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    Chemistry

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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
    Bendamustine Hydrochloride
    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 Weight 394.7 g/mol
    Molecular Formula C16H22Cl3N3O2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count9
    Exact Mass393.077760 g/mol
    Monoisotopic Mass393.077760 g/mol
    Topological Polar Surface Area58.4 Ų
    Heavy Atom Count24
    Formal Charge0
    Complexity380
    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 4  
    Drug NameBendamustine hydrochloride
    PubMed HealthBendamustine (Injection)
    Drug ClassesAntineoplastic Agent
    Drug LabelTREANDA 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 IngredientBendamustine hydrochloride
    Dosage FormInjectable
    Routeinjection
    Strength100mg
    Market StatusTentative Approval
    CompanyEagle Pharms

    2 of 4  
    Drug NameTreanda
    Drug LabelTREANDA 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 IngredientBendamustine hydrochloride
    Dosage FormPowder; Injectable; Solution
    Routeinjection; Iv (infusion)
    Strength25mg/vial; 180mg/2ml (90mg/ml); 45mg/0.5ml (90mg/ml); 100mg/vial; 100mg
    Market StatusPrescription
    CompanyCephalon

    3 of 4  
    Drug NameBendamustine hydrochloride
    PubMed HealthBendamustine (Injection)
    Drug ClassesAntineoplastic Agent
    Drug LabelTREANDA 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 IngredientBendamustine hydrochloride
    Dosage FormInjectable
    Routeinjection
    Strength100mg
    Market StatusTentative Approval
    CompanyEagle Pharms

    4 of 4  
    Drug NameTreanda
    Drug LabelTREANDA 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 IngredientBendamustine hydrochloride
    Dosage FormPowder; Injectable; Solution
    Routeinjection; Iv (infusion)
    Strength25mg/vial; 180mg/2ml (90mg/ml); 45mg/0.5ml (90mg/ml); 100mg/vial; 100mg
    Market StatusPrescription
    CompanyCephalon

    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]

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    29-Jan-2021
    05-Sep-2024
    KGS
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    Average Price (USD/KGS)

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    DOSAGE - SOLUTION;INTRAVENOUS - 100MG/4ML (25...DOSAGE - SOLUTION;INTRAVENOUS - 100MG/4ML (25MG/ML)

    USFDA APPLICATION NUMBER - 205580

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    USFDA APPLICATION NUMBER - 208194

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    DOSAGE - SOLUTION;INTRAVENOUS - 100MG/4ML (25...DOSAGE - SOLUTION;INTRAVENOUS - 100MG/4ML (25MG/ML)

    USFDA APPLICATION NUMBER - 215033

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