7 β - aMino - 3 - [4 - pyridyl - 2 - thiazole sulfur radical ] - 3 - cepheM - 4 - carboxylic acid ·2HCl
- Product Name
- 7 β - aMino - 3 - [4 - pyridyl - 2 - thiazole sulfur radical ] - 3 - cepheM - 4 - carboxylic acid ·2HCl
- CAS No.
- 400827-64-7
- Chemical Name
- 7 β - aMino - 3 - [4 - pyridyl - 2 - thiazole sulfur radical ] - 3 - cepheM - 4 - carboxylic acid ·2HCl
- Synonyms
- CeftarolineCore;pyridin-1-ium chL;Ceftaroline mainchain;o[4.2.0]oct-2-en-3-yL;Ceftaroline mother core (dihydrochloride);Ceftaroline Fosamil Impurity 14 Dihydrochloride;4-(2-(((6R,7R)-7-Amino-2-carboxy-8-oxo-5-thia-1-azabicycL;7β-amino-3-[4-pyridyl-2-thiazole sulfur radical]-3-cephem-4...;7 β - aMino - 3 - [4 - pyridyl - 2 - thiazole sulfur radical ] - 3 - cepheM;7β-amino-3-[4-pyridyl-2-thiazole-thio]-3-cephem-4-carboxylic acid dihydrochloride
- CBNumber
- CB72644265
- Molecular Formula
- C16H16Cl2N4O3S3
- Formula Weight
- 479.42424
- MOL File
- 400827-64-7.mol
7 β - aMino - 3 - [4 - pyridyl - 2 - thiazole sulfur radical ] - 3 - cepheM - 4 - carboxylic acid ·2HCl Property
- storage temp.
- Inert atmosphere,Room Temperature
- InChI
- InChI=1/C16H14N4O3S3.2ClH/c1-19-4-2-8(3-5-19)9-6-25-16(18-9)26-10-7-24-14-11(17)13(21)20(14)12(10)15(22)23;;/h2-6,11,14H,7,17H2,1H3;2*1H/t11-,14-;;/s3
- InChIKey
- SCEMEDZWEIWQPU-WDCXMVFZNA-N
- SMILES
- C1[N+](C)=CC=C(C2=CSC(SC3CS[C@@]4([H])N(C(=O)[C@H]4N)C=3C(O)=O)=N2)C=1.[Cl-].[H]Cl |&1:14,19,r|
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 3145EH
- Product name
- (6R,7R)-7-Amino-3-[[4-(1-methylpyridin-1-ium-4-yl)-1,3-thiazol-2-yl]sulfanyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid;chloride;hydrochloride
- Packaging
- 5g
- Price
- $146
- Updated
- 2021/12/16
- Product number
- 3145EH
- Product name
- (6R,7R)-7-Amino-3-[[4-(1-methylpyridin-1-ium-4-yl)-1,3-thiazol-2-yl]sulfanyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid;chloride;hydrochloride
- Packaging
- 250mg
- Price
- $70
- Updated
- 2021/12/16
- Product number
- A276779
- Product name
- 4-(2-(((6R,7R)-7-Amino-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)thio)thiazol-4-yl)-1-methylpyridin-1-iumchloridehydrochloride
- Purity
- 97%
- Packaging
- 10g
- Price
- $117
- Updated
- 2021/12/16
- Product number
- A276779
- Product name
- 4-(2-(((6R,7R)-7-Amino-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)thio)thiazol-4-yl)-1-methylpyridin-1-iumchloridehydrochloride
- Purity
- 97%
- Packaging
- 25g
- Price
- $225
- Updated
- 2021/12/16
- Product number
- CD11129284
- Product name
- 4-(2-(((6R,7R)-7-Amino-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)thio)thiazol-4-yl)-1-methylpyridin-1-iumchloridehydrochloride
- Purity
- 97%
- Packaging
- 10g
- Price
- $248
- Updated
- 2021/12/16
7 β - aMino - 3 - [4 - pyridyl - 2 - thiazole sulfur radical ] - 3 - cepheM - 4 - carboxylic acid ·2HCl Chemical Properties,Usage,Production
Uses
4-[2-[[(6R,7R)-7-Amino-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]thio]-4-thiazolyl]-1-methyl-pyridinium Chloride Monohydrochloride is a useful chemical reagent.
Synthesis
80-48-8
400827-68-1
400827-64-7
To a glass round bottom flask was added 35 g (51.7 mmol) of 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 8-oxo-7-[(2-phenylacetyl)amino]-3-[[4-(4-pyridinyl)-2-thiazolyl]thio]-, (6R,7R)-diphenylmethyl ester, and 75 mL of methylene chloride, and the temperature of the reaction was controlled at 25°C. To this solution was added 48 g (258.5 mmol) of methyl p-toluenesulfonate, and the mixture was heated to reflux and maintained at reflux for 12 hours and subsequently cooled to room temperature. In another glass-lined reactor, 32.3 g (155.1 mmol) of phosphorus pentachloride and 75 mL of methylene chloride were added. This suspension was cooled to -5°C to 0°C and 12.3 g (155.1 mmol) of pyridine was added dropwise while maintaining the temperature at -5°C to 0°C. After addition, stirring was continued at the same temperature for 15 minutes. The solution in the round-bottomed flask was carefully added to a glass-lined reactor that had been cooled to -10°C to -5°C while maintaining the temperature in the range of -10°C to -5°C; the resulting mixture was stirred at the same temperature for 2 hours. Subsequently, 105 mL of isobutanol was slowly added over about 30 minutes while maintaining a temperature in the range of -5°C; the mixture was heated to 28°C to 30°C and reacted at this temperature for 3.5 hours. Upon completion of the reaction, the mixture was concentrated under vacuum to 1/3 of the original volume, diluted with 200 mL of acetone, and stirred at 25°C to 30°C for 1 hour. 70 mL of 32% hydrochloric acid was added, the temperature was maintained at 25°C to 30°C and the mixture was stirred overnight. The resulting suspension was filtered and the filter cake was washed with acetone (2 x 35mL). The wet solid was dried under vacuum at 40 °C overnight to give 18.4 g (38.4 mmol) of 4-[2-[[(6R,7R)-7-amino-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3- yl]thio]-4-thiazolyl]-1-methylpyridinium chloride hydrochloride (1:1:1) as a crystalline solid. Yield 74.3%.
References
[1] Patent: WO2016/128580, 2016, A1. Location in patent: Page/Page column 21
7 β - aMino - 3 - [4 - pyridyl - 2 - thiazole sulfur radical ] - 3 - cepheM - 4 - carboxylic acid ·2HCl Preparation Products And Raw materials
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View Lastest Price from 7 β - aMino - 3 - [4 - pyridyl - 2 - thiazole sulfur radical ] - 3 - cepheM - 4 - carboxylic acid ·2HCl manufacturers
- Product
- Ceftaroline 400827-64-7
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 10 ton
- Release date
- 2024-08-20
- Product
- 7 β - aMino - 3 - [4 - pyridyl - 2 - thiazole sulfur radical ] - 3 - cepheM - 4 - carboxylic acid ·2HCl 400827-64-7
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 2000ton
- Release date
- 2023-09-05
- Product
- 7β-amino-3-[4-pyridyl-2-thiazole sulfur radical]-3-cephem-4-carboxylic acid·2HCl 400827-64-7
- Price
- US $0.00/kg
- Min. Order
- 25kg
- Purity
- 98%
- Supply Ability
- Inquiry
- Release date
- 2022-10-21