Sulbenicillin sodium
Sulbenicillin sodium Basic information
- Product Name:
- Sulbenicillin sodium
- Synonyms:
-
- alpha-sulfobenzylpenicillindisodium
- sulpelin
- SULBENICILLIN DISODIUM SALT
- SULBENICILLIN SODIUM
- disodium (2s,5r,6r)-3,3-dimethyl-7-oxo-6-[(r)-2-phenyl-2-sulfonatoacetamido]-4-thia-azabicyclo[3.2.0]heptane-2-carboxylate
- disodium [2S-(2alpha,5alpha,6beta)]-3,3-dimethyl-7-oxo-6-(phenylsulphonatoacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(2-phenyl-2-sulfoacetamido)-, disodium salt (8CI)
- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylsulfoacetyl)amino]-, disodium salt, (2S,5R,6R)- (9CI)
- CAS:
- 28002-18-8
- MF:
- C16H16N2Na2O7S2
- MW:
- 458.42
- EINECS:
- 248-769-3
- Product Categories:
-
- antibiotic
- API
- 28002-18-8
- Mol File:
- 28002-18-8.mol
Sulbenicillin sodium Chemical Properties
- storage temp.
- Inert atmosphere,Room Temperature
- form
- Solid
- color
- White to off-white
- Water Solubility
- Water: 250 mg/mL (545.35 mM)
- CAS DataBase Reference
- 28002-18-8(CAS DataBase Reference)
Sulbenicillin sodium Usage And Synthesis
Originator
Lillacillin,Takeda,Japan,1973
Definition
ChEBI: Sulbenicillin disodium is an organic sodium salt. It contains a sulbenicillin(2-).
Manufacturing Process
To a suspension of 1.08 parts by weight of 6-aminopenicillanic acid in 8 parts by volume of water is added 1.48 parts by weight of sodium bicarbonate. After the mixture is dissolved, a solution of 1.18 parts by weight of α-sulfophenylacetyl chloride in 10 parts by volume of diethylether is gradually added thereto. The mixture is stirred at a temperature in the neighborhood of 0°C for 1 hour. The aqueous layer is washed twice with 10 parts by volume of portions of ether and adjusted to pH 1.2 with cation exchange resin of polystyrene sulfonic acid type under constant cooling. Then the solution is washed twice with 15 parts by volume of portions of ethyl acetate, followed by extraction twice with 15 parts by volume of portions of n-butanol. The extracts are combined and washed twice with 15 parts by volume of portions of water and, then, extracted with an aqueous solution of sodium bicarbonate. The extract is adjusted to pH 6.5, washed with ether and lyophilized to give the sodium salt of α-sulfobenzylpenicillin. Yield is 1.2 parts by weight.
Therapeutic Function
Antibacterial
Biological Activity
Sulbenicillin Sodium inhibits bacterial cell wall synthesis and the inhibition of beta-lactamase enzymes th at would otherwise inactivate the penicillin antibiotic.
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Sulbenicillin sodium(28002-18-8)Related Product Information
- CARBENICILLIN
- Penicillin G
- Sodium carbonate
- Sodium gluconate
- Penicillin G sodium salt
- Ethylenediaminetetraacetic acid disodium salt
- Dimethyl phthalate
- Dimethyl ether
- Bensulfuron methyl
- Dimethyl fumarate
- Dimethyl sulfide
- Carbenicillin disodium
- Sodium hydroxide
- Sodium formate
- Sodium chloride
- Poly(dimethylsiloxane)
- N,N-Dimethylacetamide
- Sodium bicarbonate