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Acetohydroxamic acid

CAS：546-88-3
MW:75.0666
MF：C2H5NO2

Acetohydroxamic acid is a potent, non-competitive and irreversible inhibitor ofbacterial urease (Ki≈lO-7M). This enzyme, which is widely distributed in plantsand bacteria, but not in mammalian cells, catalyzes the decomposition of urea toammonia. Elevated urinary ammonia levels can reduce the antibacterial effectivenessof a number of agents. Thus, acetohydroxamic acid is useful as adjunctivetherapy to decrease urinary ammonia and alkalinity in patients with chronicurea-splitting urinary infection. Such infections are a leading cause of recurringcomplications and death in paraplegics. View more+

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: Acetohydroxamic acid

1.2 Synonyms: Acetamide, N-hydroxy-; Acetic acid, oxime; Acetohydroximic acid; Acetylhydroxamic acid; Acetylhydroxylamine; AHA; AHA (urease inhibitor); cetohyroxamic acid; Hydroxylamine, N-Acetyl-; Hydroxylamine,N-acetyl-; Lithostat; Methylhydroxamic acid; N-Acetylhydroxylamine; N-Hydroxyacetamide; NSC 176136; NSC 408425; NSC 5073; yangwosuan;

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1.3 CAS No.: 546-88-3

1.4 CID: 1990

1.5 EINECS: 208-913-8

1.6 Molecular Formula: C2H5NO2

1.7 Inchi: InChI=1S/C2H5NO2/c1-2(4)3-5/h5H,1H3,(H,3,4)

1.8 InChkey: RRUDCFGSUDOHDG-UHFFFAOYSA-N

1.9 Canonical Smiles: CC(=O)NO

1.10 Isomers Smiles: CC(=O)NO

2. Properties

2.1 Appearance: White Crystalline Solid

2.2 Storage: Hygroscopic. Store under Nitrogen. Ambient temperatures.

2.3 Chemical Properties: White Crystalline Solid

2.4 Color/Form: White to pale yellow

2.5 Decomposition: When heated to decomposition it emits toxic fumes of nitroxides.

2.6 PH: 9.39 (aq soln)

2.7 pKa: 8.70(at 25℃)

2.8 Water Solubility: Very soluble

2.9 Stability: Moisture and Temperature Sensitive

2.10 StorageTemp: Store in a cool, dry place. Store in a tightly closed container.

3. Use and Manufacturing

3.1 Description: Acetohydroxamic acid is a potent and irreversible inhibitor of bacterial and plant urease and also used as adjunctive therapy in chronic urinary infection.Target: UreaseAcetohydroxamic acid selectively inhibits arachidonate 5-lipoxygenase and thus has potential use in the treatment of asthma.

3.2 Usage: urease inhibitor, antiurolithic, antbacterial

4. Safety and Handling

4.1 Exposure Standards and Regulations: Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).

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4.2 Octanol/Water Partition Coefficient: log Kow= -1.59

4.3 DisposalMethods: SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

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

4.5 Safety: Hazard Codes: T
Risk Statements: 61-40
R61:May cause harm to the unborn child.
R40:Limited evidence of a carcinogenic effect.
Safety Statements: 53-45-36/37/39-22
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.
RIDADR: 3263
WGK Germany: 3
RTECS: AK8157000
Hazard Note: Toxic
PackingGroup: II

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4.6 Sensitive: Hygroscopic

4.7 Specification: Acetohydroxamic Acid , with CAS number of 546-88-3, can be called Acetamide, N-hydroxy- ; Acetic acid, oxime ; Acethydroxamsaeure ; Acide acetohydroxamique ; Acidum acetohydroxamicum ; Hydroxylamine, N-acetyl- ; N-Acetylhydroxylamine ; N-Hydroxyacetamide . It is a white crystalline solid, Acetohydroxamic acid is a drug that is a potent and irreversible inhibitor of bacterial and plant urease. Acetohydroxamic Acid (CAS NO.546-88-3) is used for urinary tract infections.

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4.8 Toxicity

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	1300mg/kg (1300mg/kg)		Proceedings of the Society for Experimental Biology and Medicine. Vol. 92,
rat	LD50	intraperitoneal	> 2gm/kg (2000mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 645, 1968.

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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Reproductive toxicity, Category 1B

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Danger
Hazard statement(s)	H360 May damage fertility or the unborn child
Precautionary statement(s)
Prevention	P201 Obtain special instructions before use. P202 Do not handle until all safety precautions have been read and understood. P280 Wear protective gloves/protective clothing/eye protection/face protection.
Response	P308+P313 IF exposed or concerned: Get medical advice/ attention.
Storage	P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

IR : KBr disc

IR : nujol mull

7. Synthesis Route

546-88-3Total: 65 Synthesis Route

60-35-5 240 Suppliers

546-88-3 135 Suppliers

79-24-3

546-88-3 135 Suppliers

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8. Precursor and Product

precursor:

75-07-0

75-36-5

75-04-7

60-35-5

64-19-7

50-78-2

product:

1188-11-0

1956-45-2

71-50-1

96-31-1

76412-58-3

79-16-3

1118-69-0

1540-94-9

63115-45-7

613-91-2

9. Computed Properties

Molecular Weight：75.0666g/mol
Molecular Formula：C₂H₅NO₂
Compound Is Canonicalized：True
XLogP3-AA：75.032028402
Monoisotopic Mass：75.032028402
Complexity：42.9
Rotatable Bond Count：0
Hydrogen Bond Donor Count：2
Hydrogen Bond Acceptor Count：2
Topological Polar Surface Area：49.3
Heavy Atom Count：：5
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADcYBCMAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAHgAUCAAAAACBgAACAABQAAAIAAEQEAAAAAAAAAAgAAAAAAAAAAAAAAAAAAAAEAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

10.Other Information

Usage: 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.

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11. Toltal 120 Suppliers View more

Hangzhou Dingyan Chem Co.,Ltd

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Tel: Update Time:2024/11/15

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acetohydroxamic acid Cas 546-88-3 from China

Hebei Crovell Biotech Co. Ltd

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Baoji Guokang Healthchem co.,ltd

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Amitychem Corporation

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Pharmaceutical grade CP2015 Acetohydroxamic acid Cas 546-88-3 with high quality and favorable price

Wuhan Fortuna Chemical Co., Ltd.

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12. Related Questions

: What is Acetohydroxamic acid and how is it prepared?Acetohydroxamic acid is a common urease inhibitor developed in the 1970s for the treatment of urinary stones and urethral infections. Among them, Acetohydroxamic acid (AHA) is considered the most effe..; What are the methods for preparing Acetohydroxamic acid and determining its content?In this article, we delve into the methods for preparing Acetohydroxamic acid and determining its content, providing valuable insights into the production and quality assessment of this important chem..; How is Acetohydroxamic acid synthesized?Background technology Acetohydroxamic acid (Acetohydroxamicacid), also known as acetohydroxamic acid, is widely used in medicine, animal husbandry, agriculture, environmental protection, metallurgy, e..; What are the mechanism of action and clinical applications of Acetohydroxamic acid?Background and overview[1][2] Acetohydroxamic acid (Acetohydroxamic Acid, AHA), a kind of hydroxamic acid, is an isomer of acetohydroxamic acid. It was developed abroad in the 1970s. Drugs for urinary..

13. Realated Product Infomation