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1,2,4-Thiadiazole-3-acetic acid, 5-amino-a-[[2-(1,1-dimethylethoxy)-1,1-dimethyl-2-oxoethoxy]imino]-, (Z)-
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Product Name:
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1,2,4-Thiadiazole-3-acetic acid, 5-amino-a-[[2-(1,1-dimethylethoxy)-1,1-dimethyl-2-oxoethoxy]imino]-, (Z)-
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Synonyms:
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(Z)-2-[[1-(tert-butoxycarbonyl)-1-Methylethoxy]iMino]-2-(5-AMino-[1,2,4]thiadiazol-3-yl)-aceticacid;(Z)-2-(5-aMino-1,2,4-thiadiazol-3-yl)-2-(1-tert-butoxy-2-Methyl-1-oxopropan-2-yloxyiMino)aceticacid;1,2,4-Thiadiazole-3-aceticacid,5-amino-a-[[2-(1,1-dimethylethoxy)-1,1-dimethyl-2-oxoethoxy]imino]-,(Z)-;2-(5-AMino-1,2,4-thChemicalbookiadiazol-3-yl)-2-(((1-butoxy-1-oxopropan-2-yl)oxy)iMino)aceticacid;1,2,4-Thiadiazole-3-aceticacid,5-amino-a-[[2-(1,1-dimethylethoxy)-1,1-dimethyl-2-oxoethoxy]imino]-,(Z)-(RelatedReference);EOS-61787;(S)-2-Benzothiazolyl;1,2,4-Thiadiazole-3-aceticacid,5-amino-α-[[2-(1,1-dimethylethoxy)-1,1-dimethyl-2-oxoethoxy]imino]-,(αZ)-
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CAS:
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76028-96-1
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MF:
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C12H18N4O5S
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MW:
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330.36
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EINECS:
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616-285-5
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1,2,4-Thiadiazole-3-acetic acid, 5-amino-a-[[2-(1,1-dimethylethoxy)-1,1-dimethyl-2-oxoethoxy]imino]-, (Z)-
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Density
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1.41±0.1 g/cm3(Predicted)
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Boiling point
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487.8±47.0 °C(Predicted)
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Apk
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2.13±0.41(Predicted)
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Solubility
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Soluble in DMSO (small amount), methanol (small amount)
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Storage temp.
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2-8°C
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Form
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Solid
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Color
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White to off-white
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Usage
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Uses
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Key raw material for cefozopran synthesis
Cefozopran is a fourth-generation cephalosporin antibiotic with broad-spectrum antibacterial activity. It has strong inhibitory effects on Gram-positive bacteria, Gram-negative bacteria (including some drug-resistant strains), and is clinically used in the treatment of severe infections such as respiratory tract infections, urinary system infections, and sepsis. The active thioester of cefozopran side-chain acid undergoes a condensation reaction with the cephalosporin nucleus (such as 7-ACA derivatives) to introduce a specific side-chain structure, thereby constructing the complete chemical structure of cefozopran. It is an indispensable intermediate in the industrial production of this antibiotic. Structural basis for ensuring antibacterial activity
The active thioester group in its molecule has high reactivity, which can efficiently acylate the amino group of the cephalosporin nucleus to form a stable amide bond, ultimately endowing cefozopran with a unique side-chain structure. This side-chain structure is an important guarantee for cefozopran to exert its antibacterial effect and enhance its affinity for bacterial penicillin-binding proteins (PBPs), directly affecting the antibacterial spectrum and efficacy of the drug. |
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