Nitrosourea

Nitrosourea
Skeletal formula of a minor tautomer of nitrosourea	Ball and stick model a minor tautomer of 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:

Nitrosourea compounds are DNA alkylating agents and are often used in chemotherapy.^[1] They are lipophilic and thus can cross the blood–brain barrier, making them useful in the treatment of brain tumors such as glioblastoma multiforme.^[2]

Some nitrosoureas (e.g. lomustine) have been associated with the development of interstitial lung disease.^[3]

^ "Antineop". Archived from the original on 2009-03-07. Retrieved 2009-01-24.
^ Takimoto CH, Calvo E. "Principles of oncologic pharmacotherapy". in Pazdur R, Wagman LD, Camphausen KA, Hoskins WJ (Eds) Cancer management: a multidisciplinary approach. 11 ed. 2008.
^ Tucci E, Verdiani P, Di Carlo S, Sforza V (1986). "Lomustine (CCNU)-induced pulmonary fibrosis". Tumori. 72 (1): 95–8. doi:10.1177/030089168607200114. PMID 3952821. S2CID 33327504.