4-Epioxytetracycline
- Product Name
- 4-Epioxytetracycline
- CAS No.
- 14206-58-7
- Chemical Name
- 4-Epioxytetracycline
- Synonyms
- 4-EPIOXYTETRACYCLINE;Oxytetracycline IMpurity A;[4R-(4α,4aβ,5β,5aβ,6α,12aβ]-;Oxytetracycline EP Impurity A;4-Epi-Oxytetracycline, EvoPure;C13179000 4-epi-Oxytetracycline;4-Epioxytetracycline 100 μg/ml Methanol;Oxytetracycline Hydrochloride EP Impurity A;4-EPIOXYTETRACYCLINE, 'CAN BE USED AS SECONDARY ST;Oxytetracycline EP Impurity A/4-epi-Oxytetracycline
- CBNumber
- CB4500795
- Molecular Formula
- C22H24N2O9
- Formula Weight
- 460.43
- MOL File
- 14206-58-7.mol
4-Epioxytetracycline Property
- Melting point:
- 168°C
- Boiling point:
- 839.6±65.0 °C(Predicted)
- Density
- 1.71±0.1 g/cm3(Predicted)
- storage temp.
- Hygroscopic, -20°C Freezer, Under Inert Atmosphere
- solubility
- DMSO: slightly soluble; Methanol: slightly, heated
- pka
- 4.50±1.00(Predicted)
- form
- Powder
- color
- Greenish-beige to brownish
- Stability:
- Hygroscopic, Light Sensitive, Unstable in Solution
- EPA Substance Registry System
- 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, (4R,4aR,5S,5aR,6S,12aS)- (14206-58-7)
Safety
- HS Code
- 29413020
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H319Causes serious eye irritation
H361Suspected of damaging fertility or the unborn child
- Precautionary statements
-
P201Obtain special instructions before use.
P202Do not handle until all safety precautions have been read and understood.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P308+P313IF exposed or concerned: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 27987
- Product name
- Epioxytetracycline
- Packaging
- 1mg
- Price
- $121
- Updated
- 2024/03/01
- Product number
- 27987
- Product name
- Epioxytetracycline
- Packaging
- 10mg
- Price
- $783
- Updated
- 2024/03/01
- Product number
- 27987
- Product name
- Epioxytetracycline
- Packaging
- 5mg
- Price
- $423
- Updated
- 2024/03/01
- Product number
- O877505
- Product name
- 4-epi-Oxytetracycline
- Packaging
- 25mg
- Price
- $255
- Updated
- 2021/12/16
- Product number
- 1702DM
- Product name
- 4-Epi-Oxytetracycline
- Packaging
- 10mg
- Price
- $387
- Updated
- 2021/12/16
4-Epioxytetracycline Chemical Properties,Usage,Production
Description
Epioxytetracycline is a metabolite of Oxytetracycline. It has been found in swine manure compost and wastewater and is considered a pollutant. This highly pure metabolite can be used as a secondary reference standard during stability studies of oxytetracycline. It can also be used to study the degradation pathway and products of tetracyclines.
Chemical Properties
greenish-beige to brownish powder
Uses
Epioxytetracycline is a degradation product of oxytetracycline formed by the epimerisation of the dimethylamino group at C4 in solution at neutral to acidic pH. The epimerisation is associated with a loss of antibiotic activity. Epioxytetracycline is an important standard for monitoring oxytetracycline stability.
Mode of action
Oxytetracycline causes inhibition of protein synthesis. It binds to the 30S ribosomal subunit and prevents the amino-acyl tRNA from binding to the A site of the ribosome.
In an acellular model system of protein synthesis using ribosomes from tetracycline-sensitive and resistant strains of E. coli in the synthesis of polyphenylalanine, Oxytetracycline showed inhibitory activity along with minocycline. 4-Epioxytetracycline and beta-apo-oxytetracycline had competing properties with respect to oxytetracycline at the stage of penetration through the cell membrane but did not, however, suppress the synthesis of polyphenylalanine.
References
1] I V BELIAVSKAIA. [Study of the mechanism of action of minocycline and of certain other tetracycline group compounds].[J]. Antibiotiki, 1976, 21 3: 242-245.
[2] BENT HALLING-S?RENSEN J. T G Sengel?v. Toxicity of Tetracyclines and Tetracycline Degradation Products to Environmentally Relevant Bacteria, Including Selected Tetracycline-Resistant Bacteria[J]. Archives of Environmental Contamination and Toxicology, 2002, 42 1: 263-271. DOI:10.1007/s00244-001-0017-2.
[3] ANNE KRUSE LYKKEBERG . Quantitative analysis of oxytetracycline and its impurities by LC-MS-MS[J]. Journal of pharmaceutical and biomedical analysis, 2004, 34 2: Pages 325-332. DOI:10.1016/S0731-7085(03)00500-4.
[4] RICHENG XUAN. Hydrolysis and photolysis of oxytetracycline in aqueous solution.[J]. Journal of Environmental Science and Health Part B-pesticides Food Contaminants and Agricultural Wastes, 2010, 45 1: 73-81. DOI:10.1080/03601230903404556.
[5] HONGXING HAN. Impact of 4-epi-oxytetracycline on the gut microbiota and blood metabolomics of Wistar rats[J]. Scientific Reports, 2016, 6 1. DOI:10.1038/srep23141.
4-Epioxytetracycline Preparation Products And Raw materials
Raw materials
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View Lastest Price from 4-Epioxytetracycline manufacturers
- Product
- 4-Epioxytetracycline 14206-58-7
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 0.98
- Supply Ability
- 1000
- Release date
- 2024-07-18
- Product
- 4-EPIOXYTETRACYCLINE, 'CAN BE USED AS SECONDARY STANDARD', 97 14206-58-7
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- ≥98%
- Supply Ability
- g/kg/Ton
- Release date
- 2019-12-25