Carmustine

Carmustine
Names
	IUPAC name 1,3-Bis(2-chloroethyl)-1-nitrosourea
	Other names N,N'-Bis(2-chloroethyl)-N-nitrosourea, bis-chloroethylnitrosourea, BCNU
Identifiers
CAS Number	154-93-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:3423 ;
ChEMBL	ChEMBL513 ;
ChemSpider	2480 ;
DrugBank	DB00262 ;
ECHA InfoCard	100.005.309
EC Number	205-838-2;
KEGG	D00254 ;
MeSH	Carmustine
PubChem CID	2578;
RTECS number	YS2625000;
UNII	U68WG3173Y ;
UN number	2811
CompTox Dashboard (EPA)	DTXSID8022743 ;
	InChI InChI=1S/C5H9Cl2N3O2/c6-1-3-8-5(11)10(9-12)4-2-7/h1-4H2,(H,8,11) Key: DLGOEMSEDOSKAD-UHFFFAOYSA-N ;
	SMILES C(CCl)NC(=O)N(CCCl)N=O;
Properties
Chemical formula	C5H9Cl2N3O2
Molar mass	214.05 g·mol−1
Appearance	Orange crystals
Odor	Odourless
Melting point	30 °C (86 °F; 303 K)
log P	1.375
Acidity (pKa)	10.194
Basicity (pKb)	3.803
Pharmacology
ATC code	L01AD01 (WHO)
Pregnancy; category	AU: D; ;
License data	EU EMA: by INN;
Legal status	AU: S4 (Prescription only); UK: POM (Prescription only); US: ℞-only; EU: Rx-only;
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H300, H350, H360
Precautionary statements	P301+P310, P308+P313
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	20 mg kg−1 (oral, rat)
Related compounds
Related ureas	Dimethylurea
Related compounds	Noxytiolin; 1,1,3,3-Tetramethylguanidine; Metformin; Allantoic acid; Buformin;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Carmustine, sold under the brand name BiCNU among others, is a medication used mainly for chemotherapy. It is a nitrogen mustard β-chloro-nitrosourea compound used as an alkylating agent.^[7]

^ CID 2578 from PubChem
^ "Carmustine 100mg Powder and solvent for Solution for Infusion - Summary of Product Characteristics (SmPC)". (emc). 24 March 2020.
^ "Gliadel 7.7mg Implant - Summary of Product Characteristics (SmPC)". (emc). 15 June 2020.
^ "Bicnu- carmustine kit". DailyMed. Retrieved 27 February 2021.
^ "Gliadel- carmustine wafer". DailyMed. Retrieved 27 February 2021.
^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
^ Silverman RB, Holladay MW (January 2014). "Chapter 6 - DNA-Interactive Agents". In Silverman RB, Holladay MW (eds.). The Organic Chemistry of Drug Design and Drug Action (Third ed.). Boston: Academic Press. pp. 275–331. doi:10.1016/b978-0-12-382030-3.00006-4. ISBN 978-0-12-382030-3.