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Chemistry

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Also known as: Thiazolidine-4-carboxylic acid, 444-27-9, 1,3-thiazolidine-4-carboxylic acid, Detoxepa, Hepalidine, Thioproline

Molecular Formula

C₄H₇NO₂S

Molecular Weight

133.17 g/mol

InChI Key

DZLNHFMRPBPULJ-UHFFFAOYSA-N

FDA UNII

E5913T3IBL

Timonacic is a cyclic sulfur amino acid derivative with potential antineoplastic and antioxidant activities. Acting on cellular membranes of malignant cells through an unknown mechanism, timonacic may induce malignant cells to revert back to an untransformed state. This agent may also restore contact inhibition, a phenomenon characterized by the paracrine inhibition of mitosis following the formation of a critical cell mass, presumably the result of cell-to-cell signal transfer. Timonacic may also produce antioxidant effects secondary to its release of cysteine and restoration of glutathione concentrations.

1 2D Structure

Thiazolidine-4-Carboxylic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1,3-thiazolidine-4-carboxylic acid

2.1.2 InChI

InChI=1S/C4H7NO2S/c6-4(7)3-1-8-2-5-3/h3,5H,1-2H2,(H,6,7)

2.1.3 InChI Key

DZLNHFMRPBPULJ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1C(NCS1)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

E5913T3IBL

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Gamma-thiaproline

2. Heparegen

3. Norgamem

4. Thiaproline

5. Thiazolidine-4-carboxylic Acid

6. Thiazolidine-4-carboxylic Acid, (r)-isomer

7. Thiazolidine-4-carboxylic Acid, Sodium Salt

8. Thioproline

2.3.2 Depositor-Supplied Synonyms

1. Thiazolidine-4-carboxylic Acid

2. 444-27-9

3. 1,3-thiazolidine-4-carboxylic Acid

4. Detoxepa

5. Hepalidine

6. Thioproline

7. 4-thiazolidinecarboxylic Acid

8. Tiazolidin

9. Heparegene

10. Norgamem

11. Thiaproline

12. L-thiazolidine-4-carboxylic Acid

13. Dl-thiaproline

14. 4-carboxythiazolidine

15. Norgamen

16. Usaf C-1

17. T-4ca

18. Timonacic [inn]

19. Heptaladine

20. Timonacicum

21. Hepaldine

22. Heparegen

23. Timonacico

24. Usaf A-3701

25. Dl-thiazolidinecarboxylic Acid

26. Hepacom

27. Nsc 25855

28. Nsc-25855

29. Acide Thiazolidine-4-carboxylique

30. Thiazolidinecarboxylic Acid

31. Acide Dl Thiazolidine Carboxylique-4

32. Mfcd00128958

33. E5913t3ibl

34. Chebi:64564

35. Timonacic (inn)

36. Nsc25855

37. 4-thiazolidinecarboxylic Acid, L-

38. Timonacicum [inn-latin]

39. Timonacico [inn-spanish]

40. Thiazolidinecarboxylic Acid (van)

41. Einecs 207-146-6

42. Einecs 242-945-3

43. 4-thiazolidinecarboxylicacid

44. Thiazolidin

45. Unii-e5913t3ibl

46. Thiazolidine-4-carboxylicacid

47. Acide Thiazolidine-4-carboxylique [french]

48. Ccris 8099

49. Acide Dl Thiazolidine Carboxylique-4 [french]

50. L-4-thiazolidinecarboxylic Acid, 98%

51. Pidotimod Impurity

52. Hepacom (tn)

53. Timonacic [mi]

54. Timonacic [inci]

55. Timonacic [mart.]

56. 4-thiazolidincarboxylic Acid

57. Schembl8356

58. Timonacic [who-dd]

59. H-d-thz-oh;d-thioproline

60. Wln: T5m Cstj Evq

61. Thiazolidine-4-caboxylic Acid

62. Thiazolidin-4-carboxylic Acid

63. Chembl358722

64. Dtxsid9023675

65. Wln: T5m Cstj Evq -l

66. Dl-thiazolidine-4-carboxylic Acid

67. Hms3264c18

68. Pharmakon1600-01503320

69. Act03153

70. Albb-005988

71. Bcp13616

72. Hy-b1169

73. 1,3-thiazolidane-4-carboxylic Acid

74. Nsc758453

75. S4993

76. Stk361805

77. Akos000119343

78. Akos016040292

79. Racemic Thiazolidine-4-carboxylic Acid

80. 1,3-thiazolidine-4-carboxylic Acid #

81. Ab03779

82. Am81428

83. Ccg-213875

84. Cs-8024

85. Db12856

86. Nsc-758453

87. As-13539

88. Sbi-0207087.p001

89. 4-thiazolidinecarboxylic Acid, (.+/-.)-

90. Db-048659

91. Bb 0254773

92. Ft-0639201

93. Ft-0653153

94. Ft-0675152

95. Ft-0679172

96. A18785

97. D08601

98. D97373

99. Ab01563202_01

100. (r)-thiazolidine-4-carboxylic Acid;l-thioproline

101. 592t477

102. A876895

103. Ah-232/20359048

104. L(-)-thiazolidine-4-carboxylic Acid;l-thiaproline

105. Sr-01000944258

106. Sr-01000944258-1

107. Q23637400

108. Z955123540

109. 60731-25-1

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₄H₇NO₂S
Molecular Weight	133.17 g/mol
XLogP3	-2.3
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	1
Exact Mass	133.01974964 g/mol
Monoisotopic Mass	133.01974964 g/mol
Topological Polar Surface Area	74.6 Å²
Heavy Atom Count	8
Formal Charge	0
Complexity	106
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	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antidotes

Agents counteracting or neutralizing the action of POISONS. (See all compounds classified as Antidotes.)

Antineoplastic Agents

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

Antioxidants

Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)

Anti-Arrhythmia Agents

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)

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