41X

(2R)-2-[(R)-(2-ethoxyphenoxy)(phenyl)methyl]morpholine

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Chemical Component Summary
Name	(2R)-2-[(R)-(2-ethoxyphenoxy)(phenyl)methyl]morpholine
Synonyms	Reboxetine
Identifiers	(2R)-2-[(R)-(2-ethoxyphenoxy)-phenyl-methyl]morpholine
Formula	C₁₉ H₂₃ N O₃
Molecular Weight	313.391
Type	NON-POLYMER
Isomeric SMILES	CCOc1ccccc1O[C@H](c2ccccc2)[C@H]3CNCCO3
InChI	InChI=1S/C19H23NO3/c1-2-21-16-10-6-7-11-17(16)23-19(15-8-4-3-5-9-15)18-14-20-12-13-22-18/h3-11,18-20H,2,12-14H2,1H3/t18-,19-/m1/s1
InChIKey	CBQGYUDMJHNJBX-RTBURBONSA-N

Chemical Details
Formal Charge	0
Atom Count	46
Chiral Atom Count	2
Bond Count	48
Aromatic Bond Count	12

Drug Info: DrugBank

DrugBank ID	DB00234
Name	Reboxetine
Groups	approved experimental
Description	Reboxetine is an antidepressant drug used in the treatment of clinical depression, panic disorder and ADD/ADHD. Its mesylate (i.e. methanesulfonate) salt is sold under tradenames including Edronax, Norebox, Prolift, Solvex, Davedax or Vestra. Reboxetine has two chiral centers, but it only exists as two enantiomers, (R,R)-(-)- and (S,S)-(+)-reboxetine.
Synonyms	Reboxetine Reboxetine mesilate Reboxetina
Indication	For the treatment of clinical depression.
Categories	Adrenergic Agents Adrenergic Uptake Inhibitors Antidepressive Agents Central Nervous System Agents Central Nervous System Depressants Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (weak) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Membrane Transport Modulators Morpholines Nervous System Neurotransmitter Agents Neurotransmitter Uptake Inhibitors Oxazines P-glycoprotein inhibitors Psychoanaleptics Psychotropic Drugs
ATC-Code	N06AX18
CAS number	71620-89-8

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Sodium-dependent noradrenaline transporter	MLLARMNPQVQPENNGADTGPEQPLRARKTAELLVVKERNGVQCLLAPRD...	unknown	inhibitor
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	substrate,inhibitor
Cytochrome P450 2D6	MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...	unknown	inhibitor
P-glycoprotein 1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	inhibitor

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682