2058-46-0 Usage
Description
Oxytetracycline hydrochloride, also known as Terramycin, is a pale yellow, bitter, crystalline compound derived from the actinomycete Streptomyces rimosus. It is a tetracycline analog that exhibits broad-spectrum antibacterial and antiprotozoan activity by binding to the 30S and 50S ribosomal sub-units, blocking protein synthesis. The hydrochloride salt is a stable yellow powder that is more soluble in water and alcohol than the free base, making it the preferred formulation for pharmaceutical applications.
Uses
Used in Pharmaceutical Industry:
Oxytetracycline hydrochloride is used as an antibiotic for the treatment of infections caused by both Gram-positive and Gram-negative microorganisms, such as Mycoplasma pneumoniae, Pasteurella pestis, Escherichia coli, Haemophilus influenzae, and Diplococcus pneumoniae.
Used in Research and Development:
Oxytetracycline hydrochloride is used in studies on the oxytetracycline-resistance gene (otrA), phagosome-lysosome (P-L) fusion in P388D1 cells, and antibiotic susceptibilities of Mycoplasma bovis isolates.
Used in Veterinary Medicine:
Oxytetracycline hydrochloride is also used for parenteral administration (intravenously and intramuscularly) in veterinary medicine to treat various bacterial infections in animals.
Chemical Properties:
Oxytetracycline hydrochloride is a yellow crystalline solid with a bitter taste. It is odorless, stable in air, but darkens on exposure to strong sunlight. The hydrochloride salt is more soluble in water and alcohol than the free base, making it more suitable for pharmaceutical applications.
Originator
Terramycin,Pfizer,US,1950
Manufacturing Process
The pH was adjusted to 7.0 with sodium hydroxide and calcium carbonate was added at the rate of 1 g/l.
500 ml portions of the above medium were added to Fernbach flasks which
were then sterilized at 121°C for 30 minutes. Upon cooling, the flasks were inoculated with a suspension of the growth of s. rimosus obtained from the surface of beef lactose agar slants, and the flasks were shaken for 4 days at 28°C on a rotary shaker having a displacement of 2" at an rpm of 200. At the end of this period the broth was found to contain 640 C.D.U/ml and 400 chloramphenicol units/ml. The mycelium was separated from the broth by filtration and the latter was adjusted to pH 9.0. The antibiotic was extracted from the broth with n-butanol, and when the ultraviolet absorption spectrum was observed on the butanol solution of the antibiotic, peaks in the absorption curve were found at 385 and 270 millimicrons.
Therapeutic Function
Antibiotic
Air & Water Reactions
Oxytetracycline hydrochloride is hygroscopic. Water soluble. Undergoes slow hydrolysis in the presence of water. Concentrated aqueous solutions at neutral pH hydrolyze on standing.
Reactivity Profile
Oxytetracycline hydrochloride is sensitive to light. Oxytetracycline hydrochloride may be unstable at temperatures above 77° F. Oxytetracycline hydrochloride darkens on exposure to sunlight or to moist air above 194° F. Concentrated aqueous solutions at neutral pH hydrolyze on standing. Oxytetracycline hydrochloride undergoes hydrolysis in the presence of water. Oxytetracycline hydrochloride may be incompatible with alkalis.
Fire Hazard
Flash point data for Oxytetracycline hydrochloride are not available. Oxytetracycline hydrochloride is probably combustible.
Check Digit Verification of cas no
The CAS Registry Mumber 2058-46-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,0,5 and 8 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2058-46:
(6*2)+(5*0)+(4*5)+(3*8)+(2*4)+(1*6)=70
70 % 10 = 0
So 2058-46-0 is a valid CAS Registry Number.
InChI:InChI=1/C22H24N2O9.ClH/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29;/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31);1H/t12-,13-,14+,17+,21-,22+;/m1./s1
2058-46-0Relevant articles and documents
Process and intermediate for the purification of oxytetracycline
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, (2008/06/13)
The invention relates to a new process for obtaining a completely pure oxytetracycline which does not contain any acetyldecarboxamidooxytetracycline as ingredient. In glacial acetic acid there is suspended under stirring oxytetracycline hydrochloride, or alternatively, oxytetracycline dihydrate under addition of an equimolar quantity of hydrogen chloride in the form of concentrated hydrochloric acid. The stirring is continued for 5 hours, the formed oxytetracycline hydrochloride acetate precipitate is filtered, washed with glacial acetic acid and acetone, whereupon it is dried under reduced pressure at a temperature up to 40° C. till constant weight. Oxytetracycline hydrochloride acetate STR1 is a new compound and may be used as intermediate in the above process.