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858474-14-3

858474-14-3 Structure

858474-14-3 Structure
IdentificationBack Directory
[Name]

2-(4-Methoxyphenyl)-α-2-piperidinyl-4-quinolinemethanol Dihydrochloride
[CAS]

858474-14-3
[Synonyms]

NSC23925
NSC-23925
2-(P-METHOXYPHENYL)-Α-2-PIPERIDYL-4-QUINOLINEMETHANOL DIHYDROCHLORIDE
2-(4-Methoxyphenyl)-α-2-piperidinyl-4-quinolinemethanol Dihydrochloride
4-Quinolinemethanol, 2-(4-methoxyphenyl)-α-2-piperidinyl-, hydrochloride
(2-(4-Methoxyphenyl)quinolin-4-yl)(piperidin-2-yl)methanol dihydrochloride
[2-(4-Methoxyphenyl)4-quinolinyl]-(piperidin-2-y)-methanol dihydrochloride
[Molecular Formula]

C22H24N2O2
[MDL Number]

MFCD22666390
[MOL File]

858474-14-3.mol
[Molecular Weight]

348.438
Chemical PropertiesBack Directory
[storage temp. ]

room temp
[solubility ]

H2O: soluble5mg/mL (clear solution)
[form ]

powder
[color ]

white to beige
[Water Solubility ]

H2O: 5mg/mL (clear solution)
[InChI]

1S/C22H24N2O2.2ClH/c1-26-16-11-9-15(10-12-16)21-14-18(17-6-2-3-7-19(17)24-21)22(25)20-8-4-5-13-23-20;;/h2-3,6-7,9-12,14,20,22-23,25H,4-5,8,13H2,1H3;2*1H
[InChIKey]

WGWOQHWZXLGPNG-UHFFFAOYSA-N
[SMILES]

Cl.Cl.COc1ccc(cc1)-c2cc(C(O)C3CCCCN3)c4ccccc4n2
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

25
[Safety Statements ]

45
[RIDADR ]

UN 2811 6.1 / PGIII
[WGK Germany ]

3
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Hazard InformationBack Directory
[Description]

NSC 23925 is a non-substrate inhibitor of P-glycoprotein (P-gp). It selectively reverses multidrug resistance mediated by P-gp over resistance mediated by multidrug resistance-associated protein 1 (MRP1/ABCC1) or breast cancer resistance protein (BCRP/ABCG2). It resensitizes paclitaxel-resistant SKOV3TR and OVCAR-8TR cells to paclitaxel . NSC 23925 reverses P-gp efflux, increasing the intracellular accumulation of P-gp substrates, including calcein AM in multidrug-resistant SKOV3TR and OVCAR-8TR cells. It prevents paclitaxel-induced overexpression of the P-gp gene MDR1 and P-gp protein level increases in OVCAR-8 cells. It also prevents the development of paclitaxel-induced multidrug resistance in a SKOV3 mouse xenograft model when administered at a dose of 50 mg/kg per day in combination with paclitaxel.
[Uses]

This molecule shows an ibility to inhibit plasma membrane glycoprotein 1 (Pgp1) in order to counter and even reverse multi-drug resistance (MDR1) in patients diagnosed with cancer.
[in vivo]

Both saline alone and NSC23925 alone treated tumors grow progressively. The usage of NSC23925 in paclitaxel chemotherapy significantly prolongs anticancer efficacy of paclitaxel[1].

[storage]

Store at -20°C
[References]

[1] ZHENFENG DUAN  Francis J H  Edwin Choy. NSC23925, identified in a high-throughput cell-based screen, reverses multidrug resistance.[J]. PLoS ONE, 2009: e7415. DOI: 10.1371/journal.pone.0007415
[2] XIAOQIAN YANG . NSC23925 prevents the emergence of multidrug resistance in ovarian cancer in vitro and in vivo[J]. Gynecologic oncology, 2015, 137 1: Pages 134-142. DOI: 10.1016/j.ygyno.2015.02.002
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