209128-15-4

Basic information

• Product Name: SPIRO[1H-INDENE-1,4'-PIPERIDINE]-1',3-DICARBOXYLIC ACID, 1,1-DIMETHYL ETHYL ESTER
• Synonyms: SPIRO[1H-INDENE-1,4'-PIPERIDINE]-1',3-DICARBOXYLIC ACID, 1,1-DIMETHYL ETHYL ESTER;1-(Tert-Butoxycarbonyl)Spiro[Indene-1,4-Piperidine]-3-Carboxylic Acid(WX105032)
• CAS NO: 209128-15-4
• Molecular Formula: C₁₉H₂₃NO₄
• Molecular Weight: 329.39
• Mol File: 209128-15-4.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: SPIRO[1H-INDENE-1,4'-PIPERIDINE]-1',3-DICARBOXYLIC ACID, 1,1-DIMETHYL ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: SPIRO[1H-INDENE-1,4'-PIPERIDINE]-1',3-DICARBOXYLIC ACID, 1,1-DIMETHYL ETHYL ESTER(209128-15-4)
• EPA Substance Registry System: SPIRO[1H-INDENE-1,4'-PIPERIDINE]-1',3-DICARBOXYLIC ACID, 1,1-DIMETHYL ETHYL ESTER(209128-15-4)

Safety Data

• Hazardous Substances Data: 209128-15-4(Hazardous Substances Data)

Usage

General Description

SPIRO[1H-INDENE-1,4'-PIPERIDINE]-1',3-DICARBOXYLIC ACID, 1,1-DIMETHYL ETHYL ESTER is a chemical compound with potential applications in the field of medicinal chemistry. It is a spirocyclic compound containing an indene and piperidine ring system. The 1,1-dimethyl ethyl ester functionality suggests that it is a derivative of spiro[1H-indene-1,4'-piperidine]-1',3-dicarboxylic acid, which is a core structure found in various biologically active molecules. SPIRO[1H-INDENE-1,4'-PIPERIDINE]-1',3-DICARBOXYLIC ACID, 1,1-DIMETHYL ETHYL ESTER has the potential to be used as a building block for the synthesis of new drug candidates and may exhibit pharmacological properties that could be beneficial for developing novel therapies for a range of medical conditions. Further research and testing would be necessary to fully understand its potential applications and mechanisms of action.

Upstream product

• 185526-28-7 tert-butyl 3-bromospiro[indene-1,4'-piperidine]-1'-carboxylate 
• 137419-24-0 1'-(tert-butyloxycarbonyl)spiro<1H-indene-1,4'-piperidine> 
• 95-13-6 1-indene 
• 118753-70-1 N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine 
• 24424-99-5 di-tert-butyl dicarbonate 

Relevant articles and documents

Whole cell screen based identification of spiropiperidines with potent antitubercular properties

Abstract Whole cell based screens to identify hits against Mycobacterium tuberculosis (Mtb), carried out under replicating and non-replicating (NRP) conditions, resulted in the identification of multiple, novel but structurally related spiropiperidines with potent antitubercular properties. These compounds could be further classified into three classes namely 3-(3-aryl-1,2,4-oxadiazol-5-yl)-1′-alkylspiro[indene-1,4′-piperidine] (abbr. spiroindenes), 4-(3-aryl-1,2,4-oxadiazol-5-yl)-1′-alkylspiro[chromene-2,4′-piperidine] (abbr. spirochromenes) and 1′-benzylspiro[indole-1,4′-piperidin]-2(1H)-one (abbr. spiroindolones). Spiroindenes showed ≥4 log10 kill (at 2-12 μM) on replicating Mtb, but were moderately active under non replicating conditions. Whole genome sequencing efforts of spiroindene resistant mutants resulted in the identification of I292L mutation in MmpL3 (Mycobacterial membrane protein Large), required for the assembly of mycolic acid into the cell wall core of Mtb. MIC modulation studies demonstrated that the mutants were cross-resistant to spirochromenes but not to spiroindolones. This Letter describes lead identification efforts to improve potency while reducing the lipophilicity and hERG liabilities of spiroindenes. Additionally, as deduced from the SAR studies, we provide insights regarding the new chemical opportunities that the spiroindolones can offer to the TB drug discovery initiatives.