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Chemistry

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Also known as: 3200-06-4, Naftidrofuryl oxalate, Nafronyl oxalate salt, Naftidrofuryl (oxalate), Dusodril, Praxilene

Molecular Formula

C₂₆H₃₅NO₇

Molecular Weight

473.6 g/mol

InChI Key

SSAJNPNVUYMUCI-UHFFFAOYSA-N

FDA UNII

5ADB8D9388

A drug used in the management of peripheral and cerebral vascular disorders. It is claimed to enhance cellular oxidative capacity and to be a spasmolytic. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1310) It may also be an antagonist at 5HT-2 serotonin receptors.

1 2D Structure

Nafronyl Oxalate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-(diethylamino)ethyl 2-(naphthalen-1-ylmethyl)-3-(oxolan-2-yl)propanoate;oxalic acid

2.1.2 InChI

InChI=1S/C24H33NO3.C2H2O4/c1-3-25(4-2)14-16-28-24(26)21(18-22-12-8-15-27-22)17-20-11-7-10-19-9-5-6-13-23(19)20;3-1(4)2(5)6/h5-7,9-11,13,21-22H,3-4,8,12,14-18H2,1-2H3;(H,3,4)(H,5,6)

2.1.3 InChI Key

SSAJNPNVUYMUCI-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCN(CC)CCOC(=O)C(CC1CCCO1)CC2=CC=CC3=CC=CC=C32.C(=O)(C(=O)O)O

2.2 Other Identifiers

2.2.1 UNII

5ADB8D9388

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Artocoron

2. Azunaftil

3. Di Actane

4. Di-actane

5. Dusodril

6. Gvatran

7. Ls 121

8. Ls-121

9. Ls121

10. Nafronyl

11. Nafronyloxalate

12. Nafti Puren

13. Nafti Ratiopharm

14. Nafti Von Ct

15. Nafti-puren

16. Nafti-ratiopharm

17. Naftidrofuryl

18. Naftifurin Oxalate

19. Naftilong

20. Naftilux

21. Naftiratiopharm

22. Oxalate, Nafronyl

23. Oxalate, Naftifurin

24. Praxilne

25. Praxilene

2.3.2 Depositor-Supplied Synonyms

1. 3200-06-4

2. Naftidrofuryl Oxalate

3. Nafronyl Oxalate Salt

4. Naftidrofuryl (oxalate)

5. Dusodril

6. Praxilene

7. Naftidrofuryl Hydrogen Oxalate

8. Citoxid

9. 2-(diethylamino)ethyl 3-(naphthalen-1-yl)-2-((tetrahydrofuran-2-yl)methyl)propanoate Oxalate

10. Di-actane

11. Nafronyl Acid Oxalate

12. Ls-121

13. Nsc-225233

14. Eu-1806

15. Iridus

16. Nafronyl Oxalate (usan)

17. Nafronyl Oxalate [usan]

18. Dsstox_cid_25533

19. Dsstox_rid_80935

20. Dsstox_gsid_45533

21. Clarantin

22. 2-(diethylamino)ethyl 2-(naphthalen-1-ylmethyl)-3-(oxolan-2-yl)propanoate;oxalic Acid

23. 2-(diethylamino)ethyl Tetrahydro-.alpha.-(1-naphthylmethyl)-2-furanpropionate Oxalate (1:1)

24. Chembl1439099

25. Nafronyl Oxalate Salt, Analytical Standard

26. Smr000539007

27. 5adb8d9388

28. Cas-3200-06-4

29. Ls 121

30. Nsc225233

31. Sr-01000789261

32. Naftidrofuryloxalate

33. Praxilene (tn)

34. Prestwick_696

35. 2-furanpropanoic Acid, Tetrahydro-.alpha.-(1-naphthalenylmethyl)-, 2-(diethylamino)ethyl Ester, Ethanedioate (1:1)

36. Ncgc00016982-01

37. Mls000766889

38. Mls001032044

39. Mls001173344

40. Mls002222244

41. Schembl123848

42. Spectrum1503419

43. Dtxsid6045533

44. Hms501a20

45. Hms1569k15

46. Hms1922c14

47. Hms2093e15

48. Hms2096k15

49. Hms2875a08

50. Hms3713k15

51. Hms3886i06

52. Pharmakon1600-01503419

53. Nafronyl Acid Oxalate [mi]

54. Naftidrofuryl Oxalate [jan]

55. Bcp19865

56. Hy-b1107

57. Tox21_110724

58. Ccg-40305

59. Nsc758462

60. S5472

61. Naftidrofuryl Oxalate [mart.]

62. Akos015960731

63. Naftidrofuryl Oxalate [who-dd]

64. Tox21_110724_1

65. Cs-4704

66. Nsc-758462

67. 2-(diethylamino)ethyl 2-(naphthalen-1-ylmethyl)-3-(oxolan-2-yl)propanoate,oxalic Acid

68. Ncgc00095050-01

69. Ncgc00095050-02

70. Ncgc00178213-05

71. Ac-12093

72. Ft-0629863

73. D05107

74. A937354

75. J-018595

76. Naftidrofuryl Hydrogen Oxalate [ep Monograph]

77. Sr-01000789261-2

78. Sr-01000789261-3

79. Q27261749

80. 2-furanpropionic Acid, 2-(diethylamino)ethyl Ester Oxalate (1:1)

81. 2-furanpropionic Acid, 2-(diethylamino)ethyl Esteroxalate (1:1)

82. Naftidrofuryl Oxalate, British Pharmacopoeia (bp) Reference Standard

83. 2-furanpropanoic Acid, 2-(diethylamino)ethyl Ester, Ethanedioate (1:1)

84. Alpha-(1-naphthylmethyl)-2-tetrahydrofuranpropionic Acid Diethylaminoethyl Ester

85. 2-furanpropanoic Acid, Tetrahydro-a-(1-naphthalenylmethyl)-, 2-(diethylamino)ethyl Ester, Ethanedioate (1:1)

86. 2-furanpropanoic Acid, Tetrahydro-a-(1-naphthalenylmethyl)-,2-(diethylamino)ethyl Ester, Ethanedioate (1:1)

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₂₆H₃₅NO₇
Molecular Weight	473.6 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	12
Exact Mass	473.24135246 g/mol
Monoisotopic Mass	473.24135246 g/mol
Topological Polar Surface Area	113 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	536
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Vasodilator Agents

Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)

Serotonin Antagonists

Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or SEROTONIN RECEPTOR AGONISTS. (See all compounds classified as Serotonin Antagonists.)

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