Chemical compound
Lymecycline Trade names Tetralysal AHFS /Drugs.com International Drug Names Routes of administration By mouth ATC code Legal status
AU : S4 (Prescription only)
Bioavailability 100% (oral) Elimination half-life 10 hours Excretion Kidney
(2S )-6-[[[(Z )-[(4S ,4aS ,5aS ,6S ,12aS ) -4-(Dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-1,3,12-trioxo-4,4a,5,5a-tetrahydrotetracen-2-ylidene]-hydroxymethyl]amino]methylamino]-2-aminohexanoic acid
CAS Number PubChem CID DrugBank ChemSpider UNII KEGG CompTox Dashboard (EPA ) ECHA InfoCard 100.012.357 Formula C 29 H 38 N 4 O 10 Molar mass 602.641 g·mol−1 3D model (JSmol )
C[C@@]1([C@H]2C[C@H]3[C@@H](C(=C(C(=O)[C@]3(C(=C2C(=O)C4=C1C=CC=C4O)O)O)C(=O)NCNCCCC[C@@H](C(=O)O)N)O)N(C)C)O
InChI=1S/C29H38N4O10/c1-28(42)13-7-6-9-17(34)18(13)22(35)19-14(28)11-15-21(33(2)3)23(36)20(25(38)29(15,43)24(19)37)26(39)32-12-31-10-5-4-8-16(30)27(40)41/h6-7,9,14-16,21,31,34,36-37,42-43H,4-5,8,10-12,30H2,1-3H3,(H,32,39)(H,40,41)/t14-,15-,16-,21-,28+,29-/m0/s1
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Lymecycline is a tetracycline broad-spectrum antibiotic . It is approximately 5,000 times more soluble than tetracycline base and is unique amongst tetracyclines in that it is absorbed by an active transport process across the intestinal wall, making use of the same fast and efficient mechanism by which carbohydrates are absorbed.[ 1]
The greater absorption of lymecycline allows for lower dosages to be used; the standard dose of 408 mg is equivalent to 300 mg tetracycline base and, in its action, to 500 mg tetracycline hydrochloride. Lymecycline, unlike tetracycline hydrochloride, is soluble at all physiological pH values.[citation needed ]
History
Lymecycline was introduced by Farmitalia in 1963.[citation needed ]
Indications
Lymecycline, like other tetracyclines, is used to treat a range of infections.
Acne
Its better absorption profile makes it preferable to tetracycline for moderately severe acne and typically prescribed for 8 weeks at a time, but alternatives should be sought if no improvement occurs by 3 months.[ 2]
Lymecycline capsules
Side effects
Lymecycline's side effects can include rash , headache , diarrhoea , nausea , vomiting , dermatitis , inflammation of the liver, hypersensitive reactions , and visual disturbances . When taken for a long period of time, it can cause reflux oesophagitis .[ 3] Recently, the family of tetracycline antibiotics has been associated with thyroid dysfunction in youth.[ 4]
See also
References