{{Short description|Nitrogen mustard used as a chemotherapy agent}} {{Drugbox | Verifiedfields = | Watchedfields = | verifiedrevid = | IUPAC_name = Bis(2-chloroethyl)carbamic acid | image = Normustine.svg | image_class = skin-invert-image | width = 225px
<!--Clinical data--> | tradename = | pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> | pregnancy_US = <!-- A / B / C / D / X --> | pregnancy_category = | legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 --> | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration =
<!--Pharmacokinetic data--> | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion =
<!-- Identifiers --> | CAS_number_Ref = | CAS_number = 78619-95-1 | CAS_supplemental = | class = | ATC_prefix = | ATC_suffix = | ATC_supplemental = | PubChem = 18377863 | IUPHAR_ligand = | DrugBank_Ref = | DrugBank = | ChemSpiderID_Ref = | ChemSpiderID = | UNII = Q2KPX8TH4K | KEGG = | ChEBI = | ChEMBL =
<!--Chemical data--> | C=5 | H=9 | Cl=2 | N=1 | O=2 | SMILES = C(CCl)N(CCCl)C(=O)O | StdInChI_Ref = | StdInChI = 1S/C5H9Cl2NO2/c6-1-3-8(4-2-7)5(9)10/h1-4H2,(H,9,10) | StdInChIKey_Ref = | StdInChIKey = TTYAKTJQJVVKED-UHFFFAOYSA-N | synonyms = Bis(2-chloroethyl)carbamic acid }}
'''Normustine''', also known as '''bis(2-chloroethyl)carbamic acid''', is a nitrogen mustard and alkylating antineoplastic agent (i.e., chemotherapy agent).<ref name="BruntonChabner2011">{{cite book| vauthors = Brunton L, Chabner B, Knollman B |title=Goodman and Gilman's The Pharmacological Basis of Therapeutics, Twelfth Edition|url=https://books.google.com/books?id=e_yAOpyyaowC|date=14 January 2011|publisher=McGraw Hill Professional|isbn=978-0-07-176939-6|page=1709}}</ref><ref name="FoxFox2012">{{cite book| vauthors = Fox BW, Fox M |title=Antitumor Drug Resistance|url=https://books.google.com/books?id=m-TrCAAAQBAJ&pg=PA199|date=6 December 2012|publisher=Springer Science & Business Media|isbn=978-3-642-69490-5|pages=199–}}</ref><ref name="Decker2017">{{cite book| vauthors = Decker M |title=Design of Hybrid Molecules for Drug Development|url=https://books.google.com/books?id=gfEbDQAAQBAJ&pg=PA201|date=5 April 2017|publisher=Elsevier Science|isbn=978-0-08-101118-8|pages=201–}}</ref> It is a metabolite of a number of antineoplastic agents that have been developed for the treatment of tumors, including estramustine phosphate, alestramustine, cytestrol acetate, and ICI-85966 (stilbostat), but only the former of which has actually been marketed.<ref name="BruntonChabner2011" /><ref name="FoxFox2012" /><ref name="Decker2017" />
==References== {{Reflist}}
{{Chemotherapeutic agents}}
Category:Alkylating antineoplastic agents Category:Carbamates Category:Human drug metabolites Category:Nitrogen mustards Category:Chloroethyl compounds
{{Antineoplastic-drug-stub}}