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D193

Sigma-Aldrich

DL-α-Difluoromethylornithine hydrochloride hydrate

solid, ≥97% (NMR)

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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
PubChem Substance ID:
24278809
NACRES:
NA.77

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)

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This Item
A5602P524832750
DL-α-Difluoromethylornithine hydrochloride hydrate solid, ≥97% (NMR)

Sigma-Aldrich

D193

DL-α-Difluoromethylornithine hydrochloride hydrate

AMD3100 octahydrochloride hydrate ≥97% (NMR), solid

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A5602

AMD3100 octahydrochloride hydrate

Etidronate disodium hydrate ≥97% (NMR), solid

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Etidronate disodium hydrate

3,3′-Diaminobenzidine tetrahydrochloride hydrate for spectrophotometric det. of Se, ≥97.5%

Supelco

32750

3,3′-Diaminobenzidine tetrahydrochloride hydrate

form

solid

form

solid

form

solid

form

-

color

white

color

-

color

white

color

-

solubility

DMSO: >10 mg/mL, H2O: >10 mg/mL

solubility

H2O: ≥10 mg/mL, clear

solubility

H2O: ≥10 mg/mL

solubility

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

Gene Information

human ... ODC1(4953)

Gene Information

-

Gene Information

-

Gene Information

-

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

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