Home > Name List By other > (6R,7R)-7-[[(2Z)-2-(5-amino-1,2, 4-thiadiazol-3-ylidene)-2-nitrosoacetyl]amino]-3-[(E)-[1-[(3R)-1-[(5- methyl-2-oxo-1, 3-diox...

CAS No 376653-43-9 , (6R,7R)-7-[[(2Z)-2-(5-amino-1,2,
4-thiadiazol-3-ylidene)-2-nitrosoacetyl]amino]-3-[(E)-[1-[(3R)-1-[(5-
methyl-2-oxo-1,
3-dioxol-4-yl)methoxycarbonyl]pyrrolidin-3-yl]-2-oxopyrrolidin-3-
ylidene]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic
acid

  • Name: (6R,7R)-7-[[(2Z)-2-(5-amino-1,2,
    4-thiadiazol-3-ylidene)-2-nitrosoacetyl]amino]-3-[(E)-[1-[(3R)-1-[(5-
    methyl-2-oxo-1,
    3-dioxol-4-yl)methoxycarbonyl]pyrrolidin-3-yl]-2-oxopyrrolidin-3-
    ylidene]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic
    acid
  • Synonyms: Ceftobiprole Medocaril [INN]; AC1OCFFO;(6R,7R)-7-[[(2Z)-2-(5-amino-1,2,
    4-thiadiazol-3-ylidene)-2-nitrosoacetyl]amino]-3-[(E)-[1-[(3R)-1-[(5-
    methyl-2-oxo-1,
    3-dioxol-4-yl)methoxycarbonyl]pyrrolidin-3-yl]-2-oxopyrrolidin-3-
    ylidene]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic
    acid;376653-43-9; CHEMBL1652606; Ro-655788; BAL-5788; UNII-YXV28V1B07; BAL5788-001;
  • CAS Registry Number:
  • Density: 1.95
  • Molecular Weight: 690.66164
  • InchiKey: ZVOFDXNPQLQATI-YAIQPWLKSA-N
  • InChI: InChI=1S/C26H26N8O11S2/c1-10-14(45-26(41)44-10)8-43-25(40)32-4-3-13(7-
    32)33-5-2-11(20(33)36)6-12-9-46-22-16(21(37)34(22)17(12)23(38)39)28-19
    (35)15(30-42)18-29-24(27)47-31-18/h6,13,16,22,31H,2-5,7-9H2,1H3,(H2,27,
    29)(H,28,35)(H,38,39)/b11-6+,18-15-/t13-,16-,22-/m1/s1
  • Molecular Formula: C26H26N8O11S2
  • Molecular Structure:CAS No:376653-43-9 (6R,7R)-7-[[(2Z)-2-(5-amino-1,2,<br />4-thiadiazol-3-ylidene)-2-nitrosoacetyl]amino]-3-[(E)-[1-[(3R)-1-[(5-<br />methyl-2-oxo-1,<br />3-dioxol-4-yl)methoxycarbonyl]pyrrolidin-3-yl]-2-oxopyrrolidin-3-<br />ylidene]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic<br />acid

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376653-43-9 Ceftobiprole medocaril

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References of (6R,7R)-7-[[(2Z)-2-(5-amino-1,2,
4-thiadiazol-3-ylidene)-2-nitrosoacetyl]amino]-3-[(E)-[1-[(3R)-1-[(5-
methyl-2-oxo-1,
3-dioxol-4-yl)methoxycarbonyl]pyrrolidin-3-yl]-2-oxopyrrolidin-3-
ylidene]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic
acid
Title: Ceftobiprole Medocaril
CAS Registry Number: 376653-43-9
CAS Name: (6R,7R)-7-[[(2Z)-(5-Amino-1,2,4-thiadiazol-3-yl)(hydroxyimino)acetyl]amino]-3-[(E)-[(3￠R)-1￠-[[(5-methyl-2-oxo-1,3-dioxol-4-yl)methoxy]carbonyl]-2-oxo[1,3￠-bipyrrolidin]-3-ylidene]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular Formula: C26H26N8O11S2
Molecular Weight: 690.66
Percent Composition: C 45.21%, H 3.79%, N 16.22%, O 25.48%, S 9.29%
Literature References: Fourth generation cephalosporin antibiotic prodrug; rapidly cleaved in plasma to the active metabolite, ceftobiprole. Prepn: P. Hebeisen et al., WO 9965920; eidem, US 6232306 (1999, 2001 both to Hoffmann-La Roche). In vitro and in vivo activity against methicillin-resistant Staphylococcus aureus (MRSA): idem et al., Antimicrob. Agents Chemother. 45, 825 (2001). Comparative antibacterial spectrum in vitro: R. N. Jones et al., J. Antimicrob. Chemother. 50, 915 (2002). In vivo activity in experimental pneumococcal pneumonia: E. Azoulay-Dupuis et al., Antimicrob. Agents Chemother. 48, 1105 (2004). Clinical pharmacokinetics and safety: A. Schmitt-Hoffmann et al., ibid. 48, 2576 (2004).
 
Derivative Type: Sodium salt
CAS Registry Number: 252188-71-9
Manufacturers' Codes: BAL-5788; Ro-65-5788
Molecular Formula: C26H25N8NaO11S2
Molecular Weight: 712.64
Percent Composition: C 43.82%, H 3.54%, N 15.72%, Na 3.23%, O 24.70%, S 9.00%
Properties: Sol in water.
 
Derivative Type: Ceftobiprole
CAS Registry Number: 209467-52-7
CAS Name: (6R,7R)-7-[[(2Z)-(5-Amino-1,2,4-thiadiazol-3-yl)(hydroxyimino)acetyl]amino]-8-oxo-3[(E)-[(3￠R)-2-oxo[1,3￠-bipyrrolidin]-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Manufacturers' Codes: BAL-9141; Ro-63-9141
Molecular Formula: C20H22N8O6S2
Molecular Weight: 534.57
Percent Composition: C 44.94%, H 4.15%, N 20.96%, O 17.96%, S 12.00%
Literature References: Prepn: P. Angehrn et al., EP 849269; eidem, US 5981519 (1997, 1999 both to Hoffmann-La Roche).
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephalosporins.