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2D Structure
Also known as: 550-83-4, Propoxycaine hcl, Propoxycaine (hydrochloride), Ravocaine hydrochloride, 2-(diethylamino)ethyl 4-amino-2-propoxybenzoate;hydrochloride, Nsc-760044
Molecular Formula
C16H27ClN2O3
Molecular Weight
330.8  g/mol
InChI Key
GITPCGSPKUQZTE-UHFFFAOYSA-N
FDA UNII
K490D39G46

A local anesthetic of the ester type that has a rapid onset of action and a longer duration of action than procaine hydrochloride. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1017)
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-(diethylamino)ethyl 4-amino-2-propoxybenzoate;hydrochloride
2.1.2 InChI
InChI=1S/C16H26N2O3.ClH/c1-4-10-20-15-12-13(17)7-8-14(15)16(19)21-11-9-18(5-2)6-3;/h7-8,12H,4-6,9-11,17H2,1-3H3;1H
2.1.3 InChI Key
GITPCGSPKUQZTE-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCCOC1=C(C=CC(=C1)N)C(=O)OCCN(CC)CC.Cl
2.2 Other Identifiers
2.2.1 UNII
K490D39G46
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Hydrochloride, Propoxycaine

2. Propoxycaine

3. Propoxyprocaine

2.3.2 Depositor-Supplied Synonyms

1. 550-83-4

2. Propoxycaine Hcl

3. Propoxycaine (hydrochloride)

4. Ravocaine Hydrochloride

5. 2-(diethylamino)ethyl 4-amino-2-propoxybenzoate;hydrochloride

6. Nsc-760044

7. Propoxycaine Hydrochloride (200 Mg)

8. Propoxycaine Hydrochloride [usp]

9. K490d39g46

10. Pravocaine Hydrochloride

11. Propoxycaine Hydrochloride (usp)

12. Ncgc00016505-01

13. Win 3459

14. Cas-550-83-4

15. Einecs 208-988-7

16. Unii-k490d39g46

17. Blockain Hydrochloride

18. Propoxycainehydrochloride

19. 2-(diethylamino)ethyl 4-amino-2-propoxybenzoate Monohydrochloride

20. 4-amino-2-propoxybenzoic Acid 2-(diethylamino)ethyl Ester Hydrochloride

21. Chembl1769

22. Dsstox_cid_25325

23. Dsstox_rid_80804

24. Dsstox_gsid_45325

25. Schembl24720

26. Blockaine Hydrochloride (tn)

27. Mls002154133

28. Dtxsid6045325

29. 3-benzoylpropionicacidoxime

30. Hms1571c20

31. Pharmakon1600-01505572

32. Hy-b1243

33. Tox21_110462

34. Nsc760044

35. Ccg-213485

36. Cs-4955

37. Nsc 760044

38. Propoxycaine Hydrochloride [mi]

39. Benzoic Acid, 4-amino-2-propoxy-, 2-(diethylamino)ethyl Ester, Monohydrochloride

40. Propoxycainehydrochloride(200mg)

41. As-82901

42. Propoxycaine Hydrochloride [mart.]

43. Smr001233440

44. Propoxycaine Hydrochloride [who-dd]

45. D02099

46. Propoxycaine Hydrochloride [orange Book]

47. Propoxycaine Hydrochloride [usp Impurity]

48. Sr-01000841224

49. Sr-01000841224-2

50. Q27281938

51. 2-(diethylamino)ethyl 4-amino-2-propoxybenzoate Hydrochloride

52. 4-amino-2-propoxybenzoesaure-ss-diathylamino-athylester-hydrochlorid

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 330.8 g/mol
Molecular Formula C16H27ClN2O3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count10
Exact Mass330.1710204 g/mol
Monoisotopic Mass330.1710204 g/mol
Topological Polar Surface Area64.8 Ų
Heavy Atom Count22
Formal Charge0
Complexity295
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Anesthetics, Local

Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate. (See all compounds classified as Anesthetics, Local.)