CBL

CHLORAMBUCIL

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Chemical Component Summary
Name	CHLORAMBUCIL
Identifiers	4-[4-[bis(2-chloroethyl)amino]phenyl]butanoic acid
Formula	C₁₄ H₁₉ Cl₂ N O₂
Molecular Weight	304.212
Type	NON-POLYMER
Isomeric SMILES	c1cc(ccc1CCCC(=O)O)N(CCCl)CCCl
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)
InChIKey	JCKYGMPEJWAADB-UHFFFAOYSA-N

Chemical Details
Formal Charge	0
Atom Count	38
Chiral Atom Count	0
Bond Count	38
Aromatic Bond Count	6

Drug Info: DrugBank

DrugBank ID	DB00291 ?
Name	Chlorambucil
Groups	approved
Description	A nitrogen mustard alkylating agent used as antineoplastic agent for the treatment of various malignant and nonmalignant diseases. Although it is less toxic than most other nitrogen mustards, it has been listed as a known carcinogen in the Fourth Annual Report on Carcinogens (NTP 85-002, 1985). (Merck Index, 11th ed)
Synonyms	N,N-di-2-chloroethyl-γ-p-aminophenylbutyric acid Phenylbutyric acid nitrogen mustard gamma-[p-di(2-chloroethyl)aminophenyl]butyric acid Chloraminophen γ-[p-di(2-chloroethyl)aminophenyl]butyric acid 4-[p-[bis(2-chloroethyl)amino]phenyl]butyric acid N,N-di-2-chloroethyl-gamma-p-aminophenylbutyric acid Ambochlorin 4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid Chlorambucil Clorambucilo 4-(p-bis(β-chloroethyl)aminophenyl)butyric acid
Brand Names	Leukeran
Indication	For treatment of chronic lymphatic (lymphocytic) leukemia, childhood minimal-change nephrotic syndrome, and malignant lymphomas including lymphosarcoma, giant follicular lymphoma, Hodgkin's disease, non-Hodgkin's lymphomas, and Waldenstr?m’s Macroglobulinemia.
Categories	Agents that reduce seizure threshold Alkylating Activity Alkylating Drugs Antineoplastic Agents Antineoplastic Agents, Alkylating Antineoplastic and Immunomodulating Agents Hydrocarbons, Halogenated Immunosuppressive Agents Mustard Compounds Myelosuppressive Agents Narrow Therapeutic Index Drugs Nitrogen Mustard Analogues Nitrogen Mustard Compounds Noxae Toxic Actions
ATC-Code	L01AA02
CAS number	305-03-3

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
DNA	-	unknown	cross-linking/alkylation
Glutathione S-transferase P	MPPYTVVYFPVRGRCAALRMLLADQGQSWKEEVVTVETWQEGSLKASCLY...	unknown	substrate
Glutathione S-transferases (Cytosolic)	MAEKPKLHYFNARGRMESTRWLLAAAGVEFEEKFIKSAEDLDKLRNDGYL...	unknown	substrate
Solute carrier organic anion transporter family member 1A2	MGETEKRIETHRIRCLSKLKMFLLAITCAFVSKTLSGSYMNSMLTQIERQ...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682