167484-18-6

Basic information

• Product Name: 1'-(BENZYLOXYCARBONYL)SPIRO(INDOLINE-3,4'-PIPERIDINE)
• Synonyms: 1'-(BENZYLOXYCARBONYL)SPIRO(INDOLINE-3,4'-PIPERIDINE);1'-CBZ-SPIRO[INDOLINE-3,4'-PIPERIDINE];BENZYL 1,2-DIHYDRO-1'H-SPIRO[INDOLE-3,4'-PIPERIDINE]-1'-CARBOXYLATE;1,2-Dihydrospiro[3H-indole-3,4'-piperidine]-1'-carboxylic acid phenylmethyl ester;Benzyl spiro[indoline-3,4'-piperidine]-1'-carboxylate;6-Aza-spiro[2.5]octane-1,6-dicarboxylic acid 6-tert-butyl ester;benzyl 1,2-dihydrospiro[indole-3,4'-piperidine]-1'-carboxylate;1'-N-Cbz-1,2-dihydro-1'H-spiro[indole-3,4'-piperidine]
• CAS NO: 167484-18-6
• Molecular Formula: C₂₀H₂₂N₂O₂
• Molecular Weight: 322.4
• Mol File: 167484-18-6.mol
• Article Data: 17

Chemical Properties

• Melting Point: 118-120 °C
• Boiling Point: 505.157 °C at 760 mmHg
• Flash Point: 259.31 °C
• Appearance: /
• Density: 1.237 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 5.30±0.20(Predicted)
• CAS DataBase Reference: 1'-(BENZYLOXYCARBONYL)SPIRO(INDOLINE-3,4'-PIPERIDINE)(CAS DataBase Reference)
• NIST Chemistry Reference: 1'-(BENZYLOXYCARBONYL)SPIRO(INDOLINE-3,4'-PIPERIDINE)(167484-18-6)
• EPA Substance Registry System: 1'-(BENZYLOXYCARBONYL)SPIRO(INDOLINE-3,4'-PIPERIDINE)(167484-18-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 167484-18-6(Hazardous Substances Data)

Usage

General Description

1'-(Benz yloxycarbonyl) spiro(indoline-3,4'-piperidine) is a chemical compound that is a spirocyclic derivative of both indoline and piperidine. It contains a benzyl group and a carbonyl group attached to the spiro carbon. 1'-(BENZYLOXYCARBONYL)SPIRO(INDOLINE-3,4'-PIPERIDINE) has been studied for its potential use in medicinal chemistry, particularly in the development of new pharmaceuticals. Its unique structure and functional groups make it a promising candidate for further research into its biological activity and potential therapeutic applications.

Upstream product

• 823-85-8 4-fluorophenyhydrazine hydrochloride 
• 138163-08-3 N-(benzyloxycarbonyl)piperidine-4-carboxaldehyde 
• 122860-33-7 benzyl 4-(hydroxymethyl)piperidine-N-carboxylate 
• 100-63-0 phenylhydrazine 
• 6457-49-4 4-piperidinemethanol 
• 10314-99-5 benzyl 4-(chlorocarbonyl)piperidine-1-carboxylate 
• 10314-98-4 1-benzyloxycarbonylpiperidine-4-carboxylic acid 
• 498-94-2 isonipecotic acid 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 171-75-5 spiro[indoline-3,4′-piperidine] 
• 184289-85-8 benzyl spiro[indole-3,4'-piperidine]-1'-carboxylate 

Downstream Products

• 937255-10-2 1'-benzyl 1-ethyl 1'H-spiro[indole-3,4'-piperidine]-1,1'(2H)-dicarboxylate 
• 1309436-41-6 ethyl 3-[2-fluoro-4-[[4-methoxy-5-[(1-methylspiro[indoline-3,4'-piperidine]-1'-yl)methyl]-2-thienyl]methoxy]phenyl]propanoate 
• 676607-30-0 1'-benzyloxycarbonyl-1-tert-butyloxycarbonylspiro[indoline-3,4'-piperidine] 
• 167484-48-2 1'-(3-(S)-(4-fluorophenyl)-4-(N-(3,5-bistrifluoromethylbenzoyl)(methylamino))butyl)-1-acetyl-spiro(indoline-3,4'-piperidine) 
• 870072-29-0 1-(2-(1'-benzylspiro[indoline-3,4'-piperidine]-1-yl)phenyl)-3-(4-(trifluoromethoxy)phenyl)urea 

Relevant articles and documents

NOVEL COMPOUND OR PHARMACEUTICALLY ACCEPTABLE SALT THEREOF

Provided are 2-(piperidin-1-yl)pyrimidin-4(3H)-ones or pharmaceutically acceptable salts thereof, each characterized by having a 1,8-diazaspiro[4.5]deca-3-ene, 1-oxa-8-azaspiro[4.5]deca-3-ene, 2,8-diazaspiro[4.5]deca-3-ene, 2-oxa-8-azaspiro[4.5]deca-3-ene, 2,9-diazaspiro[5.5]undeca-3-ene, 1-oxa-9-azaspiro[5.5]undeca-3-ene, 1,9-diazaspiro[5.5]undeca-4-ene, or 3,9-diazaspiro[5.5]undeca-1-ene structure represented by the following general formula (1):

Conformationally constrained ortho- Anilino diaryl ureas: Discovery of 1-(2-(1′-Neopentylspiro[indoline-3,4′-piperidine]-1-yl)phenyl) -3-(4-(trifluoromethoxy)phenyl)urea, a potent, selective, and bioavailable P2Y1 antagonist

Preclinical antithrombotic efficacy and bleeding models have demonstrated that P2Y1 antagonists are efficacious as antiplatelet agents and may offer a safety advantage over P2Y12 antagonists in terms of reduced bleeding liabilities. In this article, we describe the structural modification of the tert-butyl phenoxy portion of lead compound 1 and the subsequent discovery of a novel series of conformationally constrained ortho-anilino diaryl ureas. In particular, spiropiperidine indoline-substituted diaryl ureas are described as potent, orally bioavailable small-molecule P2Y1 antagonists with improved activity in functional assays and improved oral bioavailability in rats. Homology modeling and rat PK/PD studies on benchmark compound 3l will also be presented. Compound 3l was our first P2Y1 antagonist to demonstrate a robust oral antithrombotic effect with mild bleeding liability in the rat thrombosis and hemostasis models.

A facile synthesis of the spiroindoline-based growth hormone secretagogue, MK-677

A facile and improved route for the synthesis of the orally active spiroindoline-based growth hormone secretagogue, MK-677 was described. The key step adopted the Fischer indole/reduction strategy. The preparation of the key intermediates N-protected piperidine carboxaldehyde 5 and the N-Boc-O-benzyl-d-serine (2) are also optimized.