Elfazepam

Elfazepam

Systematic (IUPAC) name
7-Chloro-1-(2-ethylsulfonylethyl)-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one
Identifiers
CAS Number	52042-01-0
ATC code	none
PubChem	CID 65445
ChemSpider	58907
UNII	RM53R5R2BL
Chemical data
Formula	C19H18ClFN2O3S
Molar mass	408.87
SMILES O=S(CC)(CCN1C(CN=C(C2=CC=CC=C2F)C3=C1C=CC(Cl)=C3)=O)=O
InChI InChI=1S/C19H18ClFN2O3S/c1-2-27(25,26)10-9-23-17-8-7-13(20)11-15(17)19(22-12-18(23)24)14-5-3-4-6-16(14)21/h3-8,11H,2,9-10,12H2,1H3 Key:BSPSXMXQKZZNFP-UHFFFAOYSA-N
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Elfazepam^[1] is a drug which is a benzodiazepine derivative.^[2] Presumably it has sedative and anxiolytic actions like those of other benzodiazepines.

It has appetite stimulating properties in animals.^[3][4] The mechanism for increasing feed intake is not clear and has been subject of investigation.^[5] It has been found that elfazepam suppresses gastric acid secretion.^[6]

Synthesis

Elfazepam synthesis: U.S. Patent 4,010,154

Benzophenone derivative 1 is reacted with a glycine equvalent masked as an oxazolidine-2,5-dione.

References

1. U.S. Patent 4,010,154
2. Psychotropics.dk
3. Baile, CA.; McLaughlin, CL. (Nov 1979). "A review of the behavioral and physiological responses to elfazepam, a chemical feed intake stimulant.". J Anim Sci 49 (5): 1371–95. PMID 396294.
4. Baile, CA.; Naylor, J.; McLaughlin, CL.; Catanzaro, CA. (Aug 1981). "Endotoxin-elicited fever and anorexia and elfazepam-stimulated feeding in sheep.". Physiol Behav 27 (2): 271–7. doi:10.1016/0031-9384(81)90269-9. PMID 7029576.
5. Keim, DA.; Baile, CA.; Bolton, JR.; Wangsness, PJ.; Della Fera, MA. (Jan 1979). "Abomasal function following injections of elfazepam and 9-aza-cannabinol.". Pharmacol Biochem Behav 10 (1): 63–70. doi:10.1016/0091-3057(79)90170-9. PMID 35793.
6. Van Den Broek, GW.; Robertson, J.; Keim, DA.; Baile, CA. (Jul 1979). "Feeding and depression of abomasal secretion in sheep elicited by elfazepam and 9-aza-cannabinol.". Pharmacol Biochem Behav 11 (1): 51–6. doi:10.1016/0091-3057(79)90296-x. PMID 493298.