A broad-spectrum tetracycline antibiotic
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Demeclocycline (hydrochloride)

Item No. 21759

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4S,4aS,5aS,6S,12aS)-7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide, monohydrochloride
CAS Number
64-73-3
Synonyms
  • Demethylchlortetracycline
  • Demethyltetracycline
Molecular Formula
C21H21ClN2O8 • HCl
Formula Weight
501.3
Purity
≥90%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1.4 mg/mLDMSO: 1 mg/mLPBS (pH 7.2): 3.3 mg/mL
λmax
229, 266, 369 nm
SMILES
O[C@H](C1=C(C2=O)C(O)=CC=C1Cl)[C@]3([H])C2=C(O)[C@@](C(C(C(N)=O)=C(O)[C@H]4N(C)C)=O)(O)[C@@]4([H])C3.Cl
InChi Code
InChI=1S/C21H21ClN2O8.ClH/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;/h3-4,6-7,14-15,25-26,28-29,32H,5H2,1-2H3,(H2,23,31);1H/t6-,7-,14-,15-,21-;/m0./s1
InChi Key
GVSJQNRGSCOSNJ-KBHRXELFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    500 mg

    $95

    Add

    1 g

    $123

    Add
    Cayman Chemical
    Neutrophil Biology Wall Poster

    Explore how neutrophils shape the immune response in health and disease. This poster highlights neutrophil pathogen defense mechanisms, including phagocytosis, degranulation, and NETosis, as well as neutrophil roles in inflammation and NET-associated pathologies.

    DOWNLOAD NOW
    Product Description

    Demeclocycline is a broad-spectrum tetracycline antibiotic produced by S. aureofaciens.1 It has antimicrobial activity against ~3,200 pathogenic Gram-positive and Gram-negative bacteria in vitro that is 2-fold greater than that of tetracycline (Item No. 14328). The bactericidal action of demeclocycline is comparable to that of chlortetracycline but the duration of action is longer due to its resistance to degradation by acids or alkalis. It is effective against S. pyogenes and K. pneumoniae infections in vivo when administered orally or subcutaneously in mice. Demeclocycline decreases aquaporin 2 (AQP2) water channel gene transcription and protein abundance in mpkCCD murine collecting duct cells in a dose-dependent manner.2 It also increases urine volume, decreases urine osmolity, and increases fractional excretion of water in a rat model of hyponatremia. Formulations containing demeclocycline have been used to treat hyponatremia due to syndrome of inappropriate antidiuretic hormone secretion (SIADH) and as endodontic antibiotics to prevent infection following root canal procedures.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Finland, M., and Garrod, L.P. Demethylchlortetracycline. Br. Med. J. 2(5204), 959-963 (1960).

    2. Kortenoeven, M.L.A., Sinke, A.P., Hadrup, N., et al. Demeclocycline attenuates hyponatremia by reducing aquaporin-2 expression in the renal inner medulla. Am. J. Physiol. Renal Physiol. 305(12), F1705-F1718 (2013).

    3. Athanassiadis, B., Abbott, P.V., George, N., et al. An in vitro study of the antimicrobial activity of some endodontic medicaments and their bases using an agar well diffusion assay. Aust. Dent. J. 54(2), 141-146 (2009).

    4. Grant, P., Ayuk, J., Bouloux, P.-M., et al. The diagnosis and management of inpatient hyponatraemia and SIADH. Eur. J. Clin. Invest. 45(8), 888-894 (2015).