R13 (drug)

R13
Clinical data
Other names	4-Oxo-2-phenyl-4H-chromene-7,8-diyl bis(methylcarbamate)
Routes of; administration	By mouth
Pharmacokinetic data
Metabolites	Tropoflavin
Identifiers
	IUPAC name [8-(Methylcarbamoyloxy)-4-oxo-2-phenylchromen-7-yl] N-methylcarbamate;
CAS Number	1609067-49-3 ;
PubChem CID	90117609;
UNII	OGG19T0LU2;
Chemical and physical data
Formula	C19H16N2O6
Molar mass	368.345 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CNC(=O)OC1=C(C2=C(C=C1)C(=O)C=C(O2)C3=CC=CC=C3)OC(=O)NC;
	InChI InChI=1S/C19H16N2O6/c1-20-18(23)26-14-9-8-12-13(22)10-15(11-6-4-3-5-7-11)25-16(12)17(14)27-19(24)21-2/h3-10H,1-2H3,(H,20,23)(H,21,24); Key:NWWRHMSYZTWUBD-UHFFFAOYSA-N;

R13 is a small-molecule flavonoid and orally active, potent, and selective agonist of the tropomyosin receptor kinase B (TrkB) – the main signaling receptor for the neurotrophin brain-derived neurotrophic factor (BDNF) – which is under development for the potential treatment of Alzheimer's disease.^[1]^[2] It is a structural modification and prodrug of tropoflavin (7,8-DHF) with improved potency and pharmacokinetics, namely oral bioavailability and duration.^[1] The compound is a replacement for the earlier tropoflavin prodrug R7 and has similar properties to it.^[1]^[3] It was developed because while R7 displayed a good drug profile in animal studies, it showed almost no conversion into tropoflavin in human liver microsomes.^[1] In contrast to R7, R13 is readily hydrolyzed into tropoflavin in human liver microsomes.^[1]