(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride
Aureomycin hydrochloride
CAS: 64-72-2
Molecular Formula: C22H24Cl2N2O8
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride - Names and Identifiers
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride - Physico-chemical Properties
| Molecular Formula | C22H24Cl2N2O8 |
| Molar Mass | 515.34 |
| Melting Point | 210-215°C (dec.)(lit.) |
| Boling Point | 694.1°C at 760 mmHg |
| Specific Rotation(α) | D23 -240° |
| Flash Point | 373.6°C |
| Water Solubility | Soluble in water |
| Solubility | Slightly soluble in water or ethanol, almost insoluble in acetone, ether, dioxane, propylene glycol or chloroform, soluble in hydroxide and carbonate alkali solution. Solubility: 8.6g/L water (28°C), 17.4g/L methanol (28°C), 1.7g/L |
| Vapor Presure | 3.19E-20mmHg at 25°C |
| Appearance | Yellow powder or crystal |
| Color | faint yellow to yellow |
| Merck | 13,2211 |
| BRN | 3858364 |
| pKa | 3.3(at 25℃) |
| Storage Condition | Inert atmosphere,Store in freezer, under -20°C |
| Sensitive | Light Sensitive |
| MDL | MFCD00082440 |
| Use | A broad-spectrum antibiotic, gram-positive and gram-negative bacteria have antibacterial effect |
| In vitro study | Chlortetracycline HCl, obtained from strettomyces aureofaciens, is a broad-spectrum antibacterial agent. Chortetracycline HCl binds potently to one site of the 30S subunit, inhibiting the activity of a wide range of Gram-positive and Gram-negative bacteria, including obligate anaerobes. Chortetracycline HCl inhibits bacterial growth primarily by inhibiting protein synthesis at the ribosome level. Chlortetracycline HCl inhibits the activity of the following Streptococcus pyogelles, diamococcus pneuliloniap , Bacillus subtilis , Streptococcus faecalis , Bacillus subtilis , Mycobacterium ranae with MIC 0.292, 0.098, 0.195, 0.3, 0.15, 0.3 mg/L. |
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| WGK Germany | 2 |
| RTECS | QI7800000 |
| HS Code | 29413020 |
| Hazard Class | 3 |
| Toxicity | LD50 orally in rats: 10300 mg/kg (Goldenthal) |
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride - Upstream Downstream Industry
| Raw Materials | Starch potato Hydrochloric acid Starch potato |
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride - Reference
| Reference Show more | 1. Wang Panpan yuan Qixia and Zhou Wenbing. Photocatalytic degradation of tetracycline antibiotics in biogas slurry and reaction kinetics [J]. Journal of Agricultural Engineering 2018 034(023):193-198. 2. Chi Xiang, Zhou Wenbing, Wu Lin, etc. Oxidation removal of three tetracyclines and three sulfonamides from biogas slurry by Fenton process [J]. Journal of Agricultural Environment Science, 2018, 37(11):100-104. 3. Chi Xiang, Jin Yue, Zhou Wenbing, et al. Oxidation removal of three tetracyclines and three sulfonamides from biogas slurry by ultrasound-Fenton process [J]. Journal of Environmental Sciences, 2019(7). 4. Lu Wang, Xiao-ping si, Hui Tang, et al. Determination of seven antibiotics residues in meat [J]. Analytical Laboratory, 2019, 038(007):854-858. 5. Guo, Hai, et al. "Few-layer graphitic carbon nitride nanosheet with controllable functionalization as an effective metal-free activator for peroxymonosulfate photocatalytic activation: Role of the energy band bending." Chemical Engineering Journal 401 (202 6. Guo, Hai, et al. "Few-layer graphitic carbon nitride nanosheet with controllable functionalization as an effective metal-free activator for peroxymonosulfate photocatalytic activation: Role of the energy band bending." Chemical Engineering Journal 401 (202 7. [IF=13.273] Hai Guo et al."Few-layer graphitic carbon nitride nanosheet with controllable functionalization as an effective metal-free activator for peroxymonosulfate photocatalytic activation: Role of the energy band bending."Chem Eng J. 2020 Dec;401:126072 8. [IF=13.273] Panpan Wang et al."Photocatalytic degradation of tetracyclines in liquid digestate: Optimization, kinetics and correlation studies."Chem Eng J. 2021 Apr;410:128327 9. [IF=5.833] Gao Wanru et al."A highly sensitive tetracycline sensor based on a combination of magnetic molecularly imprinted polymer nanoparticles and surface plasmon resonance detection."Microchim Acta. 2019 Sep;186(9):1-8 10. [IF=2.329] Wanru Gao et al."Preparation of Magnetic Molecularly Imprinted Polymer (MMIP) Nanoparticles (NPs) for the Selective Extraction of Tetracycline from Milk."Anal Lett. 2020;53(7):1097-1112 11. [IF=6.498] Jingyun Shi et al."Groundwater antibiotics and microplastics in a drinking-water source area, northern China: Occurrence, spatial distribution, risk assessment, and correlation."Environ Res. 2022 Jul;210:112855 |
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride - Standard
Authoritative Data Verified Data
This product is 6-methyl -4-(dimethylamino)-3,6,10,12, 12a-pentahydroxy-1, 11-dioxo-7-chloro-1, 4,4a,5,5a,6,11,12a octahydro -2-and tetrabenzamide hydrochloride. Chlortetracycline hydrochloride (C22H23ClN2O8 • HCl) shall not be less than 91.0% calculated on a dry basis.
Last Update：2024-01-02 23:10:35
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride - Trait
Authoritative Data Verified Data
- This product is golden yellow or yellow crystal; Odorless; Light color gradient dark.
- This product is slightly soluble in water or ethanol, and almost insoluble in acetone or ether.
specific rotation
take this product, precision weighing, add water to dissolve and quantitatively dilute to make a solution containing about 5mg per lml, place in the dark for 30 minutes, at 25°C, according to the law (General 0621), the specific rotation is from one to 235 ° to one to 250 °.
Last Update：2022-01-01 15:06:41
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride - Introduction
No odor, bitter taste; in case of light color gradually dark. Slightly soluble in water or ethanol, almost insoluble in acetone, ether, dioxane, propylene glycol or chloroform, soluble in hydroxide and carbonate alkali solution. Solubility: 8-6g/L water (28°C), 17-4g/L methanol (28°C), 1-7g/L ethanol (28°C).
Last Update：2022-10-16 17:27:40
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride - Differential diagnosis
Authoritative Data Verified Data
- take about 0.5mg of this product and add 2ml sulfuric acid to show blue color, gradually changing to olive green; Add lml water, show Golden or Brown yellow.
- in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 370).
- the aqueous solution of this product can identify the reaction of (1) (General rule 0301).
Last Update：2022-01-01 15:06:41
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride - Exam
Authoritative Data Verified Data
acidity
take this product, add water to make a solution containing 5mg per lml, according to the law (General 0631),pH value should be 2.3~3.3.
Related substances
new system for clinical use. Take this product, precision weighing, plus O.Olmol/L hydrochloric acid solution was dissolved and quantitatively diluted to prepare 1.0 mg of the solution, as a test solution; Another tetracycline hydrochloride control and 4-to chlortetracycline control right amount, precision weighing, plus O. The 1 mol/L hydrochloric acid solution was dissolved and quantitatively diluted to prepare solutions containing 0.08mg and 0.04mg per 1 ml, respectively, as a control solution. An appropriate amount of tetracycline hydrochloride reference substance was accurately weighed, dissolved and quantitatively diluted with O.Olmol/L hydrochloric acid solution to prepare a solution containing lug per 1 ml as a reference solution (1). According to the chromatographic conditions under the content determination item, take the sample solution, the reference solution and the reference solution (1) each 20 u1, respectively, and inject the human liquid chromatograph, the chromatogram was recorded to 2 times of the retention time of the main component peak. If there are impurity peaks in the chromatogram of the test solution, the peak area shall be calculated according to the external standard method, and the content of 4-epimycin shall not exceed 4.0%, and the content of tetracycline hydrochloride shall not exceed 8.0%; the total amount of other impurities in accordance with the external standard method to 4-differential chlortetracycline calculation, shall not exceed 1.5%. The peaks in the chromatogram of the test solution which are smaller than the main peak area of the control solution (1) are ignored.
absorbance of impurities
take an appropriate amount of this product, accurately weigh, add water to dissolve and quantitatively dilute to make a solution containing 5mg per lml, according to UV-visible spectrophotometry (General 0401), the absorbance, measured at a wavelength of 460mn, should not exceed 0.40.
loss on drying
take this product, dry to constant weight at 105°C, weight loss shall not exceed 1.0% (General rule 0831).
Last Update：2022-01-01 15:06:42
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride - Content determination
Authoritative Data Verified Data
measured by high performance liquid chromatography (General 0512).
chromatographic conditions and system suitability test
silica gel bonded with octanosilane was used as the filler; Perchloric acid-Dimethyl Sulfoxide-water (8:525:467)(pH<2.0) was used as the mobile phase; Column temperature was 45°C; the detection wavelength was 280nm. Take the appropriate amount of chlortetracycline hydrochloride control, tetracycline hydrochloride control and 4-EPI chlortetracycline control, and add 0.Olmol/L hydrochloric acid solution was dissolved and diluted to make mixed solution containing lmg in each lml respectively, and 20u1 was injected into human liquid chromatograph, and the chromatogram was recorded, 4-poor to chlortetracycline, chlortetracycline hydrochloride. Tetracycline peak and 4-differential chlortetracycline peak, 4-differential chlortetracycline peak and chlortetracycline peak separation degree should meet the requirements.
assay
take about 25mg of this product, weigh it accurately, put it in a 25ml measuring flask, and add O.Olmol/L hydrochloric acid solution was dissolved and diluted to scale, and then shaken well. As the test solution, 20u1 was injected into the human liquid chromatograph with precise volume, and the chromatogram was recorded. According to the external standard method to calculate the peak area, that is.
Last Update：2022-01-01 15:06:43
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride - Category
Authoritative Data Verified Data
Tetracycline antibiotics.
Last Update：2022-01-01 15:06:43
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride - Storage
Authoritative Data Verified Data
light-shielded, sealed, and stored in a dry place.
Last Update：2022-01-01 15:06:43
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride - Chlortertracycline Hydrochloride Ointment
Authoritative Data Verified Data
This product contains chlortetracycline hydrochloride (C22H23C1N208 • HCl) should be 90.0% ~ 110.0% of the label amount.
trait
This product is yellow soft.
identification
In the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the control solution.
examination
- new system of related substances in clinical use. Take the test solution under the content determination item as the test solution, and take the appropriate amount of the tetracycline hydrochloride reference substance and the 4-differential chlortetracycline reference substance for precision weighing, A 0.01mol/L hydrochloric acid solution was added, dissolved and quantitatively diluted to give a solution containing mg and 0.015mg per 1 ml, respectively, as a control solution. According to the method under chlortetracycline hydrochloride. 6.0% of the unlabelled amount of chlortetracycline containing 4-epimycin and 8.0% of the unlabelled amount containing tetracycline hydrochloride. The total amount of other impurities shall be calculated by external standard method based on 4-epimycin, 1.5% of the indicated amount shall not be exceeded.
- others shall be in accordance with the relevant provisions under soft AIDS (General rule 0109).
Content determination
take about 12.5g of this product (equivalent to 120 mg of chlortetracycline hydrochloride), weigh it accurately, set it in a separatory funnel, and add 30ml of petroleum ether (boiling range: 90 ~ °C), shake to dissolve the matrix, then add 50ml of 0.01mol/L hydrochloric acid solution accurately, shake for 15 minutes, let stand for stratification, take water layer, put it in a 50ml measuring flask, and add O. Dilute Olmol/L hydrochloric acid solution to the scale, shake well, filter, and take the filtrate as the test solution. Take another 25mg chlortetracycline hydrochloride reference, weigh it accurately, and put it in a 100ml measuring flask, plus O.Olmol/L hydrochloric acid solution was dissolved and diluted to the scale, and shaken as a reference solution. According to the method under the item of chlortetracycline hydrochloride, obtained.
category
with chlortetracycline hydrochloride.
specification
1%
storage
sealed and stored in a dry and cool place.
Last Update：2022-01-01 15:06:44
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride - Chlortetracycline hydrochloride eye ointment
Authoritative Data Verified Data
This product contains chlortetracycline hydrochloride (C22H23C1N208 • HCl) should be 90.0% ~ 110.0% of the label amount.
trait
This product is of yellow eye origin.
identification
In the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the control solution.
examination
- new system of related substances in clinical use. Take the test solution under the content determination item as the test solution, and take the appropriate amount of the tetracycline hydrochloride control and the 4-differential chlortetracycline control. The 1 mol/L hydrochloric acid solution was dissolved and quantitatively diluted to prepare solutions containing 0.02mg and 0.015mg per 1 ml, respectively, as a control solution. 6.0% of the unlabelled amount of chlortetracycline and 8.0% of the unlabelled amount of tetracycline hydrochloride, the total amount of other impurities shall be calculated by external standard method to 4-differential chlortetracycline, and 1.5% of the labeled amount shall not be exceeded.
- others shall comply with the relevant provisions under Ophthalmic Preparations (General rule 0105).
Content determination
take about 2.5g of this product (equivalent to 12.5mg chlortetracycline hydrochloride), weigh it accurately, set it in a separatory funnel, and add 30ml of petroleum ether (boiling range: 90~120°C), shake to dissolve the matrix, and then add 0.Olmol/L hydrochloric acid solution 50ml, shake for 15 minutes, static stratification, water layer, 50ml flask, add O. Dilute Olmol/L hydrochloric acid solution to the scale, shake well, filter, and take the filtrate as the test solution. Take another 25mg chlortetracycline hydrochloride reference, weigh it accurately, and put it in a 100ml measuring flask, plus O.Olmol/L hydrochloric acid solution was dissolved and diluted to the scale, and shaken as a reference solution. According to the method under the item of chlortetracycline hydrochloride, obtained.
category
with chlortetracycline hydrochloride.
specification
0.5%
storage
sealed and stored in a dry and cool place.
Last Update：2022-01-01 15:06:45
![(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride](http://res.chembk.com/assets/str/2d/6/64/64-72-2.png)
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View History
(2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride
β-Alanine, N,N-dimethyl-, (3R,4aR,5S,6S,6aS,10S,10aR,10bS)-5-(acetyloxy)-3-ethenyldodecahydro-10,10b-dihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-1H-naphtho[2,1-b]pyran-6-yl ester
50767-78-7
1432681-26-9
95305-01-4
(9H-Fluoren-9-yl)MethOxy]Carbonyl R-(γ)-Phe
235428-18-9
Riboflavin-[13C4,15N2]
N-Allyl-2-ethyl-2-(ethylthio)butyramide
1975117-79-3
β-Alanine, N,N-dimethyl-, (3R,4aR,5S,6S,6aS,10S,10aR,10bS)-5-(acetyloxy)-3-ethenyldodecahydro-10,10b-dihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-1H-naphtho[2,1-b]pyran-6-yl ester
50767-78-7
1432681-26-9
95305-01-4
(9H-Fluoren-9-yl)MethOxy]Carbonyl R-(γ)-Phe
235428-18-9
Riboflavin-[13C4,15N2]
N-Allyl-2-ethyl-2-(ethylthio)butyramide
1975117-79-3
Raw Materials for (2Z,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione hydrochloride