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 |
Molecular Formula | C2H5NO2 |
Molar Mass | 75.07 |
Density | 1.2269 (rough estimate) |
Melting Point | 88-90 °C (lit.) |
Boling Point | 133.7°C (rough estimate) |
Flash Point | 127.6°C |
Water Solubility | Soluble in water. |
Solubility | Methanol (Sparingly), Water (Sparingly) |
Vapor Presure | 0.0118mmHg at 25°C |
Appearance | White crystal |
Color | White to pale yellow |
Merck | 14,63 |
BRN | 1739019 |
pKa | 8.70(at 25℃) |
Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
Stability | Moisture and Temperature Sensitive |
Sensitive | Hygroscopic |
Refractive Index | 1.4264 (estimate) |
MDL | MFCD00009994 |
Physical and Chemical Properties | Melting point 86-90°C |
Use | As a rumen microbial Urease Inhibitor for ruminant feed additives and medicine |
Hazard Symbols | T - Toxic |
Risk Codes | R61 - May cause harm to the unborn child R40 - Limited evidence of a carcinogenic effect |
Safety Description | S53 - 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 IDs | 3263 |
WGK Germany | 3 |
RTECS | AK8157000 |
HS Code | 29225090 |
Hazard Note | Toxic |
Packing Group | II |
Toxicity | mmo-sat 160 mmol/plate JOPHDQ 3,557,80 |
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) |