For research use only. Not for therapeutic Use.
Methacycline（Cat No.:R004571）, is a semi-synthetic tetracycline antibiotic derived from natural tetracyclines produced by the bacterium Streptomyces aureofaciens. It belongs to the group of broad-spectrum antibiotics and works by inhibiting bacterial protein synthesis, thus preventing the growth and reproduction of a wide range of bacteria. Methacycline has been used in the treatment of various bacterial infections, including respiratory, urinary tract, skin, and sexually transmitted infections. However, its use has decreased over time due to the emergence of antibiotic-resistant strains of bacteria and the availability of alternative antibiotics with improved safety profiles and fewer side effects.
| Catalog Number | R004571 |
| CAS Number | 914-00-1 |
| Molecular Formula | C22H22N2O8 |
| Purity | ≥95% |
| Storage | -20°C |
| IUPAC Name | (4S,4aR,5S,5aR,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide |
| InChI | InChI=1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-6,10,14-15,17,25-27,30,32H,1H2,2-3H3,(H2,23,31)/t10-,14-,15+,17+,22+/m1/s1 |
| InChIKey | XIYOPDCBBDCGOE-IWVLMIASSA-N |
| SMILES | CN(C)C1C2C(C3C(=C)C4=C(C(=CC=C4)O)C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O |
| Reference | 6-Methylenetetracyclines. I A new class of tetracycline antibiotics. Blackwood R.K. et al. J. Am. Chem. Soc. 1961, 83, 2773.<br/><br/>6-Methylenetetracyclines. III. Preparation and Properties. Blackwood R.K. et al. J. Am. Chem. Soc. 1963, 85, 3943.<br/><br/>A comparison of the in vitro and in vivo activity of methacycline and other tetracycline compounds. Chang T.W. & Weinstein L. Antibiot. Chemother. 1962, 12, 676.<br/><br/>Evaluation of methacycline, a new analogue of oxytetracycline. Limson B.M. & Guevara R. Curr. Ther. Res. Clin. Exp. 1963, 5, 249.</span></p> |
