Methyl 1-benzylpiperidine-3-carboxylate

Methyl 1-benzylpiperidine-3-carboxylate

 

• CAT Number : Gly-GMSM-119
• CAS Number : 50585-91-6 
• Molecular Weight : 233.31
• Molecular Formula : C₁₄H₁₉NO₂
• Pack size: 5 g

Product description
Methyl 1-benzylpiperidine-3-carboxylate is an organic compound with the molecular formula C₁₄H₁₉NO₂. It is a methyl ester derivative of 1-benzylpiperidine-3-carboxylic acid.

Properties

• Molecular weight: 233.31 g/mol
• Chemical formula: C₁₄H₁₉NO₂
• CAS Number: 50585-91-6
• Purity: ≥95-97%

Applications and usage

• Used for laboratory research purposes
• Potential applications in pharmaceutical and chemical research

Safety and handling

• Wear appropriate personal protective equipment
• Handle in a well-ventilated area
• Avoid skin contact, eye contact, and inhalation
• Store in a cool, dry place in a tightly closed container

Involved human diseases

6-Methoxy-2-methylquinoline-4-carboxylic acid and related quinoline carboxylic acid derivatives have shown potential in treating or affecting several diseases:

Cancer

Quinoline carboxylic acid compounds have demonstrated anti-cancer properties:

• Some 6-methoxy-2-arylquinoline analogues exhibited inhibitory effects against P-glycoprotein (P-gp), which is involved in multidrug resistance in cancer cells1.
• Compounds 5a and 5b, which are alcoholic quinoline derivatives, significantly inhibited P-gp efflux at 10 μM concentration1.
• These P-gp inhibitors were able to reverse multidrug resistance and increase the anticancer activity of daunorubicin in resistant cancer cell lines1.

Tuberculosis

Quinoline carboxylic acids have shown promise as potential antitubercular agents:

• 2-Arylquinoline 4-carboxylic acid (QCA) analogs were designed and synthesized as inhibitors of Mycobacterium tuberculosis2.
• Two QCA derivatives, 7i and 7m, demonstrated strong inhibitory activity against both replicating and non-replicating M. tuberculosis2.
• These compounds were found to inhibit M. tuberculosis DNA gyrase, suggesting a potential mechanism of action2.

Affected Cell Signaling Pathways

PI3K/AKT/mTOR Pathway

Quinoline compounds have shown inhibitory effects on the PI3K/AKT/mTOR signaling cascade, which regulates cell survival, proliferation, and metabolism2. This pathway is often dysregulated in cancer cells. Some key points:

• Several quinoline derivatives are currently in clinical trials as PI3K/mTOR inhibitors.
• Omipalisib, a quinoline compound, demonstrates potent inhibition of both PI3K and mTOR.
• This pathway is closely connected to cell survival processes like proliferation, apoptosis, and angiogenesis.

Ras/Raf/MEK/ERK Pathway

Some quinoline derivatives can inhibit components of the Ras/Raf/MEK/ERK signaling cascade2. This pathway is critical for cell proliferation and survival. Key findings include:

• Certain quinoline compounds can disrupt protein-protein interactions in this pathway.
• Some derivatives may stabilize Ras in its inactive state, halting downstream signaling.

NF-κB and MAPK Signaling

Quinoline compounds have demonstrated effects on inflammatory signaling pathways4:

• They can attenuate NF-κB activity in lipopolysaccharide (LPS)-activated macrophages.
• Some derivatives suppress the phosphorylation of MAPKs (ERK, JNK, p38) in response to inflammatory stimuli.
• This leads to decreased production of inflammatory mediators like nitric oxide (NO), TNF-α, and IL-6.