demeclocycline demeclocycline demeclocycline (inn, ban, usan, brand name declomycin) is a tetracycline antibiotic which was derived from a mutant strain of streptomyces aureofaciens. demeclocyclineclinical datatrade namesdeclomycinother namesrp-10192, demethylchlortetracyclineahfs/drugs.commonographmedlineplusa682103routes ofadministrationoralatc coded06aa01 (who) j01aa01 (who)legal statuslegal status in general: ℞ (prescription only) pharmacokinetic databioavailability60–80%protein binding41–50%metabolismhepaticelimination half-life10–17 hoursexcretionrenalidentifiers iupac name (2e,4s,4as,5as,6s,12as)-2--7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-1,2,3,4,4a,5,5a,6,12,12a-decahydrotetracene-1,3,12-trione cas number127-33-3 y 64-73-3 (hcl)pubchem cid54680690drugbankdb00618 ychemspider10482117 yunii5r5w9ici6okeggd03680 ychebichebi:4392 ychemblchembl1591 ycomptox dashboard (epa)dtxsid1022893 echa infocard100.004.396 chemical and physical dataformulac21h21cln2o8molar mass464.86 g·mol−13d model (jsmol)interactive image smiles nc(=o)c1c(=o)2(o)c(o)=c3c(=o)c4c(o)ccc(cl)c4(o)3c2c(c=1o)n(c)c 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/h3-4,6-7,14-15,25-26,28-29,32h,5h2,1-2h3,(h2,23,31)/t6-,7-,14-,15-,21-/m0/s1 ykey:fmtdiuiblcqgjb-seyhbjafsa-n y (verify) uses demeclocycline is officially indicated for the treatment of various types of bacterial infections. it is used as an antibiotic in the treatment of lyme disease, acne, and bronchitis. resistance, though, is gradually becoming more common, and demeclocycline is now rarely used for treatment of infections. it is widely used (though off-label in many countries including the united states) in the treatment of hyponatremia (low blood sodium concentration) due to the syndrome of inappropriate antidiuretic hormone (siadh) when fluid restriction alone has been ineffective. physiologically, this works by reducing the responsiveness of the collecting tubule cells to adh. the use in siadh actually relies on a side effect; demeclocycline induces nephrogenic diabetes insipidus (dehydration due to the inability to concentrate urine). the use of demeclocycline in siadh was first reported in 1975, and, in 1978, a larger study found it to be more effective and better tolerated than lithium carbonate, the only available treatment at the time. demeclocycline used to be the drug of choice for treating siadh. meanwhile it might be superseded, now that vasopressin receptor antagonists, such as tolvaptan, became available. contraindications like other tetracyclines, demeclocycline is contraindicated in children and pregnant or nursing women. all members of this class interfere with bone development and may discolour teeth. side effects and interactions these are similar to those of other tetracyclines. skin reactions with sunlight have been reported. like only few other known tetracycline derivatives, demeclocycline causes nephrogenic diabetes insipidus. furthermore demeclocycline might have psychotropic side effects similar to lithium. tetracyclines bind to cations, such as calcium, iron (when given orally), and magnesium, rendering them insoluble and inadsorbable for the gastrointestinal tract. demeclocycline should not be taken with food (particularly milk and other dairy products) or antacids. mechanism of action as with related tetracycline antibiotics, demeclocycline acts by binding to the 30s ribosomal subunit to inhibit binding of aminoacyl trna which impairs protein synthesis by bacteria. it is bacteriostatic (it impairs bacterial growth, but does not kill bacteria directly). demeclocycline inhibits the renal action of antidiuretic hormone by interfering with the intracellular second messenger cascade (specifically, inhibiting adenylyl cyclase activation) after the hormone binds to vasopressin v2 receptors in the kidney. exactly how demeclocycline does this has yet to be elucidated, however. brand names brand names include declomycin, declostatin, ledermycin, bioterciclin, deganol, deteclo, detravis, meciclin, mexocine, and clortetrin.