5382-89-8

Usage

Chemical Properties

Off-White Crystalline Solid

InChI:InChI=1/C5H9NO3/c1-4(2)6-9-3-5(7)8/h3H2,1-2H3,(H,7,8)

Upstream product

• 67-64-1 acetone 
• 645-88-5 aminooxyacetic acid 
• 79-08-3 bromoacetic acid 
• 127-06-0 acetone oxime 
• 89587-29-1 2-Chloro-N-hydroxy-N-{2-[(E)-hydroxyimino]-1,1-dimethyl-2-phenyl-ethyl}-acetamide 
• 89587-35-9 2-(2-hydroxyimino-1,1-dimethyl-2-phenylethyl)-1,2-oxazetidin-3-one 
• 79-11-8 chloroacetic acid 
• 105-39-5 chloroacetic acid ethyl ester 

Downstream Products

• 2921-14-4 (aminooxy)acetic acid hemihydrochloride 
• 2921-14-4 O-(carboxymethyl)hydroxylamine dihydrochloride 
• 93406-77-0 2-Isopropylidenaminooxy-1,1-diphenyl-ethanol 
• 94427-92-6 N-phenyl-2-((propan-2-ylideneamino)oxy)acetamide 
• 93001-13-9 4-Isopropylidenaminooxyacetylamino-2-hydroxy-benzoesaeure 

Relevant academic research and scientific papers

Study of the Room-Temperature Synthesis of Oxime Ethers by using a Super Base

In this study, we present a convenient method for the synthesis of oxime ethers by reacting oximes with various chlorides (alkyl, functionalized alkyl, and benzyl) and with the subsequent use of a super base—pulverized potassium hydroxide in DMSO. The reactions take place at room temperature and the products are obtained in high yields. The final products were received within 2 min to 3 h. In addition, the compounds do not require chromatographic separation. The structure elucidation of the titled compounds was performed by using 1H NMR and 13C NMR spectroscopy as well as mass spectrometry. The presented method of synthesis for oxime ethers is environmentally friendly, because neither water cooling or heating of the reaction mixture/solvents (necessary for chromatographic purification) is required. The synthesis can be carried out very easily on a large scale.

HETEROARYLPIPERIDINE AND PIPERAZINE DERIVATIVES AS FUNGICIDES

Heteroarylpiperidine and -piperazine derivatives of the formula (I) in which the symbols RA1, RA2, X, Y, L1, L2, RB1, RB2, G, Q, p, R1, R2 and R10 are each as defined in the description, and salts, metal complexes and N-oxides of the compounds of the formula (I), and the use thereof for controlling phytopathogenic harmful fungi and processes for preparing compounds of the formula (I).

Bioorthogonal oxime ligation of a Mo(CO)4(N-N) CO-releasing molecule (CORM) to a TGF β-binding peptide

Carbon monoxide is now well-established as an endogenously produced gasotransmitter in humans. To utilizes its spectrum of biological activity for therapeutic purposes, solid storage forms such as metal carbonyl complexes have to be used for easy handling and targeted delivery to the body. Thus, in the present work, a [Mo(CO)4(bpyCH3,CHO)] complex with an aldehyde group in a peripheral position on the 2,2′-bipyridine (bpy) ligand was coupled to a bioactive transforming growth factor (TGF) β-targeting peptide N-terminally functionalized with aminoxy acetic acid using the bioorthogonal and catalyst-free oxime ligation. CO release studies with the myoglobin assay as well as UV/Vis and IR spectroscopy showed the molybdenum tetracarbonyl moiety to slowly liberate carbon monoxide upon incubation in buffer in the dark. In addition, photoactivation at 468 nm with a LED array resulted in a significantly accelerated release of carbon monoxide, thus establishing this peptide bioconjugate as a new photoactivatable CO-releasing molecule (PhotoCORM) with a red-shifted excitation wavelength for better tissue penetration.

The synthesis of novel oxime ethers and their effects on the senescence of cut carnation flowers

The high levels of ethylene in plants are involved in a range of harmful effects, such as the senescence of plants and the rotting of fruits. A series of novel oxime ethers were synthesized to counteract the ethylene effects. Their structures were characterized by IR, MS, and 1H NMR, and their effects on the senescence of cut carnation flowers were investigated. The results show that all of the target compounds extended the vase life of cut carnation, especially for compound 3i, which prolonged the vase life of cut carnation flowers to about 11 days, nearly 75% longer vase life compared to the control groups. Most of them were more effective than AgNO3 and aminooxyacetic acid. Springer Science+Business Media B.V. 2011.

COMPOUNDS USEFUL FOR INHIBITION OF FARNESYL PROTEIN TRANSFERASE

Novel compounds of formula (1.0) are disclosed. Compounds of formula (1.0) are represented by the compounds of formula (1.4) or (1.5) wherein R, R and R are each independently selected from halo. Also disclosed are methods of inhibiting farnesyl protein transferase and the growth of abnormal cells, such as tumor cells.

Syntheses of long-chain quaternary ammonium salts from fatty alcohols by microwave irradiation

The phase-transfer catalysts, long-chain quaternary ammonium salts, were rapidly synthesized from fatty alcohols by the reactions with hydrogen halides in the presence of trialkyl amines under microwave irradiation. The catalysts could be widely applied in a variety of quick and new organic reactions, whether by conventional heating or under microwave irradiation. The reaction efficiencies under microwave irradiation were higher than those obtained with conventional heating.

ACYLATION OF 1-HYDROXYAMINO-2-HYDROXYIMINOETHANES WITH α-HALO ACID CHLORIDES AND THE PREPARATION OF 1-HYDROXY-2-OXOTETRAHYDROPYRAZINE 4-OXIDES

The acylation of 1-hydroxyamino-2-hydroxyiminoethanes with α-halo acid chlorides has given the products of N- and O-acylation at the hydroxyamino group.The action of bases on the product of N-acylation-N - (2-hydroxyiminoalkyl)-2-halohydroxamic acids - has given, depending on the conditions, 1-hydroxy-2-oxo-1,2,3,6- or -1,2,5,6-tetrahydropyrazine 4-oxides and 1,2-oxazetidin-3-ones.