6153-64-6 Usage
Description
Oxytetracycline dihydrate, also known as Terramycin, is an important member of the bacterial aromatic polyketide family, a structurally diverse class of natural products. It is a prescription antibiotic substance isolated from the elaboration products of the actinomycete, Streptomyces rimosus, grown on a suitable medium. This yellow crystalline powder interferes with bacteria's ability to produce essential proteins, making it an effective treatment against bacterial infections.
Uses
Used in Pharmaceutical Industry:
Oxytetracycline dihydrate is used as an antibiotic for treating bacterial infections. It works by inhibiting bacterial protein synthesis, thus stopping the growth and spread of the bacteria in the body.
Used in Veterinary Medicine:
In the veterinary field, Oxytetracycline dihydrate is used as an antibiotic to treat various bacterial infections in animals, ensuring their health and well-being.
Used in Agricultural Industry:
Oxytetracycline dihydrate is also utilized in agriculture as an antihypertensive agent, helping to maintain the overall health of livestock and contributing to the prevention and treatment of bacterial infections in animals.
Used in Research and Development:
Due to its antibiotic properties, Oxytetracycline dihydrate is employed in research and development for the study of bacterial resistance, the development of new antibiotics, and the understanding of bacterial protein synthesis mechanisms.
Synthesis
Oxytetracycline?dihydrate is synthesized by a type II polyketide synthase that generates the poly-beta-ketone backbone through successive decarboxylative condensation of malonyl-CoA extender units, followed by modifications by cyclases, oxygenases, transferases, and additional tailoring enzymes.
Purification Methods
Terramycin crystallises (as dihydrate) from water or aqueous EtOH and is soluble in MeOH, EtOH, Me2CO and H2O (0.25mg/mL at 25o ) but insoluble in Et2O and pet ether. It is amphoteric, and an aqueous solution has pH 2.0-5.0. It has max at 247, 275 and 353nm in 0.1 M phosphate (pH 4.5). [Finlay et al. Science 111 85 1951.] The hydrochloride, [2058-46-0] M 496.9 [Beilstein 14 IV 2630], crystallises from MeOH in needles and from H2O at 50o it forms plates. Terramycin has also been purified via the hydrochloride by dissolving it in H2O, adjusting to pH 6, and the solid is filtered off after 1hour. The crystals of the dihydrate are dried to constant weight in vacuum/CaCl2/25o. Drying at 60o in vacuo gives the anhydrous base m 184.5-185.5o (sintering at 180o). The dihydrate has m 181-182o. Its optical rotation in MeOH decreases from [] D 25 +26o (c 0.5%) to [] D 25 +11.3o after standing for 16hours. It forms a sodium salt and a CaCl2 complex. [Regna et al. J Am Chem Soc 73 4211 1951, Beilstein 14 IV 2633.]
Check Digit Verification of cas no
The CAS Registry Mumber 6153-64-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,1,5 and 3 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 6153-64:
(6*6)+(5*1)+(4*5)+(3*3)+(2*6)+(1*4)=86
86 % 10 = 6
So 6153-64-6 is a valid CAS Registry Number.
InChI:InChI=1/C22H24N2O9.2H2O/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);2*1H2/t12-,13-,14+,17+,21-,22+;;/m1../s1