Semustine

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Semustine
Clinical data
ATC code	L01AD03 (WHO) ;
Identifiers
	IUPAC name N-(2-Chloroethyl)-N'-(4-methylcyclohexyl)-N-nitrosourea;
CAS Number	13909-09-6 ;
PubChem CID	5198;
ChemSpider	10608205 ;
UNII	6YY7T1T567;
KEGG	D05822 ;
ChEBI	CHEBI:6863 ;
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C10H18ClN3O2
Molar mass	247.72 g/mol
3D model (JSmol)	Interactive image;
	SMILES CC1CCC(NC(=O)N(C=O)CCCl)CC1;
	InChI InChI=1S/C11H19ClN2O2/c1-9-2-4-10(5-3-9)13-11(16)14(8-15)7-6-12/h8-10H,2-7H2,1H3,(H,13,16) ; Key:VZOOXPNKNMPOFU-UHFFFAOYSA-N ;
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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Semustine is a drug used in chemotherapy.^[1] It is structurally similar to lomustine, being distinguished from it only by an additional methyl group. It has been taken off the drug market for investigation of its cancerous effects, rated as IARC Group 1 carcinogen or a known carcinogen.

References

↑ PMID 1548520 (PMID 1548520)
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[1] PMID 1548520 (PMID 1548520)
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[1]

v t e Chemotherapeutic agents/Antineoplastic agents (L01)
Alkylating and alkylating-like agents	Nitrogen mustards: (Chlorambucil, Chlormethine, Cyclophosphamide, Ifosfamide, Melphalan, Bendamustine, Uramustine) Nitrosoureas:(Carmustine, Fotemustine, Lomustine, Streptozocin) Platinum (alkylating-like): (Carboplatin, Cisplatin, Oxaliplatin, Triplatin tetranitrate, Satraplatin) Alkyl sulfonates:(Busulfan, Treosulfan) Hydrazines:(Procarbazine, Dacarbazine, Temozolomide) Aziridines:(ThioTEPA)
Antimetabolites	Folic acid: (Aminopterin, Methotrexate, Pemetrexed, Raltitrexed). Purine:(Cladribine, Clofarabine, Fludarabine, Mercaptopurine, Pentostatin, Thioguanine) Pyrimidine:(Capecitabine, Cytarabine, Decitabine, Fluorouracil, Floxuridine, Gemcitabine)
Spindle poison/mitotic inhibitor	Taxane: (Docetaxel, Larotaxel, Paclitaxel). Vinca: (Vinblastine, Vincristine, Vindesine, Vinorelbine).
Cytotoxic/antitumor antibiotics	Anthracycline family: (Daunorubicin, Doxorubicin, Epirubicin, Idarubicin, Mitoxantrone, Pixantrone, Valrubicin) streptomyces (Actinomycin, Bleomycin, Mitomycin, Plicamycin) - Hydroxyurea
Topoisomerase inhibitors	Camptotheca: (Camptothecin, Topotecan, Irinotecan, Rubitecan), Podophyllum:(Etoposide, Teniposide)
CI monoclonal antibodies	Receptor tyrosine kinase (Cetuximab, Panitumumab, Trastuzumab) - CD20 (Rituximab, Tositumomab) - other (Alemtuzumab, Bevacizumab, Gemtuzumab)
Photosensitizers	Aminolevulinic acid, Methyl aminolevulinate, Porfimer sodium, Verteporfin
Tyrosine kinase inhibitors	Axitinib, Bosutinib, Cediranib, Dasatinib, Erlotinib, Gefitinib, Imatinib, Lapatinib, Lestaurtinib, Nilotinib, Semaxanib, Sorafenib, Sunitinib, Vandetanib
Cyclin-dependent kinase inhibitor	Seliciclib
Other	retinoids (Alitretinoin, Tretinoin), Fusion protein (Aflibercept) - Altretamine, Amsacrine, Anagrelide, Arsenic trioxide, Asparaginase (Pegaspargase), Bexarotene, Bortezomib, Celecoxib, Denileukin diftitox, Elesclomol, Estramustine, Irofulven, Ixabepilone, Masoprocol, Mitotane, Oblimersen, Testolactone, Tipifarnib, Trabectedin

Clinical data

ATC code	L01AD03 (WHO)
Identifiers
IUPAC name N-(2-Chloroethyl)-N'-(4-methylcyclohexyl)-N-nitrosourea
CAS Number	13909-09-6^Y
PubChem CID	5198
ChemSpider	10608205^N
UNII	6YY7T1T567
KEGG	D05822^Y
ChEBI	CHEBI:6863^N
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C₁₀H₁₈ClN₃O₂
Molar mass	247.72 g/mol
3D model (JSmol)	Interactive image
SMILES CC1CCC(NC(=O)N(C=O)CCCl)CC1
InChI InChI=1S/C11H19ClN2O2/c1-9-2-4-10(5-3-9)13-11(16)14(8-15)7-6-12/h8-10H,2-7H2,1H3,(H,13,16)^N Key:VZOOXPNKNMPOFU-UHFFFAOYSA-N^N
^NY (what is this?) (verify)

Semustine

Overview

References

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