Semustine
![Semustine Structure](CAS/GIF/13909-09-6.gif)
- CAS No.
- 13909-09-6
- Chemical Name:
- Semustine
- Synonyms
- Me-CCNU;icig1110;Semustin;SEMUSTINE;ICIG 1110;NSC 95441;nsc-95441;trans-ure;NCI-C04955;Aids126009
- CBNumber:
- CB1173336
- Molecular Formula:
- C10H18ClN3O2
- Molecular Weight:
- 247.72
- MOL File:
- 13909-09-6.mol
- Modify Date:
- 2024/7/2 8:55:00
Melting point | 64°C (rough estimate) |
---|---|
Density | 1.3346 (rough estimate) |
refractive index | 1.5500 (estimate) |
storage temp. | Store at -20°C,unstable in solution, ready to use. |
solubility | Soluble in DMSO |
pka | 10.89±0.40(Predicted) |
form | Solid |
color | Light yellow to yellow |
CAS DataBase Reference | 13909-09-6 |
IARC | 1 (Vol. Sup 7, 100A) 2012 |
EPA Substance Registry System | 1-(2-Chloroethyl)-3-(4-methylcyclohexyl)-1-nitrosourea (13909-09-6) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() ![]() GHS06,GHS08 |
---|---|
Signal word | Danger |
Hazard statements | H300-H311+H331-H315-H319-H335-H350-H360 |
Precautionary statements | P202-P280-P301+P310-P302+P352+P312-P304+P340+P311-P305+P351+P338 |
Hazard Codes | T |
Risk Statements | 45-46-23/24/25-36/37/38 |
Safety Statements | 53-22-26-36/37/39-45 |
RIDADR | 3249 |
WGK Germany | 3 |
RTECS | YS5000000 |
HazardClass | 6.1(a) |
PackingGroup | II |
Toxicity | child,LDLo,oral,5550mg/kg/30W (5550mg/kg),KIDNEY, URETER, AND BLADDER: CHANGES IN BOTH TUBULES AND GLOMERULI,New England Journal of Medicine. Vol. 300, Pg. 1200, 1979. |
Semustine Chemical Properties,Uses,Production
Description
In October 2008, scientists of the International Agency for Research on Cancer reaffirmed the Group 1 classification ‘carcinogenic to humans’ of 20 pharmaceutical agents including semustine. Me-CCNU [1-(2-chloroethyl)-3- (4-methylcyclohexyl)-1-nitrosourea] is an alkylating agent of the nitrosourea group, used alone or in combination with other chemotherapeutic agents to treat several types of cancers, including primary and metastatic brain tumors, Lewis lung tumor, and L1210 leukemia. It has also been used to treat cancers of the digestive tract, Hodgkin lymphoma, malignant melanoma, and epidermoid carcinoma of the lung. Doses varied depending on the type of cancer and body weight of the individual. The typical oral dose was 125–200 mgm-2 body surface area, and was repeated every 6 weeks. An alternative regimen was reported to be 200–225 mg m-2 orally every 6–8 weeks. Me-CCNU is a bifunctional antineoplastic agent that undergoes spontaneous chemical decomposition, yielding electrophilic compounds and ultimately inducing alkylation and carbamoylation of cellular macromolecules, including DNA and protein.
Chemical Properties
A crystalline solid or light yellow powder.
Uses
Commonly used in pharmacological studies involving: • ;Nutrient-sensitized screening for drugs that shift the energy metabolism from mitchondrial respiration to glycolysis1• ;CEOP regimen with semustine used as induction chemotherapy in patients with lymphoma2• ;Investigations into its use for chemotherapy3,4
Definition
ChEBI: An organochlorine compound that is urea in which the two hydrogens on one of the amino groups are replaced by nitroso and 2-chloroethyl groups and one hydrogen from the other amino group is replaced by a 4-methylcyclohexyl group.
General Description
Light yellow powder.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
A halogenated and nitrated amide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).
Fire Hazard
Flash point data for SEMUSTINE are not available. SEMUSTINE is probably combustible.
Safety Profile
Confirmed human carcinogen producing leukemia. Experimental carcinogenic and tumorigenic data. Poison by ingestion, intraperitoneal, intravenous, and possibly other routes. Mutation data reported. Human systemic effects by ingestion: nausea or vomiting, damage to kidney tubules and glomeruli, and hematuria (blood in the urine). When heated to decomposition it emits very toxic fumes of Cland NOx. See also N-NITROSO COMPOUNDS.
Potential Exposure
Semustine is chemotherapy agent; an antineoplastic agent which functions as an alkylating agent.
Carcinogenicity
1-(2-Chloroethyl)-3-(4-methylcyclohexyl)-1-nitrosourea (methyl-CCNU) is known to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in humans.
Shipping
UN3249 Medicine, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials. PG II.
Incompatibilities
Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from strong acids, alkaline materials, strong bases. Semustine, an organic amide, reacts with azo and diazo compounds, releasing toxic gases. Amides are very weak bases but they can react as acids, forming salts. Contact with reducing agents can release flammable gases. Mixing amides with dehydrating agents such as such as phosphorus pentoxide or thionyl chloride generates the corresponding nitrile.
Waste Disposal
It is inappropriate 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, doublebagged 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 properly label 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.
Semustine Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | Inquiry |
---|---|---|---|---|---|
TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | United States | 19892 | 58 | Inquiry |
Career Henan Chemica Co | +86-0371-86658258 +8613203830695 | China | 30253 | 58 | Inquiry |
Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | China | 25247 | 58 | Inquiry |
Henan Alfa Chemical Co., Ltd | +8618339805032 | China | 13467 | 58 | Inquiry |
Wuhan Topule Biopharmaceutical Co., Ltd | +8618327326525 | China | 8474 | 58 | Inquiry |
LEAPCHEM CO., LTD. | +86-852-30606658 | China | 43348 | 58 | Inquiry |
Aladdin Scientific | +1-+1(833)-552-7181 | United States | 57511 | 58 | Inquiry |
Shanghai Aladdin Biochemical Technology Co.,Ltd. | +86-18521732826 | China | 48467 | 58 | Inquiry |
Nantong Hanfang Biotechnology Co. , Ltd. | 18616537568 | China | 30968 | 58 | Inquiry |
RD International Technology Co., Limited | 18024082417 | China | 9282 | 58 | Inquiry |
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