541-22-0 Usage
Description
Decamethonium is a depolarizing neuromuscular blocking agent. It is a partial agonist of muscle-type nicotinic acetylcholine receptors (nAChRs). Decamethonium activates α1β1-containing adult mouse muscle-type nAChRs expressed in X. laevis oocytes with an EC50 value of 40 μM using voltage clamp electrophysiology. It is also a nondepolarizing antagonist of neuronal-type nAChRs, inhibiting mouse α7-, α3β2-, α3β4-, and α4β2-containing receptors with IC50 values of 7.4, 405, 28, and 59 μM, respectively. Decamethonoium is a competitive antagonist of α4β2-containing nAChRs expressed in SH-EP1 cells (IC50 = 52 μM for the human receptor). It also inhibits electric eel acetylcholinesterase (AChE) and blocks electrically-evoked tibialis muscle twitches in anesthetized cats with ED95 values of 35 and 70 μg/kg for cats under chloralose and ether anesthesia, respectively. Formulations containing decamethonium have been used to induce paralysis during anesthesia.
Chemical Properties
crystalline solid
Uses
antipsychotic
Biological Functions
Decamethonium was one of the first neuromuscular blocking agents to be synthesized. An SAR study on a series of bis-quaternary ammonium
compounds with varying numbers of methylene groups separating the nitrogen atoms demonstrated that maximal neuromuscular blockade
occurred with 10 to 12 unsubstituted methylene groups. Activity diminished as the number of carbons was either decreased or increased. The
compound with six methylene groups, hexamethonium, is a nicotinic antagonist at autonomic ganglia (ganglionic blocking agent). All the
compounds in this series that possessed neuromuscular blocking activity also caused depolarization of the postjunctional membrane.
General Description
Crystals derived from methanol and acetone.
Air & Water Reactions
Water soluble.
Health Hazard
ACUTE/CHRONIC HAZARDS: When heated to decomposition DECAMETHONIUM BROMIDE emits very toxic fumes.
Fire Hazard
Flash point data for DECAMETHONIUM BROMIDE are not available. DECAMETHONIUM BROMIDE is probably combustible.
Check Digit Verification of cas no
The CAS Registry Mumber 541-22-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 1 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 541-22:
(5*5)+(4*4)+(3*1)+(2*2)+(1*2)=50
50 % 10 = 0
So 541-22-0 is a valid CAS Registry Number.
InChI:InChI=1/C16H38N2.2BrH/c1-17(2,3)15-13-11-9-7-8-10-12-14-16-18(4,5)6;;/h7-16H2,1-6H3;2*1H/q+2;;/p-2
541-22-0Relevant articles and documents
The bisnaphthalimides as new active lead compounds against Plasmodium falciparum
Tischer, Maximilian,Sologub, Ludmilla,Pradel, Gabriele,Holzgrabe, Ulrike
, p. 2998 - 3003 (2010)
The bisquaternary bisnaphthalimides are a versatile class of compounds being active against the malaria parasite Plasmodium falciparum in the lower nanomolar range of concentration combined with no cytotoxicity. The series of compounds is designed as choline analogues and interfering agents of the phosphatidylcholine biosynthesis. The qualitative analysis of the structure-activity relationships (SAR) revealed the importance of a long methylene middle chain of at least 8 methylene groups between the two bisquaternary naphthalimides or a monoquaternary naphthalimide consisting of a long alkyl chain attached to the positively charged nitrogen atom. Since the SARs are different from reported biscationic antimalarial drugs the mode of action remains to be elucidated.
Orientational isomers of α-cyclodextrin [2]semi-rotaxanes with asymmetric dicationic threads
Baer, Andrew J.,Macartney, Donal H.
, p. 1448 - 1453 (2007/10/03)
Two series of novel dicationic threading molecules [Quin(CH 2)10R]2+ and [3,5-Lut(CH2) 10R]2+, where Quin- = quinuclidinium. 3,5-Lut+ = 3,5-lutidinium, and R+ = N(CH3) 3+ and N(CH3)2CH2CH 3+, form [2]semi-rotaxanes with α-cyclodextrin (α-CD) in aqueous solution. The quinuclidinium and 3.5-lutidinium arc sufficiently bulky to prevent threading while the R+ groups allow for slow threading by α-CD at 25°C. The resulting [2]semi-rotaxanes exist in two orientational isomers owing to the asymmetry of both the α-CD cavity and the threading molecules. Two-dimensional 1H NMR spectroscopy and kinetics experiments reveal that the isomer in which the narrower rim (primary OHs) is positioned near the R+ group is the kinetically preferred isomer, while the other isomer is the thermodynamically preferred product. The kinetics and mechanism of the formation, dissociation, and interconversion of the two isomers have been determined at 25°C. The Royal Society of Chemistry 2005.
