1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDE

Product Name: 1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDE
CAS No.: 105431-72-9
Chemical Name: 1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDE
Synonyms: linopiridine;Linopirdine2HCl;LINOPIRDINE (DUP996);LINOPIRDINE DIHYDROCHLORIDE;1-Phenyl-3,3-bis(pyridin-4-ylmethyl)indol-2-one;1-phenyl-3,3-bis(pyridin-4-ylmethyl)indolin-2-one;1-Phenyl-3,3-bis(4-pyridinylmethyl)-2,3-dihydro-1H-indole-2-one;2H-Indol-2-one, 1,3-dihydro-1-phenyl-3,3-bis(4-pyridinylmethyl)-;1-Phenyl-3,3-bis(pyridin-4-ylmethyl)indolin-2-one dihydrochloride;1-phenyl-3,3-bis[(pyridin-4-yl)methyl]-2,3-dihydro-1H-indol-2-one
CBNumber: CB6283722
Molecular Formula: C26H21N3O
Formula Weight: 391.46
MOL File: 105431-72-9.mol

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1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDE Property

Melting point:: 186-186.5 °C
Boiling point:: 655.9±50.0 °C(Predicted)
Density: 1?+-.0.06 g/cm3(Predicted)
storage temp.: Desiccate at RT
solubility: DMSO: >10mg/mL
pka: 6.01±0.10(Predicted)
form: A crystalline solid
color: white to off-white

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: L134
Product name: Linopirdine
Purity: ≥98% (HPLC)
Packaging: 10mg
Price: $229
Updated: 2024/03/01

Sigma-Aldrich

Product number: L134
Product name: Linopirdine
Purity: ≥98% (HPLC)
Packaging: 50mg
Price: $915
Updated: 2024/03/01

Cayman Chemical

Product number: 19547
Product name: Linopirdine
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 19547
Product name: Linopirdine
Packaging: 5mg
Price: $121
Updated: 2024/03/01

Cayman Chemical

Product number: 19547
Product name: Linopirdine
Packaging: 10mg
Price: $195
Updated: 2024/03/01

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1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDE Chemical Properties,Usage,Production

Description

Linopirdine is an enhancer of the stimulus-evoked but not basal release of several neurotransmitters, including acetylcholine, dopamine, serotonin, and glutamate. It increases acetylcholine release in rat hippocampal CA1 neurons by blocking voltage-gated, calcium-activated and leak (M-type; K_v7.2/7.3; KCNQ2/3) K⁺ current with an IC₅₀ value of 2.4 μM. Inhibition of M-channels is reported to result in the depolarization of CA3 pyramidal neurons and activated presynaptic voltage-gated P/Q- and N-type calcium channels, which leads to Ca²⁺ influx and increased neurotransmitter release. Linopirdine has been shown to produce a number of effects including EEG patterns of enhanced vigilance, induction of c-fos expression in cerebral cortex, reduction of the increase of cerebral glucose utilization induced by hypoxia, and improved performance in animal models of learning and memory. Linopirdine has also been identified as an agonist of transient receptor potential vanilloid type 1 (EC₅₀ = 115 μM in HEK293 cells voltage clamped at -60 mV).

Uses

Alzheimer’s disease treatment (cognition enhancer).

Definition

ChEBI: Linopirdine is a member of indoles.

Biological Activity

Blocker of KCNQ voltage-gated potassium channels; blocks KCNQ2+3/M-currents (IC 50 = 4-7 μ M) and KCNQ1 homomeric channels (IC 50 = 8.9 μ M). Augments hippocampal ACh release and is a cognitive enhancer following oral administration in vivo .

1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDE Suppliers

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105431-72-9, 1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDERelated Search:

Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate 1,3-DIMETHYLINDOLIN-2-ONE 4-PYRIDINEPROPANAMINE 4-(2-aminophenethyl)pyridine 4-Pyridinepropanamine,beta-methyl-,(betaS)-(9CI) 4-Pyridinepropanamine,beta-methyl-,(betaR)-(9CI) N1,N1-DIMETHYL-3-(4-PYRIDYL)PROPAN-1-AMINE 1-PHENYL-2,3-DIHYDRO-1H-INDOLE 3-Pyridinepropanamine dihydrochloride 4,4'-Trimethylenedipyridine 4-PYRIDINEPROPANAMINE MONOHYDROCHLORIDE 4-ISOBUTYL-PYRIDINE 1-Phenyloxindole 1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDE 4-phenethylpyridine 3-METHYL-1-PHENYLINDOLIN-2-ONE

LINOPIRDINE DIHYDROCHLORIDE

1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDE

LINOPIRDINE (DUP996)

Linopirdine2HCl

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

1,3-Dihydro-1-Phenyl-3,3-Bis(4-Pyridinylmethyl)-2H-Indol-2-One(WXC03502)

1-Phenyl-3,3-bis(4-pyridinylmethyl)-2,3-dihydro-1H-indole-2-one

1-phenyl-3,3-bis(pyridin-4-ylmethyl)indolin-2-one

linopiridine

1-Phenyl-3,3-bis(pyridin-4-ylmethyl)indolin-2-one dihydrochloride

2H-Indol-2-one, 1,3-dihydro-1-phenyl-3,3-bis(4-pyridinylmethyl)-

1-Phenyl-3,3-bis(pyridin-4-ylmethyl)indol-2-one

Kv7,enhancing,inhibit,DuP-996,TRP Channel,Inhibitor,Transient receptor potential channels,KcsA,current,acetylcholine,Channels,Linopirdine,DuP996,orally,Potassium Channel,TRPV1,KCNQ,M-type,cognition

1-phenyl-3,3-bis[(pyridin-4-yl)methyl]-2,3-dihydro-1H-indol-2-one

105431-72-9

C26H21N3O2HCl

DuP 996

Pharmaceuticals

Potassium channel