CAS 92118-27-9|Fotemustine

Introduction：Basic information about CAS 92118-27-9|Fotemustine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Fotemustine BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
MUTATION DATA
5. Safety Information
6. Articles35
7. Synonyms

Common Name	Fotemustine
CAS Number	92118-27-9	Molecular Weight	315.691
Density	1.4±0.1 g/cm3	Boiling Point	188 °C(lit.)
Molecular Formula	C₉H₁₉ClN₃O₅P	Melting Point	85ºC
MSDS	ChineseUSA	Flash Point	104 °F
Symbol	GHS08	Signal Word	Warning

Names

Name	Diethyl (1-(3-(2-chloroethyl)-3-nitrosoureido)ethyl)phosphonate
Synonym	More Synonyms

Fotemustine BiologicalActivity

Description	Fotemustine is a DNA-alkylating agent, with antitumor activity.
Related Catalog	Signaling Pathways >>Cell Cycle/DNA Damage >>DNA Alkylator/CrosslinkerResearch 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

Toxicological Information

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

Safety Information

Symbol	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)

Articles35

Multiple bone metastases from glioblastoma multiforme without local brain relapse: a case report and review of the literature.

Tumori 99(5) , e237-40, (2013)

Extracranial metastases from glioblastoma multiforme (GBM) are a very rare event, even if an increasing incidence has been documented. We report the case of a young woman with primary GBM who develope...

Phase III randomized study of fotemustine and dacarbazine versus dacarbazine with or without interferon-α in advanced malignant melanoma.

J. Transl. Med. 11 , 38, (2013)

The effect of the addition of fotemustine and/or interferon (IFN) to standard therapy with dacarbazine alone in patients with advanced malignant melanoma was investigated in a multicenter, randomized ...

Good clinical activity and favorable toxicity profile of once weekly bortezomib, fotemustine, and dexamethasone (B-MuD) for the treatment of relapsed multiple myeloma.

Am. J. Hematol. 88(2) , 102-6, (2013)

Since multiple myeloma (MM) is still not-curable, the management of relapse remains challenging. Given the known efficacy of alkylating agents in MM, we conducted a phase I/II study to test a new thre...

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

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