70052-12-9

Basic information

• Product Name: DFMO
• Synonyms: 2-(Difluoromethyl)ornithine hydrate hydrochloride, DFMO hydrate hydrochloride;DL-α-Difluoromethylornithine hydrate hydrochloride;2-(Difluoromethyl)-2,5-diaminovaleric acid;α-Difluoromethylornitine;DL-α-Difluoromethylornithine hydrochloride;96020-91-6 (Mono-hydrochloride, monohydrate);alpha,delta-Diamino-alpha-(difluoromethyl)valeric acid;Brn 2250529
• CAS NO: 70052-12-9
• Molecular Formula: C₆H₁₂F₂N₂O₂
• Molecular Weight: 182.17
• Product Categories: facial hair remover
• Mol File: 70052-12-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 138 °C
• Boiling Point: 347 °C at 760 mmHg
• Flash Point: 163.7 °C
• Appearance: white/solid
• Density: 1.1800 (estimate)
• Vapor Pressure: 9.72E-06mmHg at 25°C
• Refractive Index: 1.462
• Storage Temp.: Store at 0°C
• Solubility: H2O: >10 mg/mL, soluble
• PKA: 1.22±0.44(Predicted)
• CAS DataBase Reference: DFMO(CAS DataBase Reference)
• NIST Chemistry Reference: DFMO(70052-12-9)
• EPA Substance Registry System: DFMO(70052-12-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 70052-12-9(Hazardous Substances Data)

Usage

Description

DFMO, also known as Difluoromethylornithine, is a fluorinated ornithine analog that acts as a rate-limiting enzyme of polyamine biosynthesis. It is an off-white powder and has been used for various medical and research purposes due to its chemopreventive and chemotherapeutic properties.

Uses

Used in Medical Treatments:
DFMO is used as a treatment for female facial hirsutism and human African trypanosomiasis. It functions as a chemopreventive and chemotherapeutic agent against neuroblastoma and colorectal cancer.
Used in Research Applications:
DFMO is used as a research tool to reduce the effects of arginine on cell proliferation and to investigate the effect of bisphenol A (BPA) on the migration of an established ovine trophectoderm (oTr1) cell line. It exhibits cytostatic effects on mammalian cells and tissues, making it valuable for studying various biological processes and potential treatments.

Biological Activity

Inhibitor of ornithine decarboxylase that inhibits polyamine biosynthesis. Displays antiapoptotic, antiangiogenic and antiparasitic activity.

Biochem/physiol Actions

Difluoromethylornithine (Eflornithine) inhibits polyamine biosynthesis by the selective, irreversible inhibition of ornithine decarboxylase (ODC). A chemoprotective agent that blocks angiogenesis.

InChI:InChI=1/C6H12F2N2O2/c7-4(8)6(10,5(11)12)2-1-3-9/h4H,1-3,9-10H2,(H,11,12)

Upstream product

• 501011-46-7 ethyl 2-amino-2-difluoromethyl-4-cyanobutanoate 
• 501011-48-9 ethyl 2-(diphenylmethylene)amino-2-difluoromethyl-4-cyanobutanoate 

Downstream Products

• 193288-58-3 DFMO(Boc)-Glu(OBu^t)-His-Phe-Arg-Trp-Gly-OMe 
• 1225454-51-2 eflornithine-aspirin salt 
• 1412457-33-0 C₁₃H₁₇F₂N₃O₄ 
• 1412457-35-2 C₁₄H₁₇F₂N₃O₆ 
• 1412457-39-6 C₂₂H₂₂F₂N₄O₁₀ 
• 1412457-36-3 C₁₄H₁₆F₃N₃O₆ 
• 1412457-40-9 C₂₂H₂₀F₄N₄O₁₀ 

Relevant articles and documents

Catalytic hydrogenation of ethyl 2-amino-2-difluoromethyl-4-cyanobutanoate and its Schiff base reaction modes

Under heterogeneous catalysis, ethyl 2-amino-2-difluoromethyl-4- cyanobutanoate or its Schiff base could be selectively reduced in good yield by hydrogenation to give a diamine, or to form a five-membered ring or a six-membered ring heterocycles. This selectivity is highly dependent on the type of catalysts used.

Method of inhibiting the growth of protozoa

α-Substituted amines and α-substituted-α-amino acids are described which are useful in inhibiting the growth of protozoa in animals.