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Details

Stereochemistry ACHIRAL
Molecular Formula C14H19Cl2NO2
Molecular Weight 304.212
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CHLORAMBUCIL

SMILES

OC(=O)CCCC1=CC=C(C=C1)N(CCCl)CCCl

InChI

InChIKey=JCKYGMPEJWAADB-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Description

Chlorambucil is a bifunctional 12 alkylating agent of the nitrogen mustard type that has been found active against selected human 13 neoplastic diseases. Chlorambucil alkylates and cross-links DNA during all phases of the cell cycle, inducing DNA damage via three different methods of covalent adduct generation with double-helical DNA. Bone marrow suppression (anemia, neutropenia, thrombocytopenia) is the most commonly occurring side effect of chlorambucil. There are no known drug/drug interactions with chlorambucil.

CNS Activity

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions
PubMed

PubMed

TitleDatePubMed
Pulmonary mucosa-associated lymphoid tissue lymphoma in a patient with common variable immunodeficiency syndrome.
2001
Waldenström's macroglobulinemia: clinical course and prognostic factors in 60 patients. Experience from a single hematology unit.
2001 Dec
Screening for inhibitory effects of antineoplastic agents on CYP3A4 in human liver microsomes.
2001 Dec
The Chinese hamster FANCG/XRCC9 mutant NM3 fails to express the monoubiquitinated form of the FANCD2 protein, is hypersensitive to a range of DNA damaging agents and exhibits a normal level of spontaneous sister chromatid exchange.
2001 Dec
Giant cell arteritis and renal amyloidosis: report of a case.
2001 Nov
A novel kind of antitumour drugs using sulfonamide as parent compound.
2001 Nov-Dec
Conservative versus immunosuppressive treatment of patients with idiopathic membranous nephropathy.
2002 Jan
Sciatica or spinal lymphoma.
2002 Jan
A 6-bp deletion in the Crygc gene leading to a nuclear and radial cataract in the mouse.
2002 Jan
Efficacy and safety of chlorambucil in intractable noninfectious uveitis: the Massachusetts Eye and Ear Infirmary experience.
2002 Jan
Developments in the treatment of uveitis.
2002 Jan
Patents

Sample Use Guides

In Vivo Use Guide
0.1 to 0.2 mg/kg body weight daily for 3 to 6 weeks
Route of Administration: Oral
In Vitro Use Guide
The inhibition of 3H-thymidine incorporation into the DNA of mitogen-stimulated lymphocytes from patients with chronic lymphocytic leukaemia by chlorambucil was measured in vitro. For the lymphocytes from the untreated patients the mean ID50 was 3.1 ug/ml.
Name Type Language
CHLORAMBUCIL
EP   HSDB   INN   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
INN  
Official Name English
CB-1348
Code English
CHLORAMBUCIL [USP]
Common Name English
CHLORAMBUCIL [JAN]
Common Name English
CHLORAMBUCIL [WHO-DD]
Common Name English
4-(P-(BIS(2-CHLOROETHYL)AMINO)PHENYL)BUTYRIC ACID
Common Name English
CHLORAMBUCILUM [WHO-IP LATIN]
Common Name English
AMBOCHLORIN
Common Name English
LEUKERAN
Brand Name English
NSC-3088
Code English
CHLORAMBUCIL [VANDF]
Common Name English
ECLORIL
Common Name English
BENZENEBUTANOIC ACID, 4-(BIS(2-CHLOROETHYL)AMINO)-
Common Name English
LYMPHOLYSIN
Common Name English
CHLORAMBUCIL [MART.]
Common Name English
CHLORAMBUCIL [HSDB]
Common Name English
CHLORAMBUCIL [EP]
Common Name English
CHLORAMBUCIL [WHO-IP]
Common Name English
NCI-3088
Code English
CHLORAMBUCIL [USP-RS]
Common Name English
CHLORAMBUCIL [INN]
Common Name English
CHLORAMBUCIL [ORANGE BOOK]
Common Name English
CHLORAMBUCIL [MI]
Common Name English
Classification Tree Code System Code
LIVERTOX 189
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
NDF-RT N0000175558
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
NDF-RT N0000000236
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
WHO-VATC QL01AA02
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
WHO-ATC L01AA02
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
WHO-ESSENTIAL MEDICINES LIST 8.2
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
Code System Code Type Description
WIKIPEDIA
CHLORAMBUCIL
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY
EVMPD
SUB06172MIG
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY
CAS
305-03-3
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY
MERCK INDEX
M3343
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY Merck Index
EPA CompTox
305-03-3
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY
ECHA (EC/EINECS)
206-162-0
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY
IUPHAR
7143
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY
ChEMBL
CHEMBL515
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY
HSDB
305-03-3
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY
DRUG BANK
DB00291
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY
RXCUI
2346
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY RxNorm
PUBCHEM
2708
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY SWITZERF
INN
603
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY
NCI_THESAURUS
C362
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY
MESH
D002699
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
CHLORAMBUCIL
Created by admin on Tue Mar 06 10:26:18 UTC 2018 , Edited by admin on Tue Mar 06 10:26:18 UTC 2018
PRIMARY Description: A white or almost white, crystalline or slightly granular powder. Solubility: Practically insoluble in water; freely soluble in ethanol (~750 g/l) TS and acetone R. Category: Cytotoxic drug. Storage: Chlorambucil should be kept in a well-closed container, protected from light. Additional information: CAUTION: Chlorambucil must be handled with care, avoiding contact with the skin and inhalation of airborne particles. Definition: Chlorambucil contains not less than 98.0% and not more than 101.0% of C14H19Cl2NO2, calculated with reference to the anhydrous substance.