Meclocycline

Meclocycline
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
ATC code	D10AF04 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name (2E,4S,4aR,5S,5aR,12aS)-2-[Amino(hydroxy)methylene]-7-chloro-4-(dimethylamino)-5,10,11,12a-tetrahydroxy-6-methylene-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione;
CAS Number	2013-58-3 ;
PubChem CID	54676539;
ChemSpider	16735890 ;
UNII	23Q8M2HE6S;
KEGG	D02476 ;
ChEMBL	ChEMBL1237124 ;
CompTox Dashboard (EPA)	DTXSID4048567 ;
ECHA InfoCard	100.016.309
Chemical and physical data
Formula	C22H21ClN2O8
Molar mass	476.87 g·mol−1
3D model (JSmol)	Interactive image;
	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;
	InChI InChI=1S/C22H21ClN2O8/c1-6-9-7(23)4-5-8(26)11(9)16(27)12-10(6)17(28)14-15(25(2)3)18(29)13(21(24)32)20(31)22(14,33)19(12)30/h4-5,10,14-15,17,26,28-30,33H,1H2,2-3H3,(H2,24,32)/t10-,14-,15+,17+,22+/m1/s1 ; Key:GGQJXCQBBONZFX-IWVLMIASSA-N ;
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Meclocycline (INN) is a tetracycline antibiotic.^[1] It is used topically (i.e. for skin infections)^[2] 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.^[3] It was previously sold in the United States by Pfizer under the brand name Meclan.^[4]

References

^ "Meclocycline sulfosalicylate". PubChem. U.S. National Library of Medicine. Retrieved 3 January 2019.
^ Gelmetti C (2008). "Local antibiotics in dermatology". Dermatologic Therapy. 21 (3): 187–95. doi:10.1111/j.1529-8019.2008.00190.x. PMID 18564249.
^ "Orange Book: Approved Drug Products with Therapeutic Equivalence Evaluations". www.accessdata.fda.gov. Archived from the original on August 4, 2020. Retrieved 3 January 2019.
^ "MECLAN Drugs@FDA: FDA-Approved Drugs". www.accessdata.fda.gov. United States Food and Drug Administration. 11 August 2022. Archived from the original on September 16, 2024. Retrieved 2022-08-11.

[1] "Meclocycline sulfosalicylate". PubChem. U.S. National Library of Medicine. Retrieved 3 January 2019.

[pmid18564249-2] Gelmetti C (2008). "Local antibiotics in dermatology". Dermatologic Therapy. 21 (3): 187–95. doi:10.1111/j.1529-8019.2008.00190.x. PMID 18564249.

[3] "Orange Book: Approved Drug Products with Therapeutic Equivalence Evaluations". www.accessdata.fda.gov. Archived from the original on August 4, 2020. Retrieved 3 January 2019.

[4] "MECLAN Drugs@FDA: FDA-Approved Drugs". www.accessdata.fda.gov. United States Food and Drug Administration. 11 August 2022. Archived from the original on September 16, 2024. Retrieved 2022-08-11.

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