Incyclinide

Incyclinide
Clinical data
Trade names	Metastat (proposed)
ATC code	none;
Legal status
Legal status	Abandoned?;
Identifiers
	IUPAC name (4aS,5aR,12aS)-3,10,12,12a-Tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydronaphthacen-2-carboxamide;
CAS Number	15866-90-7;
PubChem CID	54678924;
ChemSpider	28530521;
UNII	21G64WZQ4I;
KEGG	D04519;
ChEMBL	ChEMBL2104970;
Chemical and physical data
Formula	C19H17NO7
Molar mass	371.345 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c1cc2c(c(c1)O)C(=O)C3=C([C@]4([C@@H](C[C@@H]3C2)CC(=C(C4=O)C(=O)N)O)O)O;
	InChI InChI=1S/C19H17NO7/c20-18(26)14-11(22)6-9-5-8-4-7-2-1-3-10(21)12(7)15(23)13(8)16(24)19(9,27)17(14)25/h1-3,8-9,21-22,24,27H,4-6H2,(H2,20,26)/t8-,9-,19-/m0/s1; Key:ZXFCRFYULUUSDW-OWXODZSWSA-N;

Incyclinide (proposed trade name Metastat) is a chemically modified tetracycline antibiotic that was investigated in clinical trials for the treatment of rosacea,^[1] various tumours, allergic and inflammatory diseases and a number of other conditions. The drug has no antibiotic properties.^[2]^[3]^[4]

Mechanism of action

Like other tetracyclines, incyclinide inhibits matrix metalloproteinases.^[2]

References

^ Reuters: CollaGenex says incyclinide ineffective for rosacea
^ ^a ^b Viera, MH, Perez, OA, Berman, B. "Incyclinide". Drugs of the Future. 32 (3): 209–214.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ H. Spreitzer (2 July 2007). "Neue Wirkstoffe - Incyclinid". Österreichische Apothekerzeitung (in German) (14/2007): 655.
^ ClinicalTrials.gov: Incyclinide

This pharmacology-related article is a stub. You can help Wikipedia by expanding it.

[Reuters-1] Reuters: CollaGenex says incyclinide ineffective for rosacea

[DrugsFuture-2] Viera, MH, Perez, OA, Berman, B. "Incyclinide". Drugs of the Future. 32 (3): 209–214.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[Spreitzer-3] H. Spreitzer (2 July 2007). "Neue Wirkstoffe - Incyclinid". Österreichische Apothekerzeitung (in German) (14/2007): 655.

[clinicaltrials-4] ClinicalTrials.gov: Incyclinide

[1]

[2]

[3]

[4]