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Acetohydroxamic acid

CAS No.
546-88-3
Chemical Name:
Acetohydroxamic acid
Synonyms
AHA;N-HYDROXYACETAMIDE;Acetylhydroxamic acid;Acetomenadione;Acetylhydroxylamine;NSC 5073;Lithostat;NSC 176136;NSC 408425;yangwosuan
CBNumber:
CB6395344
Molecular Formula:
C2H5NO2
Molecular Weight:
75.07
MDL Number:
MFCD00009994
MOL File:
546-88-3.mol
MSDS File:
SDS
Last updated:2024-11-19 20:33:22

Acetohydroxamic acid Properties

Melting point 88-90 °C (lit.)
Boiling point 133.7°C (rough estimate)
Density 1.2269 (rough estimate)
refractive index 1.4264 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Methanol (Sparingly), Water (Sparingly)
form Crystalline Solid
pka 8.70(at 25℃)
color White to pale yellow
Water Solubility Soluble in water.
Sensitive Hygroscopic
Merck 14,63
BRN 1739019
Stability Moisture and Temperature Sensitive
InChIKey RRUDCFGSUDOHDG-UHFFFAOYSA-N
CAS DataBase Reference 546-88-3(CAS DataBase Reference)
EWG's Food Scores 2
NCI Dictionary of Cancer Terms AHA
FDA UNII 4RZ82L2GY5
ATC code G04BX03
Proposition 65 List Acetohydroxamic Acid
NIST Chemistry Reference Acetamide,N-hydroxy(546-88-3)
EPA Substance Registry System Acetohydroxamic acid (546-88-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H360
Precautionary statements  P201-P280-P308+P313
Hazard Codes  T
Risk Statements  61-40
Safety Statements  53-45-36/37/39-22
RIDADR  3263
WGK Germany  3
RTECS  AK8157000
Hazard Note  Toxic
PackingGroup  II
HS Code  29225090
Toxicity mmo-sat 160 mmol/plate JOPHDQ 3,557,80
NFPA 704
1
1 0

Acetohydroxamic acid price More Price(53)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 159034 Acetohydroxamic acid 98% 546-88-3 5g $66.3 2024-03-01 Buy
Sigma-Aldrich 1006506 Acetohydroxamic acid United States Pharmacopeia (USP) Reference Standard 546-88-3 200mg $412 2024-03-01 Buy
TCI Chemical A0051 Acetohydroxamic Acid >98.0%(T) 546-88-3 10g $50 2024-03-01 Buy
TCI Chemical A0051 Acetohydroxamic Acid >98.0%(T) 546-88-3 25g $145 2024-03-01 Buy
Cayman Chemical 23979 Acetohydroxamic Acid ≥98% 546-88-3 5g $32 2024-03-01 Buy
Product number Packaging Price Buy
159034 5g $66.3 Buy
1006506 200mg $412 Buy
A0051 10g $50 Buy
A0051 25g $145 Buy
23979 5g $32 Buy

Acetohydroxamic acid Chemical Properties,Uses,Production

Description

Acetohydroxamic acid is a potent, non-competitive and irreversible inhibitor of bacterial urease (Ki≈lO-7M). This enzyme, which is widely distributed in plants and bacteria, but not in mammalian cells, catalyzes the decomposition of urea to ammonia. Elevated urinary ammonia levels can reduce the antibacterial effectiveness of a number of agents. Thus, acetohydroxamic acid is useful as adjunctive therapy to decrease urinary ammonia and alkalinity in patients with chronic urea-splitting urinary infection. Such infections are a leading cause of recurring complications and death in paraplegics.

Chemical Properties

White Crystalline Solid

Originator

Research Organics; Baylor Unk. (USA)

Uses

A urease inhibitor. Used in the synthesis

Uses

Urease inhibitorAcetohydroxamic acid acts as a drug, as an inhibitor of bacterial and plant urease, which is used for urinary tract infections. It is also used in organic synthesis. It acts as an antiurolithic and antibacterial agent. It is involved in the study of complexation of iron(III) with acetohydroxamic acid as well as in the inhibition study of lansoprazole and omeprazole on Helicobacter pyloni. It plays an important role in the insitu generation of nitrosocarbonylmethane as a Diels-Alder dienophile. In addition to this, it is used in the treatment of kidney stones and urinary tract infections.

Uses

Acetohydroxamic acid is a potent inhibitor of bacterial urease activity and reduces urinary ammonia levels. 2-Acetohydroxamic acid loaded floating microspheres forms an efficient drug delivery system for the treatment of Helicobacter pylori.
Acetohydroxamic acid was used:
to study the mechanism of complexation of iron (III) with acetohydroxamic acid.
to study the inhibitory mechanism of lansoprazole and omeprazole on Helicobacter pyloni.
in urease inhibition studies.
for in situ generation of nitrosocarbonylmethane as a Diels-Alder dienophile.
Used in urease inhibition studies and for in situ generation of nitrosocarbonylmethane as a Diels-Alder dienophile.

Definition

ChEBI: Acetohydroxamic acid is a member of the class of acetohydroxamic acids that is acetamide in which one of the amino hydrogens has been replaced by a hydroxy group. It has a role as an EC 3.5.1.5 (urease) inhibitor and an algal metabolite. It is functionally related to an acetamide. It is a tautomer of a N-hydroxyacetimidic acid.

Manufacturing Process

3 Methods of producing of acetohydroxamic acid:
1. Ethyl acetic acid ether was treated with hydroxylamine and acetohydroxamic acid was obtained.
2. Acetohydroxamic acid was obtained in the result of reaction of acetamide with hydroxylamine.
3. Acetohydroxamic acid was obtained by treatment of acetaldehyde with nitrohydroxylamine.

brand name

Lithostat (Mission).

Therapeutic Function

Urease inhibitor

General Description

Acetohydroxamic acid is a potent inhibitor of bacterial urease activity and reduces urinary ammonia levels. 2-Acetohydroxamic acid loaded floating microspheres forms an efficient drug delivery system for the treatment of Helicobacter pylori.

Side effects

Get emergency medical help if you have any of these signs of an allergic reaction: hives; difficulty breathing; swelling of your face, lips, tongue, or throat.
Call your doctor at once if you have:
pounding heartbeats or fluttering in your chest;
signs of a blood clot in your leg --pain, swelling, warmth, or redness in one or both legs;
signs of a red blood cell disorder --pale or yellowed skin, dark colored urine, fever, confusion or weakness.
Common side effects may include:
headache during the first 2 days of treatment;
skin rash, warmth, tingling or redness (especially if you drink alcohol while taking acetohydroxamic acid);
upset stomach, nausea, loss of appetite;
depressed mood;
anxiety, tremors, nervousness;
hair loss.

Safety Profile

Moderately toxic by intraperitonealroute. An experimental teratogen. Other experimentalreproductive effects. Mutation data reported. When heatedto decomposition it emits toxic fumes of NOx.

Veterinary Drugs and Treatments

Acetohydroxamic acid can be used in dogs as adjunctive therapy in some cases of recurrent urolithiasis or in the treatment of persistent urinary tract infections caused by the following bacteria: E. coli, Klebsiella, Morganella morganii, Staphylococci spp., and Pseudomonas aeruginosa. Adverse effects limit its usefulness.

Acetohydroxamic acid Preparation Products And Raw materials

Global( 525)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Weibang Biotechnology Co., Ltd
+8615531157085 abby@weibangbio.com China 8812 58
Hebei Mojin Biotechnology Co., Ltd
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Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5857 58
Hebei Chuanghai Biotechnology Co,.LTD
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Hebei Weibang Biotechnology Co., Ltd
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Henan Tianfu Chemical Co.,Ltd.
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career henan chemical co
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View Lastest Price from Acetohydroxamic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Acetohydroxamic Acid pictures 2024-11-20 Acetohydroxamic Acid
546-88-3
US $120.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
Acetohydroxamic acid pictures 2024-11-19 Acetohydroxamic acid
546-88-3
US $54.00-29.00 / mg 99.91% 10g TargetMol Chemicals Inc.
Acetohydroxamic acid pictures 2024-10-31 Acetohydroxamic acid
546-88-3
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Weibang Biotechnology Co., Ltd
cetohyroxamic acid Hydroxylamine, N-Acetyl- Hydroxylamine,N-acetyl- Lithostat Methylhydroxamic acid methylhydroxamicacid n-acetyl-hydroxylamin n-hydroxy-acetamid N-ACETYLHYDROXYLAMINE AcetohydroxaMic acid 98% AcetohydroxaMic acid, 95+% ALA-HIS-ALA Acetohydroxamic acid, N-Acetylhydroxylamine Acetohydroxamic Acid (200 mg) AcetohydroxaMic acid, 98+% 5GR NSC 176136 NSC 408425 NSC 5073 ACETYL HYDROXYAMINE ACETOHYDROXAMIC ACID AcetohydroxamicAcid[Aha]Urostat/LithostatC2H5No2 Acetohydroxamicacid,98% Acetohydroxamic Acetamide,N-hydroxy- acethydroxamsaeure Acethydroxamsaure Acetic acid, oxime aceticacid,oxime acetohydroxamicacid(INN) Acetohydroxamsαure Acetohydroximic acid acetohydroximicacid Acetyl hydroxyamino acetylhydroxamicacid N-hydroxyacetimidic acid yangwosuan Acetohydroxamic Acid > Acetamide, N-hydroxy- (9CI) acetohydroxmic acid Acetohydroxamic acid USP/EP/BP Acetohydroxamic Acid (1006506) Acetylhydroxylamine AHA N-HYDROXYACETAMIDE Acetomenadione Acetylhydroxamic acid Vinegar acid hydroxylamine Acetoxyoxime acid Acetohydroxamic Acid,Acetomenadione Acetohydroxamic acid (6CI, 8CI) Acetoxoxime acid N-hydroxyacetamide / Acetohydroxamic acid Acetoxyxamic acid Acetohydroxamic Acid, ≥ 95.0% 546-88-3 Organic Building Blocks Nitrogen Compounds Building Blocks