Tiflucarbine

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Pharmaceutical compound

Tiflucarbine
Identifiers

IUPAC name 9-Ethyl-4-fluoro-1-methyl-7,8,9,10-tetrahydro-6H-pyrido[4,3-b]thieno[3,2-e]indole
CAS Number	89875-86-5
PubChemCID	65677
ChemSpider	59106
UNII	M2108NUY0C
ChEMBL	ChEMBL2104715
CompTox Dashboard(EPA)	DTXSID90237924
Chemical and physical data
Formula	C₁₆H₁₇FN₂S
Molar mass	288.38 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCN1CCC2=C(C1)C3=C4C(=CSC4=C(C=C3N2)F)C
InChI InChI=1S/C16H17FN2S/c1-3-19-5-4-12-10(7-19)15-13(18-12)6-11(17)16-14(15)9(2)8-20-16/h6,8,18H,3-5,7H2,1-2H3 Key:BNKIWXODDDABSJ-UHFFFAOYSA-N

Tiflucarbine (BAY-P 4495) is an experimental drug which acts as anagonist of the 5-HT₁ and 5-HT₂serotonin receptor families, and also acts as acalmodulin inhibitor. It hasantidepressant effects in animal studies.^[1]^[2]^[3]^[4] It is similar instructure to but distinct fromβ-carbolines.

References

^Maj J, Rogóz Z, Sowińska H, Zalewski Z (1987). "Some central effects of tiflucarbine, a new potential antidepressant drug".Polish Journal of Pharmacology and Pharmacy.39 (1):63–74.PMID 2823240.
^Glennon RA, De Vry J, Spencer DG, Glaser T (December 1990). "Stimulus properties of tiflucarbine: a novel antidepressant agent".Pharmacology, Biochemistry, and Behavior.37 (4):769–771.doi:10.1016/0091-3057(90)90561-u.PMID 2151199.
^Schmidt BH, Glaser T, Seidel PR, Traber J (December 1990). "Evidence for a specific recognition site for tiflucarbine on calmodulin".European Journal of Pharmacology.189 (6):411–418.doi:10.1016/0922-4106(90)90039-z.PMID 1963605.
^Hegemann L, Fruchtmann R, Bonnekoh B, Schmidt BH, Traber J, Mahrle G, et al. (1991). "Effects of tiflucarbine as a dual protein kinase C/calmodulin antagonist on proliferation of human keratinocytes and release of reactive oxygen species from human leukocytes".Archives of Dermatological Research.283 (7):456–460.doi:10.1007/BF00371782.PMID 1801655.

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