Details
Stereochemistry | ACHIRAL |
Molecular Formula | C16H38N2.2Br |
Molecular Weight | 418.294 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[Br-].[Br-].C[N+](C)(C)CCCCCCCCCC[N+](C)(C)C
InChI
InChIKey=HLXQFVXURMXRPU-UHFFFAOYSA-L
InChI=1S/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
Molecular Formula | BrH |
Molecular Weight | 80.912 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | C16H38N2 |
Molecular Weight | 258.4863 |
Charge | 2 |
Count |
|
Stereochemistry | MIXED |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Decamethylene disquaternary salts, with a ten-carbon (C10) chain between the quaternary groups, had the most potent curariform action in the series of polymethylene bisquaternaries. Decamethonium was used clinically as a neuromuscular blocking drug for a short time. Decamethonium was different from d-tubocurarine and that it produced a transient augmentation of contraction. C10 produces neuromuscular block by initiating some active response in the endplate or muscle fibre. Unlike d-tubocurare, decamethonium was not reversed by anticholinesterase agents.
CNS Activity
Originator
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9142395 | https://www.ncbi.nlm.nih.gov/pubmed/15398551
Curator's Comment: Barlow and Ing, 1948; Paton and Zaimis, 1949
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2362997 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7678947 |
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Target ID: CHEMBL220 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Preventing | SYNCURINE Approved UseSyncurine is a short acting depolarizing muscle relaxant or neuromuscular blocking agent, and is used in anesthesia to induce paralysis. |
PubMed
Title | Date | PubMed |
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Sympathetic outflows from cervical spinal cord in the dog. | 1966 Apr 15 |
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Effects of ganglion blocking agents on nicotine extensor convulsions and lethality in mice. | 1969 Sep |
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Chick optic lobe contains a developmentally regulated alpha2alpha5beta2 nicotinic receptor subtype. | 2000 Aug |
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The Effects of isoflurane on acetylcholine receptor channels: 3. Effects of conservative polar-to-nonpolar mutations within the channel pore. | 2001 Sep |
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[Microbiological validation of the composition of "decaceol", an antiseptic prolonged-release drug]. | 2002 |
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Effects of membranotropic agents on mono- and multilayer structures of dipalmitoylphosphatidylcholine. | 2002 Dec |
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Uptake of triiodothyronine and triiodothyroacetic acid in neonatal rat cardiomyocytes: effects of metabolites and analogs. | 2002 May |
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beta-Amyloid aggregation induced by human acetylcholinesterase: inhibition studies. | 2003 Feb 1 |
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Mechanical modulation of cartilage structure and function during embryogenesis in the chick. | 2004 Jan |
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Quaternary ammonium anticholinesterases have different effects on nicotinic receptors: is there a single binding site? | 2006 |
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Early effects of embryonic movement: 'a shot out of the dark'. | 2006 Apr |
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Effect of in ovo immobilization on development of chick hind-limb articular cartilage: an evaluation using micro-MRI measurement of delayed gadolinium uptake. | 2006 Dec |
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Toxicity of polymyxins: a systematic review of the evidence from old and recent studies. | 2006 Feb |
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Dequalinium-induced protofibril formation of alpha-synuclein. | 2006 Feb 10 |
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Correlation of antifungal activity with fungal phospholipase inhibition using a series of bisquaternary ammonium salts. | 2006 Jan 26 |
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Diverse inhibitory actions of quaternary ammonium cholinesterase inhibitors on Torpedo nicotinic ACh receptors transplanted to Xenopus oocytes. | 2007 Aug |
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Lymph heart in chick--somitic origin, development and embryonic oedema. | 2007 Dec |
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Differences in susceptibility to German cockroach frass and its associated proteases in induced allergic inflammation in mice. | 2007 Dec 8 |
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Inhibition of choline transport by redox-active cholinomimetic bis-catechol reagents. | 2007 Nov 15 |
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Allergen uptake, activation, and IL-23 production by pulmonary myeloid DCs drives airway hyperresponsiveness in asthma-susceptible mice. | 2008 |
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Identification of mechanosensitive genes during embryonic bone formation. | 2008 Dec |
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Divergence of allosteric effects of rapacuronium on binding and function of muscarinic receptors. | 2009 Dec 28 |
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Bone marrow cell derived arginase I is the major source of allergen-induced lung arginase but is not required for airway hyperresponsiveness, remodeling and lung inflammatory responses in mice. | 2009 Jun 1 |
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Single fiber electromyographic jitter and detection of acute changes in neuromuscular function in young and adult rats. | 2009 Mar-Apr |
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[Application of antiseptic dekasan in urgent abdominal surgery]. | 2009 Nov-Dec |
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[Dekasan application in treatment of infected pancreatic necrosis and its complications]. | 2010 Mar |
Patents
Sample Use Guides
The mean (SEM) dose of decamethonium producing 80% twitch tension depression (ED80) when administered alone was 37 (4.0) micrograms/kg.
Route of Administration:
Parenteral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5501266
1. In rat diaphragms immersed in solution containing 5 mm potassium the maximum uptake of labelled decamethonium was found at the end-plate region. In muscles depolarized in solution containing potassium methyl sulphate the uptake was reduced but a peak concentration at the end-plate region was still demonstrated.
2. The uptake of labelled decamethonium increased steadily with time and was interpreted in terms of the entry of decamethonium into the fibres. The permeability at 10-100 μm was similar to that of sodium.
3. The uptake of decamethonium at the end-plate region was dependent on the concentration. At low values the uptake in depolarized muscle was uniform along the fibres. Increase in concentration produced a peak at the end-plate region. This was interpreted as a change in permeability such that half the maximum effect was present at a concentration of approximately 5 μm.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:10:58 UTC 2023
by
admin
on
Fri Dec 15 17:10:58 UTC 2023
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Record UNII |
55C6RK944K
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Record Status |
Validated (UNII)
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Record Version |
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C29696
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10921
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m4121
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208-772-2
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23004
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C65365
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DBSALT001347
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CHEMBL1190
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C033019
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Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE |
Related Record | Type | Details | ||
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ACTIVE MOIETY |