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L134

Sigma-Aldrich

Linopirdine

≥98% (HPLC)

Synonym(s):

1,3-Dihydro-1-phenyl-3,3-bis(4-pyridinylmethyl)-2H-indol-2-one, DuP 996

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About This Item

Empirical Formula (Hill Notation):
C26H21N3O
CAS Number:
105431-72-9
Molecular Weight:
391.46
MDL number:
MFCD00867216
UNSPSC Code:
12352100
PubChem Substance ID:
57654323
NACRES:
NA.22

Quality Level

100

Assay

≥98% (HPLC)

color

white to off-white

solubility

DMSO: >10 mg/mL
ethanol: 240 mg/mL

SMILES string

O=C1N(c2ccccc2)c3ccccc3C1(Cc4ccncc4)Cc5ccncc5

InChI

1S/C26H21N3O/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

InChI key

YEJCDKJIEMIWRQ-UHFFFAOYSA-N

Gene Information

rat ... Kcnj1(24521)

General description

Linopiridine is a class of drugs that activates the nervous system and enhances the acetylcholine (Ach) in the brain. It can be prepared by reacting oxiindole with 4-picolyl chloride hydrochloride in the presence of a KF-Al2O3 catalyst.

Biochem/physiol Actions

Stimulates release of acetylcholine and other neurotransmitters; cognitive enhancer.

Legal Information

Sold under exclusive license from DuPont.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000364103
0000364103
101M4603V
057K4604

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Olga Zavaritskaya et al.
Hypertension (Dallas, Tex. : 1979), 61(1), 151-159 (2012-11-28)
KCNQ channels have been identified in arterial smooth muscle. However, their role in vasoregulation and chronic vascular diseases remains elusive. We tested the hypothesis that KCNQ channels contribute to periadventitial vasoregulation in peripheral skeletal muscle arteries by perivascular adipose tissue
Motoharu Yoshida et al.
Journal of neurophysiology, 98(5), 2779-2794 (2007-08-31)
The M-current (current through Kv7 channels) is a low-threshold noninactivating potassium current that is suppressed by muscarinic agonists. Recent studies have shown its role in spike burst generation and intrinsic subthreshold theta resonance, both of which are important for memory
Microwave-assisted rapid synthesis of neurotransmitter release enhancer linopiridine and its new analogues
Yadav JS and Reddy BVS
Synthetic Communications, 33(18), 3115-3121 (2003)
Chin-Wei Huang et al.
The international journal of neuropsychopharmacology, 11(5), 597-610 (2008-01-11)
Oxcarbazepine (OXC), one of the newer anti-epileptic drugs, has been demonstrating its efficacy on wide-spectrum neuropsychiatric disorders. However, the ionic mechanism of OXC actions in neurons remains incompletely understood. With the aid of patch-clamp technology, we first investigated the effects
Richardson N Leão et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 29(42), 13353-13364 (2009-10-23)
While the synaptic mechanisms involved in the generation of in vitro network oscillations have been widely studied, little is known about the importance of voltage-gated currents during such activity. Here we study the role of the M-current (I(M)) in the
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