21093-51-6

21093-51-6 structure

Name: W-84 dibromide
Chemical Name: 3-(1,3-dioxoisoindol-2-yl)propyl-[6-[3-(1,3-dioxoisoindol-2-yl)propyl-dimethylazaniumyl]hexyl]-dimethylazanium,dibromide
CAS Number: 21093-51-6
Molecular Formula: C₃₂H₄₄Br₂N₄O₄
Molecular Weight: 708.52400
Catalog: Signaling Pathways GPCR/G Protein mAChR
Create Date: 2018-12-28 16:43:02
Modify Date: 2024-01-08 19:21:12
W-84 (dibromide) is a potent allosteric modulator of M2-cholinoceptors, which retards [3H]N-methylscopolamine dissociation. W-84 dibromide can stabilize cholinergic antagonist-receptor complexes. W-84 (dibromide) is a non-competitive muscarinic acetylcholine receptors antagonist with allosteric effects. W-84 (dibromide) protects over additively against an organophosphate-intoxication when applied in combination with atropine[1][2][3].

Name	3-(1,3-dioxoisoindol-2-yl)propyl-[6-[3-(1,3-dioxoisoindol-2-yl)propyl-dimethylazaniumyl]hexyl]-dimethylazanium,dibromide
Synonyms	Hexamethylene-bis-[dimethyl-(3-phthalimidopropyl)ammonium]dibromide Hdmppa W-84 dibromide W-84

Description	W-84 (dibromide) is a potent allosteric modulator of M2-cholinoceptors, which retards [3H]N-methylscopolamine dissociation. W-84 dibromide can stabilize cholinergic antagonist-receptor complexes. W-84 (dibromide) is a non-competitive muscarinic acetylcholine receptors antagonist with allosteric effects. W-84 (dibromide) protects over additively against an organophosphate-intoxication when applied in combination with atropine[1][2][3].
Related Catalog	Signaling Pathways >> Neuronal Signaling >> mAChR Research Areas >> Others Signaling Pathways >> GPCR/G Protein >> mAChR
Target	muscarinic acetylcholine receptors[1]
In Vitro	The stabilizing effect of W-84 (dibromide) on antagonist-receptor complexes may explain the overadditive protective action exerted by the combination of atropine and W-84 (dibromide) against organophosphate intoxication[1]. W-84 (dibromide) not only inhibits radioligand association but also strongly stabilizes antagonist-receptor complexes[2].
References	[1]. Jepsen K, et al. Allosteric stabilization of 3H-N-methylscopolamine binding in guinea-pig myocardium by an antidote against organophosphate intoxication. Pharmacol Toxicol. 1988;63(3):163-168. [2]. Mohr K, et al. Equipotent allosteric effect of W84 on [3H]NMS-binding to cardiac muscarinic receptors from guinea-pig, rat, and pig. Pharmacol Toxicol. 1992;70(3):198-200. [3]. Grossmüller M, et al. Allosteric site in M2 acetylcholine receptors: evidence for a major conformational change upon binding of an orthosteric agonist instead of an antagonist. Naunyn Schmiedebergs Arch Pharmacol. 2006;372(4):267-276.

Molecular Formula	C₃₂H₄₄Br₂N₄O₄
Molecular Weight	708.52400
Exact Mass	706.17300
PSA	74.76000

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi
RIDADR	NONH for all modes of transport

629-03-8

13474-65-2

~96%

21093-51-6

Literature: Heller, Eberhard; Lautenschlaeger, Werner; Holzgrabe, Ulrike Tetrahedron Letters, 2009 , vol. 50, # 12 p. 1321 - 1323

85-44-9

21093-51-6

Literature: Schmitz, Jens; Heller, Eberhard; Holzgrabe, Ulrike Monatshefte fur Chemie, 2007 , vol. 138, # 2 p. 171 - 174

109-55-7

21093-51-6

Literature: Schmitz, Jens; Heller, Eberhard; Holzgrabe, Ulrike Monatshefte fur Chemie, 2007 , vol. 138, # 2 p. 171 - 174

Precursor 4
629-03-8 13474-65-2 85-44-9 109-55-7
DownStream 0

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