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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000364103
0000364103
101M4603V
057K4604

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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
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
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)
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
Alexander R Mackie et al.
The Journal of pharmacology and experimental therapeutics, 325(2), 475-483 (2008-02-15)
Pressor effects of the vasoconstrictor hormone arginine vasopressin (AVP), observed when systemic AVP concentrations are less than 100 pM, are important for the physiological maintenance of blood pressure, and they are also the basis for therapeutic use of vasopressin to
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