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Merck
CN

S4026

Semustine

Synonym(s):

N-(2-Chloroethyl)-N′-(4-methylcyclohexyl)-N-nitrosourea, Methyl-CCNU

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About This Item

Empirical Formula (Hill Notation):
C10H18ClN3O2
CAS Number:
13909-09-6
Molecular Weight:
247.72
NACRES:
NA.22
PubChem Substance ID:
24899584
UNSPSC Code:
12352100
MDL number:
MFCD00133811

Key Documents

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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)

SMILES string

CC1CCC(CC1)NC(=O)N(CCCl)N=O

InChI key

FVLVBPDQNARYJU-UHFFFAOYSA-N

Related Categories

Application

Commonly used in pharmacological studies involving:
  • Nutrient-sensitized screening for drugs that shift the energy metabolism from mitchondrial respiration to glycolysis
  • CEOP regimen with semustine used as induction chemotherapy in patients with lymphoma
  • Investigations into its use for chemotherapy

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Carc. 1B - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
091H0080

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[Advances in research on capecitabine as adjuvant treatment for colon cancer after radical resection].
Su-Zhan Zhang
Zhonghua zhong liu za zhi [Chinese journal of oncology], 32(11), 801-803 (2011-01-13)
Baoqing Bai et al.
Rapid communications in mass spectrometry : RCM, 25(14), 2027-2034 (2011-06-24)
Chloroethynitrosoureas (CENUs) are important alkylating agents widely used in the treatment of cancers. Decomposition of CENUs generates active electrophilic ions that damage DNA, including the formation of dG-dC crosslinks which represents the most important cytotoxic mechanism of CENUs. In this
Eleana Ntatsaki et al.
Rheumatology (Oxford, England), 50(6), 1019-1024 (2011-02-05)
The ANCA-associated vasculitides (AAVs) are conventionally treated with a strategy of remission induction followed by maintenance therapy using glucocorticoids combined with CYC during induction and AZA for maintenance. Recently, several randomized controlled trials have been published that question whether these
1-(2-Chloroethyl)-3-(4-methylcyclohexyl)-1-nitrosourea.
Report on carcinogens : carcinogen profiles, 11, III53-III53 (2004-01-01)
Xuejun Ma et al.
Radiotherapy and oncology : journal of the European Society for Therapeutic Radiology and Oncology, 93(3), 492-497 (2009-09-29)
In this randomized phase II study, we evaluated the efficacy of semustine added to CEOP regimen as induction chemotherapy in patients with stage I(E)/II(E) extranodal NK/T-cell lymphoma, nasal type in the upper aerodigestive tract. Seventy-five eligible patients were randomized to
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