160133-32-4

Basic information

• Product Name: 4,4-Piperidinediacetic acid, 1-(phenylmethyl)-, diethyl ester
• CAS NO: 160133-32-4
• Molecular Formula: C20H29NO4
• Molecular Weight: 347.455
• Mol File: 160133-32-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 4,4-Piperidinediacetic acid, 1-(phenylmethyl)-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4-Piperidinediacetic acid, 1-(phenylmethyl)-, diethyl ester(160133-32-4)
• EPA Substance Registry System: 4,4-Piperidinediacetic acid, 1-(phenylmethyl)-, diethyl ester(160133-32-4)

Safety Data

• Hazardous Substances Data: 160133-32-4(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 105-56-6 ethyl 2-cyanoacetate 
• 3612-20-2 1-phenylmethyl-4-piperidone 
• 189333-46-8 9-benzyl-2,4-dioxo-3,9-diazaspiro[5,5]undecane-1,5-dicarbonitrile 

Downstream Products

• 160133-33-5 1-benzylpiperidine-4,4-diethanol 
• 1225436-56-5 1-(9-(3,3-difluoroazetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecan-3-yl)-2-(((S)-1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)methoxy)ethanone 
• 1225436-57-6 1-[3-(3-fluorophenyl)-3-pyrrolidin-1-yl-9-azaspiro[5.5]undecan-9-yl]-2-[1-[[3-(trifluoromethyl)phenyl]sulfonyl]-piperidin-2-yl]-ethanone 
• 1225436-55-4 1-(9-(azetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecan-3-yl)-2-(((S)-1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)methoxy)ethanone 
• 1225437-13-7 tert-Butyl 9-(3-fluorophenyl)-9-(pyrrolidin-1-yl)-3-azaspiro[5.5]undecane-3-carboxylate 
• 1225437-11-5 tert-Butyl 9-(3,3-difluoroazetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane-3-carboxylate 
• 1225437-01-3 tert-Butyl 9-(azetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane-3-carboxylate 
• 1225437-09-1 3-azaspiro[5.5]undecan-9-one hydrochloride 
• 1225437-12-6 9-(3,3-Difluoroazetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane 
• 873924-08-4 9-oxo-3-azaspiro[5.5]undecane-3-carboxylic acid tert-butyl ester 
• 236406-47-6 3,9-diazaspiro[5.5]undecane-3-carboxylic acid tert-butyl ester hydrochloride 
• 170229-04-6 1-t-Butoxycarbonylpiperidine-4,4-diethanol 
• 769901-73-7 2,2'-(1-benzylpiperidine-4,4-diyl)diacetic acid 

Relevant articles and documents

INHIBITORS OF THE RENAL OUTER MEDULLARY POTASSIUM CHANNEL

The present invention provides compounds of Formula I and the pharmaceutically acceptable salts thereof, which are inhibitors of the ROMK (Kir1.1) channel. The compounds may be used as diuretic and/or natriuretic agents and for the therapy and prophylaxis of medical conditions including cardiovascular diseases such as hypertension, heart failure and chronic kidney disease and conditions associated with excessive salt and water retention.

Synthesis, Screening, and Molecular Modeling of New Potent and Selective Antagonists at the α1d Adrenergic Receptor

In the present study, more than 75 compounds structurally related to BMY 7378 have been designed and synthesized. Structural variations of each part of the reference molecule have been introduced, obtaining highly selective ligands for the α1d adrenergic receptor. The molecular determinants for selectivity at this receptor are essentially held by the phenyl substituent in the phenylpiperazine moiety. The integration of an extensive SAR analysis with docking simulations using the rhodopsin-based models of the three α1-AR subtypes and of the 5-HT1A receptor provides significant insights into the characterization of the receptor binding sites as well as into the molecular determinants of ligand selectivity at the α1d-AR and the 5-HT1A receptors. The results of multiple copies simultaneous search (MCSS) on the substituted phenylpiperazines together with those of manual docking of compounds BMY 7378 and 69 into the putative binding sites of the α1a-AR, α1b-AR, α1d-AR, and the 5-HT1A receptors suggest that the phenylpiperazine moiety would dock into a site formed by amino acids in helices 3, 4, 5, 6 and extracellular loop 2 (E2), whereas the spirocyclic ring of the ligand docks into a site formed by amino acids of helices 1, 2, 3, and 7. This docking mode is consistent with the SAR data produced in this work. Furthermore, the binding site of the imide moiety does not allow for the simultaneous involvement of the two carbonyl oxygen atoms in H-bonding interactions, consistent with the SAR data, in particular with the results obtained with the lactam derivative 128. The results of docking simulations also suggest that the second and third extracellular loops may act as selectivity filters for the substituted phenylpiperazines. The most potent and selective compounds for α1d adrenergic receptor, i.e., 69 (Rec 26D/038) and 128 (Rec 26D/073), are characterized by the presence of the 2,5-dichlorophenylpiperazine moiety.

METHOD FOR TREATING MENIERE'S DISEASE

A method for the treatment of Meniere's disease comprising the administration of a medicament which modulates the IKs channel of the ear and thereby reducing endolymph production.