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
Effects of BPA on expression of apoptotic genes and migration of ovine trophectoderm (oTr1) cells during the peri-implantation period of pregnancy
Elmetwally MA, et al.
Reproductive Toxicology, 83, 73-79 (2019)
K V Lisitskaia et al.
Prikladnaia biokhimiia i mikrobiologiia, 49(2), 124-128 (2013-06-26)
A new biotest system was developed based on highly proliferating human cell cultures (lines LNCaP and PC-3). With the help of this system, two known synthetic polyamines--alpha-difluoromethylornithine (DFMO) and methylglioxalbis(guanylhydrason) (MGBG)--as well as four new synthetic analogues difenyl containing amines
Joanne M Jeter et al.
Cancer prevention research (Philadelphia, Pa.), 5(12), 1341-1344 (2012-12-12)
In this issue (beginning on page 1368), Kreul and colleagues report a retrospective review of long-term efficacy and toxicity for subjects participating in a phase III study of difluoromethylornithine (DFMO) for prevention of nonmelanoma skin cancer (NMSC). They conclude that
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D193-100MG | 04061835361212 |
| D193-25MG | 04061833561089 |