Basic information
- CAS
126-85-2- Standard SMILES
C[N+]([O-])(CCCl)CCCl- InChIKey
AFLXUQUGROGEFA-UHFFFAOYSA-N- Molecular formula
- C5H11Cl2NO
- Average molar mass
- 172.05 g/mol
- Monoisotopic mass
- 171.0217694
Overview
Nitrogen Mustard N-oxide can cause cancer according to an independent committee of scientific and health experts.
Names & identifiers
- Preferred name
- Mechlorethamine Oxide
- IUPAC
- 2-chloro-N-(2-chloroethyl)-N-methylethanamine oxide
- English name
- NITROMIN
- Molecular formula
- C5H11Cl2NO
- Molecular weight
- 172.05
Names & synonyms
Nitrogen mustard N-oxide126-85-2Mechlorethamine oxideDTXSID70209762,2'-Dichloro-N-methyldiethylamine-N-oxide2Q86QAR1PNMethylbis(beta-chloroethyl)amine N-oxideDTXCID10976Ethanamine, 2-chloro-N-(2-chloroethyl)-N-methyl-, N-oxideNSC-141949RefChem:1660982-chloro-N-(2-chloroethyl)-N-methylethanamine oxide
Show more names
MBAONITROMINNITROGENMUSTARDN-OXIDENitrogen mustard oxideN,N-Bis(2-chloroethyl)methylamine oxidebis(2-chloroethyl)(methyl)amine N-oxide
Nitrogen mustard (HN-2), N-oxideOxy-NH2HN2 amine oxideHN2 oxide mustard2-Chloro-N-(2-chloroethyl)-N-methylethan-1-amine oxideN-Oxyd-lost [German]N-Oxyd-mustard [German]N-Oxyd-mustard
Database identifiers
- CAS
126-85-2- PubChem CID
- 9335
- DTXSID
DTXSID7020976- ChEMBL
CHEMBL502759- ChEBI
CHEBI:82354- UNII
- 2Q86QAR1PN
- Nikkaji
- J1.510E
Properties
Computed structural properties
- XLogP
- 0.9
- Topological polar surface area
- 18.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 4
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 73.4
Experimental & physicochemical properties
Chemical ClassesCarcinogens
Physicochemical properties
- Density
- 1.1184 · 1.1184 (rough estimate)
- refractive index
- 1.568 · 1.5680 (estimate)
- pka
- 4.54 · 4.54±0.50(Predicted)
- CAS DataBase Reference
- 126 · 126-85-2
- FDA UNII
- 2 Q86QAR1PN · 2Q86QAR1PN
- Proposition 65 List
- Nitrogen Mustard N-oxide
- IARC
- 2 B · 2B (Vol. 9, Sup 7) 1987
- EPA Substance Registry System
- Nitrogen mustard (HN-2), N-oxide (126-85-2)
- Toxicity
- 50 intraperitoneal · LD50 intraperitoneal in mouse: 100mg/kg
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H340: May cause genetic defects [Danger Germ cell mutagenicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
Danger
H340: May cause genetic defects [Danger Germ cell mutagenicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
Hazard information
Regulatory Information
Hazard Traits - Carcinogenicity
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Hazard Classes and Categories
Germ cell mutagenicity - Category 1B
Germ cell mutagenicity - Category 1B
Carcinogens
Toxicology
Carcinogen Classification
Nitrogen mustard N-oxide
Group 2B: Possibly carcinogenic to humans
Volume 9: (1975) Some Aziridines, N-, S- and O-Mustards and Selenium
1987
1987
Safety data
- Toxicity
- LD50 intraperitoneal in mouse: 100mg/kg
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
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.
Chemicals that are used to cause the disturbance, disease, or death of humans during WARFARE.
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.
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)
Suppliers4 total
United States Biological Inc.[email protected]
CLEARSYNTH LABS LTD.+91-22-45045900 · [email protected]
Yick-Vic Chemicals & Pharmaceuticals (HK) Ltd(852)2541 2772 · [email protected]
Additional notes
DefinitionChEBI: Nitrogen mustard N-oxide is a nitrogen mustard.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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