ChemicalBook > CAS DataBase List > 1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDE

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; Kv7.2/7.3; 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