ChemicalBook > CAS DataBase List > 4-Epioxytetracycline

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;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
Formula Weight
460.43
MOL File
14206-58-7.mol
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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)
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Safety

HS Code 
29413020
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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..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
27987
Product name
Epioxytetracycline
Packaging
1mg
Price
$121
Updated
2024/03/01
Cayman Chemical
Product number
27987
Product name
Epioxytetracycline
Packaging
10mg
Price
$783
Updated
2024/03/01
Cayman Chemical
Product number
27987
Product name
Epioxytetracycline
Packaging
5mg
Price
$423
Updated
2024/03/01
TRC
Product number
O877505
Product name
4-epi-Oxytetracycline
Packaging
25mg
Price
$255
Updated
2021/12/16
AK Scientific
Product number
1702DM
Product name
4-Epi-Oxytetracycline
Packaging
10mg
Price
$387
Updated
2021/12/16
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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

Preparation Products

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4-Epioxytetracycline Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
Maya High Purity Chemicals
Tel
+86 (573) 82222445 (0)18006601000 452520369
Fax
+86 (573) 82222643
Email
sales@maya-r.com
Country
China
ProdList
11714
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Thermo Fisher Scientific
Tel
800-810-5118
Fax
+86-10-84193589
Email
cnchemical@thermofisher.com
Country
China
ProdList
17779
Advantage
75
Beijing innoChem Science & Technology Co.,Ltd.
Tel
400-810-7969 010-59572699
Fax
010-59572688
Email
ningzi.li@inno-chem.com.cn
Country
China
ProdList
6139
Advantage
55
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22519
Advantage
55
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
17982
Advantage
56
Sichuan Wei Keqi Biological Technology Co., Ltd.
Tel
028-81700200 18116577057
Fax
028-81705658
Email
3003855609@qq.com
Country
China
ProdList
7892
Advantage
56
Alta Scientific Co., Ltd.
Tel
022-6537-8550 15522853686
Fax
022-2532-9655
Email
sales@altasci.com.cn
Country
China
ProdList
4515
Advantage
55
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View Lastest Price from 4-Epioxytetracycline manufacturers

Dideu Industries Group Limited
Product
4-EPIOXYTETRACYCLINE, 'CAN BE USED AS SECONDARY STANDARD', 97 14206-58-7
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-06-28
Career Henan Chemical Co
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

14206-58-7, 4-EpioxytetracyclineRelated Search:


  • Oxytetracycline EP Impurity A/4-epi-Oxytetracycline
  • (4R,4aR,5S,5aR,6S,12aR)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
  • 4-EPIOXYTETRACYCLINE, 'CAN BE USED AS SECONDARY STANDARD', 97
  • 4-Epioxytetracycline, 'can be used as secondary standard', 97%
  • 4-Epioxytetracycline,97%,'can be used as secondary standard'
  • Oxytetracycline EP Impurity A
  • 4-EPIOXYTETRACYCLINE, 'CAN BE USED AS SECONDARY ST
  • [4R-(4α,4aβ,5β,5aβ,6α,12aβ]-
  • Oxytetracycline IMpurity A
  • Oxytetracycline Impurity 1(Oxytetracycline EP Impurity A)
  • 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)-
  • 4-EPIOXYTETRACYCLINE, 'CAN BE USED AS SECONDARY STANDARD', 97 USP/EP/BP
  • Oxytetracycline Hydrochloride EP Impurity A
  • 4-EPIOXYTETRACYCLINE
  • (4R,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide(4-epioxytetracycline),
  • 4-Epi-Oxytetracycline, EvoPure
  • 14206-58-7
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