Semustine - CAS 13909-09-6

Name: Semustine
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog:	BB008885
Product Name:	Semustine
CAS:	13909-09-6
Synonyms:	N-(2-Chloroethyl)-N'-(4-methylcyclohexyl)-N-nitrosourea; 1-(2-Chloroethyl)-3-(4-methylcyclohexyl)nitrosourea; Me-CCNU; Methyl Lomustine; Methyl-CCNU; N'-(4-Methylcyclohexyl)-N-(2-chloroethyl)-N-nitrosourea
Application:	Semustine is an alkylating agent and interstrand DNA cross linker. Anti-cancer chemotherapeutic agents, which are used in the treatment of different types of cancer such as brain tumors, resistant Hodgkin's disease, lung cancer and malignant melanoma.

Technical Data

IUPAC Name:	1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitrosourea
Description:	Semustine is a chemotherapy drug similar to lomustine. Semustine alkylates and cross-links DNA thus exhibits cytotoxicity.
Molecular Weight:	247.72
Molecular Formula:	C10H18ClN3O2
Canonical SMILES:	CC1CCC(CC1)NC(=O)N(CCCl)N=O
InChI:	InChI=1S/C10H18ClN3O2/c1-8-2-4-9(5-3-8)12-10(15)14(13-16)7-6-11/h8-9H,2-7H2,1H3,(H,12,15)
InChI Key:	FVLVBPDQNARYJU-UHFFFAOYSA-N
Melting Point:	147 °F
Purity:	≥95%
Density:	1.31 g/cm³
Solubility:	Soluble in DMSO
Appearance:	Solid
Storage:	Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Decomposition:	When heated to decomposition, It emits very toxic fumes of /chlorine/ and /nitrogen oxides
MDL:	MFCD00133811
LogP:	2.88780
Stability:	It is stable under normal conditions but should be protected from moisture
Vapor Pressure:	5.61X10-6 mm Hg at 25 °C (est)

GHS Hazard Statement:	H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]
Precautionary Statement:	P201, P202, P261, P264, P270, P271, P280, P281, P301+P310, P302+P352, P304+P340, P305+P351+P338, P308+P313, P311, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, and P501
Signal Word:	Danger

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PMID	Publication Date	Title	Journal
23571415	20130601	Structure-based identification of OATP1B1/3 inhibitors	Molecular pharmacology
21924223	20120501	Haploidentical/mismatched hematopoietic stem cell transplantation without in vitro T cell depletion for T cell acute lymphoblastic leukemia	Biology of blood and marrow transplantation : journal of the American Society for Blood and Marrow Transplantation
22385186	20120301	Anticancer agents for treatment of tumors in the central nervous system by correspondent substituent substitution and elucidation by pattern recognition methods	Medicinal chemistry (Shariqah (United Arab Emirates))
22381771	20120201	[Comparison of two regimens of postoperative concurrent chemoradiotherapy in adult patients with grade III-IV cerebral gliomas]	Nan fang yi ke da xue xue bao = Journal of Southern Medical University
21698685	20110730	Quantification of meCCNU-induced dG-dC crosslinks in oligonucleotide duplexes by liquid chromatography/electrospray ionization tandem mass spectrometry	Rapid communications in mass spectrometry : RCM

Complexity:	242
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	247.1087545
Formal Charge:	0
Heavy Atom Count:	16
Hydrogen Bond Acceptor Count:	3
Hydrogen Bond Donor Count:	1
Isotope Atom Count:	0
Monoisotopic Mass:	247.1087545
Rotatable Bond Count:	3
Topological Polar Surface Area:	61.8 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	3.3