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D193

Sigma-Aldrich

DL-α-Difluoromethylornithine hydrochloride hydrate

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

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C6H12F2N2O2 · xHCl · yH2O
Numéro CAS:
Poids moléculaire :
182.17 (anhydrous free base basis)
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

product name

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

Niveau de qualité

Pureté

≥97% (NMR)

Forme

solid

Couleur

white

Solubilité

DMSO: >10 mg/mL
H2O: >10 mg/mL

Chaîne SMILES 

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

Clé InChI

FJPAMFNRCFEGSD-UHFFFAOYSA-N

Informations sur le gène

human ... ODC1(4953)

Description générale

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.

Actions biochimiques/physiologiques

Difluoromethylornithine (Eflornithine) inhibits polyamine biosynthesis by the selective, irreversible inhibition of ornithine decarboxylase (ODC). A chemoprotective agent that blocks angiogenesis.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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)
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)
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)

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