Eprobemide

Eprobemide
Clinical data
Trade names	Befol (RU)
Other names	Befol
Routes of; administration	Oral
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name 4-Chloro-N-[3-(4-morpholinyl)propyl]benzamide;
CAS Number	87940-60-1;
PubChem CID	65659;
ChemSpider	59094;
UNII	URX5F7RDER;
ChEMBL	ChEMBL2104298;
CompTox Dashboard (EPA)	DTXSID3046409 ;
Chemical and physical data
Formula	C14H19ClN2O2
Molar mass	282.77 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1COCCN1CCCNC(=O)C2=CC=C(C=C2)Cl;
	InChI InChI=1S/C14H19ClN2O2/c15-13-4-2-12(3-5-13)14(18)16-6-1-7-17-8-10-19-11-9-17/h2-5H,1,6-11H2,(H,16,18); Key:YYFGRAGNYHYWEZ-UHFFFAOYSA-N;

Eprobemide (INN) is a pharmaceutical drug that was used as an antidepressant in Russia (under the brand name Бефол/Befol).[1] It is a non-competitive reversible inhibitor of monoamine oxidase A[2][3] that exhibits selective action on serotonin deamination.[4] Eprobemide differs from moclobemide only in the linker that connects the morpholine fragment with the chlorobenzamide — moclobemide has two carbon atoms while eprobemide has three. Its registration was cancelled on December 30, 2003.[5]

References

Ganellin CR, Triggle DJ (1996). Dictionary of Pharmacological Agents. Vol. 3. p. 811. ISBN 978-0412466304.
Gol'dina OA, Moskvitina TA, Gankina EM, Kirkel' AZ, Kamyshanskaia NS, Lopatina KI, et al. (March 1991). "[The action of befol and its derivatives on monoamine oxidase of different origins]". Biulleten' Eksperimental'noi Biologii I Meditsiny. 111 (3): 279–80. PMID 2054504.
Donskaya NS, Antonkina OA, Glukhan EN, Smirnov SK (2004-07-01). "Antidepressant Befol Synthesized Via Interaction of 4-Chloro-N-(3-chloropropyl)benzamide with Morpholine". Pharmaceutical Chemistry Journal. 0091-150X. 38 (7): 381–384. doi:10.1023/B:PHAC.0000048439.38383.5f. S2CID 29121452.
"Eprobemide". ChemIDplus.
"Befol". 4DOKTOR.RU Drug Information Handbook (in Russian). Retrieved 4 February 2014.

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[1] Ganellin CR, Triggle DJ (1996). Dictionary of Pharmacological Agents. Vol. 3. p. 811. ISBN 978-0412466304.

[2] Gol'dina OA, Moskvitina TA, Gankina EM, Kirkel' AZ, Kamyshanskaia NS, Lopatina KI, et al. (March 1991). "[The action of befol and its derivatives on monoamine oxidase of different origins]". Biulleten' Eksperimental'noi Biologii I Meditsiny. 111 (3): 279–80. PMID 2054504.

[3] Donskaya NS, Antonkina OA, Glukhan EN, Smirnov SK (2004-07-01). "Antidepressant Befol Synthesized Via Interaction of 4-Chloro-N-(3-chloropropyl)benzamide with Morpholine". Pharmaceutical Chemistry Journal. 0091-150X. 38 (7): 381–384. doi:10.1023/B:PHAC.0000048439.38383.5f. S2CID 29121452.

[4] "Eprobemide". ChemIDplus.

[5] "Befol". 4DOKTOR.RU Drug Information Handbook (in Russian). Retrieved 4 February 2014.