For research use only. Not for therapeutic Use.
Demeclocycline (INN, BAN) (brand names Declomycin, Declostatin, Ledermycin, Bioterciclin, Deganol, Deteclo), also known as demeclocycline hydrochloride (USAN) (brand names Detravis, Meciclin, Mexocine, Clortetrin), is a semisynthetic tetracycline antibiotic which was derived from a strain of Streptomyces aureofaciens. Demeclocycline binds to bacterial 30S ribosomal subunit and prevents binding of aminoacyl-tRNA to the mRNA-ribosome complex, thereby inhibiting protein synthesis. Demeclocycline also inhibits the effect of vasopressin on the renal tubules, thereby causing diuresis. (Source: https://en.wikipedia.org/wiki/Demeclocycline).
| Catalog Number | M132189 |
| CAS Number | 127-33-3 |
| Molecular Formula | C21H21ClN2O8 |
| Purity | ≥95% |
| Storage | -20°C |
| IUPAC Name | (4S,4aS,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide |
| InChI | InChI=1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-27,30,32H,5H2,1-2H3,(H2,23,31)/t6-,7-,14-,15-,21-/m0/s1 |
| InChIKey | GUXHBMASAHGULD-SEYHBJAFSA-N |
| SMILES | CN(C)C1C2CC3C(C4=C(C=CC(=C4C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O)Cl)O |
| Reference | </br>1:Evidence for the use of demeclocycline in the treatment of hyponatraemia secondary to SIADH: a systematic review. Miell J, Dhanjal P, Jamookeeah C.Int J Clin Pract. 2015 Dec;69(12):1396-417. doi: 10.1111/ijcp.12713. Epub 2015 Aug 19. Review. PMID: 26289137 Free PMC Article</br>2:Demeclocycline as a contrast agent for detecting brain neoplasms using confocal microscopy. Wirth D, Smith TW, Moser R, Yaroslavsky AN.Phys Med Biol. 2015 Apr 7;60(7):3003-11. doi: 10.1088/0031-9155/60/7/3003. Epub 2015 Mar 19. PMID: 25790138 </br>3:Comparative evaluation of methylene blue and demeclocycline for enhancing optical contrast of gliomas in optical images. Wirth D, Snuderl M, Curry W, Yaroslavsky A.J Biomed Opt. 2014 Sep;19(9):90504. doi: 10.1117/1.JBO.19.9.090504. PMID: 25239672 </br>4:Demeclocycline attenuates hyponatremia by reducing aquaporin-2 expression in the renal inner medulla. Kortenoeven ML, Sinke AP, Hadrup N, Trimpert C, Wetzels JF, Fenton RA, Deen PM.Am J Physiol Renal Physiol. 2013 Dec 15;305(12):F1705-18. doi: 10.1152/ajprenal.00723.2012. Epub 2013 Oct 23. PMID: 24154696 Free Article</br>5:Studies of the interaction between demeclocycline and human serum albumin by multi-spectroscopic and molecular docking methods. Dong C, Ma S, Liu Y.Spectrochim Acta A Mol Biomol Spectrosc. 2013 Feb 15;103:179-86. doi: 10.1016/j.saa.2012.10.050. Epub 2012 Nov 7. PMID: 23261611 </br>6:Root discolouration following short-term application of steroid medicaments containing clindamycin, doxycycline or demeclocycline. Chen BK, George R, Walsh LJ.Aust Endod J. 2012 Dec;38(3):124-8. doi: 10.1111/aej.12000. Epub 2012 Nov 2. PMID: 23211072 </br>7:Development and validation of a reversed-phase liquid chromatographic method for analysis of demeclocycline and related impurities. Kahsay G, Maxa J, Van Schepdael A, Hoogmartens J, Adams E.J Sep Sci. 2012 Jun;35(10-11):1310-8. doi: 10.1002/jssc.201101071. PMID: 22733511 </br>8:Preparation of aqueous two-phase systems composed of two pH-response polymers and liquid-liquid extraction of demeclocycline. Yan B, Cao X.J Chromatogr A. 2012 Jul 6;1245:39-45. doi: 10.1016/j.chroma.2012.05.045. Epub 2012 May 17. PMID: 22658298 </br>9:A prospective clinical trial on the influence of a triamcinolone/demeclocycline and a calcium hydroxide based temporary cement on pain perception. Willershausen B, Willershausen I, Ehlers V, Azaripour A, Briseño B.Head Face Med. 2012 Mar 13;8:9. doi: 10.1186/1746-160X-8-9. PMID: 22414157 Free PMC Article</br>10:Preparation and characterization of demeclocycline liposomal formulations and assessment of their intraocular pressure-lowering effects. Afouna MI, Khattab IS, Reddy IK.Cutan Ocul Toxicol. 2005;24(2):111-24. PMID: 17040889 |
