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

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

MedKoo CAT#: 317764

CAS#: 513-10-0 (iodide)

Description: 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)

Instruction

Theoretical Analysis

MedKoo Cat#: 317764
Name: Echothiophate iodide
CAS#: 513-10-0 (iodide)
Chemical Formula: C9H23INO3PS
Exact Mass: 0.00
Molecular Weight: 383.230
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
1mg	USD 250	2 weeks
5mg	USD 450	2 weeks
10mg	USD 750	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

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;

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

Biological target:
In vitro activity:
In vivo activity:

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

Formulation protocol:
In vitro protocol:
In vivo protocol:

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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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