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BACAMPICILLIN HYDROCHLORIDE

BACAMPICILLIN HYDROCHLORIDE Structure
BACAMPICILLIN HYDROCHLORIDE
  • CAS No.37661-08-8
  • Chemical Name:BACAMPICILLIN HYDROCHLORIDE
  • CBNumber:CB3762112
  • Molecular Formula:C21H28ClN3O7S
  • Formula Weight:501.98
  • MOL File:37661-08-8.mol
BACAMPICILLIN HYDROCHLORIDE Property
  • Melting point 171-176° (dec)
  • alpha D20 +161.5°
  • storage temp. Store at -20°C
  • solubility Soluble in water, freely soluble in ethanol (96 per cent), soluble in methylene chloride.
  • form Solid
  • color Crystals from Me2CO pet ether
  • FDA UNII PM034U953T
Safety
  • Toxicity :LD50 in mice (mg/kg): 8529 orally; 176 i.p.; 9475 s.c.; 184 i.v. (Edanaga)
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordDanger
  • Hazard statements H317-H334
  • Precautionary statements P261-P280-P284-P304+P340-P342+P311

BACAMPICILLIN HYDROCHLORIDE Chemical Properties,Usage,Production

  • Description Bacampicillin was synthesized by Ekstrom¨ et al. of Astra Lakemedel in 1975. It is ¨ more stable against acid than ampicillin and more rapidly absorbed orally; its absorption is less affected by a patient’s most recent meal than is the case for ampicillin. Bacampicillin is hydrolyzed by intestinal esterase after oral administration and then behaves the same as ampicillin. In double-blind comparison studies, bacampicillin was shown to be as effective as ampicillin when administered at half the dose.
  • Chemical Properties White or almost white powder or granules, hygroscopic.
  • Originator Penglobe,Astra,W. Germany,1977
  • Uses Bacampicillin is a penicillin class of antibiotic. Bacampicillin is a prodrug of ampicillin (A634300) with improved oral bioavailability.
  • Definition ChEBI: The hydrochloride salt of bacampicillin.
  • Manufacturing Process 1'-Ethoxycarbonyloxyethyl 6-(D-α-azidophenylacetamido)penicillinate (98 g) was prepared from sodium 6-(D-α-azidophenylacetamido)penicillinate (397 g, 1 mol), α-chlorodiethylcarbonate (458 g, 3 mols) and sodium bicarbonate (504 g, 6 mols). The product showed strong IR absorption at 2090 cm-1 and 1780-1750 cm-1 showing the presence of azido group and β-lactam and ester carbonyls.
    It was dissolved in ethyl acetate (700 ml) and hydrogenated at ambient conditions over a palladium (5%)on carbon catalyst (18 g). The catalyst was removed by filtration and washed with ethyl acetate. The combined filtrates were extracted with water at pH 2.5 by addition of dilute hydrochloric acid. Lyophilization of the aqueous phase gave the hydrochloride of 1'- ethoxycarbonyloxyethyl 6-(D-α-aminophenylacetarnido)penicillinate (94 g), MP 171°-176°C.
  • brand name Spectrobid (Pfizer).
  • Therapeutic Function Antibacterial
  • Clinical Use Bacampicillin hydrochloride (Spectrobid) is the hydrochloridesalt of the 1-ethoxycarbonyloxyethyl ester of ampicillin.It is a prodrug of ampicillin with no antibacterial activity.After oral absorption, bacampicillin is hydrolyzed rapidly byesterases in the plasma to form ampicillin.
    Oral absorption of bacampicillin is more rapid and completethan that of ampicillin and less affected by food.Plasma levels of ampicillin from oral bacampicillin exceedthose of oral ampicillin or amoxicillin for the first 2.5 hoursbut thereafter are the same as for ampicillin and amoxicillin.49 Effective plasma levels are sustained for 12 hours,allowing twice-a-day dosing.
  • Safety Profile Poison by intraperitoneal andintravenous routes. Mildly toxic by ingestion andsubcutaneous routes. When heated to decomposition itemits very toxic fumes of NOx, SOx, and HCl.
BACAMPICILLIN HYDROCHLORIDE Preparation Products And Raw materials
Raw materials
Preparation Products
BACAMPICILLIN HYDROCHLORIDE Suppliers
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BACAMPICILLIN HYDROCHLORIDE Spectrum
37661-08-8, BACAMPICILLIN HYDROCHLORIDERelated Search:
  • 抑制剂
  • 医药原料药
  • 青霉素类
  • C21H27N3O7SHCl
  • C21H28ClN3O7S
  • 盐酸巴卡西林, 细菌青霉素结合蛋白抑制剂
  • 盐酸巴氨西林/A1A
  • 化合物 T10448L
  • 盐酸巴氨苄西林
  • 盐酸巴氨西林 EP标准品
  • 巴氨西林盐酸盐
  • 盐酸巴氨西林
  • 37661-08-8
  • Bacampicillin Hydrochloride (1047300)
  • BACAMPICILLIN HYDROCHLORIDE USP/EP/BP
  • (2S,5R,6R)-1-((ethoxycarbonyl)oxy)ethyl 6-((R)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrochloride
  • Bacampicillin hydrochloride CRS
  • IWVTXAGTHUECPN-ANBBSHPLSA-N
  • Spectrobid
  • Bacampicine
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, 1-[(ethoxycarbonyl)oxy]ethyl ester, monohydrochloride, (2S,5R,6R)-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-, 1-[(ethoxycarbonyl)oxy]ethyl ester, monohydrochloride, [2S-[2α,5α,6β(S*)]]-
  • BACAMPICILLIN HYDROCHLORIDE
  • penglobe
  • o)-3,3-dimethyl-7-oxo-,1-((ethoxycarbonyl)oxy)ethylester,hydrochloride
  • becampicillin
  • bapc
  • bacacil
  • ambaxin
  • ambacamp
  • BACAMPICILLIN HYDROCHLORIDE EP STANDARD
  • BACAMPICILLIN HYDROCHLORIDE USP STANDARD
  • Bacampicillin HCl
  • 1-[(ethoxycarbonyl)oxy]ethyl [2S-[2alpha,5alpha,6beta(S*)]]-6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate monohydrochloride
  • Bacampicillin Hydrochloride (200 mg)
  • Bacampicilline Hydrochloride
  • Pengood
  • BECAMPICILLINHYDROCHLORIDE

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