Mechlorethamine oxide
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Mechlorethamine oxide
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CAS No:
126-85-2
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Formula:
C5H11Cl2NO
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Chemical Name:
Mechlorethamine oxide
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Synonyms:
Ethanamine,2-chloro-N-(2-chloroethyl)-N-methyl-,N-oxide;Diethylamine,2,2′-dichloro-N-methyl-,N-oxide;MBAO;Mechlorethamine oxide;Methylbis(β-chloroethyl)amine N-oxide;Nitrogen mustard oxide;NMO;Oxy-NH2;HN2 Oxide mustard;2,2′-Dichloro-N-methyldiethylamine-N-oxide;NSC 141949;Nitrogen mustard N-oxide;2-Chloro-N-(2-chloroethyl)-N-methylethanamine oxide
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CAS No:
Description
Nitrogen mustard N-oxide is a nitrogen mustard.|A biologic alkylating agent that exerts its cytotoxic effects by forming DNA ADDUCTS and DNA interstrand crosslinks, thereby inhibiting rapidly proliferating cells. The hydrochloride is an antineoplastic agent used to treat HODGKIN DISEASE and LYMPHOMA.
Characteristics
18.1
0.9
1.1184 (rough estimate)
-60ºC
1.5680 (estimate)
LD50 intraperitoneal in mouse: 100mg/kg
Safety Information
P201, P202, P281, P308+P313, P405, P501
H340
|Danger|H340: May cause genetic defects [Danger Germ cell mutagenicity]|P201, P202, P281, P308+P313, P405, and P501
Drug Information
Highly reactive chemicals that introduce alkyl radicals into biologically active molecules and thereby prevent their proper functioning. Many are used as antineoplastic agents, but most are very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. They have also been used as components in poison gases. (See all compounds classified as Alkylating Agents.)|Chemicals that are used to cause the disturbance, disease, or death of humans during WARFARE. (See all compounds classified as Chemical Warfare Agents.)|Drugs that act locally on cutaneous or mucosal surfaces to produce inflammation; those that cause redness due to hyperemia are rubefacients; those that raise blisters are vesicants and those that penetrate sebaceous glands and cause abscesses are pustulants; tear gases and mustard gases are also irritants. (See all compounds classified as Irritants.)|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.)
Carcinogens
Bis(2-chloroethyl)methylamine
Computed Properties
Molecular Weight:172.05
XLogP3:0.9
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:4
Exact Mass:171.0217694
Monoisotopic Mass:171.0217694
Topological Polar Surface Area:18.1
Heavy Atom Count:9
Complexity:73.4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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