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Bendamustine Hydrochloride

Bendamustine Hydrochloride

Synopsis, Chemistry

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SOLUTION;INTRAVENOUS - 100MG/4ML (25MG/ML)
SOLUTION;IV (INFUSION) - 100MG/4ML (25MG/ML)
SOLUTION;INTRAVENOUS - 100MG/4ML (25MG/ML)

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Also known as: 3543-75-7, Bendamustine hcl, Treanda, Ribomustin, Cytostasan, Sdx-105

Molecular Formula

C₁₆H₂₂Cl₃N₃O₂

Molecular Weight

394.7 g/mol

InChI Key

ZHSKUOZOLHMKEA-UHFFFAOYSA-N

FDA UNII

981Y8SX18M

A nitrogen mustard compound that functions as an ALKYLATING ANTINEOPLASTIC AGENT and is used in the treatment of CHRONIC LYMPHOCYTIC LEUKEMIA and NON-HODGKIN'S LYMPHOMA.

1 2D Structure

Bendamustine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-[5-[bis(2-chloroethyl)amino]-1-methylbenzimidazol-2-yl]butanoic acid;hydrochloride

2.1.2 InChI

InChI=1S/C16H21Cl2N3O2.ClH/c1-20-14-6-5-12(21(9-7-17)10-8-18)11-13(14)19-15(20)3-2-4-16(22)23;/h5-6,11H,2-4,7-10H2,1H3,(H,22,23);1H

2.1.3 InChI Key

ZHSKUOZOLHMKEA-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN1C2=C(C=C(C=C2)N(CCCl)CCCl)N=C1CCCC(=O)O.Cl

2.2 Other Identifiers

2.2.1 UNII

981Y8SX18M

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Bendamustin

2. Bendamustine

3. Cytostasan

4. Hydrochloride, Bendamustine

5. Imet 3393

6. Ribomustin

7. Treanda

8. Zimet 3393

2.3.2 Depositor-Supplied Synonyms

1. 3543-75-7

2. Bendamustine Hcl

3. Treanda

4. Ribomustin

5. Cytostasan

6. Sdx-105

7. Bendamustin Hydrochloride

8. Bendeka

9. Imet 3393

10. 4-(5-(bis(2-chloroethyl)amino)-1-methyl-1h-benzo[d]imidazol-2-yl)butanoic Acid Hydrochloride

11. Syb L-0501

12. Ribomustine

13. Treakisym

14. Bendamustine (hydrochloride)

15. 4-[5-[bis(2-chloroethyl)amino]-1-methylbenzimidazol-2-yl]butanoic Acid Hydrochloride

16. 97832-05-8

17. Nsc-138783

18. Sdx 105

19. 3543-75-7 (hcl)

20. Sybl-0501

21. 981y8sx18m

22. Levact

23. 4-(5-(bis(2-chloroethyl)amino)-1-methyl-1h-benzo-[d]imidazol-2-yl)butanoic Acid Hydrochloride

24. 4-[5-[bis(2-chloroethyl)amino]-1-methylbenzimidazol-2-yl]butanoic Acid;hydrochloride

25. Treanda (tn)

26. 1h-benzimidazole-2-butanoic Acid, 5-(bis(2-chloroethyl)amino)-1-methyl-, Monohydrochloride

27. Bendit

28. Ccris 1864

29. Nsc 138783

30. Cytostosan

31. Innomustine

32. Symbenda

33. Benda

34. Unii-981y8sx18m

35. Treanda Hcl

36. Zimet 33/93

37. Ribomustin (tn)

38. Bendamustine Hydrochloride Injection

39. Vivimusta

40. Inno-p08001

41. Gamma(1-methyl-5-bis(beta-chloraethyl)aminobenzimidazoyl-2)buttersaeurehydrochlorid [german]

42. Schembl18843

43. Mls006010156

44. Sdx-105 (cytostasane) Hcl

45. Chembl1201734

46. Dtxsid40188912

47. Bcpp000348

48. Bcp02107

49. Hy-b0077

50. Tox21_500623

51. Mfcd01658758

52. Nsc138783

53. S1212

54. Akos015951203

55. Ac-1619

56. Bcp9000390

57. Bendamustine Hydrochloride (jan/usan)

58. Bendamustine Hydrochloride [mi]

59. Bendamustine Hydrochloride [usan:jan]

60. Ccg-221927

61. Cs-1771

62. Ep-3101

63. Lp00623

64. Sb17462

65. 2-benzimidazolebutyric Acid, 5-(bis(2-chloroethyl)amino)-1-methyl-, Monohydrochloride

66. 2-benzimidazolinebutryric Acid, 1-methyl-5-bis(2-chloroethyl)amino-, Hydrochloride

67. Bendamustine Hydrochloride [jan]

68. Gamma(1-methyl-5-bis(beta-chloraethyl)aminobenzimidazoyl-2)buttersaeurehydrochlorid

69. Bendamustine Hydrochloride [usan]

70. Ncgc00261308-01

71. As-15856

72. Bb164239

73. Bendamustine Hydrochloride [mart.]

74. Bp-25399

75. Smr004234484

76. Bendamustine Hydrochloride [usp-rs]

77. Bendamustine Hydrochloride [who-dd]

78. Bendamustine Hcl (sdx-105, Cytostasane)

79. 2-benzimidazolinebutryric Acid, Hydrochloride

80. Am20090666

81. B4033

82. Ft-0650624

83. Ft-0696296

84. Sw219266-1

85. 2-benzimidazolebutyric Acid, Monohydrochloride

86. Bendamustine Hydrochloride [orange Book]

87. D07085

88. Wln: T56 Bn Dnj B1 C3vq Gn2g2g &gh

89. 543b757

90. Bendamustine Hydrochloride [usp Monograph]

91. Q27272066

92. Fmoc-(s)-3-amino-3-(3-trifluoromethyl-phenyl)-propionicacid

93. 4-(5-(bis(2-chloroethyl)amino)-1-methylbenzimidazol-2-yl)butanoic Acid Hcl

94. 4-(5-(bis(2-chloroethyl)amino)-1-methyl-1h-benzo[d]imidazol-2-yl)butanoicacidhydrochloride

95. 5-[bis(2-chloroethyl)amino]-1-methyl-1h-benzimidazole-2-butanoic Acid Hydrochloride

96. 5-[bis(2-chloroethyl)amino]-1-methylbenzimidazole-2-butyric Acid Hydrochloride

97. 1h-benzimidazole-2-butanoic Acid, 5-[bis(2-chloroethyl)amino]-1-methyl-, Hydrochloride (1:1)

98. 4-(5-(bis(2-chloroethyl)amino)-1-methyl-1h-benzimidazole-2-yl)butanoic Acid Monohydrochloride

99. 5-[bis(2-chloroethyl)-amino]-1-methyl-1h-benzimidazole-2-butanoic Acid Hydrochloride;ribomustin Hcl

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₂₂Cl₃N₃O₂
Molecular Weight	394.7 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	9
Exact Mass	393.077760 g/mol
Monoisotopic Mass	393.077760 g/mol
Topological Polar Surface Area	58.4 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	380
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	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Bendamustine hydrochloride
PubMed Health	Bendamustine (Injection)
Drug Classes	Antineoplastic Agent
Drug Label	TREANDA contains bendamustine hydrochloride, an alkylating drug, as the active ingredient. The chemical name of bendamustine hydrochloride is 1H-benzimidazole-2-butanoic acid, 5-[bis(2-chloroethyl)amino]-1 methyl-,monohydrochloride. Its empirical m...
Active Ingredient	Bendamustine hydrochloride
Dosage Form	Injectable
Route	injection
Strength	100mg
Market Status	Tentative Approval
Company	Eagle Pharms

2 of 4
Drug Name	Treanda
Drug Label	TREANDA contains bendamustine hydrochloride, an alkylating drug, as the active ingredient. The chemical name of bendamustine hydrochloride is 1H-benzimidazole-2-butanoic acid, 5-[bis(2-chloroethyl)amino]-1 methyl-,monohydrochloride. Its empirical m...
Active Ingredient	Bendamustine hydrochloride
Dosage Form	Powder; Injectable; Solution
Route	injection; Iv (infusion)
Strength	25mg/vial; 180mg/2ml (90mg/ml); 45mg/0.5ml (90mg/ml); 100mg/vial; 100mg
Market Status	Prescription
Company	Cephalon

3 of 4
Drug Name	Bendamustine hydrochloride
PubMed Health	Bendamustine (Injection)
Drug Classes	Antineoplastic Agent
Drug Label	TREANDA contains bendamustine hydrochloride, an alkylating drug, as the active ingredient. The chemical name of bendamustine hydrochloride is 1H-benzimidazole-2-butanoic acid, 5-[bis(2-chloroethyl)amino]-1 methyl-,monohydrochloride. Its empirical m...
Active Ingredient	Bendamustine hydrochloride
Dosage Form	Injectable
Route	injection
Strength	100mg
Market Status	Tentative Approval
Company	Eagle Pharms

4 of 4
Drug Name	Treanda
Drug Label	TREANDA contains bendamustine hydrochloride, an alkylating drug, as the active ingredient. The chemical name of bendamustine hydrochloride is 1H-benzimidazole-2-butanoic acid, 5-[bis(2-chloroethyl)amino]-1 methyl-,monohydrochloride. Its empirical m...
Active Ingredient	Bendamustine hydrochloride
Dosage Form	Powder; Injectable; Solution
Route	injection; Iv (infusion)
Strength	25mg/vial; 180mg/2ml (90mg/ml); 45mg/0.5ml (90mg/ml); 100mg/vial; 100mg
Market Status	Prescription
Company	Cephalon

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Antineoplastic Agents, Alkylating

A class of drugs that differs from other alkylating agents used clinically in that they are monofunctional and thus unable to cross-link cellular macromolecules. Among their common properties are a requirement for metabolic activation to intermediates with antitumor efficacy and the presence in their chemical structures of N-methyl groups, that after metabolism, can covalently modify cellular DNA. The precise mechanisms by which each of these drugs acts to kill tumor cells are not completely understood. (From AMA, Drug Evaluations Annual, 1994, p2026) (See all compounds classified as Antineoplastic Agents, Alkylating.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Alkylating Drug [EPC]; Alkylating Activity [MoA]