|
| Product Name: | Oxytetracycline dihydrate | | Synonyms: | OXYTETRACYCLINE DIHYDRATE;4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide dihydrate;DOXYCYCLINE USP 23;OXYCYCLINE;DOXYCYCLINE HYCHLATE;DOXYCYCLINE HCL ( VETERINARY);OXYTETRACYCLINE HCL BP;DOXYCYCLINE HYDRATE BP98 USP23 | | CAS: | 6153-64-6 | | MF: | C22H26N2O10 | | MW: | 478.45 | | EINECS: | 612-168-8 | | Product Categories: | EUTONYL;Amines;Antibacterial;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Antibiotics;Antibiotics A to;Antibiotics by Application;Antibiotics N-SAntibiotics;Chemical Structure Class;Genetic Marker SelectionAntibiotics;Interferes with Protein SynthesisSpectrum of Activity;L - ZAntibiotics;FINISHED MEDICINE;Mechanism of Action;Tetracyclines;Inhibitors | | Mol File: | 6153-64-6.mol |  |
| | Oxytetracycline dihydrate Chemical Properties |
| | Oxytetracycline dihydrate Usage And Synthesis |
| Description | Oxytetracycline is an important member of the bacterial aromatic polyketide family, which is a structurally diverse class of natural products. It's a prescription antibiotic that interferes with bacteria's ability to produce essential proteins. | | 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. | | Chemical Properties | yellow crystalline powder | | Uses | Antibiotic substance isolated from the elaboration products of the actinomycete, Streptomyces rimosus, grown on a suitable medium. Antibacterial. | | Uses | antihypertensive | | Brand name | Terramycin (Pfizer). | | 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.] |
| | Oxytetracycline dihydrate Preparation Products And Raw materials |
|
