Nitrosourea

Nitrosourea

Names
IUPAC name Nitrosourea
Identifiers
CAS Number	13010-20-3
3D model (JSmol)	Interactive image Interactive image
ChemSpider	94772
PubChem CID	105035
UNII	S0W1V6314Y
CompTox Dashboard (EPA)	DTXSID80156337
InChI InChI=1S/CH3N3O2/c2-1(5)3-4-6/h(H3,2,3,5,6)  Key: OSTGTTZJOCZWJG-UHFFFAOYSA-N
SMILES NC(=O)N=NO C(=O)(N)NN=O
Properties
Chemical formula	CH3N3O2
Molar mass	89.054 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Nitrosourea is both the name of a molecule, and a class of compounds that include a nitroso (R-NO) group and a urea.

Examples

Examples include:

• Arabinopyranosyl-N-methyl-N-nitrosourea (Aranose)
• Carmustine (BCNU, BiCNU)
• Chlorozotocin
• Ethylnitrosourea (ENU)
• Fotemustine
• Lomustine (CCNU)
• Nimustine
• N-Nitroso-N-methylurea (NMU)
• Ranimustine (MCNU)
• Semustine
• Streptozocin (Streptozotocin)

Nitrosourea compounds are DNA alkylating agents and are often used in chemotherapy. They are lipophilic and thus can cross the blood–brain barrier, making them useful in the treatment of brain tumors such as glioblastoma multiforme.

• 
  Arabinopyranosyl-N-methyl-N-nitrosourea
• 
  Carmustine
• 
  Chlorozotocin
• 
  Ethylnitrosourea
• 
  Fotemustine
• 
  Lomustine

• 
  N-Nitroso-N-methylurea
• 
  Nimustine
• 
  Ranimustine
• 
  Semustine
• 
  Streptozocin

Side effects

Some nitrosoureas (e.g. lomustine) have been associated with the development of interstitial lung disease.