496056-40-7

Basic information

• Product Name: [4-(4-methyl-benzyl)-piperidin-1-yl]-oxo-acetic acid
• Synonyms: [4-(4-methyl-benzyl)-piperidin-1-yl]-oxo-acetic acid
• CAS NO: 496056-40-7
• Molecular Weight: 261.321
• Mol File: 496056-40-7.mol

Chemical Properties

• CAS DataBase Reference: [4-(4-methyl-benzyl)-piperidin-1-yl]-oxo-acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(4-methyl-benzyl)-piperidin-1-yl]-oxo-acetic acid(496056-40-7)
• EPA Substance Registry System: [4-(4-methyl-benzyl)-piperidin-1-yl]-oxo-acetic acid(496056-40-7)

Safety Data

• Hazardous Substances Data: 496056-40-7(Hazardous Substances Data)

Upstream product

• 92822-01-0 4-[(4methylphenyl)methyl]piperidine 
• 496056-39-4 [4-(4-methyl-benzyl)-piperidin-1-yl]-oxo-acetic acid ethyl ester 

Relevant articles and documents

HTS-based discovery and optimization of novel positive allosteric modulators of the α7 nicotinic acetylcholine receptor

HTS campaign of the corporate compound collection resulted in a novel, oxalic acid diamide scaffold of α7 nACh receptor positive allosteric modulators. During the hit expansion, several derivatives, such as 4, 11, 17 demonstrated not only high in vitro potency, but also in vivo efficacy in the mouse place recognition test. The advanced hit molecule 11 was further optimized by the elimination of the putatively mutagenic aromatic-amine building block that resulted in a novel, aminomethylindole compound family. The most balanced physico-chemical and pharmacological profile was found in case of compound 55. Docking study revealed an intersubunit binding site to be the most probable for our compounds. 55 demonstrated favorable cognitive enhancing profile not only in scopolamine-induced amnesia (place recognition test in mice) but also in natural forgetting (novel object recognition test in rats). Compound 55 was, furthermore, active in a cognitive paradigm of high translational value, namely in the rat touch screen visual discrimination test. Therefore, 55 was selected as a lead compound for further optimization. Based on the obtained favorable results, the invented aminomethylindole cluster may provide a viable approach for cognitive enhancement through positive allosteric modulation of α7 nAChRs.

Oxamides as novel NR2B selective NMDA receptor antagonists

A novel series of oxamides derived from indole-2-carboxamides was identified as potent NR2B selective NMDA receptor antagonists. Several members of this group showed good analgesic activity in the mouse formalin test.