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W0641

W-84 dibromide

Name: W-84 dibromide
Brand: SIGMA

≥98% (HPLC), solid

Sinónimos:

Hexamethylene-bis-[dimethyl-(3-phthalimidopropyl)ammonium]dibromide

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About This Item

Fórmula empírica (notación de Hill):

C₃₂H₄₄Br₂N₄O₄

Número de CAS:

21093-51-6

Peso molecular:

708.52

Número MDL:

MFCD00209827

Código UNSPSC:

12352202

ID de la sustancia en PubChem:

24724665

NACRES:

NA.77

Ensayo

≥98% (HPLC)

Formulario

solid

color

white

solubilidad

DMSO: ~11 mg/mL
H₂O: insoluble

temp. de almacenamiento

−20°C

cadena SMILES

[Br-].[Br-].C[N+](C)(CCCCCC[N+](C)(C)CCCN1C(=O)c2ccccc2C1=O)CCCN3C(=O)c4ccccc4C3=O

InChI

1S/C32H44N4O4.2BrH/c1-35(2,23-13-19-33-29(37)25-15-7-8-16-26(25)30(33)38)21-11-5-6-12-22-36(3,4)24-14-20-34-31(39)27-17-9-10-18-28(27)32(34)40;;/h7-10,15-18H,5-6,11-14,19-24H2,1-4H3;2*1H/q+2;;/p-2

Clave InChI

DZRJZDQAGMZGGA-UHFFFAOYSA-L

Acciones bioquímicas o fisiológicas

Potent allosteric modulator of M₂ muscarinic acetylcholine receptors.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number

035K4610

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Allosteric effects of the alkane-bis-ammonium compound W84 and of tacrine on [3H]pirenzepine binding at M1-receptors in rat cerebral cortex.

K Mohr et al.

Pharmacology & toxicology, 75(6), 391-394 (1994-12-01)

The bis-quaternary W84, hexamethylene-bis-[dimethyl-(3-phthalimidopropyl)-ammonium bromide], is a potent allosteric modulator of M2-cholinoceptors. In this study we aimed at quantifying its allosteric effect on the dissociation of [3H]pirenzepine from M1-cholinoceptors in rat cerebral cortex and to measure the effects on association

Allosteric site in M2 acetylcholine receptors: evidence for a major conformational change upon binding of an orthosteric agonist instead of an antagonist.

Maren Grossmüller et al.

Naunyn-Schmiedeberg's archives of pharmacology, 372(4), 267-276 (2005-12-20)

Muscarinic acetylcholine receptors contain two distinct ligand binding sites, i.e. the orthosteric site for acetylcholine and other conventional ligands, and an allosteric site located at the entrance of the ligand binding pocket. We used a set of allosteric agents to

Comparison of structurally different allosteric modulators of muscarinic receptors by self-organizing neural networks.

U Holzgrabe et al.

Journal of molecular graphics, 14(4), 185-193 (1996-08-01)

Similarities in the molecular structure and surface properties of the allosteric modulators of muscarinic receptors, alcuronium, gallamine, tubocurarine, and the hexamethonium compound W84, a well-known pharmacological tool, are explored. The analysis of the molecular electrostatic potential (MEP) as well as

M2 receptor binding of the selective antagonist AF-DX 384: possible involvement of the common allosteric site.

C Tränkle et al.

Molecular pharmacology, 53(2), 304-312 (1998-03-14)

The hypothesis was tested that M2-selective antagonists partially utilize the allosteric site of muscarinic M2 receptors. The interactions of the allosteric agent W84 (hexane-1, 6-bis[dimethyl-3'-phthalimidopropyl-ammonium bromide]) were studied with the M2/M4-selective AF-DX 384 [(+/-)-5, 11-dihydro-11-([(2-(2-[(dipropylamino)methyl]-1-piperidinyl)ethyl)amino]carbonyl)-6H-pyrido(2,3-b)(1,4)-benzodiazepine-6-one], the nonselective N-methylscopolamine (NMS), and

Interaction of Mg2+ with the allosteric site of muscarinic M2 receptors.

U Burgmer et al.

Naunyn-Schmiedeberg's archives of pharmacology, 357(4), 363-370 (1998-05-30)

Mg2+-ions have been suspected to attenuate the inhibitory effect of allosteric modulators on the dissociation of orthosteric ligands from muscarinic M2 receptors. It was aimed to gain more insight into the molecular events underlying the effect of Mg2+. The interaction

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