8-(2,3-dihydro-1,4-benzodioxin-2-ylmethyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

• ChemBase ID: 103601
• Molecular Formular: C22H25N3O3
• Molecular Mass: 379.4522
• Monoisotopic Mass: 379.18959168
• SMILES: O=C1NCN(c2ccccc2)C21CCN(CC2)CC1COc2c(O1)cccc2
• Canonical SMILES: O=C1NCN(C21CCN(CC2)CC1COc2c(O1)cccc2)c1ccccc1
• InChI: InChI=1S/C22H25N3O3/c26-21-22(25(16-23-21)17-6-2-1-3-7-17)10-12-24(13-11-22)14-18-15-27-19-8-4-5-9-20(19)28-18/h1-9,18H,10-16H2,(H,23,26)
• InChIKey: JVGBTTIJPBFLTE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-(2,3-dihydro-1,4-benzodioxin-2-ylmethyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
• IUPAC Traditional name: spiroxatrine
• Synonyms: (±)-8-[(2,3-Dihydro-1,4-Benzodioxin-2-yl)Methyl]-1-Phenyl-1,3,8-Triazaspiro [4,5]Decan-4-one; SPIROXATRINE; (±)-8-[(2,3-Dihydro-1,4-benzodioxin-2-yl)methyl]-1-phenyl-1,3,8-triaza-spiro[4,5]decan-4-one; R 5188; Spiroxatrine

Database IDs

• CAS Number: 1054-88-2
• MDL Number: MFCD00055134
• PubChem SID: 162090868; 24278126
• PubChem CID: 5268
• CHEMBL: 300555
• Chemspider ID: 5078
• IUPHAR ligand ID: 53
• MeSH Name: Spiroxatrine
• Wikipedia Title: Spiroxatrine

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.06613712
• LogD (pH = 7.4): 1.8314518
• Log P: 2.544156
• Molar Refractivity: 106.3381 cm^3
• Polarizability: 41.380753 Å^3
• Polar Surface Area: 54.04 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 11.499161

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: moderately soluble; DMSO: soluble; H2O: slightly soluble
• Apperance: white powder

Safety Information

• Storage Condition: 2-8°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... HTR1A(3350)

DETAILS

MP Biomedicals - 02152404

A neuroleptic agent for receptor studies. Spiroxatrine has been shown to exhibit high affinity to 5-HT1A binding receptor sites, and moderate affinity to 4-HT_1B and 5-HT₂ binding receptor sites. Spiroxatrine has also been shown to exhibit high affinity to dopamine-D₂ and µ-opiate receptors.

Sigma Aldrich - S103

Biochem/physiol Actions
Partial 5-HT1A serotonin receptor agonist and α adrenoceptor antagonist.