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Chlorambucil information


Chlorambucil
Clinical data
Trade namesLeukeran, others
AHFS/Drugs.comMonograph
MedlinePlusa682899
Routes of
administration
By mouth
ATC code
  • L01AA02 (WHO)
Legal status
Legal status
  • US: WARNING[1]
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability?
MetabolismLiver
Elimination half-life1.5 hours
ExcretionN/A
Identifiers
IUPAC name
  • 4-[bis(2-chlorethyl)amino]benzenebutanoic acid
CAS Number
  • 305-03-3 checkY
PubChem CID
  • 2708
IUPHAR/BPS
  • 7143
DrugBank
  • DB00291 checkY
ChemSpider
  • 2607 checkY
UNII
  • 18D0SL7309
KEGG
  • D00266 checkY
ChEBI
  • CHEBI:28830 checkY
ChEMBL
  • ChEMBL515 checkY
CompTox Dashboard (EPA)
  • DTXSID7020263 Edit this at Wikidata
ECHA InfoCard100.005.603 Edit this at Wikidata
Chemical and physical data
FormulaC14H19Cl2NO2
Molar mass304.21 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • ClCCN(CCCl)c1ccc(cc1)CCCC(=O)O
InChI
  • InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19) checkY
  • Key:JCKYGMPEJWAADB-UHFFFAOYSA-N checkY
  (verify)

Chlorambucil, sold under the brand name Leukeran among others, is a chemotherapy medication used to treat chronic lymphocytic leukemia (CLL), Hodgkin lymphoma, and non-Hodgkin lymphoma.[2] For CLL it is a preferred treatment.[3] It is given by mouth.[3]

Common side effects include bone marrow suppression.[3] Other serious side effects include an increased long term risk of further cancer, infertility, and allergic reactions.[3] Use during pregnancy often results in harm to the baby.[3] Chlorambucil is in the alkylating agent family of medications.[3] It works by blocking the formation of DNA and RNA.[3]

Chlorambucil was approved for medical use in the United States in 1957.[3] It is on the World Health Organization's List of Essential Medicines.[4][5] It was originally made from nitrogen mustard.[3]

  1. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
  2. ^ "Chlorambucil". National Cancer Institute. 17 September 2014. Archived from the original on 21 December 2016. Retrieved 19 December 2016.
  3. ^ a b c d e f g h i "Chlorambucil". The American Society of Health-System Pharmacists. Archived from the original on 21 December 2016. Retrieved 8 December 2016.
  4. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  5. ^ World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.

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MALT lymphoma

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primaries) in a small study. A pivotal study of rituximab plus chlorambucil compared with chlorambucil alone (IELSG-19 study, n = 227) demonstrated a significantly...

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Marginal zone lymphoma

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chemotherapy (mitoxantrone + chlorambucil + prednisone or cyclophosphamide + vincristine + prednisone combined with either chlorambucil or rituximab) have been...

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of progression to kidney failure without improvement in proteinuria. Chlorambucil Cyclosporine Tacrolimus Cyclophosphamide Mycophenolate mofetil Rituximab...

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Fludarabine

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leukemia, producing higher response rates than alkylating agents such as chlorambucil alone. Fludarabine is used in various combinations with cyclophosphamide...

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Alkylating antineoplastic agent

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some of the other alkylating agents. Examples include melphalan and chlorambucil. The following three groups are almost always considered "classical"...

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Leukemia

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The primary chemotherapeutic plan is combination chemotherapy with chlorambucil or cyclophosphamide, plus a corticosteroid such as prednisone or prednisolone...

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Obinutuzumab

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by Roche.[citation needed] Obinutuzumab is used in combination with chlorambucil as a first-line treatment for chronic lymphocytic leukemia. It is also...

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IARC group 1 Carcinogens

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cadmium compounds Chlornapazine (N,N-Bis(2-chloroethyl)-2-naphthylamine) Chlorambucil Bis(chloromethyl)ether Chloromethyl methyl ether Chromium(VI) (Hexavalent...

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Venetoclax

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combination with obinutuzumab (VEN+G) versus obinutuzumab in combination with chlorambucil (GClb) in 432 participants with previously untreated CLL with coexisting...

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toxicity. Other nitrogen mustards developed include cyclophosphamide, chlorambucil, uramustine, melphalan, and bendamustine. Bendamustine has recently re-emerged...

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Porphyria

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metamizole, pentazocine Some cancer treatments like bexarotene, busulfan, chlorambucil, estramustine, etoposide, flutamide, idarubicin, ifosfamide, irinotecan...

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Chemotherapy

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Nitrogen mustards include mechlorethamine, cyclophosphamide, melphalan, chlorambucil, ifosfamide and busulfan. Nitrosoureas include N-Nitroso-N-methylurea...

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Helicobacter pylori

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rituximab, (given for 4 weeks) combined with the chemotherapy drug, chlorambucil, for 6–12 months; 58% of these patients attain a 58% progression-free...

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Tretinoin

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Sarcoidosis

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success using immunosuppressants (like cyclophosphamide, cladribine, chlorambucil, and cyclosporine), immunomodulatory (pentoxifylline and thalidomide)...

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Methotrexate

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Hydroxycarbamide

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Myelodysplastic syndrome

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Abemaciclib

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Chronic lymphocytic leukemia

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purine analogue fludarabine was shown to give superior response rates to chlorambucil as primary therapy, no evidence shows early use of fludarabine improves...

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Celecoxib

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Cancer immunotherapy

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Vincristine

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Sympathetic ophthalmia

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