Echothiophate Iodide | CAS# 513-10-0 | Cholinesterase Inhibitor

MedKoo Cat#: 317764 | Name: Echothiophate iodide

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Description:

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

Echothiophate is a potent, long-acting cholinesterase inhibitor used as a miotic in the treatment of glaucoma. Echothiophate covalently binds by its phosphate group to serine group at the active site of the cholinesterase. Once bound, the enzyme is permanently inactive and the cell has to make new enzymes. Echothiophate binds irreversibly to cholinesterase. Because of the very slow rate at which echothiophate is hydrolyzed by cholinesterase, its effects can last a week or more. It is used as an ocular antihypertensive in the treatment of chronic glaucoma and, in some cases, accommodative esotropia.

Chemical Structure

Echothiophate iodide

CAS#513-10-0 (iodide)

Theoretical Analysis

MedKoo Cat#: 317764

Name: Echothiophate iodide

CAS#: 513-10-0 (iodide)

Chemical Formula: C9H23INO3PS

Exact Mass: 0.0000

Molecular Weight: 383.23

Elemental Analysis: C, 28.21; H, 6.05; I, 33.11; N, 3.65; O, 12.52; P, 8.08; S, 8.37

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 350.00	2 Weeks
10mg	USD 650.00	2 Weeks

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Related CAS #

6736-03-4 (cation) 513-10-0 (iodide) 120087-88-9 (hydroxide) 120087-63-0 (bromide) 120087-68-5 (chloride)

Synonym

Echothiophate iodide; Echothiopate iodide; Echodide; Ecothiophate iodide

IUPAC/Chemical Name

2-diethoxyphosphorylsulfanylethyl(trimethyl)azanium;iodide

InChi Key

OVXQHPWHMXOFRD-UHFFFAOYSA-M

InChi Code

InChI=1S/C9H23NO3PS.HI/c1-6-12-14(11,13-7-2)15-9-8-10(3,4)5;/h6-9H2,1-5H3;1H/q+1;/p-1

SMILES Code

CCOP(=O)(OCC)SCC[N+](C)(C)C.[I-]

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

Soluble in DMSO, not in water

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 383.23 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: Kraus CL, Trivedi RH, Wilson ME. Intraocular pressure control with echothiophate iodide in children's eyes with glaucoma after cataract extraction. J AAPOS. 2015 Apr;19(2):116-8.e1. doi: 10.1016/j.jaapos.2014.11.006. Epub 2015 Mar 26. PubMed PMID: 25818282. 2: Schmidt KG, Horowitz Y, Buckman G, Segev E, Levinger E, Geyer O. Lowering of IOP by echothiophate iodide in pseudophakic eyes with glaucoma. Curr Eye Res. 2010 Aug;35(8):698-702. doi: 10.3109/02713681003794076. PubMed PMID: 20673046. 3: Mezer E, Krivoy N, Scharf J, Miller B. Echothiophate iodide induced transient hyper- and hypothyroidism. J Glaucoma. 1996 Jun;5(3):191-2. PubMed PMID: 8795758. 4: Raab EL. Cycloplegic refraction after echothiophate iodide. J Pediatr Ophthalmol Strabismus. 1983 Jul-Aug;20(4):141-4. PubMed PMID: 6886952. 5: Kaufman PL, Erickson KA, Neider MW. Echothiophate iodide cataracts in monkeys. Occurrence despite loss of accommodation induced by retrodisplacement of ciliary muscle. Arch Ophthalmol. 1983 Jan;101(1):125-8. PubMed PMID: 6849646. 6: Friberg TR, Thomas JV, Dressel TD. Serum cholinesterase, serum lipase, and serum amylase levels during long-term echothiophate iodide therapy. Am J Ophthalmol. 1981 Apr;91(4):530-3. PubMed PMID: 6164295. 7: Bito LZ, Merritt SQ. Paradoxical ocular hypertensive effect of pilocarpine on echothiophate iodide--treated primate eyes. Invest Ophthalmol Vis Sci. 1980 Apr;19(4):371-7. PubMed PMID: 6766911. 8: Mathias CG, Mailbach HI, Irvine A, Adler W. Allergic contact dermatitis to echothiophate iodide and phenylephrine. Arch Ophthalmol. 1979 Feb;97(2):286-7. PubMed PMID: 550798. 9: Rothkoff L, Biedner B, Blumenthal M. Echothiophate iodide for flat anterior chamber following cataract extraction. Ophthalmic Surg. 1977 Dec;8(6):62-4. PubMed PMID: 600492. 10: Hallett M, Cullen RF Jr. Intoxication with echothiophate iodide. An acute cholinergic crisis. JAMA. 1972 Dec 11;222(11):1414-5. PubMed PMID: 4678321. 11: Harris LS. Dose-response analysis of echothiophate iodide. Arch Ophthalmol. 1971 Nov;86(5):503-5. PubMed PMID: 5114443. 12: Morton WR, Drance SM, Fairclough M. Effect of echothiophate iodide on the lens. Am J Ophthalmol. 1969 Dec;68(6):1003-10. PubMed PMID: 5362877. 13: Lipson ML, Holmes JH, Ellis PP. Oral administration of pralidoxime chloride in echothiophate iodide therapy. Arch Ophthalmol. 1969 Dec;82(6):830-5. PubMed PMID: 5355272. 14: Gorin G. Echothiophate iodide for glaucoma or flat anterior chamber following cataract extraction. Am J Ophthalmol. 1969 Mar;67(3):392-5. PubMed PMID: 5774254. 15: Hussain A, Schurman P, Peter V, Milosovich G. Kinetics and mechanism of degradation of echothiophate iodide in aqueous solution. J Pharm Sci. 1968 Mar;57(3):411-8. PubMed PMID: 5655578. 16: Wilensky JG, Dettbarn WD, Rosenberg P, De Roetth A Jr. Effect of ocular instillation of echothiophate iodide and isoflurophate on cholinesterase activity of various rabbit tissues. Am J Ophthalmol. 1967 Sep;64(3):398-404. PubMed PMID: 6036299. 17: Ellis PP, Esterdahl M. Echothiophate iodide therapy in children. Effect upon blood cholinesterase levels. Arch Ophthalmol. 1967 May;77(5):598-601. PubMed PMID: 6022729. 18: Hiscox PE, McCulloch C. The effect of echothiophate iodide on systemic cholinesterase. Can J Ophthalmol. 1966 Oct;1(4):274-82. PubMed PMID: 5977437. 19: Kellerman L, King AD. Preliminary observations on the use of new concentrations of echothiophate iodide in the treatment of glaucoma. Am J Ophthalmol. 1966 Aug;62(2):278-81. PubMed PMID: 5944743. 20: Hiscox PE, McCulloch C. Cardiac arrest occurring in a patient on echothiophate iodide therapy. Am J Ophthalmol. 1965 Sep;60(3):425-7. PubMed PMID: 5825146.

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