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

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;1,3-Dihydro-1-Phenyl-3,3-Bis(4-Pyridinylmethyl)-2H-Indol-2-One(WXC03502)
CBNumber:
CB6283722
Molecular Formula:
C26H21N3O
Molecular Weight:
391.46
MDL Number:
MFCD06245587
MOL File:
105431-72-9.mol
Last updated:2023-05-18 11:31:19

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

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
FDA UNII I5TB3NZ94T

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
WGK Germany  3

1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDE price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich L134 Linopirdine ≥98% (HPLC) 105431-72-9 10mg $229 2024-03-01 Buy
Sigma-Aldrich L134 Linopirdine ≥98% (HPLC) 105431-72-9 50mg $915 2024-03-01 Buy
Cayman Chemical 19547 Linopirdine 105431-72-9 1mg $32 2024-03-01 Buy
Cayman Chemical 19547 Linopirdine 105431-72-9 5mg $121 2024-03-01 Buy
Cayman Chemical 19547 Linopirdine 105431-72-9 10mg $195 2024-03-01 Buy
Product number Packaging Price Buy
L134 10mg $229 Buy
L134 50mg $915 Buy
19547 1mg $32 Buy
19547 5mg $121 Buy
19547 10mg $195 Buy

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

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

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EMMX Biotechnology LLC 888-539-0666 info@emmx.com United States 8449 60
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-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 1,3-Dihydro-1-Phenyl-3,3-Bis(4-Pyridinylmethyl)-2H-Indol-2-One(WXC03502) 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 105431-72-9 C26H21N3O2HCl DuP 996 Pharmaceuticals Potassium channel