Home > Name List By other > (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3, 3-dimethyl-7-oxo-4-thia-1-azabicy...

CAS No 86273-18-9 , (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl
(2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,
3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

  • Name: (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl
    (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,
    3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
  • Synonyms: Lenampicilina [Spanish]; 86273-18-9; Lenampicilline;Lenampicilina; LAPC;(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl
    (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,
    3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate; lenampicillin hydrochloride; Lenampicillinum; Lenampicillin (INN);
  • CAS Registry Number:
  • Melting Point: 461.488
  • Density: 1.47g/cm3
  • Refractive index: 1.653
  • Safety Statements: S26-36
  • Hazard Symbols: Xi
  • Molecular Weight: 461.48822
  • InchiKey: ZKUKMWMSYCIYRD-ZXFNITATSA-N
  • InChI: InChI=1S/C21H23N3O7S/c1-10-12(31-20(28)30-10)9-29-19(27)15-21(2,
    3)32-18-14(17(26)24(15)18)23-16(25)13(22)11-7-5-4-6-8-11/h4-8,13-15,18H,
    9,22H2,1-3H3,(H,23,25)/t13-,14-,15+,18-/m1/s1
  • Risk Statements: 36/37/38
  • Molecular Formula: C21H23N3O7S
  • Molecular Structure:CAS No:86273-18-9 (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl<br />(2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,<br />3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

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References of (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl
(2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,
3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
Title: Lenampicillin
CAS Registry Number: 86273-18-9
CAS Name: (2S,5R,6R)-6-[[(2R)-Aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester
Synonyms: ampicillin (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl ester; 6-[D(-)-a-aminophenylacetamido]penicillanic acid (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester
Molecular Formula: C21H23N3O7S
Molecular Weight: 461.49
Percent Composition: C 54.65%, H 5.02%, N 9.11%, O 24.27%, S 6.95%
Literature References: Orally active ampicillin prodrug. Prepn: F. Sakamoto et al., EP 39086; eidem, US 4342693 (1981, 1982 both to Kanebo); F. Sakamoto et al., Chem. Pharm. Bull. 32, 2241 (1984); S. Ikeda et al., ibid. 4316. Metabolism in man, dogs, rats: N. Awata et al., Jpn. J. Antibiot. 38, 1776, 1785, C.A. 104, 161479u, 122550r (1985). Human pharmacokinetics: A. Saito, M. Nakashima, Antimicrob. Agents Chemother. 29, 948 (1986). Series of articles on antibacterial activity, mutagenicity, pharmacology, clinical trials: Chemotherapy (Tokyo) 32, Suppl. 8, pp 1-772 (1984). Acute toxicity data: F. Ogino et al., ibid. 31.
 
Derivative Type: Hydrochloride
CAS Registry Number: 80734-02-7
Manufacturers' Codes: KB-1585; KBT-1585
Trademarks: Takacillin (Torii); Varacillin (Kanebo)
Molecular Formula: C21H23N3O7S.HCl
Molecular Weight: 497.95
Percent Composition: C 50.65%, H 4.86%, N 8.44%, O 22.49%, S 6.44%, Cl 7.12%
Properties: Crystals from isopropanol-ethyl acetate, mp 145° (dec). LD50 in male, female rats, male, female mice (mg/kg): approx 10000, approx 10000, 8294, 8492 orally; 4362, 4471, 3576, 4284 s.c.; 876, 838, 711, 775 i.v.; in dogs (mg/kg): >300 orally (Ogino).
Melting point: mp 145° (dec)
Toxicity data: LD50 in male, female rats, male, female mice (mg/kg): approx 10000, approx 10000, 8294, 8492 orally; 4362, 4471, 3576, 4284 s.c.; 876, 838, 711, 775 i.v.; in dogs (mg/kg): >300 orally (Ogino)
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Penicillins.