D193

DL-α-Difluoromethylornithine hydrochloride hydrate

≥97% (NMR), solid, polyamine biosynthesis inhibitor

• Synonym(s): 2-(Difluoromethyl)ornithine hydrochloride hydrate, DFMO hydrochloride hydrate, Eflornithine hydrochloride hydrate
• Empirical Formula (Hill Notation): C₆H₁₂F₂N₂O₂ · xHCl · yH₂O
• CAS Number: 70052-12-9
• Molecular Weight: 182.17 (anhydrous free base basis)
• MDL number: MFCD00242734
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278809
• NACRES: NA.77

Properties

• product name: DL-α-Difluoromethylornithine hydrochloride hydrate, solid, ≥97% (NMR)
• assay: ≥97% (NMR)
• form: solid
• color: white
• solubility: DMSO: >10 mg/mL; H₂O: >10 mg/mL
• SMILES string: O.Cl.NCCCC(N)(C(F)F)C(O)=O
• InChI: 1S/C6H12F2N2O2.ClH.H2O/c7-4(8)6(10,5(11)12)2-1-3-9;;/h4H,1-3,9-10H2,(H,11,12);1H;1H2
• InChI key: FJPAMFNRCFEGSD-UHFFFAOYSA-N
• Gene Information: human ... ODC1(4953)

Description

General description

Difluoromethylornithine is a fluorinated ornithine analog, which acts as a rate-limiting enzyme of polyamine biosynthesis. It is used to treat female facial hirsutism and human African trypanosomiasis. Difluoromethylornithine functions as a chemopreventive and chemotherapeutic agent against neuroblastoma and colorectal cancer. It exhibits cytostatic effects on mammalian cells and tissues.

Application

DL-α-Difluoromethylornithine hydrochloride hydrate has been used to reduce the effects of arginine on cell proliferation. It has also been used to investigate the effect of bisphenol A (BPA) on the migration of an established ovine trophectoderm (oTr1) cell line.

Biochem/physiol Actions

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)