DIMETOFRINE HYDROCHLORIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C11H17NO4.ClH
Molecular Weight	263.718
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=JERDKEKGVRFMRD-UHFFFAOYSA-N

InChI=1S/C11H17NO4.ClH/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;1H

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	( + / - )

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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 65 Target ID: CHEMBL2095203 Sources: Bollettino della Societa Italiana di Cardiologia (1973), 18, (5), 407-13 \| https://www.ncbi.nlm.nih.gov/pubmed/4435206	Agonist 2752

PubMed

Title	Date	PubMed
Midodrine. A review of its pharmacological properties and therapeutic use in orthostatic hypotension and secondary hypotensive disorders.	1989-11	2480881

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:24:33 GMT 2025` Edited by `admin` on `Mon Mar 31 22:24:33 GMT 2025`
Record UNII	AUO1AP3DJR
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIMETOFRINE HYDROCHLORIDE

Common Name

English

PRESSAMINA

Preferred Name

English

Dimetofrine Hydrochloride [WHO-DD]

Common Name

English

DIMETHOPHRINE HYDROCHLORIDE

Common Name

English

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

Systematic Name

English

BENZENEMETHANOL, 4-HYDROXY-3,5-DIMETHOXY-.ALPHA.-((METHYLAMINO)METHYL)-, HYDROCHLORIDE (1:1)

Systematic Name

English

4-HYDROXY-3,5-DIMETHOXY-.ALPHA.-((METHYLAMINO)METHYL)BENZENEMETHANOL, HYDROCHLORIDE

Systematic Name

English

.ALPHA.-((METHYLAMINO)METHYL)-, HYDROCHLORIDE

Common Name

English

DIMETOFRINE HYDROCHLORIDE [MI]

Common Name

English

Code System Code Type Description

ECHA (EC/EINECS)

245-212-6