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;Oxytetracycline Hydrochloride EP Impurity A;4-EPIOXYTETRACYCLINE, 'CAN BE USED AS SECONDARY ST;Oxytetracycline EP Impurity A/4-epi-Oxytetracycline;Oxytetracycline Impurity 1（Oxytetracycline EP Impurity A）;4-Epioxytetracycline,97%,'can be used as secondary standard'
- CBNumber:
- CB4500795
- Molecular Formula:
- C22H24N2O9
- Molecular Weight:
- 460.43
- MDL Number:
- MFCD00021181
- MOL File:
- 14206-58-7.mol
- MSDS File:
- SDS
| 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 |
| FDA UNII | 73VON8SRY5 |
| 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
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H319-H361 | |||||||||
| Precautionary statements | P201-P202-P264-P280-P305+P351+P338-P308+P313-P337+P313-P405-P501 | |||||||||
| HS Code | 29413020 | |||||||||
| NFPA 704 |
|
4-Epioxytetracycline price More Price(7)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 27987 | Epioxytetracycline | 14206-58-7 | 1mg | $121 | 2024-03-01 | Buy |
| Cayman Chemical | 27987 | Epioxytetracycline | 14206-58-7 | 10mg | $783 | 2024-03-01 | Buy |
| Cayman Chemical | 27987 | Epioxytetracycline | 14206-58-7 | 5mg | $423 | 2024-03-01 | Buy |
| TRC | O877505 | 4-epi-Oxytetracycline | 14206-58-7 | 25mg | $255 | 2021-12-16 | Buy |
| AK Scientific | 1702DM | 4-Epi-Oxytetracycline | 14206-58-7 | 10mg | $387 | 2021-12-16 | Buy |
4-Epioxytetracycline Chemical Properties,Uses,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
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28180 | 58 |
| Standardpharm Co. Ltd. | 86-714-3992388 | overseasales1@yongstandards.com | United States | 14336 | 58 |
| career henan chemical co | +86-0371-86658258 15093356674; | factory@coreychem.com | China | 29826 | 58 |
| Shaanxi Dideu Medichem Co. Ltd | +86-029-89586680 +86-18192503167 | 1026@dideu.com | China | 9553 | 58 |
| Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1026@dideu.com | China | 29474 | 58 |
| BOC Sciences | +16314854226 | inquiry@bocsci.com | United States | 19743 | 58 |
| Hefei Hirisun Pharmatech Co., Ltd | +8615056975894 | shawn@hirisunpharm.com | CHINA | 9923 | 58 |
| Alfa Chemistry | +1-5166625404 | Info@alfa-chemistry.com | United States | 21317 | 58 |
| China National Standard Pharmaceutical Corporation Limited | +8615391658522 | overseasales@yongstandards.com | China | 11927 | 58 |
| Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
View Lastest Price from 4-Epioxytetracycline manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2021-06-29 | 4-EPIOXYTETRACYCLINE, 'CAN BE USED AS SECONDARY STANDARD', 97 USP/EP/BP
14206-58-7
|
US $1.10 / g | 1g | 99.9% | 100 Tons Min | Dideu Industries Group Limited | |
 |
2019-12-26 | 4-EPIOXYTETRACYCLINE, 'CAN BE USED AS SECONDARY STANDARD', 97
14206-58-7
|
US $1.00 / g | 1g | ≥98% | g/kg/Ton | Career Henan Chemical Co |
-
- 4-EPIOXYTETRACYCLINE, 'CAN BE USED AS SECONDARY STANDARD', 97 USP/EP/BP
14206-58-7
- US $1.10 / g
- 99.9%
- Dideu Industries Group Limited
-
- 4-EPIOXYTETRACYCLINE, 'CAN BE USED AS SECONDARY STANDARD', 97
14206-58-7
- US $1.00 / g
- ≥98%
- Career Henan Chemical Co