ChemicalBook > Product Catalog >API >Antineoplastic agents >Alkylating antineoplastic >Chlorambucil

Chlorambucil

Chlorambucil Structure
CAS No.
305-03-3
Chemical Name:
Chlorambucil
Synonyms
chloroambucil;CB 1348;Leukeran;cb1348;Cb l348;Ecloril;Elcoril;elcorin;nsc3088;Leukoran
CBNumber:
CB5270716
Molecular Formula:
C14H19Cl2NO2
Molecular Weight:
304.21
MOL File:
305-03-3.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:11

Chlorambucil Properties

Melting point 65-70 °C
Boiling point 460.1±40.0 °C(Predicted)
Density 1.2486 (rough estimate)
refractive index 1.6070 (estimate)
storage temp. 2-8°C
solubility Practically insoluble in water, freely soluble in acetone and in ethanol (96 per cent).
pka pKa ~1.3(H2O) (Uncertain)
form Solid
color White to Light yellow
Water Solubility <0.01 g/100 mL at 22 ºC
λmax 588nm(DMSO aq.)(lit.)
Merck 14,2073
BRN 999011
BCS Class 3/1
Stability Stable, but may be light sensitive. Store cold. Incompatible with strong oxidizing agents.
InChIKey JCKYGMPEJWAADB-UHFFFAOYSA-N
CAS DataBase Reference 305-03-3(CAS DataBase Reference)
IARC 1 (Vol. 26, Sup 7, 100A) 2012
NIST Chemistry Reference Chlorambucil(305-03-3)
EPA Substance Registry System Chlorambucil (305-03-3)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS08
Signal word  Danger
Hazard statements  H301-H315-H319-H335-H350
Precautionary statements  P201-P202-P261-P301+P310-P302+P352-P305+P351+P338
Hazard Codes  T
Risk Statements  45-25-36/37/38
Safety Statements  53-26-45
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  ES7525000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29224999
Toxicity LD50 i.p. in rats: 58.2 mmole/kg (Ross)
NFPA 704
0
2 0

Chlorambucil price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) C0253 Chlorambucil 305-03-3 1G ₹8129.58 2022-06-14 Buy
Sigma-Aldrich(India) C0253 Chlorambucil 305-03-3 10G ₹63153.05 2022-06-14 Buy
TCI Chemicals (India) C2939 Chlorambucil min. 98.0 % 305-03-3 200MG ₹5600 2022-05-26 Buy
TCI Chemicals (India) C2939 Chlorambucil min. 98.0 % 305-03-3 1G ₹16200 2022-05-26 Buy
Product number Packaging Price Buy
C0253 1G ₹8129.58 Buy
C0253 10G ₹63153.05 Buy
C2939 200MG ₹5600 Buy
C2939 1G ₹16200 Buy

Chlorambucil Chemical Properties,Uses,Production

Description

Chlorambucil, approved by the Food and Drug Administration (FDA) in 1957, is an antineoplastic/alkylating agent with a broad spectrum of antitumor activity used to treat chronic lymphocytic leukemia (CLL), Hodgkin’s and non-Hodgkin’s lymphomas.

Chemical Properties

Chlorambucil is a crystalline solid

Uses

Chlorambucil is a alkylating agent that is used as an chemotherapy drug in the treatment of chronic lymphocytic leukemia. Chlorambucil is also used to treat non-Hodgkin's lymphoma (NHL) and Hodgkin's disease.

Indications

Chlorambucil (Leukeran) is an aromatic nitrogen mustard that is intermediate in chemical reactivity between mechlorethamine and melphalan. Its mechanisms of action and range of antitumor activity are similar to theirs. It is well absorbed orally, but detailed information concerning its metabolic fate in humans is lacking.
Chlorambucil is used primarily as daily palliative therapy for chronic lymphocytic leukemia, Waldenstr?om’s macroglobulinemia, myeloma, and other lymphomas.
Bone marrow toxicity is the major side effect of chlorambucil. Nausea is uncommon or mild, and hair loss does not occur. Chlorambucil shares the immunosuppressive, teratogenic, and carcinogenic properties of the nitrogen mustards.

Definition

ChEBI: A monocarboxylic acid that is butanoic acid substituted at position 4 by a 4-[bis(2-chloroethyl)amino]phenyl group. A chemotherapy drug that can be used in combination with the antibody obinutuzumab for the treatment of chronic lymphocytic leukemia.

General Description

Chlorambucil is available as 2-mg tablets for oral administrationin the treatment of Hodgkin’s lymphoma, andchronic lymphocytic leukemia in combination with prednisoneand as a single agent. The mechanisms of resistanceare the same as those seen for other agents of the class suchas mechlorethamine. The agent is well absorbed (75%) uponoral administration and highly protein bound. Metabolism ismediated by CYP and occurs extensively to give severalmetabolites, including the active phenylacetic acid–nitrogenmustard. The drug is eliminated via the kidneys with a terminalelimination half-life of 1.5 hours. Adverse effects includedose-limiting myelosuppression, which are seen asboth leucopenia and thrombocytopenia. Nausea and vomitingoccur less often than for mechlorethamine. Additionaladverse effects include hyperuricemia, azoospermia, amenorrhea,seizures, pulmonary fibrosis, and skin rash.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Chloroambucil is an alkylating agent. Reacts with proteins and a variety of nucleophilic compounds .

Fire Hazard

Literature sources indicate that Chloroambucil is nonflammable.

Clinical Use

It is used in the palliative treatment of chronic lymphocytic leukemia, malignant lymphoma, and Hodgkin's disease.

Safety Profile

Confirmed carcinogen producing leukemia. Experimental carcinogenic and neoplastigenic data. Poison by ingestion, intravenous, intraperitoneal, and subcutaneous routes. Human systemic effects by ingestion: convulsions, cough, dyspnea, and interstitial fibrosis. Human reproductive effects by ingestion and possibly other routes: changes in spermatogenesis, menstrual cycle changes or disorders, and teratogenic effects of the fetal urogenital system. Experimental teratogenic and reproductive effects. Human mutation data reported. An anti-neoplastic agent. When heated to decomposition it emits very toxic fumes of Cland NOx.

Potential Exposure

Chlorambucil, an anticancer drug, is a derivative of nitrogen mustard. This drug is primarily used as an antineoplastic agent for treating lymphocytic leukemia; malignant lymphomas; follicular lymphoma; and Hodgkin’s disease. The treatments are not curative but do produce some marked remissions. Chlorambucil has also been tested for treatment of chronic hepatitis, rheumatoid arthritis; and as an insect chemosterilant. All of the chemical used in this country is imported from the United Kingdom. Work exposure in the United States would be limited to workers formulating the tablets, or to those patients receiving the drug.

Carcinogenicity

Chlorambucil is known to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in humans.

Environmental Fate

The mechanism of action of chlorambucil is thought to be an alkylating agent and an aromatic nitrogen mustard derivative; it interferes with DNA replication and RNA transcription by alkylation and cross-linking the strands of DNA.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Purification Methods

Chlorambucil is recrystallised from pet ether (flat needles) and has a solubility at 20o of 66% in EtOH, 40% in CHCl3, 50% in Me2CO but is insoluble in H2O [Everett et al. J Chem Soc 2386 1953]. [Beilstein 14 IV 1715.] CARCINOGEN.

Incompatibilities

Moisture. Chlorambucil is an alkylating agent. Reacts with proteins and a variety of nucleophilic compounds. Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water, and a salt that may beharmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, sulfides (releasing heat, toxic, and possibly flammable gases), thiosulfates, and dithionites (releasing hydrogen sulfate and oxides of sulfur).

Waste Disposal

It is inappropriate and possibly dangerous to the environment to dispose of expired or waste drugs and pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properlylabel and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged, and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator. Permanganate oxidation, high temperature incineration with scrubbing equipment, or microwave plasma treatment.

Chlorambucil Preparation Products And Raw materials

Global( 249)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
SGMR PHARMACEUTICALS PVT LTD +91-9032001889 +91-9032001889 Telangana, India 83 58 Inquiry
Kekule Pharma Limited +919849798889 Hyderabad, India 59 58 Inquiry
Biophore India Pharmaceuticals Pvt Ltd +91-9100031592 +91-9030907714 Telangana, India 134 58 Inquiry
Shreyaa Medilife Private Limited +91-6354474696 +91-9879513108 Ahmedabad, India 67 58 Inquiry
Aspen Biopharma Labs Pvt Ltd +91-9248058660 +91-9248058662 Telangana, India 234 58 Inquiry
Myosynth Laboratories Pvt Ltd +91-8913266227 +91-9885891884 AndhraPradesh, India 49 58 Inquiry
Kekule Life Sciences Limited +91-9963474090 +91-9963474090 AndhraPradesh, India 19 58 Inquiry
BIOPHORE INDIA PHARMACEUTICALS PVT. LTD. +91-4047474545 New Delhi, India 38 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry

Related articles

  • Side effects of Chlorambucil
  • Chlorambucil, approved by the Food and Drug Administration (FDA) in 1957, is an antineoplastic/alkylating agent with a broad s....
  • Dec 31,2021

Chlorambucil Spectrum

CHLORAMBUCIL 4-(p-N,N-Di-(beta-chloroethyl)aminophenyl)butyric acid CHLOCAMBUCIL Chloroambucil=Chloroaminophene=Amboclorin=Leukeran 4-((P-BIS-(B-CHLOROETHYL)AMINO)PHENYL)BUTYRIC ACID 4(p-bis(beta-chloroethyl)aminophenyl)butyricacid 4-[Bis(2-chioroethyl)amino]benzenebutanoicacid 4-(4-[bis(2-chloroethyl)amino]phenyl)butyric acid CHLORAMBUCIL,USP BUTYRICACID,4-(PARA-BIS(2-CHLOROETHYL)AMINOPHENYL)- Benzenebutanoic acid, 4-[bis92-chloroethyl)amino]- 4-(4-[Bis(2-chloroethyl)amino]phenyl)butyric acid, 4-[Bis(2-chloroethyl)amino]benzenebutyric acid Chlorambucil,4-(4-[Bis(2-chloroethyl)amino]phenyl)butyric acid, 4-[Bis(2-chloroethyl)amino]benzenebutyric acid Chlorambucil (125 mg) (FOR U.S. SALE ONLY) Chlorambucil (125 mg) (International Restricted Sales Item) ChloraMbucil-d8 Ambochlorin Amboclorin Benzenebutanoic acid, 4-[bis(2-chloroethyl)amino]- Butanoic acid, 4-(bis(2-chloroethyl)amino)benzene- butanoicacid,4-[3-[bis(2-chloroethyl)amino]phenyl]- Butyric acid, 4-[p-[bis(2-chloroethyl)amino]phenyl]- butyricacid,4-(p-(bis(2-chloroethyl)amino)phenyl) Cb l348 cb1348 Chloraminophen Chloraminophene Chlorbutin Chlorbutine Chlorobutin Chlorobutine Ecloril Elcoril elcorin gamma-(p-bis(2-chloroethyl)aminophenyl)butyricacid gamma-(p-di(2-chloroethyl)aminophenyl)butyricacid gamma-[p-Di(2-chloroethyl)aminophenyl]butyric acid Kyselina 4-(N,N-bis-(2-chlorethyl)-p-aminofenyl)maselna kyselina4-(n,n-bis-(2-chlorethyl)-p-aminofenyl)maselna Leukeran tablets Leukersan Leukoran Linfolizin Linfolysin lympholysin N,N-Di-2-chloroethyl-gamma-p-aminophenylbutyric acid n,n-di-2-chloroethyl-gamma-p-aminophenylbutyricacid n,n-di-2-chloroethyl-gamma-para-aminophenylbutyricacid NCI-C03485 ncl-co3485 NSC 3088 nsc3088 nsc-3088 p-(n,n-di-2-chlorethylaminophenylbutyricacid p-(N,N-Di-2-chloroethyl)aminophenyl butyric acid Chlorambucil for system suitability chlorambucil,4-bis(2-chloroethyl)amino]benzenebutanoic acid, n,n-di-2-chloroethyl- 4-[BIS(2-CHLOROETHYL)AMINO]BENZENEBUTANOIC ACID