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meclocycline
Sign in to saveMeclocycline (INN) is a tetracycline antibiotic. It is used topically (i.e. for skin infections) as it is totally insoluble in water and may cause liver and kidney damage if given systemically.
Chemical data
- Formula
- C22H21ClN2O8
- Molecular weight
- 476.9 g/mol
- IUPAC name
- (2E,4S,4aR,5S,5aR,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-5,10,11,12a-tetrahydroxy-6-methylidene-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione
- SMILES
- CN(C)[C@H]1[C@@H]2[C@H]([C@@H]3C(=C)C4=C(C=CC(=C4C(=C3C(=O)[C@@]2(C(=O)/C(=C(\N)/O)/C1=O)O)O)O)Cl)O
- InChIKey
- SEPIRJBAIBYOSG-IGVRTFPHSA-N
- XLogP
- 0.4
- Polar surface area
- 182 Ų
- H-bond donors
- 6
- H-bond acceptors
- 10
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- acne
via ChEMBL · EBI
Research
41 papers- Topical meclocycline sulfosalicylate, benzoyl peroxide, and a combination of the two in the treatment of acne vulgaris.Acta dermato-venereologica · 1991
- Determination of meclocycline, a tetracycline analogue, in cream formulations by liquid chromatography.Journal of pharmaceutical sciences · 1984
- Meclocycline sulfosalicylate. Topical antibiotic agent for the treatment of acne vulgaris.Cutis · 1981
- 13C-NMR spectroscopy of three tetracycline antibiotics: minocycline hydrochloride, meclocycline, and rolitetracycline.Journal of pharmaceutical sciences · 1980
- Hematic levels of meclocycline in adults treated with meclocycline ointment.Antibiotica · 1972
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 476.0986
Show 5 more facts
- chemical formula
- C₂₂H₂₁ClN₂O₈
- canonical SMILES
- CN(C)C1C2C(C3C(=C)C4=C(C=CC(=C4C(=O)C3=C(C2(C(=O)C(=C1O)C(=O)N)O)O)O)Cl)O
- isomeric SMILES
- CN(C)[C@H]1[C@@H]2[C@H]([C@@H]3C(=C)C4=C(C=CC(=C4C(=O)C3=C([C@@]2(C(=O)C(=C1O)C(=O)N)O)O)O)Cl)O
- subject has role
- antibiotic
- Commons category
- Meclocycline
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Meclocycline (INN) is a tetracycline antibiotic. It is used topically (i.e. for skin infections) as it is totally insoluble in water and may cause liver and kidney damage if given systemically.
Its production for medical use has been discontinued. It was previously sold in the United States by Pfizer under the brand name Meclan.
Excerpted from Wikipedia’s “meclocycline” article, available under the CC BY-SA 4.0 licence.