37091-65-9 Usage
Description
Azlocillin sodium, a semisynthetic penicillin, is a potent 1-lactam antibiotic known for its effectiveness against various bacterial infections. It functions as a bacterial transpeptidase inhibitor, which plays a crucial role in disrupting the bacterial cell wall synthesis, ultimately leading to the death of the bacteria.
Uses
Used in Pharmaceutical Industry:
Azlocillin sodium is used as an antibiotic for treating bacterial infections. It is particularly effective against Pseudomonas aeruginosa, a common cause of hospital-acquired infections. Its potent antibiotic properties make it a valuable asset in the fight against antibiotic-resistant bacteria.
Used in Research and Development:
Azlocillin sodium has been utilized in the development of novel antibiotic quantitation techniques, which can help in the accurate measurement and administration of the drug. This contributes to the ongoing efforts to improve antibiotic therapies and combat antibiotic resistance.
Used in Medical Treatments:
As a potent 1-lactam antibiotic, Azlocillin sodium is used in medical treatments to combat a range of bacterial infections. Its effectiveness against Pseudomonas aeruginosa makes it a preferred choice for treating infections caused by this organism, which can be particularly challenging to manage due to its resistance to many common antibiotics.
Brand Name:
Azlocillin sodium is marketed under the brand name Azlin by Bayer, a leading pharmaceutical company. This brand name is associated with the antibiotic's use in treating various bacterial infections and its role in the development of new antibiotic quantitation techniques.
Originator
Securopen,Bayer,W. Germany,1977
Manufacturing Process
3.8 parts by weight of D-(-)-α-[(imidazolidin-2-on-1-yl)carbonylamino]phenylacetic
acid were dissolved in 65 parts by volume of dichloromethane. 2.7
parts by weight of 1-methyl-2-chloro-δ1-pyrrolinium chloride were added, and
after cooling to -10°C 2.0 parts by volume of triethylamine were added
gradually. This reaction mixture was then stirred for one hour at -5°C
(mixture A). 4.0 parts by weight of 6-aminopenicillanic acid in 80 parts by
volume of dichloromethane were treated with 4.4 parts by volume of
triethylamine and 4.0 parts by weight of anhydrous sodium sulfate and then
stirred for two hours at room temperature. After filtration, the solution was
cooled to -20°C and combined with the mixture A. The reaction mixture was
left to reach 0°C of its own accord, and was then stirred for a further hour at
0°C. The solvent was removed in a rotary evaporator, the residue was
dissolved in water, and the solution was covered with a layer of ethyl acetate and acidified with dilute hydrochloric acid at 0° to 5°C, while stirring, until pH
1.5 was reached. The organic phase was then separated off, washed with
water, dried over magnesium sulfate while cooling, and filtered, and after
dilution with an equal amount of ether the sodium salt of the penicillin was
precipitated from the filtrate by adding a solution of sodium 2-ethylcaproate
dissolved in ether containing methanol. Yield: 1.3 parts by weight.
Therapeutic Function
Antibacterial
Check Digit Verification of cas no
The CAS Registry Mumber 37091-65-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,7,0,9 and 1 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 37091-65:
(7*3)+(6*7)+(5*0)+(4*9)+(3*1)+(2*6)+(1*5)=119
119 % 10 = 9
So 37091-65-9 is a valid CAS Registry Number.
InChI:InChI=1/C20H23N5O6S.Na/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30;/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29);/q;+1/p-1/t11-,12+,13-,16+;/m0./s1
37091-65-9Relevant articles and documents
Preparation method of azlocillin and preparation method of azlocillin sodium freeze-dried powder for injection
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Paragraph 0038; 0039; 0040; 0041; 0042; 0043, (2016/11/21)
The invention discloses a preparation method of azlocillin and a preparation method of azlocillin sodium freeze-dried powder for injection. The preparation method of the azlocillin comprises the steps that 25-35 parts of an ampicillin thihydrate, 55-65 parts of acetone, 240-260 parts of water and 4-6 parts of dioxane and tetrahydrofuran are added into a reaction container by weight under the room temperature condition and stirred to be uniform, wherein the weight part ratio of dioxane to tetrahydrofuran is (6-8):1; 6-12 parts by weight of triethylamine is dropwise added into the reaction container when the temperature of the materials in the reaction container is lowered to 10 DEG C-15 DEG C, and stirring is performed to enable the solution in the reaction container to be completely clear; 9.10-12.74 parts by weight of 1-chloroformyl-2-imidazolidinone is slowly added into the reaction container when the temperature of the materials is lowered to 5 DEG C-10 DEG C, the temperature is kept at 15 DEG C-20 DEG C, and reacting under stirring is performed for 2.5-3.5 h; the pH is regulated to be 3-4 by adding hydrochloric acid, crystallization of the azlocillin is performed under the 3 DEG C-5 DEG C condition, and a precipitate is separated out; filtering is performed, and a precipitate is taken, leached by acetone and then subjected to vacuum drying. The preparation method of the azocillin is high in yield, the prepared azocillin is high in purity, and no solvent is retained.
