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Chemistry

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Also known as: 55661-38-6, Nimustine hcl, Acnu, Nidran, Nidran hydrochloride, Nimustine (hydrochloride)
Molecular Formula
C9H14Cl2N6O2
Molecular Weight
309.15  g/mol
InChI Key
KPMKNHGAPDCYLP-UHFFFAOYSA-N
FDA UNII
DFR965WKBU

Nimustine
Antineoplastic agent especially effective against malignant brain tumors. The resistance which brain tumor cells acquire to the initial effectiveness of this drug can be partially overcome by the simultaneous use of membrane-modifying agents such as reserpine, calcium antagonists such as nicardipine or verapamil, or the calmodulin inhibitor, trifluoperazine. The drug has also been used in combination with other antineoplastic agents or with radiotherapy for the treatment of various neoplasms.
1 2D Structure

Nimustine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-1-(2-chloroethyl)-1-nitrosourea;hydrochloride
2.1.2 InChI
InChI=1S/C9H13ClN6O2.ClH/c1-6-12-4-7(8(11)14-6)5-13-9(17)16(15-18)3-2-10;/h4H,2-3,5H2,1H3,(H,13,17)(H2,11,12,14);1H
2.1.3 InChI Key
KPMKNHGAPDCYLP-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=NC=C(C(=N1)N)CNC(=O)N(CCCl)N=O.Cl
2.2 Other Identifiers
2.2.1 UNII
DFR965WKBU
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Acnu

2. Nimustine

3. Nsc 245382

2.3.2 Depositor-Supplied Synonyms

1. 55661-38-6

2. Nimustine Hcl

3. Acnu

4. Nidran

5. Nidran Hydrochloride

6. Nimustine (hydrochloride)

7. Nimustina Clorhidrato

8. Cs 439 Hcl

9. 52208-23-8

10. Nimustine Hydrochloride [jan]

11. Nsc-245,382

12. Dfr965wkbu

13. Chebi:7576

14. 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-1-(2-chloroethyl)-1-nitrosourea Hydrochloride

15. Nsc-245382

16. 3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-1-(2-chloroethyl)-1-nitrosourea Hydrochloride

17. 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-1-(2-chloroethyl)-1-nitrosourea Hydrochloride

18. Nimustine Hydrochloride (jan)

19. 1-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-3-(2-chloroethyl)-3-nitrosourea Hydrochloride

20. 3-((4-amino-2-methylpyrimidin-5-yl)methyl)-1-(2-chloroethyl)-1-nitrosourea Hydrochloride

21. Urea, N'-((4-amino-2-methyl-5-pyrimidinyl)methyl)-n-(2-chloroethyl)-n-nitroso-, Monohydrochloride (9ci)

22. Nimustina Clorhidrato [spanish]

23. Unii-dfr965wkbu

24. Cs-439

25. Nimustinehcl

26. 3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-1-(2-chloroethyl)-1-nitroso-urea Hydrochloride

27. Mfcd01676942

28. Nidran (tn)

29. Pimustine Hydrochloride

30. Nimustine Hcl(acnu)

31. Nimustine Monohydrochloride

32. 1-(2-cloroetil)-1-nitroso-3-((2-metil-4-aminopirimidin-5-il)metil)urea Clorhidrato [spanish]

33. 1-(4-amino-2-methyl-5-pyrimidinyl)methyl-3-(2-chloroethyl)-3-nitrosourea Hydrochloride

34. 1-(4-amino-2-methylpyrimidine-5-yl)methyl-3-(2-chloroethyl)-3-nitrosourea Hydrochloride

35. N'-((4-amino-2-methyl-5-pyrimidinyl)methyl)-n-(2-chloroethyl)-n-nitrosourea Hcl

36. N'-((4-amino-2-metil-5-pirimidinil)metil)-n-(2-cloroetil)-n-nitrosourea Clorhidrato [spanish]

37. Schembl98303

38. Acnu 50

39. Mls002153238

40. Nimustine Hydrochloride, Solid

41. Chembl1256616

42. Dtxsid80204185

43. Amy23419

44. Bcp11668

45. Nimustine Hydrochloride [mi]

46. Hy-13703a

47. Nsc245382

48. S5293

49. Akos015895226

50. Ccg-267570

51. Nimustine Hydrochloride [mart.]

52. 1-(2-cloroetil)-1-nitroso-3-((2-metil-4-aminopirimidin-5-il)metil)urea Clorhidrato

53. 3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-1-(2-chloroethyl)-1-nitroso-urea Hydrochloride

54. 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-1-(2-chloroethyl)-1-nitrosourea;hydrochloride

55. N'-((4-amino-2-metil-5-pirimidinil)metil)-n-(2-cloroetil)-n-nitrosourea Clorhidrato

56. Nimustine Hydrochloride [who-dd]

57. Ac-15840

58. Bn164659

59. Bs-44102

60. Smr001230702

61. Urea, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-1-(2-chloroethyl)-1-nitroso-, Monohydrochloride

62. Urea, N'-((4-amino-2-methyl-5-pyrimidinyl)methyl)-n-(2-chloroethyl)-n-nitroso-, Monohydrochloride

63. Wln: T6n Cnj B1 Dz E1mvnno&2g

64. Cs-0007733

65. Ft-0630684

66. N0821

67. A12636

68. D01059

69. 208n238

70. A825909

71. A828980

72. A830740

73. Q27107532

74. Nimustine Hcl; Nsc-245,382; Nsc245,382; Nsc 245,382

75. 1-[(4-amino-2-methylpyrimidin-5-yl)methyl]-3-(2-chloroethyl)-3-nitrosourea

76. 1-[(4-amino-2-methylpyrimidin-5-yl)methyl]-3-(2-chloroethyl)-3-nitrosourea Hydrochloride

77. Urea, 3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-1-(2-chloroethyl)-1-nitroso-

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 309.15 g/mol
Molecular Formula C9H14Cl2N6O2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Exact Mass308.0555291 g/mol
Monoisotopic Mass308.0555291 g/mol
Topological Polar Surface Area114 Ų
Heavy Atom Count19
Formal Charge0
Complexity292
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Antineoplastic Agents

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


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