4616-54-0

Basic information

• Product Name: O-Prop-2-ynyl-hydroxylamine
• Synonyms: O-Prop-2-ynyl-hydroxylamine;O-2-Propynylhydroxylamine
• CAS NO: 4616-54-0
• Molecular Formula: C₃H₅NO
• Molecular Weight: 71.0779
• Mol File: 4616-54-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: O-Prop-2-ynyl-hydroxylamine(CAS DataBase Reference)
• NIST Chemistry Reference: O-Prop-2-ynyl-hydroxylamine(4616-54-0)
• EPA Substance Registry System: O-Prop-2-ynyl-hydroxylamine(4616-54-0)

Safety Data

• Hazardous Substances Data: 4616-54-0(Hazardous Substances Data)

Usage

General Description

O-Prop-2-ynyl-hydroxylamine, also known as 2-propynylhydroxylamine, is a chemical compound with the molecular formula C3H5NO. It is a colorless liquid with a slightly fishy odor and is highly reactive. O-Prop-2-ynyl-hydroxylamine is used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is also employed as a stabilizer for polyurethane foam and as a corrosion inhibitor for various metals. Due to its reactivity, O-Prop-2-ynyl-hydroxylamine requires careful handling and storage to prevent accidents and exposure. It is important to follow safety protocols and guidelines when working with this chemical.

Upstream product

• 4616-63-1 2-(prop-2-yn-1-yloxy)isoindoline-1,3-dione 

Downstream Products

• 763058-89-5 E-(+/-)-1-azabicyclo[2.2.1]heptan-3-one, O-2-propynyloxime 
• 763058-89-5 Z-(+/-)-1-azabicyclo[2.2.1]heptan-3-one, O-2-propynyloxime 
• 41776-64-1 3-Formylrifamycin SV-O-vinyloxim 
• 55634-96-3 5,5-Dimethyl-2-(1-prop-2-ynyloxyamino-butylidene)-cyclohexane-1,3-dione 

Relevant articles and documents

Novel fluorinated 7-hydroxycoumarin derivatives containing an oxime ether moiety: Design, synthesis, crystal structure and biological evaluation

A series of fluorinated 7-hydroxycoumarin derivatives containing an oxime ether moiety have been designed, synthesized and evaluated for their antifungal activity. All the target compounds were determined by1H-NMR,13C-NMR, FTIR and HR-MS spectra. The single-crystal structures of compounds 4e, 4h, 5h and 6c were further confirmed using X-ray diffraction. The antifungal activities against Botrytis cinerea (B. cinerea), Alternaria solani (A. solani), Gibberella zeae (G. zeae), Rhizoctorzia solani (R. solani), Colletotrichum orbiculare (C. orbiculare) and Alternaria alternata (A. alternata) were evaluated in vitro. The preliminary bioassays showed that some of the designed compounds displayed the promising antifungal activities against the above tested fungi. Strikingly, the target compounds 5f and 6h exhibited outstanding antifungal activity against B. cinerea at 100 μg/mL, with the corresponding inhibition rates reached 90.1 and 85.0%, which were better than the positive control Osthole (83.6%) and Azoxystrobin (46.5%). The compound 5f was identified as the promising fungicide candidate against B. cinerea with the EC50 values of 5.75 μg/mL, which was obviously better than Osthole (33.20 μg/mL) and Azoxystrobin (64.95 μg/mL). Meanwhile, the compound 5f showed remarkable antifungal activities against R. solani with the EC50 values of 28.96 μg/mL, which was better than Osthole (67.18 μg/mL) and equivalent to Azoxystrobin (21.34 μg/mL). The results provide a significant foundation for the search of novel fluorinated 7-hydroxycoumarin derivatives with good antifungal activity.

N-ALKOXYAMIDES OF 6-(TRISUBSTITUTED PHENYL)-4-AMINOPICOLINATES AND THEIR USE AS SELECTIVE HERBICIDES FOR CROPS

N-Alkoxyamides of 4-aminopicolinic acids and 6-amino-4-pyrimidinecarboxylates are selective herbicides for corn, canola and sugar beet.

Synthesis and pharmacological characterization of O-alkynyloximes of tropinone and N-methylpiperidinone as muscarinic agonists

A number of O-alkynyloximes of tropinone and N-methyl-4-piperidinone have been synthesized and evaluated for muscarinic activity. The affinities of these oximes were tested in homogenates of cerebral cortex, heart, and submandibulary glands from rats using [3H]pirenzepine and [3H]-N- methylscopolamine as radioligands. The oximes bind to the cortical muscarinic receptors with pK(i) values varying from 3 to 7. Higher binding affinities were observed for the O-alkynyl tropinone oximes than the corresponding piperidinone analogues. Binding to the muscarinic sites in the heart and submandibulary glands was also observed but with lower affinities. Good M1 subtype selectivity (10-fold or greater) was observed with some oximes (26a, 28a, 32a) at the cortical sites. These oximes also attenuated scopolamine- induced impairment of the water mask task in mice. Functional assays for M3 activity on the rat aorta showed that all oximes possessed M3 agonist action but M2 agonist activity was not observed at the endothelium-denuded rabbit aorta. Analysis of the quantitative structure-activity relationship (QSAR) indicated that the Connolly surface area is an important determinant of activity, accounting for 70% of the variation in cortical binding affinity among the oximes.