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Details

Stereochemistry RACEMIC
Molecular Formula C11H17NO4
Molecular Weight 227.257
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIMETOFRINE

SMILES

CNCC(O)C1=CC(OC)=C(O)C(OC)=C1

InChI

InChIKey=ZKGDBJAHIIXDDW-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C11H17NO4
Molecular Weight 227.257
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Dimetofrine is a selective agonist of post-synaptic a1-adrenergic receptors. The drug was investigated as a cardiostimulant to treat orthostatic hypotension. Clinical investigation showed that dimetofrine relieves asthenia, paleness, drowsiness, fatigue, headache and other symptoms associated with hypotension. It was observed, that in acidic conditions similar to conditions in the stomach, dimetofrine is able to react with nitrites with the formation of highly mutagenic compound 2,6-dimethoxy-1,4-benzoquinone (DMBQ).

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

PubMed

Patents

Substance Class Chemical
Record UNII
BOM1J10QQM
Record Status Validated (UNII)
Record Version