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Carmustine

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Products Intro:Product Name:CarMustine
CAS:154-93-8
Purity:98.0%(LC) Package:100MG
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Products Intro:Product Name:CarMustin
CAS:154-93-8
Purity:99% HPLC Package:1Mg ; 5Mg;10Mg ;100Mg;250Mg ;500Mg ;1g;2.5g ;5g ;10g
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Products Intro:CAS:154-93-8
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Company Name: TCI (Shanghai) Development Co., Ltd.  
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Products Intro:Product Name:Carmustine
CAS:154-93-8
Purity:98.0 Package:1220RMB/100MG
Company Name: BePharm Ltd. (Click here for a quote)  
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Products Intro:Product Name:1,3-Bis(2-chloroethyl)-1-nitrosourea
CAS:154-93-8
Purity:98% Package:3596RMB/1g
Carmustine Basic information
Cyclically non-specific anti-tumor drug Toxic reaction Carmustin Chemical Properties Uses Production method Category Toxicity grading Acute toxicity Hazardous characteristics of explosive Flammability and hazard characteristics Storage characteristics Extinguishing agent
Product Name:Carmustine
Synonyms:bis(2-chloroethyl)nitrosourea;BICNU;BECENUN;BCNU;CARMUSTIN;CARMUSTINE;BCUN;BCNU, N,NBis(2-chloroethyl)-N-nitrosourea, NSC-409962, Becenun, Bicnu,
CAS:154-93-8
MF:C5H9Cl2N3O2
MW:214.05
EINECS:205-838-2
Product Categories:Active Pharmaceutical Ingredients;Pharmaceutical Chemicals;Mutagenesis Research Chemicals;SURMONTIL;Pharmaceutical Chemicals
Mol File:154-93-8.mol
Carmustine Structure
Carmustine Chemical Properties
Melting point 30 °C(lit.)
storage temp. −20°C
form (Oily liquid to amorphous solid)
Water Solubility <0.1 g/100 mL at 18 ºC
CAS DataBase Reference154-93-8(CAS DataBase Reference)
EPA Substance Registry SystemUrea, N,N'-bis(2-chloroethyl)- N-nitroso-(154-93-8)
Safety Information
Hazard Codes T+
Risk Statements 45-46-60-61-28
Safety Statements 53-22-36/37/39-45
RIDADR 3249
WGK Germany 3
RTECS YS2625000
HazardClass 6.1(a)
PackingGroup II
MSDS Information
ProviderLanguage
1,3-Bis(2-chloroethyl)-1-nitrosourea English
SigmaAldrich English
Carmustine Usage And Synthesis
Cyclically non-specific anti-tumor drugIt appears as colorless or yellowish or yellowish green crystal or crystalline powder and is odorless. It is insoluble in water and soluble in methanol or ethanol. Its hydrous solution is stable at pH4 but will be subject to rapid decomposition at solution of pH above 7.
Carmustin, together with lomustine, fotemustine and semustine are currently the most widely used cyclically non-specific anti-tumor drugs. It belongs to nitrosourea alkylating agent, although with the role of alkylating agents, has no cross-resistance with general alkylating agent. It is characterized by high lipid solubility, broad anti-tumor spectrum the alkylating agent is generally no cross-resistance with high fat-soluble, broad spectrum anti-tumor, quick onset and easily penetrating through the blood-brain barrier and so on. In the body, it can be decomposed into two active ingredients with one having carbamoyl activity and the other being as alkylating agent that can react with the DNA polymerase to inhibit the synthesis of RNA and DNA. It has effect on the proliferation of cells in each stage while being insensitive to non-proliferating cells. It is easily absorbed orally. It enters the brain at one hour after the intravenous administration. At six hours after administration, the brain drug concentration can reach about 60% to 70% of the plasma concentration with in vivo distribution being the highest in the liver, bile, kidney and spleen. This product has a short half-life being less than 15 minutes. But its metabolites have long half-life, and still have anti-cancer effects with being slowly released after binding to the plasma protein. Therefore, its effect can last long and produce delayed toxicity. This product is rapidly metabolized in the blood after being absorbed with the metabolites excreted slowly and the plasma concentration still remaining high after 48 ​​hours. 60% is excreted through urine in the form of metabolites.
It is commonly used in the treatment of primary and secondary brain cancer, Hodgkin's disease, meningeal leukemia. It can also be applied for the treatment of multiple myeloma, lymphoma, breast cancer, lymphoma, melanoma, lung cancer; combination with fluorouracil can be adopted for treating colorectal cancer and gastric cancer; it can be used for treating bronchus lung cancer when being used in combination with methotrexate and cyclophosphamide. Carmustin is also effective in treating cancer of head portion as well as testicular cancer.
Toxic reaction1, bone marrow suppression: it is dose-limiting toxicity, exhibiting as severe neutropenia and thrombocytopenia, usually occurs at 3 to 5 weeks after administration and will last for 1 to 3 weeks with the lowest suppression point occurring in 3 to 5 weeks with the ease being slowly than other alkylating agents.
2, gastrointestinal reactions: severe nausea, vomiting usually begins two hours after administration and will last for 4 to 6 hours. Administration of antiemetic agent before the treatment can prevent this.
3 Other reactions: burning sensation can immediately happen at injection site and limbs. Rare toxicity including liver and kidney dysfunction, usually occur upon large doses administration. It has been reported of the occurrence of painless jaundice and hepatic coma as well as pulmonary fibrosis.
CarmustinCarmustin belongs to nitrosourea alkylating agents. On the one hand, it binds to DNA through alkylation. On the other hand, it acts on the protein through carbamoylation. It can inhibit DNA polymerase, thus preventing DNA and RNA synthesis with the strongest effect on the G1-s transition period as well as blocking effect on the s-phase, and further enhanced effect on the G2 phase and also certain effect on the G0 phase. It is a cell-cycle non-specific drug. This product high an excellent lipid-solubility, low dissociation and can penetrate through the blood-brain barrier with its metabolites still having anti-cancer effects. It undergoes slow release after binding to protein, thus having a long-lasting efficacy. It has broad anti-tumor spectrum with excellent efficacy in the treatment of meningeal leukemia, brain and spinal cord metastasis of malignant tumors, Hodgkin's disease as well as acute leukemia. It also has certain efficacy on the treatment of breast cancer, lung cancer, bone metastasis, lymphatic sarcoma, melanoma and testicular cancer. It is effective for treating primary and secondary brain tumors. Topical administration has excellent efficacy in treating lymphoma papules. The drug, in combination with fluorouracil, vincristine, dacarbazine, consists FIVB protocol for the treatment of colon; together with fluorouracil and doxorubicin, it form FAB protocol for treating gastric cancer; in combination with vincristine and dacarbazine, it can be used for the treatment of melanoma; in combination with androgen, it can be used for the therapy of breast cancer.
The above information is edited by the chemicalbook of Dai Xiongfeng.
Chemical PropertiesIt appears as slightly yellow crystalline powder with the melting point being 30-32 ℃ and becoming oily liquid after melting. It is soluble in methanol, ethanol with a solubility in 50% ethanol being 150mg/ml and the water solubility being 4 mg/ml. It is mostly stable in the aqueous solution of pH4 and petroleum ether.
UsesThe product is a broad-spectrum anti-cancer drug with excellent efficacy for the treatment of acute leukemia and Hodgkin's disease as well certain efficacy on the treatment of breast cancer, lung cancer and brain cancer as well as the bone metastases of cancer as well. Oral administration for mouse has a LD50 of 19-25mg/kg while the value for intraperitoneal injection is 26mg/kg, 24 mg/kg for subcutaneous injection; rat which is subject to oral administration has a LD50 of 30-40mg/kg.
Production methodThe product has three synthetic routes: 1. take ethylene imine as raw material, go through phosgene condensation to generate bis-(β-chloroethyl) urea, and then generate carmustin via nitrosation; 2.take urea as raw material, go through condensation, ring-opening, chlorination, nitrosation to obtain it; 3.take ethanolamine as raw materials, and generate carmustin through similar processes as methods2. The first method can generate the finished product with just two steps but with its raw material, phosgene and ethyleneimine, both being extremely toxic chemicals, therefore demanding a high-level labor protection and production equipment. The second method has readily available raw materials as well as convenient operation.
CategoryToxic substances
Toxicity gradingHighly toxic
Acute toxicityOral-rat LD50: 20 mg/kg; Oral-Mouse LD50: 19 mg/kg.
Hazardous characteristics of explosiveIt may cause deadly harm to the human respiratory system and can cause pulmonary fibrosis, dyspnea and verticillium.
Flammability and hazard characteristicsCombustion can produce toxic nitrogen oxides, chlorides fumes; it can lead to poisoning: nausea, vomiting, leukopenia and thrombocytopenia as well as bone marrow damage.
Storage characteristicsTreasury: ventilation, low-temperature and dry; store it separately from food raw materials.
Extinguishing agentDry powder, foam, sand, carbon dioxide, water mist.
Chemical PropertiesLight Yellow Powder
UsesAn alkylating and carbamoylating nitrosourea compound. It interacts with DNA, RNA and proteins causing DNA interstrand cross linking which is cytotoxic and leads to apoptotic cell death
Usesantidepressant
General DescriptionOrange-yellow solid.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileCarmustin decomposes rapidly in acid and in solutions above pH 7; most stable in petroleum ether or aqueous solution at pH 4.
Fire HazardFlash point data for Carmustin are not available. Carmustin is probably combustible.
Carmustine Preparation Products And Raw materials
Raw materialsEthanolamine-->Ethyleneimine-->Ethylurea
Tag:Carmustine(154-93-8) Related Product Information
Bendamustine hydrochloride DIETHYLALUMINUM CHLORIDE Nimustine 2-HYDROXYETHYLUREA N,N'-bis-(2-Chloroethyl)urea N,N'-dimethylnitrosourea 1,3-diethyl-1-nitrosourea CARMUSTINE, [CHLOROETHYL-2-14C]- N-NITROSODIMETHYLAMINE 1-Methyl-1-nitrosourea 1-(2-chloroethyl)-1-nitrosourea 2-CHLOROETHYLUREA N-NITROSO-N-ETHYLUREA 1-nitroso-1-ethyl-3-methylurea N-NITROSOTRIS-(2-CHLOROETHYL)UREA Semicarbazide hydrochloride N-NITROSOMETHYL-2-CHLOROETHYLAMINE Carmustine