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Details

Stereochemistry UNKNOWN
Molecular Formula C10H15NO3
Molecular Weight 197.231
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIOXIFEDRINE

SMILES

CNC(C)C(O)C1=CC(O)=C(O)C=C1

InChI

InChIKey=DDBFLXGTCAVAFD-UHFFFAOYSA-N
InChI=1S/C10H15NO3/c1-6(11-2)10(14)7-3-4-8(12)9(13)5-7/h3-6,10-14H,1-2H3

HIDE SMILES / InChI

Molecular Formula C10H15NO3
Molecular Weight 197.231
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Dioxifedrine is the putative metabolite of 3,4-methylenedioxymethamphetamine. It is the sympathomimetic agent and beta-2 -adrenergic agonist with bronchodilator activity. Dioxifedrine selectively binds to and activates beta-2 adrenergic receptors in bronchiolar smooth muscle, thereby causing stimulation of adenyl cyclase, the enzyme that catalyzes the conversion of adenosine triphosphate (ATP) to cyclic-3',5'-adenosine monophosphate (cAMP). Increased intracellular cAMP levels cause relaxation of bronchial smooth muscle. In stimulatory studies dioxifedrine increased locomotor activity from 15 to 30 min following the drug administration. Following intracerebroventricular injection dioxifedrine rapidly reduced blood pressure and heart rate.

Approval Year

Patents

Patents

Sample Use Guides

10 mg/kg twice daily for either 5 or 7 consecutive doses
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Sat Dec 16 15:50:14 GMT 2023
Edited
by admin
on Sat Dec 16 15:50:14 GMT 2023
Record UNII
CF48QOH154
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIOXIFEDRINE
INN  
INN  
Official Name English
3,4-DIHYDROXY-.ALPHA.-(1-(METHYLAMINO)ETHYL)BENZYL ALCOHOL
Systematic Name English
dioxifedrine [INN]
Common Name English
DIOXIFEDRIN
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C48149
Created by admin on Sat Dec 16 15:50:14 GMT 2023 , Edited by admin on Sat Dec 16 15:50:14 GMT 2023
Code System Code Type Description
FDA UNII
CF48QOH154
Created by admin on Sat Dec 16 15:50:14 GMT 2023 , Edited by admin on Sat Dec 16 15:50:14 GMT 2023
PRIMARY
NCI_THESAURUS
C65417
Created by admin on Sat Dec 16 15:50:14 GMT 2023 , Edited by admin on Sat Dec 16 15:50:14 GMT 2023
PRIMARY
SMS_ID
100000082895
Created by admin on Sat Dec 16 15:50:14 GMT 2023 , Edited by admin on Sat Dec 16 15:50:14 GMT 2023
PRIMARY
EVMPD
SUB07205MIG
Created by admin on Sat Dec 16 15:50:14 GMT 2023 , Edited by admin on Sat Dec 16 15:50:14 GMT 2023
PRIMARY
ChEMBL
CHEMBL416557
Created by admin on Sat Dec 16 15:50:14 GMT 2023 , Edited by admin on Sat Dec 16 15:50:14 GMT 2023
PRIMARY
INN
213
Created by admin on Sat Dec 16 15:50:14 GMT 2023 , Edited by admin on Sat Dec 16 15:50:14 GMT 2023
PRIMARY
CAS
10329-60-9
Created by admin on Sat Dec 16 15:50:14 GMT 2023 , Edited by admin on Sat Dec 16 15:50:14 GMT 2023
PRIMARY
ECHA (EC/EINECS)
233-716-9
Created by admin on Sat Dec 16 15:50:14 GMT 2023 , Edited by admin on Sat Dec 16 15:50:14 GMT 2023
PRIMARY
EPA CompTox
DTXSID40864249
Created by admin on Sat Dec 16 15:50:14 GMT 2023 , Edited by admin on Sat Dec 16 15:50:14 GMT 2023
PRIMARY
PUBCHEM
13683
Created by admin on Sat Dec 16 15:50:14 GMT 2023 , Edited by admin on Sat Dec 16 15:50:14 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY