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(6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-3-[(1,2,3-thiadiazol-5-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | CAS No. 82219-78-1

(6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-3-[(1,2,3-thiadiazol-5-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Basic Information

Chemical_Structure_Of
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CAS Number

82219-78-1

Molecular Formula

C16H15N7O5S4

Molecular Weight

513.61 g/mol

AD

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids
Basic Chemical Raw Materials Organic Chemicals Amines
Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds
Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates
Fine Chemicals Dyes and Pigments Organic Dyes
Fine Chemicals Surfactants Anionic Surfactants
Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

SMILES

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CON=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)CSC4=CN=NS4)C(=O)O

InChI

InChI=1S/C16H15N7O5S4/c1-28-21-9(7-5-31-16(17)19-7)12(24)20-10-13(25)23-11(15(26)27)6(4-30-14(10)23)3-29-8-2-18-22-32-8/h2,5,10,14H,3-4H2,1H3,(H2,17,19)(H,20,24)(H,26,27)/b21-9-/t10-,14-/m1/s1

InChIKey

CXHKZHZLDMQGFF-ZSDSSEDPSA-N

LogP

0.4582

Topological Polar Surface Area

172.98999999999998 Ų

Hydrogen Bond Donor/Acceptor

4 / 12

Complexity

859

Safety Information

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Toxicity

LD50 in female, male mice, female, male rats (mg/kg): 4117, >4800, 4281, 4222 i.v.; 6424, 6783, >8000, >8000 i.p.; all >10000 orally (Takita)

Synonyms & References

English

  • CHEBI:55488
  • CHEMBL1689069
  • Cefuzonamum
  • Cefuzonam (INN)
  • 82219-78-1
  • 7beta-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(1,2,3-thiadiazol-5-ylsulfanyl)methyl]-3,4-didehydrocepham-4-carboxylic acid
  • D03432
  • (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-3-(thiadiazol-5-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • CEFUZONAM [MART.]
  • CEFUZONAM [WHO-DD]
  • UNII-860MT00T7T
  • Cefuzonamum [Latin]
  • (-)-(6R,7R)-7-(2-(2-Amino-4-thiazolyl)glyoxylamido)-8-oxo-3-((1,2,3-thiadiazol-5-ylthio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7(sup 2)-(Z)-(O-methyloxime)
  • CEFUZONAM [MI]
  • Cefuzonam [INN]
  • DTXSID8048282
  • Cefuzoname
  • AKOS016013940
  • 860MT00T7T
  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-8-oxo-3-((1,2,3-thiadiazol-5-ylthio)methyl)-, (6R-(6alpha,7beta(Z)))-
  • (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-3-[(1,2,3-thiadiazol-5-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • SCHEMBL149484
  • Cefuzonam
  • (6R,7S)-7-[[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-methoxyimino-acetyl]amino]-8-oxo-3-(thiadiazol-5-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • CEFUZONAM SODIUM
  • cefuzoname

MDL Number

MFCD00864878

FAQ

What are the physical and chemical properties of (6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-3-[(1,2,3-thiadiazol-5-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 82219-78-1)?
This compound has a molecular weight of approximately 517.5 g/mol. It exists as a white to off-white crystalline solid at room temperature. It has limited water solubility. The compound is reactive towards nucleophiles and can form amide bonds. It is stable under standard storage conditions but requires protection from moisture and light.

How is (6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-3-[(1,2,3-thiadiazol-5-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 82219-78-1) typically synthesized?
The compound is typically synthesized using a multi-step process involving peptide coupling reactions, thiolation, and acylation. Common catalysts include thionyl chloride and HOBt. The synthesis is carried out under anhydrous conditions to avoid side reactions. The overall yield is around 50-60%.

What industries use (6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-3-[(1,2,3-thiadiazol-5-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 82219-78-1)?
This compound is primarily used in the pharmaceutical industry for its potential as an antimicrobial agent. It also finds applications in the development of new materials and sensors due to its unique chemical structure. The compound is less commonly used in semiconductor technology and polymer science.

What precautions should be taken when handling (6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-3-[(1,2,3-thiadiazol-5-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 82219-78-1)?
Handle this compound with caution in a well-ventilated fume hood. Wear appropriate personal protective equipment, including gloves and safety goggles. Avoid contact with skin and eyes. In case of spill, neutralize with an appropriate base and dispose of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed information on handling and storage.

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Supplier Information

ShangHaiYiHe Biotechnology Co Ltd

CAS Number: 82219-78-1

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AnZhouJiaYuan Chemical Co Ltd

CAS Number: 82219-78-1

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Inter-Chemical Ltd.

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(6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-3-[(1,2,3-thiadiazol-5-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid — Shanghai Yuyeh Biotechnology Co., Ltd.

Shanghai Yuyeh Biotechnology Co., Ltd.

CAS Number: 82219-78-1

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(6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-3-[(1,2,3-thiadiazol-5-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid — Guangdong Liwei Pharmaceutical Co., Ltd.

Guangdong Liwei Pharmaceutical Co., Ltd.

CAS Number: 82219-78-1

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Zhejiang Manjia Import and Export Co., Ltd.

CAS Number: 82219-78-1

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Lanospharma Laboratories Co.,Ltd

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Shandong Changrou Biotechnology Co., Ltd.

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ASIA TALENT CHEMICAL LIMITED

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ShenZhenShiRuiJiTe Biotechnology Co Ltd

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(6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-3-[(1,2,3-thiadiazol-5-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid — ShenZhenAiTaHuaXue Co Ltd

ShenZhenAiTaHuaXue Co Ltd

CAS Number: 82219-78-1

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