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Trimebutine

Synopsis, Chemistry

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Also known as: 34140-59-5, Debridat, Polibutin, Trimebutine maleate salt, Trimebutine (maleate), Trimebutine maleate [jan]

Molecular Formula

C₂₆H₃₃NO₉

Molecular Weight

503.5 g/mol

InChI Key

FSRLGULMGJGKGI-BTJKTKAUSA-N

FDA UNII

H4XZJ9GX7T

Proposed spasmolytic with possible local anesthetic action used in gastrointestinal disorders.

1 2D Structure

Trimebutine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(Z)-but-2-enedioic acid;[2-(dimethylamino)-2-phenylbutyl] 3,4,5-trimethoxybenzoate

2.1.2 InChI

InChI=1S/C22H29NO5.C4H4O4/c1-7-22(23(2)3,17-11-9-8-10-12-17)15-28-21(24)16-13-18(25-4)20(27-6)19(14-16)26-5;5-3(6)1-2-4(7)8/h8-14H,7,15H2,1-6H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

2.1.3 InChI Key

FSRLGULMGJGKGI-BTJKTKAUSA-N

2.1.4 Canonical SMILES

CCC(COC(=O)C1=CC(=C(C(=C1)OC)OC)OC)(C2=CC=CC=C2)N(C)C.C(=CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

CCC(COC(=O)C1=CC(=C(C(=C1)OC)OC)OC)(C2=CC=CC=C2)N(C)C.C(=C\C(=O)O)\C(=O)O

2.2 Other Identifiers

2.2.1 UNII

H4XZJ9GX7T

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Debridat

2. Maleate Salt, Trimebutine

3. Maleate, Trimebutine

4. Modulon

5. Polibutin

6. Salt, Trimebutine Maleate

7. Tm 906

8. Tm-906

9. Tm906

10. Transacalm

11. Trimebutine

12. Trimebutine Maleate Salt

2.3.2 Depositor-Supplied Synonyms

1. 34140-59-5

2. Debridat

3. Polibutin

4. Trimebutine Maleate Salt

5. Trimebutine (maleate)

6. Trimebutine Maleate [jan]

7. Dkm38hxx5a

8. H4xzj9gx7t

9. 2-(dimethylamino)-2-phenylbutyl 3,4,5-trimethoxybenzoate Maleate

10. Trimebutine Maleate, (+)-

11. Trimebutine Maleate, (-)-

12. Smr000058893

13. Mls000028659

14. 2a051gm4ym

15. 3,4,5-trimethoxybenzoic Acid 2-(dimethylamino)-2-phenylbutyl Ester Maleate Salt

16. Nsc-758900

17. 58997-92-5

18. Ncgc00096059-01

19. Dsstox_cid_26017

20. Dsstox_rid_81292

21. Dsstox_gsid_46017

22. 58997-91-4

23. Cerekinon

24. Dromostat

25. Trimedat

26. Ibutin

27. Mls001401430

28. Digerent Polifarma

29. (z)-but-2-enedioic Acid;[2-(dimethylamino)-2-phenylbutyl] 3,4,5-trimethoxybenzoate

30. Smr000653473

31. Cas-34140-59-5

32. Smr000471622

33. Tm 906

34. Unii-2a051gm4ym

35. Trimebutinemaleate

36. Cerekinon (tn)

37. Einecs 251-845-9

38. Einecs 261-549-1

39. Einecs 261-550-7

40. Opera_id_1549

41. Unii-dkm38hxx5a

42. Unii-h4xzj9gx7t

43. Schembl67225

44. Trimebutine Maleate (jp17)

45. Mls001076527

46. Mls001333691

47. Spectrum1505011

48. Chembl1325297

49. Dtxsid5046017

50. Trimebutine Maleate [mi]

51. Chebi:32261

52. Hy-b0380a

53. Trimebutine For System Suitability

54. Hms2051k18

55. Hms2231d14

56. Hms2232k06

57. Hms2236j08

58. Hms3886o08

59. Pharmakon1600-01505011

60. Trimebutine Maleate [mart.]

61. Tox21_111554

62. 2-(dimethylamino)-2-phenylbutyl 3,4,5-trimethoxybenzoate, Maleate

63. Mfcd00133874

64. Nsc758900

65. S5507

66. Trimebutine Maleate [who-dd]

67. (-)-2-(dimethylamino)-2-phenylbutyl 3,4,5-trimethoxybenzoate, Maleate

68. Akos015963753

69. Tox21_111554_1

70. Ccg-100892

71. Ccg-213940

72. Cs-4235

73. Ks-1316

74. Nc00142

75. Nsc 758900

76. Ncgc00018269-05

77. Ac-18005

78. Trimebutine Maleate [ep Monograph]

79. Trimebutine Maleate Salt, Analytical Standard

80. D01500

81. A822092

82. Sr-01000003154

83. Q-201885

84. Sr-01000003154-5

85. Q27254453

86. Trimebutine Maleate, European Pharmacopoeia (ep) Reference Standard

87. 2-dimethylamino-2-phenylbutyl 3,4,5-trimethoxybenzoate Hydrogen Maleate

88. (1-ethyl-1-phenyl-2-(3,4,5-trimethoxybenzoyloxy)ethyl)dimethylammonium Hydrogen Maleate

89. Benzoic Acid, 3,4,5-trimethoxy-, 2-(dimethylamino)-2-phenylbutyl Ester, (+)-, (2z)-2-butenedioate

90. Benzoic Acid, 3,4,5-trimethoxy-, 2-(dimethylamino)-2-phenylbutyl Ester, (+)-, (z)-2-butenedioate

91. Benzoic Acid, 3,4,5-trimethoxy-, 2-(dimethylamino)-2-phenylbutyl Ester, (-)-, (2z)-2-butenedioate

92. Benzoic Acid, 3,4,5-trimethoxy-, 2-(dimethylamino)-2-phenylbutyl Ester, (-)-, (z)-2-butenedioate

93. Benzoic Acid, 3,4,5-trimethoxy-, Beta-(dimethylamino)-beta-ethylphenethyl Ester, Maleate (1:1)

2.4 Create Date

2005-06-29

3 Chemical and Physical Properties

Molecular Formula	C₂₆H₃₃NO₉
Molecular Weight	503.5 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	12
Exact Mass	503.21553163 g/mol
Monoisotopic Mass	503.21553163 g/mol
Topological Polar Surface Area	132 Å²
Heavy Atom Count	36
Formal Charge	0
Complexity	585
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Gastrointestinal Agents

Drugs used for their effects on the gastrointestinal system, as to control gastric acidity, regulate gastrointestinal motility and water flow, and improve digestion. (See all compounds classified as Gastrointestinal Agents.)

Parasympatholytics

Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS. (See all compounds classified as Parasympatholytics.)