| Identification | Back Directory | [Name]
MECLOCYCLINE SULFOSALICYLATE SALT | [CAS]
73816-42-9 | [Synonyms]
Meclan
Meclutin
Mecloderm
Meclosorb
Meclan Cream
Unii-46vza7rx2b
Einecs 277-614-2
5-Sulfosalicylate
MECLOCYLINESULFOSALICYLATE
FYSVKUUNXYGFLA-CCHMMTNSSA-N
meclocycline sulfosalicylate
Meclocycline 5-sulfosalicylate
MECLOCYCLINE SULFOSALICYLATE SALT
Meclocycline Sulfosalicylate (300 mg)
(4S,4aR,5S,12aS)-7-chloro-4-(diMethylaMino)-3,5,10,12,12a-pentahydroxy-6-Methylene-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxaMide 2-hydroxy-5-sulfobenzoate
2-Naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4A,5,5A,6,11,12A-octahydro-3,5,10,12,12A-pentahydroxy-6-methylene-1,11-dioxo-, (4S-(4alpha,4aalpha,5alpha,5aalpha,12aalpha))-, mono(2-hydroxy-5-sulfobenzoate) (salt)
Benzoic acid, 2-hydroxy-5-sulfo-, compd. with (4S-(4alpha,4aalpha,5alpha,5aalpha,12aalpha))-7-chloro-4-(dimethylamino)-1,4,4A,5,5A,6,11,12A-octahydro-3,5,10,12,12A-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacenecarboxamide (1:1)
Benzoic acid, 2-hydroxy-5-sulfo-, compd. with [4S-(4alpha,4aalpha,5alpha,5aalpha,12aalpha)]-7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacenecarboxamide (1:1) | [EINECS(EC#)]
277-614-2 | [Molecular Formula]
C29H27ClN2O14S | [MDL Number]
MFCD00082372 | [MOL File]
73816-42-9.mol | [Molecular Weight]
695.05 |
| Chemical Properties | Back Directory | [Melting point ]
>193°C (dec.) | [storage temp. ]
Hygroscopic, -20°C Freezer, Under inert atmosphere | [solubility ]
methanol: soluble10ML, clear, very dark yellow (200 mg + 10 mL MeOH) | [form ]
Solid | [color ]
yellow-green powder | [Stability:]
Hygroscopic | [Major Application]
pharmaceutical (small molecule) | [InChIKey]
FYSVKUUNXYGFLA-FRGFDCQGSA-N | [SMILES]
OC(=O)c1cc(ccc1O)S(O)(=O)=O.CN(C)[C@H]2[C@@H]3[C@@H](O)C4C(=C)c5c(Cl)ccc(O)c5C(=O)C4=C(O)[C@]3(O)C(=O)C(C(N)=O)=C2O |
| Hazard Information | Back Directory | [Uses]
Antibacterial;Antibacterial | [Uses]
Meclocycline is a tetracycline antibiotic that is topically used for skin infections and irritations. | [Uses]
Meclocycline Sulfosalicylate Salt is a salt prepared from demeclocycline taking advantage of the basic dimethylamino group which protonates and readily forms a salt in solution with 2-hydroxy-3-carboxybenenesulphonic acid. Like all tetracyclines, meclocycline shows broad spectrum antibacterial and antiprotozoan activity and acts by binding to the 30S and 50S ribosomal sub-units, blocking protein synthesis. The unusual complex counter-ion is likely to add an antiseptic component to the use of the compound for skin infections.
| [Brand name]
Meclan (Johnson & Johnson). | [General Description]
Meclocycline, 7-chloro-6-deoxy-6-demethyl-6-methylene-5-oxytetracycline sulfosalicylate (Meclan), is a semisyntheticderivative prepared from oxytetracycline.Although meclocycline has been used in Europe for manyyears, it became available only relatively recently in theUnited States for a single therapeutic indication, the treatmentof acne. It is available as the sulfosalicylate salt in a1% cream.
Meclocycline sulfosalicylate is a bright yellow, crystallinepowder that is slightly soluble in water and insolublein organic solvents. It is light sensitive and should be storedin light-resistant containers. | [IC 50]
Tetracycline |
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