46995-88-4

Basic information

• Product Name: 3-METHOXY-4-(2-PIPERIDIN-1-YL-ETHOXY)-BENZALDEHYDE
• Synonyms: 3-METHOXY-4-(2-PIPERIDIN-1-YL-ETHOXY)-BENZALDEHYDE;AKOS BC-2073;CHEMBRDG-BB 7733612;ASINEX-REAG BAS 03220285;ASISCHEM C56806;TIMTEC-BB SBB012096;3-METHOXY-4-[2-(1-PIPERIDINYL)ETHOXY]BENZALDEHYDE;ART-CHEM-BB B001527
• CAS NO: 46995-88-4
• Molecular Formula: C₁₅H₂₁NO₃
• Molecular Weight: 263.33
• Mol File: 46995-88-4.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 412°C at 760 mmHg
• Flash Point: 203°C
• Appearance: /
• Density: 1.101g/cm³
• Vapor Pressure: 5.34E-07mmHg at 25°C
• Refractive Index: 1.545
• CAS DataBase Reference: 3-METHOXY-4-(2-PIPERIDIN-1-YL-ETHOXY)-BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXY-4-(2-PIPERIDIN-1-YL-ETHOXY)-BENZALDEHYDE(46995-88-4)
• EPA Substance Registry System: 3-METHOXY-4-(2-PIPERIDIN-1-YL-ETHOXY)-BENZALDEHYDE(46995-88-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 46995-88-4(Hazardous Substances Data)

Usage

Chemical Structure

It contains a benzaldehyde group (C6H5CHO) with a methoxy group (OCH3) attached at the 3-position.
Additionally, it has a piperidine ring (C5H10N) attached via an ethoxy (C2H5O) linker at the 4-position.

Functional Groups

Aldehyde group: Responsible for reactivity in organic synthesis.
Methoxy group: Enhances lipophilicity and can influence pharmacokinetics.
Piperidine ring: May confer pharmacological activity due to its presence in many drugs.

Application

Organic Synthesis: Used as a building block to construct complex molecules.
Pharmaceutical Research: Serves as a precursor for designing and synthesizing potential drugs or therapeutic compounds.

Potential Uses

Drug Development: Likely to be explored for its pharmacological properties and potential as a drug candidate.
Chemical Biology Studies: Its structure may be investigated to understand its interactions with biological systems.
Medicinal Chemistry: Provides insights into structure-activity relationships for designing novel pharmaceuticals.

Importance

Versatile Building Block: Offers flexibility in constructing diverse molecular architectures.
Pharmacological Potential: Presence of a piperidine ring suggests potential bioactivity, warranting further exploration.
Research Interest: Draws attention for its role in chemical biology and medicinal chemistry due to its intriguing structure and potential applications.

InChI:InChI=1/C15H21NO3/c1-18-15-11-13(12-17)5-6-14(15)19-10-9-16-7-3-2-4-8-16/h5-6,11-12H,2-4,7-10H2,1H3

Upstream product

• 110-89-4 piperidine 
• 99070-23-2 4-(2-bromo-ethoxy)-3-methoxy-benzaldehyde 
• 56477-57-7 1-(2-bromo-ethyl)-piperidine 
• 121-33-5 vanillin 
• 2008-75-5 N-chloroethylpiperidine hydrochloride 

Downstream Products

• 500899-66-1 16-[3-methoxy-4-{2-(piperidin-1-yl)ethoxy}-benzylidene]-17-oxo-5-androsten-3β-ol 
• 1172118-51-2 2-{4-[2-piperidinoethoxy]-3-methoxyphenyl}-4,5-diphenylimidazole 
• 1155224-16-0 6-amino-5-[{3-methoxy-4-(2-piperidin-1-ylethoxy)benzylidene}amino]-1,3-dimethyluracil 
• 943116-84-5 3-methoxy-4-[2-(piperidin-1-yl)ethoxy]phenylmethanol 
• 1228797-64-5 2-[3-methoxy-4-(2-piperidin-1-yl-ethoxy)benzylidene]indan-1-one 

Relevant articles and documents

Silver(i) complexes of 3-methoxy-4-hydroxybenzaldehyde thiosemicarbazones and triphenylphosphine: structural, cytotoxicity, and apoptotic studies

Novel silver(i) complexes of the type [AgCl(PPh3)2(L)] {PPh3 = triphenylphosphine; L = VTSC = 3-methoxy-4-hydroxybenzaldehyde thiosemicarbazone (1); VMTSC = 3-methoxy-4-[2-(morpholine-1-yl)ethoxy]benzaldehyde thiosemicarbazone (2); VPTSC = 3-methoxy-4-[2-

Synthesis and Evaluation of a New Series of 8-(2-Nitroaryl)Xanthines as Adenosine Receptor Ligands

(Table presented.). A new series of 1,3-dimethylxanthine derivatives bearing 8-(2-nitroaryl) residue was synthesized and evaluated for affinity for recombinant human adenosine receptors subtypes. Nitrate esters of 7-substituted-1,3-dimethyl-8-phenylxanthines were also synthesized and tested. Introducing a nitro substituent at the 2-position of the 8-substituted phenyl ring resulted in generally low affinity for adenosine receptors (ARs), selectivity toward the A2A subtype was enhanced in some of the compounds. 8-(4-Cyclopentyloxy-5-methoxy-2-nitrophenyl)-1,3-dimethylxanthine (9e) proved to be a potent compound among the 2-nitrophenyl substituted xanthines exhibiting a Ki = 1 μM at human A2A ARs with at least 30 fold selectivity versus human A1 and A2B ARs. Replacement of 8-chloropropoxy phenyl with 8-nitrooxypropoxy phenyl resulted in a negligible change in binding affinity of the 8-substituted xanthines for various AR subtypes. Drug Dev Res 77 : 241–250, 2016.

Synthesis, antimalarial activity and cytotoxic potential of new monocarbonyl analogues of curcumin

A series of novel monocarbonyl analogues of curcumin have been designed, synthesized and tested for their activity against Molt4, HeLa, PC3, DU145 and KB cancer cell lines. Six of the analogues showed potent cytotoxicity towards these cell lines with IC50 values below 1 μM, which is better than doxorubicin, a US FDA approved drug. Several analogues were also found to be active against both CQ-resistant (W2 clone) and CQ-sensitive (D6) strains of Plasmodium falciparum in an in-vitro antimalarial screening. This level of activity warrants further investigation of the compounds for development as anticancer and antimalarial agents.