Racefemine

Racefemine (INNTooltip International Nonproprietary Name), sold under the brand names Dysmalgine and Evalgin, is a uterine spasmolytic and muscle relaxant of the amphetamine family.^{[1][2][3][4][5]} It is the racemic threo form of dextrofemine.^[1][3] The drug acts as a β-adrenergic receptor agonist and sympathomimetic.^[6] It appears to no longer be marketed.^[7][8] Other tocolytics with similar chemical structures as phenethylamines or amphetamines include bedoradrine, buphenine, fenoterol, hexoprenaline, isoxsuprine, ritodrine, and terbutaline.^[6][1]

Racefemine

Clinical data
Trade names	Dysmalgine, Evalgin
Other names	N-(1-Methyl-2-phenoxyethyl)amphetamine; CB-3697; Racephemine
Drug class	β-Adrenergic receptor agonist; Tocolytic
Identifiers
IUPAC name N-(1-phenoxypropan-2-yl)-1-phenylpropan-2-amine
CAS Number	22232-57-1
PubChem CID	71879
ChemSpider	64895
UNII	GFK50B8Y78
ChEBI	CHEBI:135109
ChEMBL	ChEMBL2106250
Chemical and physical data
Formula	C18H23NO
Molar mass	269.388 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(CC1=CC=CC=C1)NC(C)COC2=CC=CC=C2
InChI InChI=1S/C18H23NO/c1-15(13-17-9-5-3-6-10-17)19-16(2)14-20-18-11-7-4-8-12-18/h3-12,15-16,19H,13-14H2,1-2H3 Key:URCIJDUOBBSMII-UHFFFAOYSA-N