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N-hydroxyacetamide

Acetomenadione

CAS: 546-88-3

Molecular Formula: C2H5NO2

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N-hydroxyacetamide - Names and Identifiers

Name Acetomenadione
Synonyms AHA
Lithostat
yangwosuan
Acetomenadione
N-hydroxyacetamide
cetohyroxamic acid
Acetylhydroxylamine
acetohydroxamic acid
Methylhydroxamic acid
Hydroxylamine,N-acetyl-
Hydroxylamine, N-Acetyl-
CAS 546-88-3
EINECS 208-913-8
InChI InChI=1/C2H5NO2/c1-2(4)3-5/h5H,1H3,(H,3,4)
InChIKey RRUDCFGSUDOHDG-UHFFFAOYSA-N

N-hydroxyacetamide - Physico-chemical Properties

Molecular FormulaC2H5NO2
Molar Mass75.07
Density1.2269 (rough estimate)
Melting Point88-90 °C (lit.)
Boling Point133.7°C (rough estimate)
Flash Point127.6°C
Water SolubilitySoluble in water.
Solubility Methanol (Sparingly), Water (Sparingly)
Vapor Presure0.0118mmHg at 25°C
AppearanceWhite crystal
ColorWhite to pale yellow
Merck14,63
BRN1739019
pKa8.70(at 25℃)
Storage ConditionKeep in dark place,Inert atmosphere,Room temperature
StabilityMoisture and Temperature Sensitive
SensitiveHygroscopic
Refractive Index1.4264 (estimate)
MDLMFCD00009994
Physical and Chemical PropertiesMelting point 86-90°C
UseAs a rumen microbial Urease Inhibitor for ruminant feed additives and medicine

N-hydroxyacetamide - Risk and Safety

Hazard SymbolsT - Toxic
Toxic
Risk CodesR61 - May cause harm to the unborn child
R40 - Limited evidence of a carcinogenic effect
Safety DescriptionS53 - Avoid exposure - obtain special instructions before use.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
S22 - Do not breathe dust.
UN IDs3263
WGK Germany3
RTECSAK8157000
HS Code29225090
Hazard NoteToxic
Packing GroupII
Toxicitymmo-sat 160 mmol/plate JOPHDQ 3,557,80

N-hydroxyacetamide - Introduction

Almost odorless; slightly bitter taste; discoloration in case of light; easy to absorb moisture; easily soluble in water, anhydrous ethanol; aqueous solution is an acid-modulated reaction.
Last Update:2022-10-16 17:26:10

N-hydroxyacetamide - Reference Information

NIST chemical information Information provided by: webbook.nist.gov (external link)
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
mechanism of action because acetohydroxamic acid has a-CONNHH functional group, in medicine, it can chelate with the nickel atom of urease to inactivate urease, thereby preventing urea from being decomposed, restoring the normal pH of urine, improving the supersaturated physiological environment of magnesium ammonium phosphate and apatite containing carbonate, preventing the formation of stones and inhibiting their growth. Because AHA is weakly acidic, it can gradually dissolve, shrink or even disappear stones, and AHA has a certain antibacterial activity, so acetyl hydroxamic acid has been used clinically to treat refractory urease-secreting bacteria Urinary tract infections, infectious urinary tract stones, stones caused by long-term retention of urinary catheters and other diseases.
adverse reactions a small number of patients taking acetohydroxamic acid may have mild headache, gastrointestinal discomfort, nausea and skin itching, etc. Generally, they will disappear on their own without stopping the drug.
use in agriculture, acetohydroxamic acid can be used as a competitive inhibitor of urease to slow down urea or reduce the rate of protein decomposition into ammonia, thus improving the utilization rate of protein. In the metallurgical industry, as a good organic ligand, it can be applied to the extraction and analysis of metal mineral components. The special structure of acetyl hydroxamic acid makes it widely used in various industries. In animal husbandry, AHA, as a good urease competitive inhibitor, is generally used as a ruminant feed additive and a good rumen microbial urease inhibitor. As a rumen microbial urease inhibitor, AHA has strong specificity, which can slow down the decomposition rate of urea and increase the amount of microbial protein synthesis, thus improving the production level of ruminants, saving protein feed and improving the utilization rate of protein.
The USP was used to treat bacterial gallbladder, kidney stones and hepatic coma. Due to the good rumen microbial urease inhibition effect, the United Kingdom, the United States and other countries were initially used for ruminant nutrition in cattle, sheep and other ruminants in the 1990s to improve the rumen ammonia environment, increase the conversion rate of protein, and increase the intake of crude feed. Reduce blood ammonia concentration, reduce ammonia stress, increase the body's immunity, and receive good results.
As a rumen microbial urease inhibitor, used in ruminant feed additives and medicine
for urease inhibition research; as a Diels-Alder reaction dienophile for the in-situ synthesis of nitrosocarbonylmethane
clinical application acetohydroxamic acid is clinically used to prevent and treat infectious uroliasis and urinary tract infection. After use, the urine can be cleared, the urine volume increases, the urination is smooth, the urine ammonia and urine pH value of most patients decrease, and the symptoms of inflammatory stimulation are reduced or disappeared. Indwelling urinary catheter, cystostomy, wound and urethral secretions and other inflammatory manifestations disappeared, clean pipeline, no blockage phenomenon.
category toxic substances
toxicity classification poisoning
acute toxicity abdominal cavity-mouse LD50:1300 mg/kg
flammability hazard characteristics flammability; heating decomposition releases toxic nitrogen oxide smoke
storage and transportation characteristics warehouse ventilation and low temperature drying
fire extinguishing agent dry powder, foam, sand, carbon dioxide, mist water
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update:2024-04-10 22:29:15
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