60-25-3

Basic information

• Product Name: HEXAMETHONIUM CHLORIDE
• Synonyms: 6-hexanediaminium,n,n,n,n’,n’,n’-hexamethyl-dichloride;bistriumchloride;chloor-hexaviet;depressin;esomidchloride;hestriumchloride;hexamethioniumchloride;hexamethylenebis(trimethyl-ammoniudichloride
• CAS NO: 60-25-3
• Molecular Formula: C₁₂H₃₀N₂*2Cl
• Molecular Weight: 273.29
• EINECS: 200-465-1
• Product Categories: Ammonium Chlorides (Quaternary);Quaternary Ammonium Compounds
• Mol File: 60-25-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 292°C(dec.)(lit.)
• Boiling Point: 423.36°C (rough estimate)
• Appearance: white/solid (hygroscopic)
• Density: 1.0558 (rough estimate)
• Refractive Index: 1.6400 (estimate)
• Solubility: H2O: soluble
• Water Solubility: almost transparency
• BRN: 3714806
• CAS DataBase Reference: HEXAMETHONIUM CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: HEXAMETHONIUM CHLORIDE(60-25-3)
• EPA Substance Registry System: HEXAMETHONIUM CHLORIDE(60-25-3)

Safety Data

• WGK Germany: 3
• RTECS: BQ8650000
• Hazardous Substances Data: 60-25-3(Hazardous Substances Data)

Usage

Chemical Properties

White, crystalline, hygroscopic powder; faint odor. Very soluble in water; soluble in alcohol, methanol, and n-propanol; insoluble in chloroform and ether. Available commercially as unhydrated form or as dihydrate.

Uses

Different sources of media describe the Uses of 60-25-3 differently. You can refer to the following data:
1. Hexamethonium Chloride is a ganglionic nicotinic receptor blocker.
2. Hexamethonium chloride has been used to block the responses of nicotinic receptors towards it agonists. It has also been used to study the mechanosensitivity of viscerofugal neurons.
3. Medicine (antihypertensive).

General Description

Nicotinic acetylcholine receptor (nAChR) forms a ligand-gated ion channel made up of four different subunits. Each subunit contains an extracellular amino-terminal domain (hydrophilic) and carboxylic terminal domain and four transmembrane domains. nAChR is an allosteric and transmembrane protein localized to the neuromuscular junction.

Biochem/physiol Actions

Hexamethonium chloride preferentially blocks nicotinic receptors at autonomic ganglia, crosses blood-brain barrier only at high doses. Nicotinic acetylcholine receptor (nAChR) is responsible for cognitive functions. Blocking this receptor results in cognitive impairment. nAChR antagonist is used to study the effect of loss of receptor function. Hexamethonium has a peripheral action over blocking the nAChR.

InChI:InChI=1/C12H30N2.2ClH.H2O/c1-13(2,3)11-9-7-8-10-12-14(4,5)6;;;/h7-12H2,1-6H3;2*1H;1H2/q+2;;;/p-2

Upstream product

• 2163-00-0 1,6-dichlorohexane 
• 75-50-3 trimethylamine 

Downstream Products

• 94659-94-6 C₁₂H₃₀N₂⁽²⁺⁾*C₁₀H₂O₈^(4-) 
• 94659-98-0 C₁₂H₃₀N₂⁽²⁺⁾*C₈H₄O₄^(2-) 
• 94660-00-1 C₁₆H₁₀O₄^(2-)*C₁₂H₃₀N₂⁽²⁺⁾ 
• 94659-97-9 C₁₂H₃₀N₂⁽²⁺⁾*C₈H₄O₄^(2-) 

Relevant articles and documents

Solid-state synthesis of mixed trihalides via reversible absorption of dihalogens by non porous onium salts

1,6-Bis(trimethylammonium)hexane bis(trihalides) and mixed bis(trihalides) have been synthesized by treating the corresponding dihydrated halides with molecular dihalogens under gas-solid and solution conditions. Despite the starting halides being non-porous, the trihalide syntheses occur homogeneously, in quantitative yields, and reversibly. In all cases halogen bond prevails over hydrogen bond, dihalogens substitute for the hydration water of starting halide anions and trihalides are formed. The stability of the obtained trihalides is mainly due to cooperative halogen bond and cation templation effect. Hexamethonium halides are proven effective solids for the clathration and storage of molecular dihalogens. While the starting salts are not isostructural, all the formed trihalides and mixed trihalides are isostructural.