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92118-27-9

92118-27-9 structure
92118-27-9 structure
  • Name: Fotemustine
  • Chemical Name: Diethyl (1-(3-(2-chloroethyl)-3-nitrosoureido)ethyl)phosphonate
  • CAS Number: 92118-27-9
  • Molecular Formula: C9H19ClN3O5P
  • Molecular Weight: 315.691
  • Catalog: API Antineoplastic agents Alkylating agent
  • Create Date: 2018-05-03 08:00:00
  • Modify Date: 2024-01-05 12:31:23
  • Fotemustine is a DNA-alkylating agent, with antitumor activity.

Name Diethyl (1-(3-(2-chloroethyl)-3-nitrosoureido)ethyl)phosphonate
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
Description Fotemustine is a DNA-alkylating agent, with antitumor activity.
Related Catalog
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.

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
Storage condition 2-8°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
SZ7115500
CHEMICAL NAME :
Phosphonic acid, (1-((((2-chloroethyl)nitrosoamino)carbonyl)amino)ethy l)-, diethyl ester
CAS REGISTRY NUMBER :
92118-27-9
LAST UPDATED :
199410
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C9-H19-Cl-N3-O5-P
MOLECULAR WEIGHT :
315.73

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
60 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
Specific locus test
TYPE OF TEST :
Sex chromosome loss and nondisjunction
TYPE OF TEST :
Micronucleus test

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
5 mg/kg
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 286,101,1993
Symbol GHS08
GHS08
Signal Word Warning
Hazard Statements H351
Precautionary Statements P281
Hazard Codes Xi
Risk Phrases R10:Flammable. R36/37:Irritating to eyes and respiratory system . R43:May cause sensitization by skin contact.
Safety Phrases S16-S26-S36
RIDADR UN 3336 3/PG 2
WGK Germany 3
Packaging Group III
Hazard Class 6.1(b)