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Echothiophate Iodide

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Chemistry

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Also known as: Ecothiopate iodide, 513-10-0, Echodide, Ecothiophate iodide, Phospholine iodide, Ecothiopati iodidum

Molecular Formula

C₉H₂₃INO₃PS

Molecular Weight

383.23 g/mol

InChI Key

OVXQHPWHMXOFRD-UHFFFAOYSA-M

FDA UNII

BA9QH3P00T

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

1 2D Structure

Echothiophate Iodide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-diethoxyphosphorylsulfanylethyl(trimethyl)azanium;iodide

2.1.2 InChI

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

2.1.3 InChI Key

OVXQHPWHMXOFRD-UHFFFAOYSA-M

2.1.4 Canonical SMILES

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

2.2 Other Identifiers

2.2.1 UNII

BA9QH3P00T

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-((diethoxyphosphinyl)thio)-n,n,n,-trimethylethanaminium Iodide

2. Ecothiopate Iodide

3. Ecothiophate Iodide

4. Iodide, Echothiophate

5. Iodide, Ecothiopate

6. Iodide, Ecothiophate

7. Iodide, Phospholine

8. Phospholine Iodide

2.3.2 Depositor-Supplied Synonyms

1. Ecothiopate Iodide

2. 513-10-0

3. Echodide

4. Ecothiophate Iodide

5. Phospholine Iodide

6. Ecothiopati Iodidum

7. Iodure D'ecothiopate

8. Ioduro De Ecotiopato

9. Diethoxyphosphoryl-thiocholine Iodide

10. 217-mi

11. Ecostigmine Iodide

12. Chebi:59849

13. Ethanaminium, 2-((diethoxyphosphinyl)thio)-n,n,n-trimethyl-, Iodide

14. 2-diethoxy-phosphinylthioethyl-trimethylammonium Iodide

15. N-(2-(diethoxyphosphinylthio)ethyl)trimethylammonium Iodide

16. Ecothiopate Iodide [inn]

17. O,o-diethyl S-2-trimethylammonium Ethylphosphonothiolate Iodide

18. Echothiophate Iodide (usp)

19. Echothiophate Iodide [usp]

20. Ba9qh3p00t

21. S-(2-(n,n,n-trimethylammonio)ethyl) O,o-diethylphosphorothiolate Iodide

22. (2-mercaptoethyl)trimethylammonium Iodide S-ester With O,o-diethyl Phosphorothioate

23. Ecostigmini Jodidum

24. 2-diethoxyphosphorylsulfanylethyl(trimethyl)azanium;iodide

25. Phospholine (the Pharmaceutical)

26. Ecothiopati Iodidum [inn-latin]

27. Iodure D'ecothiopate [inn-french]

28. Ioduro De Ecotiopato [inn-spanish]

29. 217 Mi

30. 217mi; Diethoxyphosphinylthiocholine Iodide; Diethylphosphorylthiocholine Iodide; Echothiopate Iodide; Ecostigmini Jodidum;

31. Phospholine Iodide (tn)

32. Einecs 208-152-1

33. Unii-ba9qh3p00t

34. Ethanaminium, 2-[(diethoxyphosphinyl)thio]-n,n,n-trimethyl-, Iodide

35. 2-diaethoxyphosphinyl-thioaethyl-trimethyl-ammonium-jodid [german]

36. Ammonium, (2-(o,o-diethylphosphorothio)ethyl)trimethyl-, Iodide

37. S-(2-dimethylaminoethyl)-o.o-diethylphosphorothioate Methiodide

38. Diethoxyphosphinylthiocholine Iodide

39. Echothiopate Iodide

40. S-ester Of (2-mercaptoethyl)trimethylammonium Iodide With O,o-diethyl Phosphorothioate

41. 2-diaethoxyphosphinyl-thioaethyl-trimethyl-ammonium-jodid

42. Ecothiopateiodide

43. S-beta-dimethylaminoethyl-o,o-diethylthionophosphate Methiodide

44. Ammonium, (2-mercaptoethyl)trimethyl-, Iodide, S-ester With O,o-diethylphosphorothioate

45. Schembl24839

46. Chembl1200367

47. Dtxsid1022976

48. Ecothiopate Iodide [jan]

49. Ecothiopate Iodide (jp17/inn)

50. Echothiophate Iodide [mi]

51. Ecothiopate Iodide [mart.]

52. 2-[(diethoxyphosphinyl)thio]-n,n,n-trimethylethanaminium Iodide

53. Ecothiopate Iodide [who-dd]

54. S-(2-dimethylaminoethyl)-o,o-diethylphosphorothioate Methiodide

55. (2-mercaptoethyl)trimethylammonium Iodidie O,o-diethyl Phosphorothioate

56. 2-[(diethoxyphosphoryl)sulfanyl]-n,n,n-trimethylethanaminium Iodide

57. 2-{[bis(ethyloxy)phosphoryl]thio}-n,n,n-trimethylethanaminium Iodide

58. Bdbm50016940

59. Akos015967621

60. Echothiophate Iodide [orange Book]

61. Hy-16183

62. Echothiophate Iodide [usp Impurity]

63. Echothiophate Iodide [usp Monograph]

64. D02193

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₉H₂₃INO₃PS
Molecular Weight	383.23 g/mol
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	8
Exact Mass	383.01810 g/mol
Monoisotopic Mass	383.01810 g/mol
Topological Polar Surface Area	60.8 Å²
Heavy Atom Count	16
Formal Charge	0
Complexity	208
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Phospholine iodide
PubMed Health	Echothiophate Iodide (Into the eye)
Drug Classes	Antiglaucoma, Miotic, Ophthalmologic Agent
Active Ingredient	Echothiophate iodide
Dosage Form	For solution
Route	Ophthalmic
Strength	0.125%
Market Status	Prescription
Company	Wyeth Pharms

2 of 2
Drug Name	Phospholine iodide
PubMed Health	Echothiophate Iodide (Into the eye)
Drug Classes	Antiglaucoma, Miotic, Ophthalmologic Agent
Active Ingredient	Echothiophate iodide
Dosage Form	For solution
Route	Ophthalmic
Strength	0.125%
Market Status	Prescription
Company	Wyeth Pharms

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Cholinesterase Inhibitors

Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system. (See all compounds classified as Cholinesterase Inhibitors.)

Miotics

Agents causing contraction of the pupil of the eye. Some sources use the term miotics only for the parasympathomimetics but any drug used to induce miosis is included here. (See all compounds classified as Miotics.)

Parasympathomimetics

Drugs that mimic the effects of parasympathetic nervous system activity. Included here are drugs that directly stimulate muscarinic receptors and drugs that potentiate cholinergic activity, usually by slowing the breakdown of acetylcholine (CHOLINESTERASE INHIBITORS). Drugs that stimulate both sympathetic and parasympathetic postganglionic neurons (GANGLIONIC STIMULANTS) are not included here. (See all compounds classified as Parasympathomimetics.)

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