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Chemistry

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Also known as: 536-43-6, Dyclonine hcl, Dyclone, Dyclothane, Dyclocaine hydrochloride, Tanaclone
Molecular Formula
C18H28ClNO2
Molecular Weight
325.9  g/mol
InChI Key
KNZADIMHVBBPOA-UHFFFAOYSA-N
FDA UNII
ZEC193879Q

Dyclonine
Dyclonine Hydrochloride is the hydrochloride salt of Dyclonine, an unclassified compound with local anesthetic effect. Dyclonine reversibly binds to activated sodium channels on the neuronal membrane, thereby decreasing the neuronal membrane's permeability to sodium ions, leading to an increased threshold for excitation. This reversibly stabilizes the membrane and inhibits depolarization, leading to the failure of a propagated action potential and subsequent conduction blockade. This results in a transient and reversible loss of sensation in a localized area of the body.
1 2D Structure

Dyclonine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-(4-butoxyphenyl)-3-piperidin-1-ylpropan-1-one;hydrochloride
2.1.2 InChI
InChI=1S/C18H27NO2.ClH/c1-2-3-15-21-17-9-7-16(8-10-17)18(20)11-14-19-12-5-4-6-13-19;/h7-10H,2-6,11-15H2,1H3;1H
2.1.3 InChI Key
KNZADIMHVBBPOA-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCCCOC1=CC=C(C=C1)C(=O)CCN2CCCCC2.Cl
2.2 Other Identifiers
2.2.1 UNII
ZEC193879Q
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Dyclone

2. Dyclonine

3. Dyclonine Hcl

4. Sucrets

5. Tanac

2.3.2 Depositor-Supplied Synonyms

1. 536-43-6

2. Dyclonine Hcl

3. Dyclone

4. Dyclothane

5. Dyclocaine Hydrochloride

6. Tanaclone

7. Dyclonine (hydrochloride)

8. Diclonina

9. 4'-butoxy-3-piperidinopropiophenone Hydrochloride

10. 1-propanone, 1-(4-butoxyphenyl)-3-(1-piperidinyl)-, Hydrochloride

11. P-267

12. Nsc-23018

13. 1-(4-butoxyphenyl)-3-piperidin-1-ylpropan-1-one;hydrochloride

14. Diclonia

15. Dyclonine Hydrochloride [usp]

16. Mls000069532

17. Zec193879q

18. Dyclocainum

19. Mfcd00035386

20. Smr000038382

21. Dsstox_cid_25323

22. Dsstox_rid_80802

23. Dsstox_gsid_45323

24. Dyclonine Hydrochloride (usp)

25. Wln: T6ntj A2vr Do4 &gh

26. Chebi:4725

27. Dycloninehydrochloride

28. Dyclonine, Hydrochloride

29. Ncgc00016498-01

30. Cas-536-43-6

31. Einecs 208-633-6

32. Nsc 23018

33. 4-n-butoxy-.beta.-(1-piperidyl)propiophenone Hydrochloride

34. Unii-zec193879q

35. Sr-01000000032

36. S 154

37. C 5422

38. Dyclopro (tn)

39. Prestwick_674

40. Dyclone (tn)

41. Piperidine, 1-(2-(4-butoxybenzoyl)ethyl), Hydrochloride

42. Opera_id_1265

43. Mls001077359

44. Mls002222240

45. Schembl317219

46. Spectrum1500268

47. Propiophenone, 4'-butoxy-3-piperidino-, Hydrochloride

48. Chembl1200478

49. Dtxsid6045323

50. Hy-b0364a

51. Hms1568f10

52. Hms1920k06

53. Pharmakon1600-01500268

54. Bcp28402

55. Nsc23018

56. Nsc25588

57. Dyclonine Hydrochloride [mi]

58. Tox21_110459

59. Ccg-40231

60. Nsc-25588

61. Nsc756745

62. S2041

63. Akos015951364

64. Tox21_110459_1

65. Ac-8346

66. Ds-3341

67. Dyclonine Hydrochloride [mart.]

68. Dyclonine Hydrochloride [vandf]

69. Nsc-756745

70. Dyclonine Hydrochloride [usp-rs]

71. Dyclonine Hydrochloride [who-dd]

72. Ncgc00016498-08

73. Ncgc00094662-01

74. Ncgc00094662-02

75. Ncgc00094662-03

76. Ncgc00094662-04

77. Sy066681

78. D4303

79. Dyclonine Hydrochloride [orange Book]

80. Ft-0625635

81. Sw196829-3

82. Dyclonine Hcl;dyclone;dyclocaine Hydrochloride

83. D00735

84. Dyclonine Hydrochloride [usp Monograph]

85. N12006

86. A829700

87. Sr-01000000032-4

88. W-105718

89. Q27106453

90. 4-butoxy-3-piperidinopropiophenone Hydrochloride

91. 4-n-butoxy-.beta.-piperidonopropiophenone Hydrochloride

92. 1-(4-butoxyphenyl)-3-(1-piperidinyl)-1-propanone Hydrochloride

93. 1-(4-butoxyphenyl)-3-piperidin-1-ylpropan-1-one;hydron;chloride

94. 1-propanone, 1-(4-butoxyphenyl)-3-(1-piperidinyl)hydrochloride

95. Dyclonine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

96. Dyclonine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 325.9 g/mol
Molecular Formula C18H28ClNO2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count8
Exact Mass325.1808568 g/mol
Monoisotopic Mass325.1808568 g/mol
Topological Polar Surface Area29.5 Ų
Heavy Atom Count22
Formal Charge0
Complexity292
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.)


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