31968-60-2

Basic information

• Product Name: 2H-Isoindole-2-hexanoyl chloride, 1,3-dihydro-1,3-dioxo-
• CAS NO: 31968-60-2
• Molecular Formula: C14H14ClNO3
• Molecular Weight: 279.723
• Mol File: 31968-60-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2H-Isoindole-2-hexanoyl chloride, 1,3-dihydro-1,3-dioxo-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Isoindole-2-hexanoyl chloride, 1,3-dihydro-1,3-dioxo-(31968-60-2)
• EPA Substance Registry System: 2H-Isoindole-2-hexanoyl chloride, 1,3-dihydro-1,3-dioxo-(31968-60-2)

Safety Data

• Hazardous Substances Data: 31968-60-2(Hazardous Substances Data)

Upstream product

• 85-44-9 phthalic anhydride 

Downstream Products

• 5776-78-3 6-[6-(6-amino-hexanoylamino)-hexanoylamino]-hexanoic acid 
• 63330-01-8 6-phthalimido-hexanoic acid anilide 
• 1435263-58-3 C₃₃H₃₇N₃O₃ 
• 1315576-26-1 C₃₇H₃₇N₃O₆ 
• 1315575-94-0 (5R,9S)-isopropyl 1,3-dibenzyl-9-(4-(1,3-dioxoisoindolin-2-yl)butyl)-2,4-dioxo-1,3-diazaspiro[4.4]non-7-ene-7-carboxylate 
• 1315576-42-1 (5S,9R)-isopropyl 1,3-dibenzyl-9-(4-(1,3-dioxoisoindolin-2-yl)butyl)-2,4-dioxo-1,3-diazaspiro[4.4]non-7-ene-7-carboxylate 
• 164979-93-5 (S)-N-propyl-N-[(6-amino-1-oxo)hexyl]-5,6-di(phenylmethoxy)-1,2,3,4-tetrahydro-2-naphthylamine 
• 59472-16-1 6-amino-N-phenyl-hexanamide hydrochloric acid salt 
• 2014-58-6 6-(6-aminohexanamido)hexanoic acid 
• 86451-34-5 N-(6-Aminohexyl)-N-benzyl-N'-methylmethylenediamine 
• 86451-33-4 Methyl N-(6-aminohexanoyl)-N-benzylaminomethylcarbamate 
• 86451-32-3 N-Benzyl-N-aminocarbonylmethyl-6-aminohexanamide 

Relevant articles and documents

An approach to simple animal synthesis: Preparation of N-(6-aminohexyl)-N-benzyl-N'-methylmethylenediamine

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ω-Phthalimidoalkyl Aryl Ureas as Potent and Selective Inhibitors of Cholesterol Esterase

Cholesterol esterase (CEase), a serine hydrolase thought to be involved in atherogenesis and thus coronary heart disease, is considered as a target for inhibitor development. We investigated recombinant human and murine CEases with a new fluorometric assay in a structure–activity relationship study of a small library of ω-phthalimidoalkyl aryl ureas. The urea motif with an attached 3,5-bis(trifluoromethyl)phenyl group and the aromatic character of the ω-phthalimide residue were most important for inhibitory activity. In addition, an alkyl chain composed of three or four methylene groups, connecting the urea and phthalimide moieties, was found to be an optimal spacer for inhibitors. The so-optimized compounds 2 [1-(3,5-bis(trifluoromethyl)phenyl)-3-(3-(1,3-dioxoisoindolin-2-yl)propyl)urea] and 21 [1-(3,5-bis(trifluoromethyl)phenyl)-3-(4-(1,3-dioxoisoindolin-2-yl)butyl)urea] exhibited dissociation constants (Ki) of 1–19 μm on the two CEases and showed either a competitive (2 on the human enzyme and 21 on the murine enzyme) or a noncompetitive mode of inhibition. Two related serine hydrolases—monoacylglycerol lipase and fatty acid amide hydrolase—were inhibited by ω-phthalimidoalkyl aryl ureas to a lesser extent.

Syntheses of phosphonic esters of alendronate, pamidronate and neridronate

Several synthetic pathways for obtaining phosphonic esters of the amino bisphosphonic acids (NBPs) pamidronate, alendronate and neridronate were investigated. The general guideline was to react N-protected amino acids activated as phthalimide esters or as acyl chlorides. Succinimide esters were found less reactive and quickly abandoned. γ-Lactam formation arises when starting from Boc- or Cbz-protected amino acids. The phthalimide N-protecting group allowed access to alkyl or aryl mono-, di- (symmetric or not) and triesters of these three NBPs in high yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.