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MedKoo Cat#: 413517 | Name: Demecarium Free Base

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Demecarium Free Base is a quaternary ammonium compound that serves as a long-acting cholinesterase inhibitor with parasympathomimetic activity. When used topically, demecarium inactivates both pseudocholinesterase and acetylcholinesterase, thereby preventing acetylcholine breakdown and increasing acetylcholine activity.

Chemical Structure

Demecarium Free Base
Demecarium Free Base
CAS#16505-84-3 (cation)

Theoretical Analysis

MedKoo Cat#: 413517

Name: Demecarium Free Base

CAS#: 16505-84-3 (cation)

Chemical Formula: C32H52N4O42+

Exact Mass: 556.3978

Molecular Weight: 556.79

Elemental Analysis: C, 69.03; H, 9.41; N, 10.06; O, 11.49

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
16505-84-3 (cation) 56-94-0 (bromide)
Synonym
Demecarium Free Base; Demecarium cation; Demecarium ion
IUPAC/Chemical Name
3,3'-(((decane-1,10-diylbis(methylazanediyl))bis(carbonyl))bis(oxy))bis(N,N,N-trimethylbenzenaminium)
InChi Key
RWZVPVOZTJJMNU-UHFFFAOYSA-N
InChi Code
InChI=1S/C32H52N4O4/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/q+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
Appearance
Solid 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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
More Info
Solvent mg/mL mM
Solubility
To be determined 0.0 0.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 556.79 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.

Recalculate based on batch purity %
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: 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. doi: 10.1046/j.1463-5224.2003.00257.x. PMID: 12641839. 2: 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. doi: 10.1016/s0021-9673(01)90458-3. PMID: 4039333. 3: 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. PMID: 8430939. 4: 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. doi: 10.2460/javma.231.1.89. PMID: 17605669. 5: KRISHNA N, LEOPOLD IH. The effect of BC-48 (demecarium bromide) on normal rabbit and human eyes. Am J Ophthalmol. 1960 Feb;49:270-7. PMID: 14412036. 6: Brooks DE. Glaucoma in the dog and cat. Vet Clin North Am Small Anim Pract. 1990 May;20(3):775-97. doi: 10.1016/s0195-5616(90)50062-5. PMID: 2194358. 7: 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. PMID: 7887518. 8: GBURKOWA A, POJDA SM. KILKA W ASNYCH SPOSTRZEZE'N KLINICZNYCH NAD STOSOWANIEM BROMKU DEMEKARIUM W JASKRZE NIEKT'ORE W A'SCIWO'SCI FARMAKOLOGICZNE DEMEKARIUM I FIZOSTYGMINY W DO'SWIADCZENIU [CLINICAL OBSERVATIONS ON THE USE OF DEMECARIUM BROMIDE IN GLAUCOMA. PHARMACOLOGIC PROPERTIES OF DEMECARIUM AND PHYSOSTIGMINE IN EXPERIMENTS]. Klin Oczna. 1965;35:207-12. Polish. PMID: 14306815. 9: PANT MC, PARMAR SS, BHARGAVA KP. ROLE OF THE POLYMETHYLENE CHAIN IN DERIVATIVES OF DEMECARIUM BROMIDE ON THE INHIBITION OF MONOAMINE OXIDASE. J Pharm Pharmacol. 1964 Jul;16:503-4. doi: 10.1111/j.2042-7158.1964.tb07504.x. PMID: 14207098. 10: Berkowski W Jr, Michau T, Stine J, Plummer C, Sherwood MB. A new, minimally invasive procedure for dogs with encapsulated Ahmed drainage implants and elevated intraocular pressures: A case series. Vet Ophthalmol. 2020 Nov 16. doi: 10.1111/vop.12834. Epub ahead of print. PMID: 33196139.