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Prothionamide

Prothionamide

Synopsis, Chemistry

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Also known as: Prothionamide, 14222-60-7, 2-propylpyridine-4-carbothioamide, Ektebin, Protionamid, Trevintix

Molecular Formula

C₉H₁₂N₂S

Molecular Weight

180.27 g/mol

InChI Key

VRDIULHPQTYCLN-UHFFFAOYSA-N

FDA UNII

76YOO33643

Antitubercular agent similar in action and side effects to ETHIONAMIDE. It is used mostly in combination with other agents.

1 2D Structure

Prothionamide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-propylpyridine-4-carbothioamide

2.1.2 InChI

InChI=1S/C9H12N2S/c1-2-3-8-6-7(9(10)12)4-5-11-8/h4-6H,2-3H2,1H3,(H2,10,12)

2.1.3 InChI Key

VRDIULHPQTYCLN-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCCC1=NC=CC(=C1)C(=S)N

2.2 Other Identifiers

2.2.1 UNII

76YOO33643

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Ektebin

2. Peteha

3. Prothionamide

2.3.2 Depositor-Supplied Synonyms

1. Prothionamide

2. 14222-60-7

3. 2-propylpyridine-4-carbothioamide

4. Ektebin

5. Protionamid

6. Trevintix

7. 2-propylthioisonicotinamide

8. Peteha

9. 2-propyl-thioisonicotinamide

10. Tuberex

11. Protionamidum

12. Protionizina

13. Tebeform

14. 2-propylisonicotinylthioamide

15. 4-pyridinecarbothioamide, 2-propyl-

16. Th-1321

17. 2-propyl-4-pyridinecarbothioamide

18. Rp 9778

19. 2-propyl-4-thiocarbamoylpyridine

20. Isonicotinamide, 2-propylthio-

21. 9778 R.p.

22. 1321 Th

23. Rp-9778

24. Protionamide (inn)

25. Prothionamidum

26. Nsc-758962

27. Protionamide (prothionamide)

28. Mls000042521

29. Protionamida

30. 76yoo33643

31. Ncgc00095164-01

32. Smr000047660

33. Protionamide 100 Microg/ml In Acetonitrile

34. Protionamide [inn]

35. Dsstox_cid_25940

36. Dsstox_rid_81238

37. Dsstox_gsid_45940

38. Protionamidum [inn-latin]

39. Protionamida [inn-spanish]

40. Trevintix (tn)

41. Cas-14222-60-7

42. Th 1321

43. Sr-05000001518

44. Einecs 238-093-7

45. Brn 0118164

46. Protion

47. Protionamide [inn:ban:dcf]

48. Unii-76yoo33643

49. Prothionamide (jp17)

50. Opera_id_999

51. Spectrum2_000019

52. Spectrum3_001964

53. Protionamide [mi]

54. Prothionamide [jan]

55. Schembl74572

56. Bspbio_003564

57. Protionamide [mart.]

58. 5-22-02-00376 (beilstein Handbook Reference)

59. Mls001201789

60. Mls006011877

61. Protionamide [who-dd]

62. Protionamide [who-ip]

63. Spectrum1505316

64. Spbio_000057

65. Chembl1378024

66. Dtxsid7045940

67. Chebi:32066

68. Kbio3_002911

69. Prothionamide, >=99% (hplc)

70. 2-propyl-4-thiocarbamoyl Pyridine

71. Hms1922d06

72. Hms2090j11

73. Hms2235m12

74. Hms3372k04

75. Hms3655o18

76. Hms3715g13

77. Kuc109576n

78. Pharmakon1600-01505316

79. Albb-010476

80. Bcp13522

81. Hy-b0306

82. Ksc-27-052d

83. Zinc3874803

84. Tox21_111463

85. Bbl010291

86. Bdbm50499814

87. Ccg-40049

88. Mfcd00464119

89. Nsc758962

90. Protionamidum [who-ip Latin]

91. S1881

92. Stk366469

93. Stl454225

94. Akos005172678

95. Tox21_111463_1

96. 1321-th

97. Ac-4518

98. Db12667

99. Ks-1282

100. Nsc 758962

101. 2-propylpyridine-4-carbimidothioic Acid

102. Ncgc00095164-02

103. Ncgc00095164-03

104. Ncgc00095164-04

105. Ncgc00095164-05

106. Sbi-0207058.p001

107. Db-042615

108. Ft-0630412

109. P2302

110. Sw199462-2

111. D01195

112. D88012

113. Ab00393463-12

114. Ab01093435-02

115. Ab01093435_03

116. Ab01093435_04

117. A807874

118. Q866657

119. Q-201638

120. Sr-05000001518-1

121. Sr-05000001518-2

122. Sr-05000001518-3

123. Brd-k75360161-001-09-9

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₉H₁₂N₂S
Molecular Weight	180.27 g/mol
XLogP3	1.5
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	3
Exact Mass	180.07211956 g/mol
Monoisotopic Mass	180.07211956 g/mol
Topological Polar Surface Area	71 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	159
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antitubercular Agents

Drugs used in the treatment of tuberculosis. They are divided into two main classes: "first-line" agents, those with the greatest efficacy and acceptable degrees of toxicity used successfully in the great majority of cases; and "second-line" drugs used in drug-resistant cases or those in which some other patient-related condition has compromised the effectiveness of primary therapy. (See all compounds classified as Antitubercular Agents.)

4.2 ATC Code

J - Antiinfectives for systemic use

J04 - Antimycobacterials

J04A - Drugs for treatment of tuberculosis

J04AD - Thiocarbamide derivatives

J04AD01 - Protionamide