Skip to Content
Merck
All Photos(2)

Key Documents

Safety Information

D193

Sigma-Aldrich

DL-α-Difluoromethylornithine hydrochloride hydrate

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

Synonym(s):

2-(Difluoromethyl)ornithine hydrochloride hydrate, DFMO hydrochloride hydrate, Eflornithine hydrochloride hydrate

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C6H12F2N2O2 · xHCl · yH2O
CAS Number:
Molecular Weight:
182.17 (anhydrous free base basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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)

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

D193-100MG:
D193-25MG:
D193-BULK:
D193-VAR:


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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)
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)
Development of difluoromethylornithine (DFMO) as a chemoprevention agent
Meyskens FL and Gerner EW
Clinical Cancer Research, 5(5), 945-951 (1999)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service