Dimetofrine

Dimetofrine (INNTooltip International Nonproprietary Name), also known as dimethophrine or dimetophrine and sold under the brand names Dovida, Pressamina, and Superten, is a medication described as a sympathomimetic, vasoconstrictor, and cardiac stimulant.^[2][3][4] It is said to be similarly or less effective than midodrine in the treatment of orthostatic hypotension and shows substantially lower potency.^[5][1]

Trade namesDovida, Pressamina, Superten

Other namesDimethophrine; Dimetrophine; Dimethofrine; DMP; SM-14; 3,5-Dimethoxy-4,β-dihydroxy-N-methylphenethylamine; β-Hydroxy-N-methyl-4-O-desmethylmescaline

Routes of
administrationOral^[1]

Drug classα₁-Adrenergic receptor agonist; Antihypotensive agent; Vasopressor

Quick facts Clinical data, Trade names ...

Dimetofrine

Clinical data
Trade names	Dovida, Pressamina, Superten
Other names	Dimethophrine; Dimetrophine; Dimethofrine; DMP; SM-14; 3,5-Dimethoxy-4,β-dihydroxy-N-methylphenethylamine; β-Hydroxy-N-methyl-4-O-desmethylmescaline
Routes of administration	Oral[1]
Drug class	α1-Adrenergic receptor agonist; Antihypotensive agent; Vasopressor
ATC code	C01CA12 (WHO)
Identifiers
IUPAC name (RS)-4-[1-Hydroxy-2-(methylamino)ethyl]-2,6-dimethoxyphenol
CAS Number	22950-29-4 Y
PubChem CID	31513
DrugBank	DB13494 Y
ChemSpider	29227 Y
UNII	BOM1J10QQM
KEGG	D07149 Y
ChEBI	CHEBI:134932
ChEMBL	ChEMBL2105040
CompTox Dashboard (EPA)	DTXSID60865076
ECHA InfoCard	100.041.210
Chemical and physical data
Formula	C11H17NO4
Molar mass	227.260 g·mol−1
3D model (JSmol)	Interactive image
SMILES O(c1cc(cc(OC)c1O)C(O)CNC)C
InChI InChI=1S/C11H17NO4/c1-12-6-8(13)7-4-9(15-2)11(14)10(5-7)16-3/h4-5,8,12-14H,6H2,1-3H3 Y Key:ZKGDBJAHIIXDDW-UHFFFAOYSA-N Y
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The drug is a selective α₁-adrenergic receptor agonist^[6] but is also said to have β-adrenergic receptor agonist activity.^[1] It is a substituted phenethylamine and is also known as 3,5-dimethoxy-4,β-dihydroxy-N-methylphenethylamine.^[2] Its chemical structure is similar to that of desglymidodrine (2,5-dimethoxy-β-hydroxyphenethylamine), the active metabolite of midodrine.^[5]

Dimetofrine remained marketed only in Italy in 2000.^[3]