ECOTHIOPATE IODIDE
- CAS No.
- 513-10-0
- Chemical Name:
- ECOTHIOPATE IODIDE
- Synonyms
- 217MI;Echodide;Ecostigmine;Ecothiopate;ECOTHIOPHATE;ECHOTHIOPHATE;PHOSPHOLINEIODIDE;ECOTHIOPATE IODIDE;Echothiopate iodide;EcostigMini jodiduM
- CBNumber:
- CB6839268
- Molecular Formula:
- C9H23INO3PS
- Molecular Weight:
- 383.227051
- MDL Number:
- MFCD00867178
- MOL File:
- 513-10-0.mol
- MSDS File:
- SDS
| Melting point | 138° (Tammelin); mp 124-124.5° (Fitch) |
|---|---|
| storage temp. | Store at -20°C |
| solubility | DMSO: Slightly Soluble; Methanol: Slightly Soluble; Water: Slightly Soluble |
| form | A solid |
| Stability | Hygroscopic |
| FDA UNII | BA9QH3P00T |
| ATC code | S01EB03 |
| EPA Substance Registry System | Ethanaminium, 2-[(diethoxyphosphinyl)thio]-N,N,N-trimethyl-, iodide (513-10-0) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS06,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H300-H311+H331-H400 | |||||||||
| Precautionary statements | P261-P264-P270-P271-P273-P280-P301+P310-P321-P330-P302+P352-P304+P340-P311-P312-P361+P364-P391-P403+P233-P405-P501 | |||||||||
| RIDADR | 3249 | |||||||||
| HazardClass | 6.1(a) | |||||||||
| PackingGroup | II | |||||||||
| NFPA 704 |
|
ECOTHIOPATE IODIDE price More Price(6)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 24029 | Echothiophate (iodide) ≥98% | 513-10-0 | 1mg | $32 | 2024-03-01 | Buy |
| Cayman Chemical | 24029 | Echothiophate (iodide) ≥98% | 513-10-0 | 5mg | $139 | 2024-03-01 | Buy |
| Cayman Chemical | 24029 | Echothiophate (iodide) ≥98% | 513-10-0 | 10mg | $243 | 2024-03-01 | Buy |
| AK Scientific | 0983CA | Ecothiopateiodide | 513-10-0 | 5mg | $252 | 2021-12-16 | Buy |
| AK Scientific | 0983CA | Ecothiopateiodide | 513-10-0 | 10mg | $370 | 2021-12-16 | Buy |
ECOTHIOPATE IODIDE Chemical Properties,Uses,Production
Originator
Phospholine Iodide,Ayerst,US,1959
Uses
Cholinergic (ophthalmic).
Uses
Echothiophate is a phosphorylthiocholine with pharmacological action analogous to that of isofluorophate; however, spontaneous reduction of phosphorylated enzyme occurs faster after using isofluorophate. It is used in various forms of glaucoma.
Definition
ChEBI: The iodide salt of ecothiopate. An irreversible acetylcholinesterase inhibitor, it is used an ocular antihypertensive in the treatment of open-angle glaucoma, particularly when other drugs have proved inadequate.
Manufacturing Process
The reaction is carried out in an atmosphere of nitrogen. To a solution of 4.60
grams sodium (0.20 mol) in 60 cc of methanol is added 14.17 grams β-
dimethylaminoethyl mercaptan hydro chloride (0.10 mol), rinsed in with 10 cc
methanol. Solvent is removed at a water-pump vacuum while blowing with a
slow stream of nitrogen to 100°C/20 mm. To the residue suspended in 150 cc
benzene and cooled in an ice bath is added 17.25 grams
diethylchlorophosphate (0.10 mol) in 3 portions at 10-minute intervals. After
each addition, the temperature increases from about 4° to about 14°C and
then falls. The mixture is stirred in an ice bath for one-half hour and while
warming to room temperature during 2 hours is washed with 35 and 5 cc
portions of water with two 10 cc portions of saturated brine and is dried over
calcium sulfate and filtered.
After removal of solvent by distillation under reduced pressure to 55°C/20
mm, the residue is 23.0 grams crude base (95% theory) as a pale yellow
liquid. A sample of the crude base distills with some decomposition at 105° to
112°C/0.8 mm.
A sample of distilled base in cold isopropanol is treated with excess methyl
iodide, left at room temperature overnight, diluted with 5 volumes of ethyl
acetate and filtered from the methiodide salt. This is purified by crystallization
from mixtures of isopropanol and ethyl acetate, filtering hot to remove an
impurity of low solubility. The pure methiodide is obtained as a white solid, MP
124° to 124.5°C, containing 99 mol percent thiol isomer.
brand name
Phospholine Iodide (Wyeth).
Therapeutic Function
Cholinergic (ophthalmic)
Clinical Use
Echothiophate iodide has found therapeutic application for the treatment of glaucoma and strabismus. Echothiophate is applied topically as a solution and is the only irreversible AChEI for the treatment of glaucoma. The decrease in intraocular pressure observed can last up to 4 weeks. Phosphoester AChEIs exhibit cataractogenic properties; thus, their use should be reserved for patients who are refractory to other forms of treatment (i.e., short-acting miotics, β-blockers, epinephrine, and possibly, carbonic anhydrase inhibitors). Because of its toxicity, echothiophate is not used for its systemic action. Selectivity of echothiophate for the AChE catalytic site was enhanced by incorporation in the molecule of a quaternary ammonium salt functional group two carbons removed from the phosphoryl group.
Synthesis
Echothiophate, S-(2-trimethylaminoethyl)-O,O-diethylthiophosphate (13.2.23), is made by reacting diethylchlorophosphoric acid with 2-dimethylaminoethylmercaptane, giving S-(2-dimethylaminoethyl)-O,O-diethylthiophosphate (13.2.22), which is alkylated by methyliodide, forming echothiophate (13.2.23) [51].
ECOTHIOPATE IODIDE Preparation Products And Raw materials
ECOTHIOPATE IODIDE Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| AFINE CHEMICALS LIMITED | 0571-85134551 | info@afinechem.com | CHINA | 15377 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 | support@targetmol.com | United States | 19973 | 58 |
| BOC Sciences | 1-631-485-4226; 16314854226 | info@bocsci.com | United States | 14059 | 65 |
| ChemeGen(Shanghai) Biotechnology Co.,Ltd. | 18818260767 | sales@chemegen.com | China | 11289 | 58 |
| Energy Chemical | 021-58432009 400-005-6266 | marketing@energy-chemical.com | China | 44941 | 58 |
| TargetMol Chemicals Inc. | 4008200310 | marketing@tsbiochem.com | China | 24131 | 58 |
| Shanghai Yifei Biotechnology Co. , Ltd. | 021-65675885 18964387627 | customer_service@efebio.com | China | 8740 | 58 |
| Hebei Zhentian food additives Co., LTD | 0319-5925599 13373390591 | 13373390591@163.com | China | 11442 | 58 |
| RD International Technology Co., Limited | 18988968278 | sales@ubiochem.com | China | 9146 | 58 |