180-76-7

Basic information

• Product Name: 1,4-Diazaspiro[5.5]undecane(8CI,9CI)
• Synonyms: 1,4-Diazaspiro[5.5]undecane(8CI,9CI)
• CAS NO: 180-76-7
• Molecular Formula: C₉H₁₈N₂
• Molecular Weight: 154.25
• Product Categories: PIPERIDINE
• Mol File: 180-76-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,4-Diazaspiro[5.5]undecane(8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Diazaspiro[5.5]undecane(8CI,9CI)(180-76-7)
• EPA Substance Registry System: 1,4-Diazaspiro[5.5]undecane(8CI,9CI)(180-76-7)

Safety Data

• Hazardous Substances Data: 180-76-7(Hazardous Substances Data)

Usage

General Description

1,4-Diazaspiro[5.5]undecane, also known as 8CI or 9CI, is a chemical compound with the molecular formula C8H16N2. It is a bicyclic organic compound with a spiro carbon atom, meaning that two rings share a single carbon atom. This chemical is often used in the synthesis of pharmaceuticals and agrochemicals, as well as in organic chemistry research. It has a unique molecular structure that gives it potential for a variety of applications, and its spiro carbon atom makes it an interesting target for synthetic chemistry studies. Its potential use in medication and chemical synthesis makes it an important compound for further research and development.

Upstream product

• 34899-90-6 1-bromocyclohexanecarbaldehyde 

Relevant articles and documents

Enhanced D1 Affinity in a Series of Piperazine Ring Substituted 1-Piperazino-3-Arylindans with Potential Atypical Antipsychotic Activity

A study of the effect of aromatic substitution on D1 and D2 affinity in a series of previously reported trans-1-piperazino-3-phenylindans shows similar structure-activity relationships for the two receptor sites. 6-Substituted derivatives have affinity for both receptors, and 6-chloro-or 6-fluoro-substituted derivatives show preference for D1 receptors.D1 affinity and selectivity are significantly increased in a series of new piperazine ring substituted derivatives.Potent D1 and D2 antagonism in vivo are confined to derivatives with relatively small substituents in the 2-position of the piperazine ring (e.g. 2-methyl, 2,2-dimethyl, 2-spirocyclobutyl or 2-spiro-cyclopentyl).Consequently, the effect of aromatic substitution is examined in a series of 1-(2,2-dimethylpiperazino)-3-arylindans.All these compounds except the 4-, 5-, 7- and 4'-chloro-substituted derivatives have potent D1 affinity (IC50's below 10 nM) and the majority of the compounds antagonize SKF 38393-induced circling in 6-OHDA-lesioned rats with ED50 values about 1μmol/kg.In vitro all compounds show preference for D1 receptors, but in vivo they are equally effective as D1 and D2 antagonists.The compounds have high affinity for 5-HT2 receptors and selected compounds show high affinity for α1 adrenoceptors.Furthermore, a subgroup consisting of (-)-38, (-)-39, (-)-41, and (-)-54 does not induce catalepsy in rats.These compounds have the potential of being "atypical" antipsychotics and have consequently been selected for further studies.The non-receptor-blocking enantiomers are shown to be inhibitors of DA and NE uptake in accordance with previous observations in compounds unsubstituted in the piperazinering.Two compounds, (+)-38 and (+)-40, block DA uptake with IC50 values below 10nM.Finally, the observed structure-activity relationships are discussed in relation to previously published pharmacophore models for D2 and 5-HT2 receptors.It is concluded that the piperazine substituents might induce a different binding mode at the dopamine receptor sites, perhaps only at the D1 receptor site.