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W0641

W-84 dibromide

Name: W-84 dibromide
Brand: SIGMA

≥98% (HPLC), solid

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill) :

C₃₂H₄₄Br₂N₄O₄

Numéro CAS:

21093-51-6

Poids moléculaire :

708.52

Numéro MDL:

MFCD00209827

Code UNSPSC :

12352202

ID de substance PubChem :

24724665

Nomenclature NACRES :

NA.77

Essai

≥98% (HPLC)

Forme

solid

Couleur

white

Solubilité

DMSO: ~11 mg/mL
H₂O: insoluble

Température de stockage

−20°C

Chaîne 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

Clé InChI

DZRJZDQAGMZGGA-UHFFFAOYSA-L

Actions biochimiques/physiologiques

Potent allosteric modulator of M₂ muscarinic acetylcholine receptors.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number

035K4610

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Consulter la Bibliothèque de documents

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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