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
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About This Item
Empirical Formula (Hill Notation):
C6H12F2N2O2 · xHCl · yH2O
CAS Number:
Molecular Weight:
182.17 (anhydrous free base basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
DL-α-Difluoromethylornithine hydrochloride hydrate, solid, ≥97% (NMR)
Quality Level
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)
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.
Inhibits polyamine biosynthesis by selective, irreversible inhibition of ornithine decarboxylase. Chemoprotective agent that blocks angiogenesis.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Articles
DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research
Functional roles of arginine during the peri-implantation period of pregnancy. III. Arginine stimulates proliferation and interferon tau production by ovine trophectoderm cells via nitric oxide and polyamine-TSC2-MTOR signaling pathways
Wang X, et al.
Biology of Reproduction, 92(3), 75-71 (2015)
Kerstin Dörner et al.
Nucleic acids research, 50(5), 2872-2888 (2022-02-13)
Ribosome assembly is an essential process that is linked to human congenital diseases and tumorigenesis. While great progress has been made in deciphering mechanisms governing ribosome biogenesis in eukaryotes, an inventory of factors that support ribosome synthesis in human cells
Alpha-difluoromethylornithine, an irreversible inhibitor of polyamine biosynthesis, as a therapeutic strategy against hyperproliferative and infectious diseases
LoGiudice N, et al.
Medical sciences (Basel, Switzerland), 6(1), 12-12 (2018)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D193-25MG | 04061833561089 |
| D193-100MG | 04061835361212 |