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Substance Name: Echothiophate iodide [USP]
RN: 513-10-0
UNII: BA9QH3P00T
InChIKey: OVXQHPWHMXOFRD-UHFFFAOYSA-M

Note

  • A potent, long-acting cholinesterase inhibitor used as a miotic in the treatment of glaucoma.

Molecular Formulas

  • C9-H23-I-N-O3-P-S
  • C9-H23-N-O3-P-S.I

Molecular Weight

  • 383.2247
 

Classification Codes

  • Autonomic Agents
  • Cholinergic (Ophthalmic)
  • Cholinergic Agents
  • Cholinesterase Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Miotics
  • Neurotransmitter Agents
  • Parasympathomimetics
  • Peripheral Nervous System Agents
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Names and Synonyms

Name of Substance

  • Echothiophate iodide
  • Echothiophate iodide [USP]
  • Ecothiopate iodide [INN]

MeSH Heading

  • Echothiophate iodide

Synonyms

  • (2-Mercaptoethyl)trimethylammonium iodide S-ester with O,O-diethyl phosphorothioate
  • 2-Diaethoxyphosphinyl-thioaethyl-trimethyl-ammonium-jodid
  • 2-Diaethoxyphosphinyl-thioaethyl-trimethyl-ammonium-jodid [German]
  • 2-Diethoxy-phosphinylthioethyl-trimethylammonium iodide
  • 217 MI
  • Ammonium, (2-(O,O-diethylphosphorothio)ethyl)trimethyl-, iodide
  • Diethoxyphosphoryl-thiocholine iodide
  • Echodide
  • Echothiophate iodide
  • Ecostigmini jodidum
  • Ecothiopate iodide
  • Ecothiopati iodidum
  • Ecothiopati iodidum [INN-Latin]
  • Ecothiophate iodide
  • EINECS 208-152-1
  • Ethanaminium, 2-((diethoxyphosphinyl)thio)-N,N,N-trimethyl-, iodide
  • Iodure d'ecothiopate
  • Iodure d'ecothiopate [INN-French]
  • Ioduro de ecotiopato
  • Ioduro de ecotiopato [INN-Spanish]
  • N-(2-(Diethoxyphosphinylthio)ethyl)trimethylammonium iodide
  • O,O-Diethyl S-2-trimethylammonium ethylphosphonothiolate iodide
  • Phospholine (the pharmaceutical)
  • Phospholine iodide
  • S-(2-(N,N,N-Trimethylammonio)ethyl) O,O-diethylphosphorothiolate iodide
  • S-(2-Dimethylaminoethyl)-O.O-diethylphosphorothioate methiodide
  • S-Ester of (2-mercaptoethyl)trimethylammonium iodide with O,O-diethyl phosphorothioate
  • UNII-BA9QH3P00T

Systematic Names

  • Ammonium, (2-mercaptoethyl)trimethyl-, iodide, S-ester with O,O-diethylphosphorothioate
  • Ecothiopate iodide
  • Ethanaminium, 2-((diethoxyphosphinyl)thio)-N,N,N-trimethyl-, iodide

Registry Numbers

CAS Registry Number

  • 513-10-0

FDA UNII

  • BA9QH3P00T

System Generated Number

  • 0000513100

Molecular Formulas

Molecular Formulas

  • C9-H23-I-N-O3-P-S
  • C9-H23-N-O3-P-S.I

Molecular Formula Fragments

  • C9-H23-N-O3-P-S
  • COMPONENT
  • I

Structure Descriptors

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

InChIKey

OVXQHPWHMXOFRD-UHFFFAOYSA-M

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 140ug/kg (0.14mg/kg)   Toxicology and Applied Pharmacology. Vol. 6, Pg. 269, 1964.
mouse LD50 oral 5100ug/kg (5.1mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 1, Pg. 168, 1967.
mouse LD50 subcutaneous 130ug/kg (0.13mg/kg)   Journal of Medicinal Chemistry. Vol. 19, Pg. 810, 1976.
rabbit LD50 intravenous 33ug/kg (0.033mg/kg) PERIPHERAL NERVE AND SENSATION: FASCICULATIONS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Journal of Pharmacology and Experimental Therapeutics. Vol. 118, Pg. 420, 1956.
rabbit LD50 unreported 250ug/kg (0.25mg/kg)   American Journal of Ophthalmology. Vol. 53, Pg. 512, 1962.
rat LD50 oral 174ug/kg (0.174mg/kg)   Acta Physiologica Polonica. Vol. 32, Pg. 507, 1981.
rat LD50 skin > 100mg/kg (100mg/kg)   Acta Physiologica Polonica. Vol. 31, Pg. 279, 1980.
rat LD50 subcutaneous 174ug/kg (0.174mg/kg)   Acta Physiologica Polonica. Vol. 32, Pg. 507, 1981.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 138 deg C   EXP
log P (octanol-water) -2.250 (none)   EST
Atmospheric OH Rate Constant 7.67E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.