DIMETOFRINE

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 Search

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

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6399891 | https://www.ncbi.nlm.nih.gov/pubmed/3252018

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 Target	Pharmacology	Condition	Potency
Adrenergic receptor alpha 64 Target ID: CHEMBL2095203 Sources: Bollettino della Societa Italiana di Cardiologia (1973), 18, (5), 407-13 \| https://www.ncbi.nlm.nih.gov/pubmed/4435206	Agonist 2678

PubMed

Title	Date	PubMed
Midodrine. A review of its pharmacological properties and therapeutic use in orthostatic hypotension and secondary hypotensive disorders.	1989 Nov	2480881

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:04:30 UTC 2023` Edited by `admin` on `Fri Dec 15 19:04:30 UTC 2023`
Record UNII	BOM1J10QQM
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIMETOFRINE

Official Name

English

dimetofrine [INN]

Common Name

English

ANASSICOL

Common Name

English

Dimetofrine [WHO-DD]

Common Name

English

DIMETHOPHRINE

Common Name

English

4-HYDROXY-3,5-DIMETHOXY-.ALPHA.-((METHYLAMINO)METHYL)BENZYL ALCOHOL

Systematic Name

English

DIMETOFRINE [MI]

Common Name

English

BENZYL ALCOHOL, 4-HYDROXY-3,5-DIMETHOXY-.ALPHA.-((METHYLAMINO)METHYL)-

Systematic Name

English

DIMETROPHINE

Common Name

English

1-(3,5-DIMETHOXY-4-HYDROXYPHENYL)-2-(METHYLAMINO)ETHANOL

Systematic Name

English

Classification Tree Code System Code

WHO-VATC

QC01CA12