(6R,7R)-3-[(carbamoyloxy)methyl]-7-[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | CAS No. 55268-75-2

(6R,7R)-3-[(carbamoyloxy)methyl]-7-[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Basic Information

CAS Number

55268-75-2

Molecular Formula

C16H16N4O8S

Molecular Weight

424.39 g/mol

EINECS

259-560-1

AD

Basic Physical Properties

Melting Point

171.5-173 ºC

Density

1.76

Water Solubility

145mg/L at 25℃

Refractive Index

1.6000 (estimate)

Specific Rotation

+63.7° (c=1, 0.2M pH7 phosphate buffer)

CON=C(C1=CC=CO1)C(=O)NC2C3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)O

InChI

InChI=1S/C16H16N4O8S/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24)/b19-9-/t10-,14-/m1/s1

InChIKey

JFPVXVDWJQMJEE-IZRZKJBUSA-N

LogP

-0.5359999999999983

pKa

pKa 2.5(H2O) (Uncertain)

Topological Polar Surface Area

173.76 Ų

Hydrogen Bond Donor/Acceptor

4 / 12

Complexity

798

Safety Information

View Safety Information

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation
H319 Causes serious eye irritation
Serious eye damage/eye irritation
H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Storage Conditions

2-8°C

RTECS

XI0329000

Synonyms & References

English

  • Cefuroxime [USAN:INN:BAN]
  • (6R,7R)-3-[[(Aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-(2-furanyl)-2-(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic Acid
  • Biofuroksym
  • S01AA27
  • Cefuroximine
  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-(((aminocarbonyl)oxy)methyl)-7-((2-furanyl(methoxyimino)acetyl)amino)-8-oxo-, (6R-(6alpha,7beta(Z)))-
  • EN300-53016
  • CS-0013520
  • BRD-K02733959-236-02-8
  • cefuroxime
  • Kefurox
  • NS00008662
  • (6R,7R)-3-[(carbamoyloxy)methyl]-7-{[(2Z)-2-furan-2-yl-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • DTXSID5022774
  • AKOS015962849
  • CHEMBL1436
  • Cefuroximo (INN-Spanish)
  • CHEBI:3515
  • Z2382058334
  • Sharox
  • Q63409033
  • Cefuroxima
  • BRN 5783190
  • (6R,7R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-(2-furyl)-2-methoxyimino-acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • UNII-O1R9FJ93ED
  • Zinacef
  • Cefuril
  • AC-4539
  • CEFUROXIME AXETIL IMPURITY D [EP IMPURITY]
  • KS-5162
  • CEFUROXIME (USP IMPURITY)

MDL Number

MFCD00864889

EC Number

259-560-1

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