Synonym
Demeclocycline calcium; Calcium demethylchlortetracycline
IUPAC/Chemical Name
calcium (5S,5aS,6aS,7S,10aS)-9-carbamoyl-4-chloro-7-(dimethylamino)-5,8,10a,11-tetrahydroxy-10,12-dioxo-5,5a,6,6a,7,10,10a,12-octahydrotetracen-1-olate
InChi Key
UXOZEKMTWNWUFI-IQDXIELBSA-L
InChi Code
InChI=1S/2C21H21ClN2O8.Ca/c2*1-24(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;/h2*3-4,6-7,14-15,25-26,28-29,32H,5H2,1-2H3,(H2,23,31);/q;;+2/p-2/t2*6-,7-,14-,15-,21-;/m00./s1
SMILES Code
[O-]C1=CC=C(Cl)C([C@@H](O)[C@]2([H])C3=C(O)[C@@]4(O)[C@@]([C@H](N(C)C)C(O)=C(C(N)=O)C4=O)([H])C2)=C1C3=O.[O-]C5=CC=C(Cl)C([C@@H](O)[C@]6([H])C7=C(O)[C@@]8(O)[C@@]([C@H](N(C)C)C(O)=C(C(N)=O)C8=O)([H])C6)=C5C7=O.[Ca+2]
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
|
Solvent |
mg/mL |
mM |
| Solubility |
| To be determined |
0.0 |
0.00 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
967.77
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Miell J, Dhanjal P, Jamookeeah C. Evidence for the use of demeclocycline in the treatment of hyponatraemia secondary to SIADH: a systematic review. Int J Clin Pract. 2015 Dec;69(12):1396-417. doi: 10.1111/ijcp.12713. Epub 2015 Aug 19. Review. PubMed PMID: 26289137.
2: Wirth D, Smith TW, Moser R, Yaroslavsky AN. Demeclocycline as a contrast agent for detecting brain neoplasms using confocal microscopy. Phys Med Biol. 2015 Apr 7;60(7):3003-11. doi: 10.1088/0031-9155/60/7/3003. Epub 2015 Mar 19. PubMed PMID: 25790138.
3: Wirth D, Snuderl M, Curry W, Yaroslavsky A. Comparative evaluation of methylene blue and demeclocycline for enhancing optical contrast of gliomas in optical images. J Biomed Opt. 2014 Sep;19(9):90504. doi: 10.1117/1.JBO.19.9.090504. PubMed PMID: 25239672.
4: Kortenoeven ML, Sinke AP, Hadrup N, Trimpert C, Wetzels JF, Fenton RA, Deen PM. Demeclocycline attenuates hyponatremia by reducing aquaporin-2 expression in the renal inner medulla. Am J Physiol Renal Physiol. 2013 Dec 15;305(12):F1705-18. doi: 10.1152/ajprenal.00723.2012. Epub 2013 Oct 23. PubMed PMID: 24154696.
5: Dong C, Ma S, Liu Y. Studies of the interaction between demeclocycline and human serum albumin by multi-spectroscopic and molecular docking methods. Spectrochim Acta A Mol Biomol Spectrosc. 2013 Feb 15;103:179-86. doi: 10.1016/j.saa.2012.10.050. Epub 2012 Nov 7. PubMed PMID: 23261611.
6: Chen BK, George R, Walsh LJ. Root discolouration following short-term application of steroid medicaments containing clindamycin, doxycycline or demeclocycline. Aust Endod J. 2012 Dec;38(3):124-8. doi: 10.1111/aej.12000. Epub 2012 Nov 2. PubMed PMID: 23211072.
7: Kahsay G, Maxa J, Van Schepdael A, Hoogmartens J, Adams E. Development and validation of a reversed-phase liquid chromatographic method for analysis of demeclocycline and related impurities. J Sep Sci. 2012 Jun;35(10-11):1310-8. doi: 10.1002/jssc.201101071. PubMed PMID: 22733511.
8: Yan B, Cao X. Preparation of aqueous two-phase systems composed of two pH-response polymers and liquid-liquid extraction of demeclocycline. J Chromatogr A. 2012 Jul 6;1245:39-45. doi: 10.1016/j.chroma.2012.05.045. Epub 2012 May 17. PubMed PMID: 22658298.
9: Willershausen B, Willershausen I, Ehlers V, Azaripour A, Briseño B. A prospective clinical trial on the influence of a triamcinolone/demeclocycline and a calcium hydroxide based temporary cement on pain perception. Head Face Med. 2012 Mar 13;8:9. doi: 10.1186/1746-160X-8-9. PubMed PMID: 22414157; PubMed Central PMCID: PMC3341180.
10: Afouna MI, Khattab IS, Reddy IK. Preparation and characterization of demeclocycline liposomal formulations and assessment of their intraocular pressure-lowering effects. Cutan Ocul Toxicol. 2005;24(2):111-24. PubMed PMID: 17040889.
