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Decamethonium Bromide

Names

[ CAS No. ]:
541-22-0

[ Name ]:
Decamethonium Bromide

[Synonym ]:
dekamethoniumbromid
Decane-1,10-bis(trimethylammonium Bromide)
decacuran
syncurine
N,N,N,N',N',N'-Hexamethyl-1,10-decanediaminium dibromide
decamethoniumdibromide
hexa-N-methyl-N,N'-decanediyl-di-ammonium,dibromide
N,N,N,N',N',N'-Hexamethyldecane-1,10-diaminium dibromide
decamethylenebis[trimethylammonium bromide]
1,10-Decanediaminium, N,N,N,N',N',N'-hexamethyl-, dibromide
Decamethylene bis(trimethylammonium bromide) (Decane-1,10-bis(trimethylammonium bromide)
MFCD00011779
Hexa-N-methyl-N,N'-decandiyl-di-ammonium,Dibromid
Decamethonium dibromide
Decamethylene bis(trimethylammonium bromide)
1,10-Decanediaminium, N,N,N,N,N,N-hexamethyl-, bromide (1:2)
Decamethonium Bromide
EINECS 208-772-2
UNII-55C6RK944K
decamethylene-1,10-bistrimethylammoniumdibromide
Decamethonium (Bromide)

Biological Activity

[Description]:

Decamethonium Bromide is a nicotinic AChR partial agonist and neuromuscular blocking agent.Target: nAChRDecamethonium (Syncurine) is a depolarizing muscle relaxant or neuromuscular blocking agent, and is used in anesthesia to induce paralysis. Decamethonium, which has a short action time, is similar to acetylcholine and acts as a partial agonist of the nicotinic acetylcholine receptor. In the motor endplate, it causes depolarization, preventing further effects to the normal release of acetylcholine from the presynaptic terminal, and therefore preventing the neural stimulus from affecting the muscle. In the process of binding, decamethonium actually activates (depolarizes) the motor endplate, but since the decamethonium itself is not degraded, the membrane remains depolarized and unresponsive to normal acetylcholine release [1].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR
Signaling Pathways >> Neuronal Signaling >> nAChR
Research Areas >> Neurological Disease

[References]

[1]. Marcheselli, M., C. Rustichelli, and M. Mauri, Novel antifouling agent zinc pyrithione: determination, acute toxicity, and bioaccumulation in marine mussels (Mytilus galloprovincialis). Environ Toxicol Chem, 2010. 29(11): p. 2583-92.


[Related Small Molecules]

PNU 282987 | Carbachol | GTS-21 | Methyllycaconitine citrate | Monepantel | Hexamethonium bromide | PNU-120596 | Centrophenoxine hydrochloride | ZSET1446 | Aniracetam | Desformylflustrabromine hydrochloride | EVP-6124 (hydrochloride) | α-Lobeline Hydrochcloride | ABT 594 hydrochloride | Varenicline

Chemical & Physical Properties

[ Melting Point ]:
263-267 °C(lit.)

[ Molecular Formula ]:
C16H38Br2N2

[ Molecular Weight ]:
418.294

[ Exact Mass ]:
416.140167

[ Stability ]:
Stable. Incompatible with strong oxidizing agents.

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
BP5950000
CHEMICAL NAME :
Ammonium, decamethylenebis(trimethyl-, dibromide
CAS REGISTRY NUMBER :
541-22-0
LAST UPDATED :
199701
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C16-H38-N2.2Br
MOLECULAR WEIGHT :
418.38
WISWESSER LINE NOTATION :
1K1&1&10K1&1&1 &E 2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2900 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 14,67,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
190 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 118,395,1956
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
900 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JAPMA8 Journal of the American Pharmaceutical Association, Scientific Edition. (Washington, DC) V.29-49, 1940-60. For publisher information, see JPMSAE. Volume(issue)/page/year: 45,792,1956
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
4 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 74,911,1954
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
630 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 105,221,1956
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
35 ug/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 118,395,1956
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
125 ug/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 118,395,1956 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
75 mg/kg/5W-I
TOXIC EFFECTS :
Behavioral - ataxia
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 97,150,1949

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H315-H319-H335

[ Precautionary Statements ]:
P261-P301 + P310-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ Hazard Codes ]:
T

[ Risk Phrases ]:
R25;R36/37/38

[ Safety Phrases ]:
S26-S45

[ RIDADR ]:
UN 2811 6.1/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
BP5950000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

Synthetic Route

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