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Chemistry

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Also known as: 366-70-1, Procarbazine hcl, Matulane, Nathulane, Natunalar, Natulan
Molecular Formula
C12H20ClN3O
Molecular Weight
257.76  g/mol
InChI Key
DERJYEZSLHIUKF-UHFFFAOYSA-N
FDA UNII
XH0NPH5ZX8

Procarbazine Hydrochloride
An antineoplastic agent used primarily in combination with mechlorethamine, vincristine, and prednisone (the MOPP protocol) in the treatment of Hodgkin's disease.
1 2D Structure

Procarbazine Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-[(2-methylhydrazinyl)methyl]-N-propan-2-ylbenzamide;hydrochloride
2.1.2 InChI
InChI=1S/C12H19N3O.ClH/c1-9(2)15-12(16)11-6-4-10(5-7-11)8-14-13-3;/h4-7,9,13-14H,8H2,1-3H3,(H,15,16);1H
2.1.3 InChI Key
DERJYEZSLHIUKF-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(C)NC(=O)C1=CC=C(C=C1)CNNC.Cl
2.2 Other Identifiers
2.2.1 UNII
XH0NPH5ZX8
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Hydrochloride, Procarbazine

2. Matulane

3. Monohydrobromide, Procarbazine

4. Monohydrochloride, Procarbazine

5. Natulan

6. Procarbazine

7. Procarbazine Monohydrobromide

8. Procarbazine Monohydrochloride

2.3.2 Depositor-Supplied Synonyms

1. 366-70-1

2. Procarbazine Hcl

3. Matulane

4. Nathulane

5. Natunalar

6. Natulan

7. Ibenzmethyzine Hydrochloride

8. Procarbazine.hcl

9. Mih Hydrochloride

10. Pcb Hydrochloride

11. Procarbazine (hydrochloride)

12. Nsc-77213

13. Nci-c01810

14. N-isopropyl-4-((2-methylhydrazinyl)methyl)benzamide Hydrochloride

15. Ro 4-6467/1

16. Chebi:71428

17. Xh0nph5zx8

18. P-(n'-methylhydrazinomethyl)-n-isopropylbenzamide Hydrochloride

19. 366-70-1 (hcl)

20. Nsc-77213 Hcl

21. Mbh

22. 1-(p-isopropylcarbamoylbenzyl)-2-methylhydrazine Hydrochloride

23. 1-methyl-2-(p-isopropylcarbamoylbenzyl)hydrazine Hydrochloride

24. 1-methyl-2-p-(isopropylcarbamoyl)benzohydrazine Hydrochloride

25. N-isopropyl-p-(2-methylhydrazinomethyl)benzamide Hydrochloride

26. Nsc 77213

27. 2-(p-(isopropylcarbamoyl)benzyl)-1-methylhydrazine Hydrochloride

28. N-isopropyl-alpha-(2-methylhydrazino)-p-toluamide Hydrochloride

29. Ro-4-6467 Hydrochloride

30. Nsc77213

31. Nci-c 01810

32. Nci-c-01810

33. Benzamide, N-(1-methylethyl)-4-((2-methylhydrazino)methyl)-, Monohydrochloride

34. Procarbazine Hydrochloride (matulane)

35. Ro-46467/1

36. Ro 4 6467/1

37. 4-[(2-methylhydrazinyl)methyl]-n-propan-2-ylbenzamide;hydrochloride

38. Dsstox_cid_1190

39. N-(1-methylethyl)-4-[(2-methylhydrazino)methyl]benzamide Hydrochloride

40. Dsstox_rid_76000

41. Dsstox_gsid_21190

42. Natulan Hydrochloride

43. Procarbazine Chloridrate

44. Ibenzmethyzin Hydrochloride

45. 4-[(2-methylhydrazin-1-yl)methyl]-n-(propan-2-yl)benzamide Hydrochloride

46. Ccris 531

47. Ncgc00016438-01

48. Ro-4646711

49. Cas-366-70-1

50. Ibz

51. Ro-4-6467/1

52. Einecs 206-678-6

53. Unii-xh0nph5zx8

54. Ai3-50844

55. Sr-01000763375

56. Matulane (tn)

57. Mfcd00072082

58. N-isopropyl-4-[(2-methylhydrazino)methyl]benzamide Hydrochloride

59. Procarbazine Hydrochloride [usan:usp:jan]

60. N-isopropyl-alpha-(2-methylhydrazino)-p-toluamide Monohydrochloride

61. P-toluamide, N-isopropyl-alpha-(2-methylhydrazino)-, Hydrochloride

62. Procarbazini Hydrochloridum

63. Chlorhydrate De 1-methyl 2 P (isopropylcarbamoyl)benzyl-hydrazine [french]

64. Schembl4012

65. Methyl)benzamide Hydrochloride

66. Procarbazine Monohydrochloride

67. Mls001401414

68. P-toluamide, Monohydrochloride

69. Chembl1200410

70. Dtxsid3021190

71. Amy8865

72. Hms1571o06

73. Bcp02880

74. Chlorhydrate De 1-methyl 2 P (isopropylcarbamoyl)benzyl-hydrazine

75. Procarbazine Hydrochloride (natulan)

76. Tox21_110439

77. Tox21_302318

78. Bdbm50247906

79. P-toluamide, N-isopropyl-alpha-(2-methylhydrazino)-, Monohydrochloride

80. S1995

81. Wln: 1y1&mvr D1mm1 &gh

82. N-isopropyl-4-((2-methylhydrazinyl)

83. Akos015895395

84. Tox21_110439_1

85. Ccg-100985

86. Nc00235

87. Procarbazine Hydrochloride (jp17/usp)

88. Procarbazine Hydrochloride [mi]

89. Procarbazine Hydrochloride [jan]

90. Ncgc00016438-04

91. Ncgc00255389-01

92. Procarbazine Hydrochloride [iarc]

93. Procarbazine Hydrochloride [usan]

94. Ac-12163

95. As-13285

96. Bp164298

97. Hy-13733

98. Procarbazine Hydrochloride [mart.]

99. Procarbazine Hydrochloride [vandf]

100. Ro 4-646711

101. Smr000469151

102. Bcp0726000264

103. Procarbazine Hydrochloride [usp-rs]

104. Procarbazine Hydrochloride [who-dd]

105. Procarbazine Hydrochloride [who-ip]

106. Db-048987

107. Procarbazine Hydrochloride, >=98% (hplc)

108. Ft-0603386

109. P2550

110. C07376

111. D00478

112. Procarbazine Hydrochloride [orange Book]

113. 366p701

114. A823326

115. Procarbazine Hydrochloride [usp Monograph]

116. Procarbazini Hydrochloridum [who-ip Latin]

117. Sr-01000763375-4

118. Q26840941

119. Z1550675463

120. 4-[(methylhydrazo)methyl]-n-propan-2-ylbenzamide Hydrochloride

121. Methyl-[[4-(propan-2-ylcarbamoyl)phenyl]methylamino]azanium;chloride

122. N-isopropyl-4-((2-methylhydrazinyl)methyl)benzamidehydrochloride

123. 4-[(2-methyl-hydrazino)-methyl]-benzoic Acid Isopropylamide Hydrochloride

124. 4-[(2-methylhydrazinyl)methyl]-n-propan-2-yl-benzamide Hydrochloride

125. N-isopropyl-.alpha.-(2-methylhydrazino)-p-toluamide Monohydrochloride

126. Procarbazine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date
2005-08-01
3 Chemical and Physical Properties
Molecular Weight 257.76 g/mol
Molecular Formula C12H20ClN3O
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Exact Mass257.1294900 g/mol
Monoisotopic Mass257.1294900 g/mol
Topological Polar Surface Area53.2 Ų
Heavy Atom Count17
Formal Charge0
Complexity210
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameMatulane
PubMed HealthProcarbazine (By mouth)
Drug ClassesAntineoplastic Agent
Drug LabelMatulane (procarbazine hydrochloride), a hydrazine derivative antineoplastic agent, is available as capsules containing the equivalent of 50 mg procarbazine as the hydrochloride. Each capsule also contains cornstarch, mannitol and talc. Gelatin capsu...
Active IngredientProcarbazine hydrochloride
Dosage FormCapsule
RouteOral
Strengtheq 50mg base
Market StatusPrescription
CompanySigma Tau

2 of 2  
Drug NameMatulane
PubMed HealthProcarbazine (By mouth)
Drug ClassesAntineoplastic Agent
Drug LabelMatulane (procarbazine hydrochloride), a hydrazine derivative antineoplastic agent, is available as capsules containing the equivalent of 50 mg procarbazine as the hydrochloride. Each capsule also contains cornstarch, mannitol and talc. Gelatin capsu...
Active IngredientProcarbazine hydrochloride
Dosage FormCapsule
RouteOral
Strengtheq 50mg base
Market StatusPrescription
CompanySigma Tau

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Antineoplastic Agents

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


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Alkylating Drug [EPC]; Alkylating Activity [MoA]

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PROCARBAZINE HYDROCHLORIDE

Brand Name : Natulan

Dosage Form : Procarbazine 50Mg 50 Combined Oral Use

Dosage Strength : 50 cps 50 mg

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Italy

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CD Pharma (Switzerland) SA

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CD Pharma (Switzerland) SA

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Procarbazine

Brand Name : Natulan

Dosage Form : Caps

Dosage Strength : 50mg

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Switzerland

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