Linopirdine Dihydrochloride | CAS#113168-57-3 | cognitive enhancer

MedKoo Cat#: 562286 | Name: Linopirdine Dihydrochloride

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Linopirdine Dihydrochloride is a cognitive enhancer. It acts by stimulating release of acetylcholine and other neurotransmitters.

Chemical Structure

Linopirdine Dihydrochloride

CAS#113168-57-3 (HCl)

Theoretical Analysis

MedKoo Cat#: 562286

Name: Linopirdine Dihydrochloride

CAS#: 113168-57-3 (HCl)

Chemical Formula: C26H23Cl2N3O

Exact Mass:

Molecular Weight: 464.39

Elemental Analysis: C, 67.25; H, 4.99; Cl, 15.27; N, 9.05; O, 3.45

Price and Availability

Size	Price	Availability
100mg	USD 250.00	2 Weeks
250mg	USD 450.00	2 Weeks
1g	USD 850.00	2 Weeks
2g	USD 1,250.00	2 Weeks

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Related CAS #

113168-57-3 (HCl) 105431-72-9

Synonym

Linopirdine Dihydrochloride; Linopirdine 2HCl; DuP-996 Dihydrochloride; DuP996 Dihydrochloride; DuP 996 Dihydrochloride; DuP-996 2HCl; DuP996 2HCl; DuP 996 2HCl;

IUPAC/Chemical Name

1,3-Dihydro-1-phenyl-3,3-bis(4-pyridinylmethyl)-2H-indol-2-one Dihydrochloride

InChi Key

ZEVVHCGTTNRYOY-UHFFFAOYSA-N

InChi Code

InChI=1S/C26H21N3O.2ClH/c30-25-26(18-20-10-14-27-15-11-20,19-21-12-16-28-17-13-21)23-8-4-5-9-24(23)29(25)22-6-2-1-3-7-22;;/h1-17H,18-19H2;2*1H

SMILES Code

O=C1N(C2=CC=CC=C2)C3=C(C=CC=C3)C1(CC4=CC=NC=C4)CC5=CC=NC=C5.[H]Cl.[H]Cl

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Linopirdine dihydrochloride is a blocker of KV7 (KCNQ) voltage-gated potassium channels.

In vitro activity:

Linopirdine induces increases in intracellular calcium concentration in human embryonic kidney 293 (HEK293) cells expressing TRPV1, but not TRPA1 and TRPM8 or in wild-type HEK293 cells. Linopirdine also activates an inward current in TRPV1-expressing HEK293 cells that is almost completely blocked by the selective TRPV1 antagonist capsazepine. Reference: J Pharmacol Sci. 2010;114(3):332-40. https://pubmed.ncbi.nlm.nih.gov/21099148/

In vivo activity:

Anesthetized male Sprague-Dawley rats were instrumented with arterial and venous catheters for blood pressure monitoring, hemorrhage and fluid resuscitation. Linopirdine transiently (10-15 min) and dose-dependently increased MAP by up to 15%. Reference: J Biomed Sci. 2017 Jan 17;24(1):8. https://pubmed.ncbi.nlm.nih.gov/28095830/

	Solvent	mg/mL	mM
Solubility
	DMSO	46.4	100.00
	Water	46.4	100.00

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 464.39 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Neacsu C, Babes A. The M-channel blocker linopirdine is an agonist of the capsaicin receptor TRPV1. J Pharmacol Sci. 2010;114(3):332-40. doi: 10.1254/jphs.10172fp. PMID: 21099148. 2. Schnee ME, Brown BS. 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. PMID: 9694925. 3. Nassoiy SP, Byron KL, Majetschak M. Kv7 voltage-activated potassium channel inhibitors reduce fluid resuscitation requirements after hemorrhagic shock in rats. J Biomed Sci. 2017 Jan 17;24(1):8. doi: 10.1186/s12929-017-0316-1. PMID: 28095830; PMCID: PMC5240358. 4. Gong SS, Chang Q, Ding J. Inhibition of potassium currents in outer hair cells and Deiters' cells from guinea pig cochlea by linopirdine. Sheng Li Xue Bao. 2004 Aug 25;56(4):531-8. PMID: 15322692.

In vitro protocol:

In vivo protocol:

1. Nassoiy SP, Byron KL, Majetschak M. Kv7 voltage-activated potassium channel inhibitors reduce fluid resuscitation requirements after hemorrhagic shock in rats. J Biomed Sci. 2017 Jan 17;24(1):8. doi: 10.1186/s12929-017-0316-1. PMID: 28095830; PMCID: PMC5240358. 2. Gong SS, Chang Q, Ding J. Inhibition of potassium currents in outer hair cells and Deiters' cells from guinea pig cochlea by linopirdine. Sheng Li Xue Bao. 2004 Aug 25;56(4):531-8. PMID: 15322692.

1: Wickenden AD, Krajewski JL, London B, Wagoner PK, Wilson WA, Clark S, Roeloffs R, McNaughton-Smith G, Rigdon GC. N-(6-chloro-pyridin-3-yl)-3,4-difluoro-benzamide (ICA-27243): a novel, selective KCNQ2/Q3 potassium channel activator. Mol Pharmacol. 2008 Mar;73(3):977-86. Epub 2007 Dec 18. PubMed PMID: 18089837.