WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 300162
CAS#: 56-94-0 (bromide)
Description: Demecarium is a parasympathomimetic that acts as an acetylcholinesterase inhibitor. It is one of several topical (applied directly to the affected area) medications used to reduce elevated intraocular pressure (IOP) associated with primary glaucoma in cats, dogs, and other animals. a cholinesterase inhibitor with sustained activity. It acts mainly on true (erythrocyte) cholinesterase. Application of HUMORSOL (demecarium) to the eye produces intense miosis and ciliary muscle contraction due to inhibition of cholinesterase, allowing acetylcholine to accumulate at sites of cholinergic transmission. These effects are accompanied by increased capillary permeability of the ciliary body and iris, increased permeability of the blood-aqueous barrier, and vasodilation. Myopia may be induced or, if present, may be augmented by the increased refractive power of the lens that results from the accommodative effect of the drug. HUMORSOL (demecarium) indirectly produces some of the muscarinic and nicotinic effects of acetylcholine as quantities of the latter accumulate.
MedKoo Cat#: 300162
Name: Demecarium bromide
CAS#: 56-94-0 (bromide)
Chemical Formula: C32H52Br2N4O4
Exact Mass:
Molecular Weight: 716.59
Elemental Analysis: C, 53.64; H, 7.31; Br, 22.30; N, 7.82; O, 8.93
Related CAS #: 16505-84-3 (cation) 56-94-0 (bromide)
Synonym: Demecarium bromide; Band name: Humorsol; Frumtosnil; Tonilen; Tosmicil; Tosmilen; Tosmilene; Visumatic; Visumiotic.
IUPAC/Chemical Name: 3,3'-(((decane-1,10-diylbis(methylazanediyl))bis(carbonyl))bis(oxy))bis(N,N,N-trimethylbenzenaminium) bromide.
InChi Key: YHKBUDZECQDYBR-UHFFFAOYSA-L
InChi Code: InChI=1S/C32H52N4O4.2BrH/c1-33(31(37)39-29-21-17-19-27(25-29)35(3,4)5)23-15-13-11-9-10-12-14-16-24-34(2)32(38)40-30-22-18-20-28(26-30)36(6,7)8;;/h17-22,25-26H,9-16,23-24H2,1-8H3;2*1H/q+2;;/p-2
SMILES Code: CN(C(OC1=CC([N+](C)(C)C)=CC=C1)=O)CCCCCCCCCCN(C(OC2=CC([N+](C)(C)C)=CC=C2)=O)C.[Br-].[Br-]
Appearance: Ssolid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in water.
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in water
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 716.59 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
1: Binder DR, Herring IP, Gerhard T. Outcomes of nonsurgical management and efficacy of demecarium bromide treatment for primary lens instability in dogs: 34 cases (1990-2004). J Am Vet Med Assoc. 2007 Jul 1;231(1):89-93. PubMed PMID: 17605669.
2: Ward DA, Abney K, Oliver JW. The effects of topical ocular application of 0.25% demecarium bromide on serum acetylcholinesterase levels in normal dogs. Vet Ophthalmol. 2003 Mar;6(1):23-5. PubMed PMID: 12641839.
3: Krohne SG. Effect of topically applied 2% pilocarpine and 0.25% demecarium bromide on blood-aqueous barrier permeability in dogs. Am J Vet Res. 1994 Dec;55(12):1729-33. PubMed PMID: 7887518.
4: Gum GG, Gelatt KN, Gelatt JK, Jones R. 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. PubMed PMID: 8430939.
5: Cohn LJ, Greely VJ, Tibbetts DL. Determination of demecarium bromide and related compounds by high-performance liquid chromatography. J Chromatogr. 1985 Mar 15;321(2):401-5. PubMed PMID: 4039333.
