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AZIDOCILLIN

CAS No.
17243-38-8
Chemical Name:
AZIDOCILLIN
Synonyms
BRL 2534;SPC 297 D;GLOBACILLIN;AZIDOCILLIN;6α-(2-Azido-2-phenylacetylamino)penicillanic acid;(2S,5R,6R)-6-[[(2R)-2-azido-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CBNumber:
CB8423524
Molecular Formula:
C16H17N5O4S
Molecular Weight:
375.4
MDL Number:
MFCD00869276
MOL File:
17243-38-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-24 14:58:38
Product description Number Pack Size Price
Azidocillin CS-0017507 5mg $368
Azidocillin CS-0017507 10mg $596
Azidocillin CS-0017507 25mg $1192
Azidocillin CS-0017507 50mg $1842
Azidocillin CS-0017507 100mg $2762

AZIDOCILLIN Properties

FDA UNII R8XDP7L3SL
ATC code J01CE04

AZIDOCILLIN price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
ChemScene CS-0017507 Azidocillin 17243-38-8 5mg $368 2026-06-04 Buy
ChemScene CS-0017507 Azidocillin 17243-38-8 10mg $596 2026-06-04 Buy
ChemScene CS-0017507 Azidocillin 17243-38-8 25mg $1192 2026-06-04 Buy
ChemScene CS-0017507 Azidocillin 17243-38-8 50mg $1842 2026-06-04 Buy
ChemScene CS-0017507 Azidocillin 17243-38-8 100mg $2762 2026-06-04 Buy
Product number Packaging Price Buy
CS-0017507 5mg $368 Buy
CS-0017507 10mg $596 Buy
CS-0017507 25mg $1192 Buy
CS-0017507 50mg $1842 Buy
CS-0017507 100mg $2762 Buy

AZIDOCILLIN Chemical Properties,Uses,Production

Originator

Nalpen,Beecham,W. Germany,1972

Definition

ChEBI: Azidocillin is a penicillin. It is a conjugate acid of an azidocillin(1-).

Manufacturing Process

Example 1: α-Azidobenzylpenicillin via the Mixed Anhydride - A solution of α- azidophenylacetic acid (8.9 grams, 0.05 mol) of triethylamine (5.1 grams, 0.05 mol) in 50 ml of dry dimethylformamide was stirred and chilled below - 5°C. At this temperature ethyl chloroformate (4.7 ml) was added in portions so that the temperature was never above -5°C. After the mixture had been stirred for 20 minutes, dry acetone (100 ml), chilled to -5°C, was added in one portion, immediately followed by an ice-cold solution of 6- aminopenicillanic acid (10.8 grams, 0.05 mol) and triethylamine (5.1 grams, 0.05 mol) in 100 ml of water, and the stirring was continued for 1 hours at 0°C.
The pH of the mixture was adjusted to 7.5 by adding a saturated sodium bicarbonate solution. After being washed twice with diethyl ether, the reaction solution was acidified to pH 2 with dilute hydrochloric acid and extracted with ether. The ether solution containing the free penicillin was washed twice with water and then extracted with 50 ml of N potassium bicarbonate solution. After freeze drying of the obtained neutral solution, the potassium salt of α- azidobenzylpenicillin was obtained as a slightly colored powder (11.2 grams, 54% yield) with a purity of 55% as determined by the hydroxylamine method (the potassium salt of penicillin G being used as a standard).
The infrared spectrum of this substance showed the presence of an azido group and a beta-lactam system. The substance inhibited the growth of Staph. aureus Oxford at a concentration of 0.25 mcg/ml.
Example 2: α-Azidobenzylpenicillin via the Acid Chloride - 6-aminopenicillanic acid (18.5 grams, 0.085 mol) and sodium bicarbonate (21 grams, 0.025 mol) were dissolved in 200 ml of water and 100 ml of acetone. To this solution, chilled in ice, was added α-azidophenylacetyl chloride (16.6 grams, 0.085 mol), diluted with 10 ml of dry acetone. The temperature is held at 0° to 5°C and the reaction mixture was stirred for 2 hours.
The resulting solution was treated as described in Example 1 to give the potassium salt of α-azidobenzylpenicillin as a white powder (29.4 grams, 84% yield) with a purity of 83% as determined by the hydroxylamine method (the potassium salt of penicillin G being used as a standard).
The product showed the same properties as the product obtained in Example 1,. it inhibits the growth of Staph. aureus Oxford at a concentration of 0.13 mcg/ml.
The α-azidophenylacetyl chloride was prepared by treating α-azidophenylacetic acid with thionylchloride in portions at room temperature and then heating the solution under reflux for one hour. The α-azidophenylacetyl chloride distils at 115°C under a pressure of 10 mm Hg.

Therapeutic Function

Antibacterial

AZIDOCILLIN Preparation Products And Raw materials

AZIDOCILLIN Suppliers

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AZIDOCILLIN GLOBACILLIN 6α-(2-Azido-2-phenylacetylamino)penicillanic acid BRL 2534 SPC 297 D (2S,5R,6R)-6-[[(2R)-2-azido-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 17243-38-8 C16H17N5O4S