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Eflornithine

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Eflornithine

EINECS
CAS No. 70052-12-9 Density 1.293g/cm3
Solubility Melting Point
Formula C6H12F2N2O2 Boiling Point 347 °C at 760 mmHg
Molecular Weight 182.20 Flash Point 163.7 °C
Transport Information Appearance
Safety Risk Codes
Molecular Structure Molecular Structure of 70052-12-9 (Eflornithine) Hazard Symbols
Synonyms

2-(Difluoromethyl)-DL-ornithine;2-(Difluoromethyl)ornithine;DFMO;DFMO (growth regulator);DL-2-(Difluoromethyl)ornithine;DL-a-(Difluoromethyl)ornithine;Elfornithine;Ornidyl;a,d-Diamino-a-(difluoromethyl)valericacid;a-(Difluoromethyl)-DL-ornithine;a-(Difluoromethyl)ornithine;

 

Eflornithine Chemical Properties

IUPAC Name: 2,5-diamino-2-(difluoromethyl)pentanoic acid
Molecular Formula: C6H12F2N2O2
Molar mass: 182.1685 g/mol
EINECS: 222-760-4
Density: 1.293 g/cm3
Flash Point: 163.7 °C
Index of Refraction: 1.462
Boiling Point: 347 °C at 760 mmHg
Vapour Pressure: 9.72E-06 mmHg at 25°C
Storage temp: Store at 0 °C
Solubility: H2O >10 mg/mL, soluble
Form: Solid
Color: White
Product categories: facial hair remover
Structure of Eflornithine (CAS NO.70052-12-9):
               
XLogP3-AA: -2.9
H-Bond Donor: 3
H-Bond Acceptor: 6
IUPAC Name: 2,5-Diamino-2-(difluoromethyl)pentanoic acid
Canonical SMILES: C(CC(C(F)F)(C(=O)O)N)CN
InChI: InChI=1S/C6H12F2N2O2/c7-4(8)6(10,5(11)12)2-1-3-9/h4H,1-3,9-10H2,(H,11,
12) 
InChIKey: VLCYCQAOQCDTCN-UHFFFAOYSA-N

Eflornithine Uses

 Eflornithine (CAS NO.70052-12-9) is a drug manufactured by Sanofi-Aventis that has various uses. A recent study (reported 2008 ) conducted by UC Irvine researchers indicates that, when combined with sulindac , Eflornithine significantly reduces the risk of recurring colorectal polyps. It was initially developed for cancer treatment, but, while having little use in treating malignancies. In the United States it is known by the brand name Ornidyl.

Eflornithine Production

 Eflornithine (CAS NO.70052-12-9), its production was halted by its manufacturer, Aventis, in 1995 because the company did not consider it a profitable drug. In 2001, after lobbying at the WHO World Health Organization by Médecins Sans Frontières ("Doctors Without Borders"), the manufacturer resumed production of eflornithine, melarsoprol, and pentamidine in sufficient amounts to cover existing needs. As of September 2005, the World Health Organization reports that the India Institute of Chemical Technology in Hyderabad, India and ILEX Oncology in Texas, United States are both working on new ways of making eflornithine more cheaply.

Eflornithine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo intravenous 9084mg/kg/2W- (9084mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BLOOD: THROMBOCYTOPENIA
Drug Intelligence and Clinical Pharmacy. Vol. 21, Pg. 627, 1987.
man TDLo oral 800mg/kg/4D-I (800mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BLOOD: THROMBOCYTOPENIA
Drug Intelligence and Clinical Pharmacy. Vol. 21, Pg. 627, 1987.
women LDLo intravenous 67mg/kg/40M-C (67mg/kg) CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION

CARDIAC: PULSE RATE

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Annals of Internal Medicine. Vol. 105, Pg. 141, 1986.

Eflornithine Safety Profile

 Human systemic effects by intravenous route: cardiomyopathy, pulse rate decrease, fall in blood pressure. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of F and NOx.

Eflornithine Specification

 Eflornithine , its cas register number is 70052-12-9. It also can be called Difluoromethylornithine ; Ornidyl ; Ornithine, 2-(difluoromethyl)- and a-Difluoromethylornithine .

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