CAS Number92118-27-9
SynonymsPhosphonic acid, P-[1-[[[(2-chloroethyl)nitrosoamino]carbonyl]amino]ethyl]-, diethyl ester; MFCD00866278; Diethyl (1-{[(2-chloroethyl)(nitroso)carbamoyl]amino}ethyl)phosphonate; 1-(2-chloroethyl)-3-(1-diethoxyphosphorylethyl)-1-nitrosourea; Fotemustine
Molecular FormulaC9H19ClN3O5P
Molecular Weight315.691
Purity98%
Density1.4±0.1 g/cm3
Boiling Point188 °C(lit.)
Melting Point85ºC
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 92118-27-9 |
| Catalog No. | 2A-9010626 |
| Chinese Name | 福莫司汀 |
| Synonyms | Phosphonic acid, P-[1-[[[(2-chloroethyl)nitrosoamino]carbonyl]amino]ethyl]-, diethyl ester; MFCD00866278; Diethyl (1-{[(2-chloroethyl)(nitroso)carbamoyl]amino}ethyl)phosphonate; 1-(2-chloroethyl)-3-(1-diethoxyphosphorylethyl)-1-nitrosourea; Fotemustine |
| Molecular Formula | C9H19ClN3O5P |
| Molecular Weight | 315.691 |
| Purity | 98 |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 188 °C(lit.) |
| Melting Point | 85ºC |
| Storage Condition | 2-8°C |
| Packaging | III |
| Application | Fotemustine is a DNA alkylating agent with anti-tumor effects. |
| SMILES | CCOP(=O)(OCC)C(C)NC(=O)N(CCCl)N=O |
| InChI | InChI=1S/C9H19ClN3O5P/c1-4-17-19(16,18-5-2)8(3)11-9(14)13(12-15)7-6-10/h8H,4-7H2,1-3H3,(H,11,14) |
| InChI Key | YAKWPXVTIGTRJH-UHFFFAOYSA-N |
| Hazard Symbols | 6.1(b) |
| Bioactivity | Fotemustine is a DNA-alkylating agent, with antitumor activity. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker Research Areas >> Cancer Target DNA Alkylator[1] In Vitro Fotemustine is a DNA-alkylating agent. Fotemustine (800 μM) decreases GSH and intracellular GSSG levels but increases the extracellular GSSG-levels rapidly in isolated rat hepatocytes[1]. Fotemustine shows inhibitory effect on several tumor cell lines, with IC50s ranging form 0.05 to 0.18 mM[2]. Cell Assay Cell proliferation assays are performed using MTT. Briefly, cell suspensions containing 2 × 104 viable cells/mL are plated into 96-well dishes and allowed to attach for 48 h at 371C in a 5% CO2 atmosphere. The culture medium is then removed and the cells are incubated for two doubling times at 37°C in the culture medium containing fotemustine (10-3 to 10 mM). When tested, amifostine or WR-1065 (10-4 to 10 mM) is added before Fotemustine for 15 min. Control cultures are exposed to saline for 15 min and then allowed to grow for the same duration in complete culture medium[2]. References [1]. Brakenhoff JP, et al. Molecular mechanisms of toxic effects of fotemustine in rat hepatocytes and subcellular rat liver fractions. Carcinogenesis. 1996 Apr;17(4):715-24. [2]. Merlin JL, et al. Enhancement of fotemustine (Muphoran) cytotoxicity by amifostine in malignant melanoma cell lines. Anticancer Drugs. 2002 Feb;13(2):141-7. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 188 °C(lit.) Melting Point 85ºC Molecular Formula C9H19ClN3O5P Molecular Weight 315.691 Flash Point 104 °F Exact Mass 315.075073 PSA 107.11000 LogP 1.26 Index of Refraction 1.524 InChIKey YAKWPXVTIGTRJH-UHFFFAOYSA-N SMILES CCOP(=O)(OCC)C(C)NC(=O)N(CCCl)N=O Storage condition 2-8°C |
| Use of | Fotemustine is a DNA-alkylating agent, with antitumor activity. Properties Articles35 Name Diethyl (1-(3-(2-chloroethyl)-3-nitrosoureido)ethyl)phosphonate Synonym More Synonyms Fotemustine Biological Activity Description Fotemustine is a DNA-alkylating agent, with antitumor activity. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker Research Areas >> Cancer DNA Alkylator[1] References [1]. Brakenhoff JP, et al. Molecular mechanisms of toxic effects of fotemustine in rat hepatocytes and subcellular rat liver fractions. Carcinogenesis. 1996 Apr;17(4):715-24. [2]. Merlin JL, et al. Enhancement of fotemustine (Muphoran) cytotoxicity by amifostine in malignant melanoma cell lines. Anticancer Drugs. 2002 Feb;13(2):141-7. Chemical & Physical Properties Exact Mass 315.075073 PSA 107.11000 Index of Refraction 1.524 InChIKey YAKWPXVTIGTRJH-UHFFFAOYSA-N SMILES CCOP(=O)(OCC)C(C)NC(=O)N(CCCl)N=O |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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