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Chemistry

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Also known as: 555-57-7, N-methyl-n-propargylbenzylamine, Pargylamine, Paragyline, Eudatin, Supirdyl

Molecular Formula

C₁₁H₁₃N

Molecular Weight

159.23 g/mol

InChI Key

DPWPWRLQFGFJFI-UHFFFAOYSA-N

FDA UNII

9MV14S8G3E

A monoamine oxidase inhibitor with antihypertensive properties.

1 2D Structure

Pargylamine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-benzyl-N-methylprop-2-yn-1-amine

2.1.2 InChI

InChI=1S/C11H13N/c1-3-9-12(2)10-11-7-5-4-6-8-11/h1,4-8H,9-10H2,2H3

2.1.3 InChI Key

DPWPWRLQFGFJFI-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN(CC#C)CC1=CC=CC=C1

2.2 Other Identifiers

2.2.1 UNII

9MV14S8G3E

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Hydrochloride, Pargyline

2. Pargyline Hydrochloride

2.3.2 Depositor-Supplied Synonyms

1. 555-57-7

2. N-methyl-n-propargylbenzylamine

3. Pargylamine

4. Paragyline

5. Eudatin

6. Supirdyl

7. N-benzyl-n-methylprop-2-yn-1-amine

8. Pargylin

9. Eutonyl

10. N-methyl-n-2-propynylbenzylamine

11. Benzenemethanamine, N-methyl-n-2-propynyl-

12. Benzyl-methyl-2-propinylamin

13. Benzylmethylpropargylamine

14. N-benzyl-n-methyl-2-propynylamine

15. N-methyl-n-benzylpropynylamine

16. Eutron

17. Methylbenzylpropynylamine

18. Mo 911

19. N-benzyl-n-methyl-2-propyn-1-amine

20. Pargyline Chloride

21. Benzylamine, N-methyl-n-2-propynyl-

22. Pargyline (inn)

23. Pargyline [inn]

24. A 19120

25. Chembl673

26. 9mv14s8g3e

27. Chebi:7930

28. N-methyl-n-(phenylmethyl)prop-2-yn-1-amine

29. Benzyl-methyl-prop-2-ynyl-amine

30. Benzyl(methyl)(prop-2-yn-1-yl)amine

31. Pargilina

32. Pargylinum

33. Pargyline [inn:ban]

34. Pargylinum [inn-latin]

35. Pargilina [inn-spanish]

36. Benzyl-methyl-2-propinylamin [czech]

37. Nsc43798

38. Ccris 6740

39. Benzylmethylpropynylamine

40. Ncgc00015841-02

41. Cas-306-07-0

42. Einecs 209-101-6

43. Lopac-p-8013

44. Brn 1938132

45. Unii-9mv14s8g3e

46. Ai3-62058

47. Eutonyl (salt/mix)

48. Spectrum_000641

49. Pargyline [mi]

50. Prestwick0_000183

51. Prestwick1_000183

52. Prestwick2_000183

53. Prestwick3_000183

54. Spectrum2_001039

55. Spectrum3_000540

56. Spectrum4_000469

57. Spectrum5_001030

58. Pargyline [vandf]

59. Cbchromo1_000308

60. Pargyline [who-dd]

61. Schembl2045

62. Lopac0_001022

63. Bspbio_000105

64. Bspbio_002159

65. Kbiogr_000918

66. Kbioss_001121

67. 2-12-00-00548 (beilstein Handbook Reference)

68. Divk1c_000053

69. Spbio_001257

70. Spbio_002026

71. Bpbio1_000117

72. Gtpl7262

73. Dtxsid3023423

74. Dpwpwrlqfgfjfi-uhfffaoysa-

75. Hy-a0091a

76. Kbio1_000053

77. Kbio2_001121

78. Kbio2_003689

79. Kbio2_006257

80. Kbio3_001659

81. Ninds_000053

82. Hms3604i04

83. N-benzyl-n-methyl-2-propinylamine

84. Pargyline Hydrochloride (salt/mix)

85. Bdbm50172756

86. Mfcd00008576

87. Zinc53084618

88. 2-propynylamine, N-benzyl-n-methyl-

89. N-methyl-n-(2-propynyl)benzylamine-

90. Akos009027469

91. N-benzyl-n-methyl-prop-2-yn-1-amine

92. N-methyl-n-propargylbenzylamine, 97%

93. Ccg-205102

94. Cs-4685

95. Db01626

96. Sdccgsbi-0050995.p005

97. Idi1_000053

98. N-benzyl-n-methyl-2-propyn-1-amine #

99. N-methyl-n-(2-propyn-1-yl)benzylamine

100. Ncgc00015841-01

101. Ncgc00015841-03

102. Ncgc00015841-04

103. Ncgc00015841-05

104. Ncgc00015841-06

105. Ncgc00015841-07

106. Ncgc00015841-18

107. Ncgc00024240-03

108. As-75650

109. Sbi-0050995.p004

110. Db-072009

111. Ab00053516

112. Ft-0700064

113. M2618

114. C07414

115. D08453

116. T72610

117. Ab00053516_13

118. N-benzyl-n-methylprop-2-yn-1-amine,hydrochloride

119. Q781329

120. W-105554

121. Brd-k83597974-003-05-7

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₁H₁₃N
Molecular Weight	159.23 g/mol
XLogP3	2.1
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	3
Exact Mass	159.104799419 g/mol
Monoisotopic Mass	159.104799419 g/mol
Topological Polar Surface Area	3.2 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 Drug and Medication Information

4.1 Drug Indication

For the treatment of moderate to severe hypertension.

5 Pharmacology and Biochemistry

5.1 Pharmacology

Pargyline is a monoamine oxidase B (MAO-B) inhibitor with antihypertensive properties. Patients taking pargyline must avoid concurrent consumption of tyramine-containing foods such as bleu cheese and beer, as this can lead to a hypertensive crisis.

5.2 MeSH Pharmacological Classification

Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

Monoamine Oxidase Inhibitors

A chemically heterogeneous group of drugs that have in common the ability to block oxidative deamination of naturally occurring monoamines. (From Gilman, et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p414) (See all compounds classified as Monoamine Oxidase Inhibitors.)

5.3 ATC Code

C - Cardiovascular system

C02 - Antihypertensives

C02K - Other antihypertensives

C02KC - Mao inhibitors

C02KC01 - Pargyline

5.4 Mechanism of Action

MAOIs act by inhibiting the activity of monoamine oxidase, thus preventing the breakdown of monoamine neurotransmitters and thereby increasing their availability. There are two isoforms of monoamine oxidase, MAO-A and MAO-B. MAO-A preferentially deaminates serotonin, melatonin, epinephrine and norepinephrine. MAO-B preferentially deaminates phenylethylamine and trace amines. Pargyline functions by inhibiting the metabolism of catecholamines and tyramine within presynaptic nerve terminals. Catecholamines cause general physiological changes that prepare the body for physical activity (fight-or-flight response). Some typical effects are increases in heart rate, blood pressure, blood glucose levels, and a general reaction of the sympathetic nervous system.

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