SULBENICILLIN

SULBENICILLIN Basic information
Product Name:SULBENICILLIN
Synonyms:SULBENICILLIN;Subenicillin;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylsulfoacetyl)amino]-, [2S-[2a,5a,6b(S*)]]-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[[(2R)-phenylsulfoacetyl]amino]-, (2S,5R,6R)- (9CI);a-Sulfobenzylpenicillin;D-(-)-Sulbenicillin;SBPC;Sulbenicillin, D-(-)-
CAS:41744-40-5
MF:C16H18N2O7S2
MW:414.45
EINECS:255-528-6
Product Categories:
Mol File:41744-40-5.mol
SULBENICILLIN Structure
SULBENICILLIN Chemical Properties
Melting point 197 °C (decomp)
density 1?+-.0.1 g/cm3(Predicted)
pka0.28±0.50(Predicted)
Safety Information
MSDS Information
SULBENICILLIN Usage And Synthesis
OriginatorLillacillin,Takeda,Japan,1973
DefinitionChEBI: A penicillin antibiotic having a 6beta-[phenyl(sulfo)acetamido] side-chain.
Manufacturing ProcessTo 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 FunctionAntibacterial
Antimicrobial activityα-Sulfobenzylpenicillin, a semisynthetic penicillin supplied as the disodium salt. Its antimicrobial spectrum and pharmacokinetic pharmacokinetic behavior closely resemble those of carbenicillin. Following intravenous administration of 4 g, the mean plasma concentration at 1 h was approximately 160 mg/L, with a plasma elimination half-life of around 70 min. It is largely excreted in the urine, about 80% of the dose appearing in the first 24 h, less than 5% as the penicilloic acid. It has been noted that the penicilloic acid causes much stronger platelet aggregation than its parent. It is of very limited availability.
SULBENICILLIN Preparation Products And Raw materials
Raw materials6-Aminopenicillanic acid
Aztreonam Cephalosporin PotassiuM sodiuM Dehydroandrographolide Succinate Oxiracetam Amoxicillin Cefixime Thymopentin Furbenicillin Omeprazole Ambroxol Cefoxitin Sulbenicillin toluene-alpha-sulphonic acid D(-)- A -SULFOPHENYLACETYL ACID (D-SPA, FOR SULBENICILLIN SODIUM ) N-(Carbamoylmethyl)taurine DL-SULFOPHENYL ACETIC ACID (DL-SPA, FOR SULBENICILLIN SODIUM ) SULBENICILLIN DISODIUM SALT,SULBENICILLIN SODIUM SULBENICILLIN

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