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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

1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDE Structure
1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDE structure
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, 10 mM in DMSO;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
CBNumber:
CB6283722
Molecular Formula:
C26H21N3O
Molecular Weight:
391.46
MDL Number:
MFCD06245587
MOL File:
105431-72-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-14 16:49:18
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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)  Exclamation Mark (GHS07)
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(52)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich L134 Linopirdine ≥98% (HPLC) 105431-72-9 10mg $252 2026-04-30 Buy
Sigma-Aldrich L134 Linopirdine ≥98% (HPLC) 105431-72-9 50mg $1000 2026-04-30 Buy
Cayman Chemical 19547 Linopirdine ≥98% 105431-72-9 1mg $36 2026-04-30 Buy
Cayman Chemical 19547 Linopirdine ≥98% 105431-72-9 5mg $134 2026-04-30 Buy
Cayman Chemical 19547 Linopirdine ≥98% 105431-72-9 10mg $215 2026-04-30 Buy
Product number Packaging Price Buy
L134 10mg $252 Buy
L134 50mg $1000 Buy
19547 1mg $36 Buy
19547 5mg $134 Buy
19547 10mg $215 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 .

in vivo

Linopirdine (DuP 996; i.v.; 0.1-6 mg/kg; increasing doses) transiently (10-15 min) and dose-dependently increases MAP by up to 15%[2].

Animal Model:Male Sprague-Dawley rats (300-350 g)[2]
Dosage:0.1, 0.5, 1, 3, 6 mg/kg
Administration:5 intravenous bolus injections of increasing doses
Result:Transiently and dose-dependently increases MAP by up to 15%.

References

[1] M E SCHNEE  B S B. Selectivity of linopirdine (DuP 996), a neurotransmitter release enhancer, in blocking voltage-dependent and calcium-activated potassium currents in hippocampal neurons.[J]. Journal of Pharmacology and Experimental Therapeutics, 1998, 286 2: 709-717.
[2] DORIS KRISTUFEK. Modulation of Spontaneous and Stimulation-Evoked Transmitter Release from Rat Sympathetic Neurons by the Cognition Enhancer Linopirdine: Insights into Its Mechanisms of Action[J]. Journal of Neurochemistry, 2008, 72 5: 2083-2091. DOI: 10.1046/j.1471-4159.1999.0722083.x
[3] JIANLI SUN  Jaideep K. M-type potassium channels modulate Schaffer collateral–CA1 glutamatergic synaptic transmission[J]. Journal of Physiology-London, 2012, 590 16: 3953-3964. DOI: 10.1113/jphysiol.2012.235820
[4] S W TAM  R Z. Linopirdine. A depolarization-activated releaser of transmitters for treatment of dementia.[J]. Advances in experimental medicine and biology, 1995, 363: 47-56.
[5] CRISTIAN NEACSU  Alexandru B. The M-Channel Blocker Linopirdine Is an Agonist of the Capsaicin Receptor TRPV1[J]. Journal of pharmacological sciences, 2010, 114 3: Pages 332-340. DOI: 10.1254/jphs.10172fp

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

Global( 60)Suppliers
Supplier Tel Email Country ProdList Advantage
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
VDM Biochemicals 0330-2528181 sales@vdmbio.com United States 510 64
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696 info@hanhongsci.com China 42917 64
BOC Sciences 1-631-485-4226; 16314854226 info@bocsci.com United States 9920 65
Shanghai Lollane Biological Technology Co.,Ltd. 021-52996696，15000506266 15000506266 China 4861 55
EMMX Biotechnology LLC 888-539-0666 info@emmx.com United States 8435 60
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9799 58
Shanghai YuanYe Biotechnology Co., Ltd. 15026964105 2881489226@qq.com China 89667 60
Shanghai Chaolan Chemical Technology Center QQ：65489617 13301690235 Sales@ATKchemical.com China 9699 58
Wuxi AppTec 022-59987777 13552403979 jia_guoqiang@wuxiapptec.com China 22344 58
Supplier Advantage
3B Pharmachem (Wuhan) International Co.,Ltd. 69
VDM Biochemicals 64
Shanghai Hanhong Scientific Co.,Ltd. 64
BOC Sciences 65
Shanghai Lollane Biological Technology Co.,Ltd. 55
EMMX Biotechnology LLC 60
Shanghai EFE Biological Technology Co., Ltd. 58
Shanghai YuanYe Biotechnology Co., Ltd. 60
Shanghai Chaolan Chemical Technology Center 58
Wuxi AppTec 58

View Lastest Price from 1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Linopirdine pictures 2026-07-14 Linopirdine
105431-72-9
 $80.00-239.00 99.45% 10g TargetMol Chemicals Inc.
  • Linopirdine pictures
  • Linopirdine
    105431-72-9
  • $80.00-239.00
  • 99.45%
  • TargetMol Chemicals Inc.

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

1,3-DIHYDRO-1-PHENYL-3,3-BIS(4-PYRIDINYLMETHYL)-2H-INDOL-2-ONE DIHYDROCHLORIDE(105431-72-9)1HNMR

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

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4-Isobutyl-pyridine 1,3-Dihydro-1-phenyl-3,3-bis(4-pyridinylmethyl)-2H-indol-2-one dihydrochloride 1,3-DIMETHYLINDOLIN-2-ONE 4-(2-aminophenethyl)pyridine 4-Pyridinepropanamine,beta-methyl-,(betaS)-(9CI)
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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 Linopirdine, 10 mM in DMSO 105431-72-9 C26H21N3O2HCl DuP 996 Pharmaceuticals Potassium channel