Home > Name List By other > (2S,5R,6R)-6-(azepan-1-ylmethylideneamino)-3, 3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

CAS No 32887-01-7 , (2S,5R,6R)-6-(azepan-1-ylmethylideneamino)-3,
3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

  • Name: (2S,5R,6R)-6-(azepan-1-ylmethylideneamino)-3,
    3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • Synonyms: Mecillinamum; Amdinocillin Mecillinam; AMDINOCILLIN; Selexidin; Coactin;Mecillinam;(2S,5R,6R)-6-(azepan-1-ylmethylideneamino)-3,
    3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; Penicillin HX; Hexacillin; Mecilinamo;
  • CAS Registry Number:
  • Density: 1.44 g/cm3
  • Refractive index: 1.686
  • Safety Statements: S26-36
  • Hazard Symbols: Xi
  • EINECS: 251-277-1
  • Molecular Weight: 325.42642
  • InchiKey: BWWVAEOLVKTZFQ-NTZNESFSSA-N
  • InChI: InChI=1S/C15H23N3O3S/c1-15(2)11(14(20)21)18-12(19)10(13(18)22-15)16-9-
    17-7-5-3-4-6-8-17/h9-11,13H,3-8H2,1-2H3,(H,20,21)/t10-,11+,13-/m1/s1
  • Risk Statements: 36/37/38
  • Molecular Formula: C15H23N3O3S
  • Molecular Structure:CAS No:32887-01-7 (2S,5R,6R)-6-(azepan-1-ylmethylideneamino)-3,<br />3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

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32887-01-7 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-

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32887-01-7 AMDINOCILLIN (MECILINAM)

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32887-01-7 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-

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32887-01-7 Mecillinam

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32887-01-7 Mecillinam

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32887-01-7 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-

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32887-01-7 MECILLINAM

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References of (2S,5R,6R)-6-(azepan-1-ylmethylideneamino)-3,
3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Title: Amdinocillin
CAS Registry Number: 32887-01-7
CAS Name: (2S,5R,6R)-6-[[(Hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Synonyms: 6-[(hexahydro-1H-azepin-1-yl)methyleneamino]penicillanic acid; mecillinam
Manufacturers' Codes: FL-1060; Ro-10-9070
Trademarks: Selexid (inj) (Leo Pharm)
Molecular Formula: C15H23N3O3S
Molecular Weight: 325.43
Percent Composition: C 55.36%, H 7.12%, N 12.91%, O 14.75%, S 9.85%
Literature References: Semi-synthetic antibiotic related to penicillin. Prepn: F. J. Lund, DE 2055531; idem, US 3957764 (1971, 1976 both to L?vens Kemiske Fabrik). Synthesis and chemical properties: H. B. K?nig et al., Arzneim.-Forsch. 33, 88 (1983). X-ray structural study: J. W. Krajewski et al., J. Antibiot. 34, 282 (1981). In vitro study: B. Chattopadhyay, I. Hall, J. Antimicrob. Chemother. 5, 549 (1979). Activity against gram-negative bacteria: D. S. Reeves, J. Antimicrob. Chemother. 3, Suppl. B, 5 (1977). Studies on mechanism of action: B. G. Spratt, ibid. 13. Metabolism: A. P. Ball et al., ibid. 4, 241 (1978). Use in urinary tract infections and septicemia: N. Frimodt-Miller, T. J. Ravn, Infection 7, 35 (1979). Determn in plasma and urine by HPLC: T. L. Lee, M. A. Brooks, J. Chromatogr. 227, 137 (1982). Pharmacokinetics in man: B. R. Meyers et al., Antimicrob. Agents Chemother. 23, 827 (1983). Symposium on pharmacology, pharmacokinetics, clinical studies: Am. J. Med. 75, no. 2A, 1-138 (1983). Review of pharmacology and clinical efficacy: H. C. Neu, Pharmacotherapy 5, 1-10 (1985).
Properties: Crystals from methanol-acetone mp 156° (dec). [a]D20 +285° (c = 1 in 0.1N HCl). Sol in water.
Melting point: mp 156° (dec)
Optical Rotation: [a]D20 +285° (c = 1 in 0.1N HCl)
 
Derivative Type: Pivaloyloxymethyl ester see Amdinocillin Pivoxil
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Penicillins.