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Nefopam

Nefopam

Synopsis, Chemistry

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Also known as: 23327-57-3, Nefopam hcl, Acupan, Fenazoxine hydrochloride, 5-methyl-1-phenyl-3,4,5,6-tetrahydro-1h-benzo[f][1,4]oxazocine hydrochloride, Nefopam (hydrochloride)

Molecular Formula

C₁₇H₂₀ClNO

Molecular Weight

289.8 g/mol

InChI Key

CNNVSINJDJNHQK-UHFFFAOYSA-N

FDA UNII

685J48E13W

Non-narcotic analgesic chemically similar to ORPHENADRINE. Its mechanism of action is unclear. It is used for the relief of acute and chronic pain. (From Martindale, The Extra Pharmacopoeia, 30th ed, p26)

1 2D Structure

Nefopam

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-methyl-1-phenyl-1,3,4,6-tetrahydro-2,5-benzoxazocine;hydrochloride

2.1.2 InChI

InChI=1S/C17H19NO.ClH/c1-18-11-12-19-17(14-7-3-2-4-8-14)16-10-6-5-9-15(16)13-18;/h2-10,17H,11-13H2,1H3;1H

2.1.3 InChI Key

CNNVSINJDJNHQK-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN1CCOC(C2=CC=CC=C2C1)C3=CC=CC=C3.Cl

2.2 Other Identifiers

2.2.1 UNII

685J48E13W

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Acupan

2. Ajan

3. Fenazoxine

4. Hydrochloride, Nefopam

5. Nefopam

6. Nefopam, Silentan

7. Silentan Nefopam

2.3.2 Depositor-Supplied Synonyms

1. 23327-57-3

2. Nefopam Hcl

3. Acupan

4. Fenazoxine Hydrochloride

5. 5-methyl-1-phenyl-3,4,5,6-tetrahydro-1h-benzo[f][1,4]oxazocine Hydrochloride

6. Nefopam (hydrochloride)

7. Nefopam Hydrochloride [usan]

8. 5-methyl-1-phenyl-3,4,5,6-tetrahydro-1h-2,5-benzoxazocine Hydrochloride

9. 3,4,5,6-tetrahydro-5-methyl-1-phenyl-1h-2,5-benzoxazocine Hydrochloride

10. 1h-2,5-benzoxazocine, 3,4,5,6-tetrahydro-5-methyl-1-phenyl-, Hydrochloride (1:1)

11. 685j48e13w

12. Nsc-757856

13. 23327-57-3 (hcl)

14. 5-methyl-1-phenyl-1,3,4,6-tetrahydro-2,5-benzoxazocine;hydrochloride

15. 1h-2,5-benzoxazocine, 3,4,5,6-tetrahydro-5-methyl-1-phenyl-, Hydrochloride

16. Dsstox_cid_25441

17. Dsstox_rid_80882

18. Dsstox_gsid_45441

19. Nefopam Hydrochloride (usan)

20. Leoplexamin

21. Pallopikeron

22. Lenipan

23. Sinalgico

24. Oxadol

25. Ajan

26. Smr000514529

27. Sr-01000388442

28. Unii-685j48e13w

29. Prestwick_351

30. Einecs 245-585-5

31. Nefopan Hydrochloride

32. Acupan (tn)

33. 69319-31-9

34. Ncgc00016778-01

35. R 738

36. Cas-23327-57-3

37. Mls001210851

38. Mls001240198

39. Mls002222204

40. Schembl122057

41. Chembl1407915

42. Dtxsid7045441

43. Hms1568n19

44. Nefopam Hydrochloride [mi]

45. Bcp13749

46. Hy-b1057

47. Tox21_110606

48. Mfcd00012750

49. S4180

50. Nefopam Hydrochloride [mart.]

51. 5-methyl-1-phenyl-3,4,5,6-tetrahydro-1h-benzo[f][1,4]oxazocinehydrochloride

52. Akos015845828

53. Nefopam Hydrochloride [who-dd]

54. Tox21_110606_1

55. Ccg-220229

56. Cs-4579

57. Nsc 757856

58. Nefopam Hydrochloride, >=98% (hplc)

59. Ncgc00094906-06

60. Ac-11999

61. As-13286

62. Cas#23327-57-3

63. Db-046129

64. Ft-0630499

65. N1169

66. C74201

67. D05133

68. Sr-01000388442-1

69. Sr-01000388442-4

70. Q27264216

71. Fenazoxine Hydrochloride; Lenipan; Leoplexamin; Nefopam Hcl

72. Nefopam Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

73. 5-benzoxazocine,5-methyl-1-phenyl-3,4,5,6-tetrahydro-1h-hydrochloride

74. 5-methyl-1-phenyl-3,4,5,6-tetrahydro-1h-benzo[f][1,4]oxazocine Hcl

75. 1h-2,5-benzoxazocine, 5-methyl-1-phenyl-3,4,5,6-tetrahydro-, Hydrochloride

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₀ClNO
Molecular Weight	289.8 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	1
Exact Mass	289.1233420 g/mol
Monoisotopic Mass	289.1233420 g/mol
Topological Polar Surface Area	12.5 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	274
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Analgesics, Non-Narcotic

A subclass of analgesic agents that typically do not bind to OPIOID RECEPTORS and are not addictive. Many non-narcotic analgesics are offered as NONPRESCRIPTION DRUGS. (See all compounds classified as Analgesics, Non-Narcotic.)