14337-43-0

Basic information

• Product Name: 2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER
• Synonyms: ETHYLCHLOROXIMIDOACETATE;ETHYL CHLOROOXIMIDOACETATE;ETHYL CHLOROOXIMINOACETATE;ETHYL 2-CHLORO-2-(HYDROXYIMINO)ACETATE;2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER;1-ETHYL OXALYL CHLORIDE 2-OXIME;AKOS MSC-0743;ALPHA-CHLOROGLYOXALIC ACID ETHYL ESTER OXIME
• CAS NO: 14337-43-0
• Molecular Formula: C₄H₆ClNO₃
• Molecular Weight: 151.55
• EINECS: 1308068-626-2
• Product Categories: Acids and Derivatives;API
• Mol File: 14337-43-0.mol
• Article Data: 27

Chemical Properties

• Melting Point: 70-76 °C(lit.)
• Boiling Point: 230.5 °C at 760 mmHg
• Flash Point: 93.2 °C
• Appearance: Brown crystal
• Density: 1.36 g/cm³
• Vapor Pressure: 0.0124mmHg at 25°C
• Refractive Index: 1.48
• Storage Temp.: 2-8°C
• Solubility: soluble in Methanol
• PKA: 7.60±0.10(Predicted)
• Sensitive: Moisture Sensitive/Lachrymatory
• BRN: 606193
• CAS DataBase Reference: 2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER(14337-43-0)
• EPA Substance Registry System: 2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER(14337-43-0)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 37/38-41-42/43-36/37/38
• Safety Statements: 22-26-36/37/39-45-36
• RIDADR: UN 3335
• WGK Germany: 3
• F: 10-19-21
• Hazardous Substances Data: 14337-43-0(Hazardous Substances Data)

Usage

Chemical Properties

off-white solid

Uses

Ethyl 2-chloro-2-(hydroxyimino)acetate has been used:in the preparation of (+)-and (?)-Δ2-isoxazolinesin the synthesis of CIP-AS (?), a chiral amino acid structurally related to glutamic acid, potential agonist at the ionotropic (±±)-2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid (AMPA)-kainate receptorsto generate ethoxycarbonylformonitrile oxide, in situ by treatment with sodium bicarbonateto prepare N-azirdinyloximes which on treatment with scandium triflate (418218) provide dihydro-oxadiazines

InChI:InChI=1/C4H6ClNO3/c1-2-9-4(7)3(5)6-8/h8H,2H2,1H3/b6-3+

Upstream product

• 5408-04-8 ethyl 2-hydroxyimino-3-oxobutanoate 
• 459-73-4 GlyOEt*HCl 
• 51983-62-1 carbethoxyformonitrile oxide 
• 7697-37-2 nitric acid 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 7647-01-0 hydrogenchloride 
• 57777-62-5 Carboethoxymethanenitronic acid methyl ester 
• 60-29-7 diethyl ether 
• 99171-07-0 hydroxyimino-nitro-acetic acid ethyl ester 
• 75-09-2 dichloromethane 
• 31767-14-3 ethyl 2-(hydroxyimino)acetate 
• 1217428-98-2 ethyl 2-oximinooxamate 
• 31767-15-4 ethyl (2E)‐2‐(hydroxyimino)acetate 
• 34428-17-6 C₄H₅ClNO₄^(1-)*H₄N⁽¹⁺⁾ 

Downstream Products

• 90005-77-9 4,5,6,7-tetrahydrobenzo[d]isoxazole-3-carboxylic acid 
• 7064-04-2 ethyl 5-phenyl-2-isoxazoline-3-carboxylate 
• 108480-97-3 (3-hydrazinocarbonyl-4-phenyl-4,5-dihydro-isoxazol-5-yl)-carbamic acid methyl ester 
• 19950-15-3 3-Carbethoxy-5-amino-isoxazol-4-carbonsaeureamid 
• 15911-11-2 ethyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate 
• 5585-20-6 N-(2-Methoxycarbonyl-phenyl)-oxalsaeure-aethylester-amidoxim 
• 5319-76-6 1,5-Bis-aethoxycarbonyl-thiocarbamoyl-carbohydrazid 
• 57354-95-7 4-nitro-5-phenyl-isoxazole-3-carboxylic acid ethyl ester 
• 65422-98-2 furazan-3,4-dicarboxylic acid diethyl ester 
• 141397-22-0 Ethyl 7-(3-chlorophenyl)-6,8-dioxo-1-oxa-2,7-diazaspiro<4.4>non-2-ene-3-carboxylat 
• 141397-21-9 Ethyl 6,8-dioxo-7-phenyl-1-oxa-2,7-diazaspiro<4.4>non-2-ene-3-carboxylate 
• 137035-69-9 (5R)-5-(3-O-benzyl-1,2-O-isopropylidene-α-D-ribo-tetrafuranos-4-yl)-3-ethoxycarbonyl-2-isoxazoline 
• 137035-70-2 (5S)-5-(3-O-benzyl-1,2-O-isopropylidene-α-D-ribo-tetrafuranos-4-yl)-3-ethoxycarbonyl-2-isoxazoline 
• 96129-40-7 5-Amino-4-(toluene-4-sulfonyl)-isoxazole-3-carboxylic acid ethyl ester 

Relevant articles and documents

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Synthesizing method of isoxadifen-ethyl for industrialized production

The invention provides a synthesizing method of isoxadifen-ethyl for industrialized production. The synthesizing method comprises the following steps of using chlorobenzene as a raw material, using tetrahydrofuran as a solvent, and reacting with magnesium, so as to obtain a phenyl magnesium chloride Grignard reagent; performing nucleophilic addition reaction with acetophenone to generate 1,1-diphenylethanol; adding p-toluenesulfonic acid to dewater, so as to generate 1,1-diphenylethene; reacting with ethyl 2-chloro-2-(hydroxyimino)acetate, so as to generate an isoxadifen-ethyl product, whereinthe purity can reach 99%.

CENTRALLY ACTIVE AND ORALLY BIOAVAILABLE ANTIDOTES FOR ORGANOPHOSPHATE EXPOSURE AND METHODS FOR MAKING AND USING THEM

In alternative embodiments, the invention provides nucleophilic hydroxyimino- acetamido alkylamine antidotes that cross the blood-brain barrier (BBB) to catalyze the hydrolysis of organophosphate (OP)-inhibited human acetylcholinesterase (hAChE) in the central nerve system (CNS). The hydroxyimino-acetamido alkylamines of the invention are designed to fit within AChE active center gorge dimensions, bind with reasonable affinity, and react with the conjugated phosphate atom in the gorge. The hydroxyimino- acetamido alkylamines of the invention are also designed to possess ionization states that govern affinity and reactivity for the two linked hAChE re-activation steps. In alternative embodiments, the invention provides pumps, devices, subcutaneous infusion devices, continuous subcutaneous infusion devices, infusion pens, needles, reservoirs, ampoules, a vial, a syringe, a cartridge, a disposable pen or jet injector, a prefilled pen or a syringe or a cartridge, a cartridge or a disposable pen or jet injector, a two chambered or multi- chambered pump, a syringe, a cartridge or a pen or a jet injector, comprising a compound of the invention.