Synonym
Echothiophate Free Base; BRN1794025; BRN-1794025; BRN 1794025
IUPAC/Chemical Name
Ammonium, (2-mercaptoethyl)trimethyl-, S-ester with O,O-diethylphosphorothioate, chloride
InChi Key
TWPQIWGWYLZCPK-UHFFFAOYSA-M
InChi Code
InChI=1S/C9H23NO3PS.ClH/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(OCC)(SCC[N+](C)(C)C)=O.[Cl-]
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
291.77
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: Drugs and Lactation Database (LactMed) [Internet]. Bethesda (MD): National Library of Medicine (US); 2006–. Echothiophate. 2021 Apr 19. PMID: 30000715.
2: Pakala RS, Brown KN, Preuss CV. Cholinergic Medications. 2021 Feb 17. In: StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2021 Jan–. PMID: 30844190.
3: Zueva IV, Lushchekina SV, Daudé D, Chabrière E, Masson P. Steady-State Kinetics of Enzyme-Catalyzed Hydrolysis of Echothiophate, a P-S Bonded Organophosphorus as Monitored by Spectrofluorimetry. Molecules. 2020 Mar 17;25(6):1371. doi: 10.3390/molecules25061371. PMID: 32192230; PMCID: PMC7144395.
4: Mindel JS, Yablonski ME, Tavitian HO, Podos SM, Orellana J. Dipivefrin and echothiophate. Efficacy of combined use in human beings. Arch Ophthalmol. 1981 Sep;99(9):1583-6. doi: 10.1001/archopht.1981.03930020457010. PMID: 7283808.
5: Zlobin AS, Zalevsky AO, Mokrushina YA, Kartseva OV, Golovin AV, Smirnov IV. The Preferable Binding Pose of Canonical Butyrylcholinesterase Substrates Is Unproductive for Echothiophate. Acta Naturae. 2018 Oct-Dec;10(4):121-124. PMID: 30713771; PMCID: PMC6351040.
6: Kaufman PL, Axelsson U, Bárány EH. Atropine inhibition of echothiophate cataractogenesis in monkeys. Arch Ophthalmol. 1977 Jul;95(7):1262-8. doi: 10.1001/archopht.1977.04450070160017. PMID: 406884.
7: Abramovsky I, Mindel JS. Dipivefrin and echothiophate: contraindications to combined use. Arch Ophthalmol. 1979 Oct;97(10):1937-40. doi: 10.1001/archopht.1979.01020020385024. PMID: 485920.
8: Kaufman PL, Axelsson U, Bárány EH. Induction of subcapsular cataracts in cynomolgus monkeys by echothiophate. Arch Ophthalmol. 1977 Mar;95(3):499-504. doi: 10.1001/archopht.1977.04450030141021. PMID: 402905.
9: Ballintine EJ. Glaucoma. Arch Ophthalmol. 1968 May;79(5):617-46. doi: 10.1001/archopht.1968.03850040619023. PMID: 4868992.
10: 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. doi: 10.1001/archopht.1983.01040010127024. PMID: 6849646.
