4-{13-methyl-4,6-dioxa-11,12-diazatricyclo[7.5.0.03,7]tetradeca-1,3(7),8,10,12-pentaen-10-yl}aniline hydrochloride

• ChemBase ID: 133820
• Molecular Formular: C17H16ClN3O2
• Molecular Mass: 329.78084
• Monoisotopic Mass: 329.09310445
• SMILES: CC1=NN=C(c2cc3c(cc2C1)OCO3)c1ccc(cc1)N.Cl
• Canonical SMILES: Nc1ccc(cc1)C1=NN=C(Cc2c1cc1OCOc1c2)C.Cl
• InChI: InChI=1S/C17H15N3O2.ClH/c1-10-6-12-7-15-16(22-9-21-15)8-14(12)17(20-19-10)11-2-4-13(18)5-3-11;/h2-5,7-8H,6,9,18H2,1H3;1H
• InChIKey: RUBSCPARMVJNKX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{13-methyl-4,6-dioxa-11,12-diazatricyclo[7.5.0.0^3,^7]tetradeca-1,3(7),8,10,12-pentaen-10-yl}aniline hydrochloride
• IUPAC Traditional name: 4-{13-methyl-4,6-dioxa-11,12-diazatricyclo[7.5.0.0^3,^7]tetradeca-1,3(7),8,10,12-pentaen-10-yl}aniline hydrochloride
• Synonyms: 1-(4-Aminophenyl)-4-methyl-7,8-methylenedioxy-5H-2,3-benzodiazepine hydrochloride; GYKI 52466 hydrochloride

Database IDs

• CAS Number: 192065-56-8
• MDL Number: MFCD00153803
• PubChem SID: 162228097; 24277984
• PubChem CID: 10042240

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.2606878
• LogD (pH = 7.4): 2.2630124
• Log P: 2.2630422
• Molar Refractivity: 84.4737 cm^3
• Polarizability: 31.58339 Å^3
• Polar Surface Area: 69.2 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: soluble0.68 mg/mL; DMSO: soluble0.39 mg/mL; ethanol: soluble0.4 mg/mL; H2O: >10 mg/mL; methanol: soluble1 mg/mL
• Apperance: yellow solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 22-26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... GRIA1(2890), GRIA2(2891), GRIA3(2892), GRIA4(2893)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - G119

Biochem/physiol Actions
Selective allosteric AMPA receptor antagonist; anti-convulsant; skeletal muscle relaxant.
Legal Information
Sold under exclusive license from the Institute for Drug Research Ltd., Budapest, Hungary.