4-(5-{4-[dimethyl(prop-2-en-1-yl)azaniumyl]phenyl}-3-oxopentyl)-N,N-dimethyl-N-(prop-2-en-1-yl)anilinium dibromide

• ChemBase ID: 133875
• Molecular Formular: C27H38Br2N2O
• Molecular Mass: 566.41142
• Monoisotopic Mass: 564.13508785
• SMILES: C[N+](C)(CC=C)c1ccc(cc1)CCC(=O)CCc1ccc(cc1)[N+](C)(C)CC=C.[Br-].[Br-]
• Canonical SMILES: C=CC[N+](c1ccc(cc1)CCC(=O)CCc1ccc(cc1)[N+](CC=C)(C)C)(C)C.[Br-].[Br-]
• InChI: InChI=1S/C27H38N2O.2BrH/c1-7-21-28(3,4)25-15-9-23(10-16-25)13-19-27(30)20-14-24-11-17-26(18-12-24)29(5,6)22-8-2;;/h7-12,15-18H,1-2,13-14,19-22H2,3-6H3;2*1H/q+2;;/p-2
• InChIKey: WKDURMTZOWGWTD-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(5-{4-[dimethyl(prop-2-en-1-yl)azaniumyl]phenyl}-3-oxopentyl)-N,N-dimethyl-N-(prop-2-en-1-yl)anilinium dibromide
• IUPAC Traditional name: 4-(5-{4-[dimethyl(prop-2-en-1-yl)ammonio]phenyl}-3-oxopentyl)-N,N-dimethyl-N-(prop-2-en-1-yl)anilinium dibromide
• Synonyms: 4,4'-(3-Oxo-1,5-pentanediyl)bis[N,N-dimethyl-N-2-propen-1-yl-benzenaminium Bromide; 1,5-Bis(4-Allyldimethylammoniumphenyl)pentan-3-one, Dibromide; BW 284c51; 1,5-Bis(4-allyldimethylammoniumphenyl)pentan-3-one dibromide

Database IDs

• CAS Number: 402-40-4
• MDL Number: MFCD00063485
• PubChem SID: 162228152; 24278243
• PubChem CID: 9820

CALCULATED PROPERTIES

• Acid pKa: 19.86343
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -1.7539952
• LogD (pH = 7.4): -1.7539952
• Log P: -1.7539952
• Molar Refractivity: 152.4086 cm^3
• Polarizability: 50.09057 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 201-204°C

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 26/27/28
• Safety Statements: 28-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H330
• GHS Precautionary statements: P260-P264-P280-P284-P302 + P350-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 1

Pharmacology Properties

• Gene Information: human ... ACHE(43)

DETAILS

Sigma Aldrich - A9013

Biochem/physiol Actions
Selective acetylcholinesterase inhibitor.

Toronto Research Chemicals - B401000

A selective acetylcholinesterase inhibitor.