2-(4-Methoxyphenyl)-α-2-piperidinyl-4-quinolinemethanol Dihydrochloride

Base Information

• Chemical Name: 2-(4-Methoxyphenyl)-α-2-piperidinyl-4-quinolinemethanol Dihydrochloride
• CAS No.: 858474-14-3
• Molecular Formula: C₂₂H₂₄N₂O₂*ClH
• Molecular Weight: 384.906
• Mol file: 858474-14-3.mol

Synonyms:2-(4-Methoxyphenyl)-α-2-piperidinyl-4-quinolinemethanol Dihydrochloride;[2-(4-Methoxyphenyl)4-quinolinyl]-(piperidin-2-y)-methanol dihydrochloride;NSC23925;NSC-23925;4-Quinolinemethanol, 2-(4-methoxyphenyl)-α-2-piperidinyl-, hydrochloride

Chemical Property of 2-(4-Methoxyphenyl)-α-2-piperidinyl-4-quinolinemethanol Dihydrochloride

Chemical Property:

• PSA: 54.38000
• LogP: 5.21670
• Storage Temp.: room temp
• Solubility.: H2O: soluble5mg/mL (clear solution)

Purity/Quality:

97% ^*data from raw suppliers

2-(4-Methoxyphenyl)-α-2-piperidinyl-4-quinolinemethanolDihydrochloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• 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.

Technology Process of 2-(4-Methoxyphenyl)-α-2-piperidinyl-4-quinolinemethanol Dihydrochloride

There total 58 articles about 2-(4-Methoxyphenyl)-α-2-piperidinyl-4-quinolinemethanol Dihydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

tert-butyl 2-(2-(4-methoxyphenyl) quinoline-4-carbonyl)piperidine-1-carboxylate → C22H24N2O2*ClH (858474-14-3)

Guidance literature:

tert-butyl 2-(2-(4-methoxyphenyl) quinoline-4-carbonyl)piperidine-1-carboxylate; With hydrogenchloride; In 1,4-dioxane; at 20 ℃;

With sodium tetrahydroborate; In methanol; at 20 ℃;

DOI:10.1016/j.bmcl.2014.11.067

Reference yield:

tert-butyl 2-(2-(4-methoxyphenyl) quinoline-4-carbonyl)piperidine-1-carboxylate → C22H24N2O2*ClH (858474-14-3)

Guidance literature:

tert-butyl 2-(2-(4-methoxyphenyl) quinoline-4-carbonyl)piperidine-1-carboxylate; With sodium tetrahydroborate; In methanol; at 20 ℃; for 0.5h;

With hydrogenchloride; In 1,4-dioxane; at 20 ℃;

DOI:10.1016/j.bmcl.2014.11.067

Reference yield:

C27H32N2O4 (1384275-32-4) → (1R,2R)-(2-(4-methoxyphenyl)quinolin-4-yl)(piperidin-2-yl)methanol hydrochloride (858474-14-3)

Guidance literature:

With hydrogenchloride; In ethanol;

upstream raw materials:

(2-(4-methoxyphenyl)quinolin-4-yl)(pyridin-2-yl)methanone

(2-(4-methoxyphenyl)quinolin-4-yl)(pyridin-2-yl)methanol

threo-tert-butyl 2-(hydroxy(2-(4-methoxyphenyl)quinolin-4-yl)methyl)piperidine-1-carboxylate

2-(4-methoxyphenyl)quinoline-4-carboxylic acid