Demecarium bromide

Names

[ CAS No. ]:
56-94-0

[ Name ]:
Demecarium bromide

[Synonym ]:
Tosmilen
3,3'-{1,10-Decanediylbis[(methylcarbamoyl)oxy]}bis(N,N,N-trimethylanilinium) dibromide
Visumiotic
Demekastigmine bromide
3,3'-{Decane-1,10-diylbis[(methylcarbamoyl)oxy]}bis(N,N,N-trimethylanilinium) dibromide
Tonilen
trimethyl-[3-[methyl-[10-[methyl-[3-(trimethylazaniumyl)phenoxy]carbonylamino]decyl]carbamoyl]oxyphenyl]azanium,dibromide
3,3'-[1,10-Decanediylbis[(methylimino)carbonyloxy]]bis[N,N,N-trimethylbenzenaminium]dibromide
Benzenaminium, 3,3'-[1,10-decanediylbis[(methylimino)carbonyloxy]]bis[N,N,N-trimethyl-, bromide (1:2)
Humorsol
Tosmicil
decamethylenebis[m-dimethylaminophenyl n-methylcarbamate] dimethobromide
Decamethylenebis[N-methylcarbamic Acid m-Dimethylaminophenyl Ester] Bromidethylate
Tosmilene
EINECS 200-301-9
Demecarium bromide
N,N'-Bis[3-trimethylammoniumphenoxycarbonyl]-N,N'-dimethyldecamethylenediamine Dibromide
Frumtosnil
Visumatic

Biological Activity

[Description]:

Demecarium Bromide (BC-48) is a potent cholinesterase inhibitor, with an apparent affinity (Kiapp) of 0.15 μM[1]. Demecarium Bromide (BC-48) is used as a glaucoma agent[2].

[Related Catalog]:

Research Areas >> Neurological Disease

Signaling Pathways >> Neuronal Signaling >> AChE

[Target]

Kiapp: 0.15 μM (Cholinesterase)[1]

[In Vivo]

Demecarium Bromide (0.125 and 0.5%) causes long-term miosis and decreases intraocular pressure (IOP) in beagles with both normotensive eyes and inherited glaucoma[1].

[References]

[1]. Brown JH, et al. Activation and blockade of cardiac muscarinic receptors by endogenous acetylcholine and cholinesterase inhibitors. J Pharmacol Exp Ther. 1982 Oct;223(1):20-4.

[2]. Gum GG, et al. Effect of topically applied demecarium bromide and echothiophate iodide on intraocular pressure and pupil size in beagles with normotensive eyes and beagles with inherited glaucoma. Am J Vet Res. 1993 Feb;54(2):287-93.

Chemical & Physical Properties

[ Melting Point ]:
164 - 170ºC

[ Molecular Formula ]:
C₃₂H₅₂Br₂N₄O₄

[ Molecular Weight ]:
716.588

[ Exact Mass ]:
714.235535

[ PSA ]:
59.08000

[ LogP ]:
0.77020

[ Storage condition ]:
2-8℃

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: BR3130000

CHEMICAL NAME :: Ammonium, (m-hydroxyphenyl)trimethyl-, bromide, decamethylenebis(methylcarbamate)

CAS REGISTRY NUMBER :: 56-94-0

LAST UPDATED :: 199709

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C32-H52-N4-O4.2Br

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 6490 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 1,168,1967

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 29 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

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: 128,307,1960

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 24500 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 1,168,1967 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3186 No. of Facilities: 9 (estimated) No. of Industries: 2 No. of Occupations: 9 No. of Employees: 3239 (estimated) No. of Female Employees: 1168 (estimated)

Safety Information

[ Safety Phrases ]:
S22-S26-S36/37-S36/37/39

[ RIDADR ]:
3077

[ WGK Germany ]:
3

[ Packaging Group ]:
III

[ Hazard Class ]:
9