Structure via PubChem · Public domain (PubChem)
(RS)-eflornithine
Sign in to saveAlso known as 2-(difluoromethyl)ornithine (DMFO), difluoromethylornithine, Ornidyl®, Difluoromethylornithine；DFMO, 2-(difluoromethyl)ornithine, (RS)-2,5-diamino-2-(difluoromethyl)pentanoic acid, Eflornithine, DFMO
Eflornithine, sold under the brand name Ornidyl among others, is a medication used to treat African trypanosomiasis (sleeping sickness) and excessive hair growth on the face in women. Specifically it is used for the second stage of sleeping sickness caused by T. b. gambiense and may be used with nifurtimox. It is taken intravenously (injection into a vein) or topically. It is an ornithine decarboxylase inhibitor.
Key facts
- Drug.Verifiedfields
- changed
- Drug.verifiedrevid
- 458957274
- Drug.image
- Eflornithine.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200
- Drug.image2
- Eflornithine-3D-vdW.png
- Drug.tradename
- Ornidyl, others
- Drug.DailyMedID
- Eflornithine
- Drug.routes_of_administration
- intravenous, topical
- Drug.ATC_prefix
- D11
- Drug.ATC_suffix
- AX16
- Drug.ATC_supplemental
- ,
- Drug.legal_US
- Rx-only
- Drug.legal_status
- Rx-only
- Drug.bioavailability
- 100% (Intravenous)Negligible (topical)
- Drug.metabolism
- Not metabolized
- Drug.elimination_half life
- 8 hours
- Drug.excretion
- Kidney
via Wikipedia infobox
Chemical data
- Formula
- C6H12F2N2O2
- Molecular weight
- 182.17 g/mol
- IUPAC name
- 2,5-diamino-2-(difluoromethyl)pentanoic acid
- SMILES
- C(CC(C(F)F)(C(=O)O)N)CN
- InChIKey
- VLCYCQAOQCDTCN-UHFFFAOYSA-N
- XLogP
- -2.9
- Polar surface area
- 89.3 Ų
- H-bond donors
- 3
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Research
8 papers- Intracellular polyamine depletion induces N-linked galactosylation of the monoclonal antibody produced by CHO DP-12 cells.Journal of biotechnology · 2023
- Spermidine is indispensable in differentiation of 3T3-L1 fibroblasts to adipocytes.Journal of cellular and molecular medicine · 2010
- Effect ofalpha-difluormethylornithine on Anastrepha fraterculus (Diptera, Tephritidae) ovary size.Brazilian journal of biology = Revista brasleira de biologia · 2009
- Effects of inhibitors of ornithine decarboxylase on the differentiation of mouse neuroblastoma cells.Cancer research · 1983
- Virtual screening of natural inhibitors targeting ornithine decarboxylase with pharmacophore scaffolding of DFMO and validation by molecular dynamics simulation studies.Journal of biomolecular structure & dynamics · 2019
via PubMed
~15 min read
Encyclopedic overview
27 sectionsContents
- Medical uses
- Sleeping sickness
- Trypanosome resistance
- Excess facial hair in women
- Neuroblastoma
- Contraindications
- Topical
- Oral administration
- Side effects
- Topical
- Intravenous
- Interactions
- Topical
- Mechanism of action
- Description
- Evidence
- Active site
- History
- Sleeping sickness treatment
- Society and culture
- Legal status
- Brand names
- Research
- Chemo preventative therapy
- Veterinary uses
- References
- External links
Eflornithine, sold under the brand name Ornidyl among others, is a medication used to treat African trypanosomiasis (sleeping sickness) and excessive hair growth on the face in women. Specifically it is used for the second stage of sleeping sickness caused by T. b. gambiense and may be used with nifurtimox. It is taken intravenously (injection into a vein) or topically. It is an ornithine decarboxylase inhibitor.
Common side effects when applied as a cream include rash, redness, and burning. Side effects of the injectable form include bone marrow suppression, vomiting, and seizures. It is unclear if it is safe to use during pregnancy or breastfeeding. It is recommended typically for children over the age of 12.
Excerpted from Wikipedia’s “(RS)-eflornithine” article, available under the CC BY-SA 4.0 licence.