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Propoxycaine

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Chemistry

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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

Propoxycaine

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 Formula	C₁₆H₂₇ClN₂O₃
Molecular Weight	330.8 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	10
Exact Mass	330.1710204 g/mol
Monoisotopic Mass	330.1710204 g/mol
Topological Polar Surface Area	64.8 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	295
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 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.)

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