSA-N
SMILESO=C1N(c2ccccc2)c2ccccc2C1(Cc1ccncc1)Cc1ccncc1

Safety Information

Personal Protective EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard CodesXi
RIDADRNONH for all modes of transport
HS Code2933790090

Customs

HS Code2933790090
Summary2933790090. other lactams. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:9.0%. General tariff:20.0%

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Synonyms

linopiridine
Dup 996
Linopirdine
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