N-(2-Chloroethyl)-N′-(2,6-dioxo-3-piperidinyl)-N-nitrosourea
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N-(2-Chloroethyl)-N′-(2,6-dioxo-3-piperidinyl)-N-nitrosourea
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CAS No:
13909-02-9
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Formula:
C8H11ClN4O4
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Chemical Name:
N-(2-Chloroethyl)-N′-(2,6-dioxo-3-piperidinyl)-N-nitrosourea
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Synonyms:
Urea,N-(2-chloroethyl)-N′-(2,6-dioxo-3-piperidinyl)-N-nitroso-;Urea,1-(2-chloroethyl)-3-(2,6-dioxo-3-piperidyl)-1-nitroso-;N-(2-Chloroethyl)-N′-(2,6-dioxo-3-piperidinyl)-N-nitrosourea;NSC 95466;PCNU;1-(2-Chloroethyl)-3-(2,6-dioxo-3-piperidyl)-1-nitrosourea
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CAS No:
N-(2-Chloroethyl)-N′-(2,6-dioxo-3-piperidinyl)-N-nitrosourea Basic Attributes
262.65034
262.65
95466
2924199090
Characteristics
108
0.4
1.8525 (rough estimate)
1.6000 (estimate)
Acetone 12.5-15 (mg/mL)
Oral-Mouse LD50: 35.7 mg/kg; Abdominal cavity-mouse LD50: 15.21 mg/kg
Flammable; decomposes toxic chloride and nitrogen oxide gas in the fire
Safety Information
The warehouse is low-temperature, ventilated and dry; stored separately from food materials
Bulk: A sample stored at 60° C for 10 days decomposed 18% (UV). The compound was found to be stable in bulk form at room temperature exposed to lab light through 60 days (UV, TLC and ionic chloride). For long -term storage the bulk compound should be protected from moisture and stored at -15° C. Solution: The compound dissolved in 3% methanol/ water decomposed 4% in one hour, 6.5% in three hours 15% in six hours, and 38% in 24 hours (UV). There was no formation of ionic chloride during the 24 h
Drug Information
A class of drugs that differs from other alkylating agents used clinically in that they are monofunctional and thus unable to cross-link cellular macromolecules. Among their common properties are a requirement for metabolic activation to intermediates with antitumor efficacy and the presence in their chemical structures of N-methyl groups, that after metabolism, can covalently modify cellular DNA. The precise mechanisms by which each of these drugs acts to kill tumor cells are not completely understood. (From AMA, Drug Evaluations Annual, 1994, p2026) (See all compounds classified as Antineoplastic Agents, Alkylating.)
1-(2-chloroethyl)-3-(2,6-dioxo-3-piperidinyl)-1-nitrosourea
Computed Properties
Molecular Weight:262.65
XLogP3:0.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:262.0468825
Monoisotopic Mass:262.0468825
Topological Polar Surface Area:108
Heavy Atom Count:17
Complexity:348
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
N-(2-Chloroethyl)-N′-(2,6-dioxo-3-piperidinyl)-N-nitrosourea
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