N-1-(fur-3-ylethyl)-N-hydroxyurea
- Product Name
- N-1-(fur-3-ylethyl)-N-hydroxyurea
- CAS No.
- 123606-23-5
- Chemical Name
- N-1-(fur-3-ylethyl)-N-hydroxyurea
- Synonyms
- A-69412;A-69412, 10 mM in DMSO;N-1-(fur-3-ylethyl)-N-hydroxyurea;N-[1-(3-Furanyl)ethyl]-N-hydroxyurea;Urea, N-[1-(3-furanyl)ethyl]-N-hydroxy-
- CBNumber
- CB01307081
- Molecular Formula
- C7H10N2O3
- Formula Weight
- 170.17
- MOL File
- 123606-23-5.mol
N-1-(fur-3-ylethyl)-N-hydroxyurea Property
- storage temp.
- Store at -20°C
- solubility
- Soluble in DMSO
N-1-(fur-3-ylethyl)-N-hydroxyurea Chemical Properties,Usage,Production
Uses
A-69412 is a reversible, specific inhibitor of the 5-lipoxygenase (5-LO). A-69412 has the potential to treat asthma and ulcerative colitis, and possibly other inflammatory and allergic conditions.
Synthesis Reference(s)
Tetrahedron Letters, 35, p. 6017, 1994 DOI: 10.1016/0040-4039(94)88063-8
in vivo
Oral doses of A-69412 are found to inhibit leukotriene production in a number of species. For example, A-69412 is found to be a potent long-acting inhibitor of leukotriene formation in vivo in the rat (oral ED50=5 mg/kg). A-69412 is remarkably potent in the dog, giving nearly complete inhibition through 16 h after a single 5 mg/kg dose. Plasma concentrations in the dog studies are 38 μM at 0.5 h after dosing and 5 μM at 16 h. These data are consistent with the 100% inhibition seen ex vivo at 0.5 h post-dosing and the 90% inhibition seen at 16 h. As would be expected from the pharmacokinetic results, A-69412 is clearly superior to zileuton in the cynomolgus monkey. A-69412 gave >50% inhibition of ex vivo LTB4 biosynthesis in the monkey for 8 h, while zileuton is effective only in the first 2 h after oral dosing. An anaphylactic reaction in the rat peritoneal cavity of passively sensitized animals produces large amounts of sulfidopeptide leukotrienes. Given as an oral solution, A-69412 dose-dependently inhibits leukotriene production in the peritoneal cavity of the rat. In one of the experiments, blood levels of A-69412 are measured. These values range from 4 to 100 μM with doses ranging from 2 to 50 mg/kg. A-69412 also significantly inhibits the reaction if dosed (10 mg/kg) at times up to 8 h before challenge. Plasma concentrations of A-69412 are measured in the time course studies and are found to range from 44 μM at 0.5 h to 10 μM at 8 h after dosing[1].
IC 50
5-LO; LTB4: 1 μM (IC50)
References
[1] Bell RL, et al. The properties of A-69412: a small hydrophilic 5-lipoxygenase inhibitor. Agents Actions. 1993 Mar; 38(3-4):178-87. DOI:10.1007/BF01976209
N-1-(fur-3-ylethyl)-N-hydroxyurea Preparation Products And Raw materials
Raw materials
Preparation Products
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