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Details

Stereochemistry RACEMIC
Molecular Formula C8H11NO2.ClH
Molecular Weight 189.639
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NORFENEFRINE HYDROCHLORIDE

SMILES

Cl.NCC(O)C1=CC(O)=CC=C1

InChI

InChIKey=OWMFSWZUAWKDRR-UHFFFAOYSA-N
InChI=1S/C8H11NO2.ClH/c9-5-8(11)6-2-1-3-7(10)4-6;/h1-4,8,10-11H,5,9H2;1H

HIDE SMILES / InChI

Molecular Formula C8H11NO2
Molecular Weight 153.1784
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
Curator's Comment: Description was created based on several sources, including http://www.kegg.jp/entry/D08286 and http://www.ncbi.nlm.nih.gov/pubmed/6351455

Norfenefrine or meta-octopamine, also known as 3,β-dihydroxyphenethylamine, is an adrenergic agent used as a sympathomimetic drug which is marketed in Europe, Japan, and Mexico. Along with its structural isomer p-octopamine and the tyramines, norfenefrine is a naturally occurring, endogenous trace amine and plays a role as a minor neurotransmitter in the brain. Norfenefrine controls blood pressure in acute hypotensive states eg pheochromocytomectomy, sympathectomy, poliomyelitis, spinal anesth, MI, septicemia, blood transfusion and drug reactions. Adjunct in treatment of cardiac arrest and hypotension.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Nevadral Retard

Approved Use

Indications: hypotension
PubMed

PubMed

TitleDatePubMed
Midodrine. A review of its pharmacological properties and therapeutic use in orthostatic hypotension and secondary hypotensive disorders.
1989 Nov
Sympathetic regulation of glucose uptake by the alpha1-adrenoceptor in human obesity.
2004 Apr
Roles of MMP-2/-9 in cardiac dysfunction during early multiple organ failure in an ovine animal model.
2005
[Efficacy and safety of a herbal drug containing hawthorn berries and D-camphor in hypotension and orthostatic circulatory disorders/results of a retrospective epidemiologic cohort study].
2005
Chiral separations on multichannel microfluidic chips.
2005 Dec
A new copper(I)-tetrahydrosalen-catalyzed asymmetric Henry reaction and its extension to the synthesis of (S)-norphenylephrine.
2007
A multichannel electrophoresis microchip platform for rapid chiral selector screening.
2008 May
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Can also be administered inramuscularly http://www.ncbi.nlm.nih.gov/pubmed/7197979
For the treatment of female stress incontinence 60 mg were given in slow-release tablets.
Route of Administration: Oral
In Vitro Use Guide
At 0.1 and 1 umol/l, norfenefrine caused contractions of the rabbit pulmonary artery strips
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:18:28 GMT 2023
Edited
by admin
on Fri Dec 15 15:18:28 GMT 2023
Record UNII
1FCN9TAU6R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NORFENEFRINE HYDROCHLORIDE
JAN   MART.   WHO-DD  
Common Name English
.ALPHA.-(AMINOMETHYL)-M-HYDROXYBENZYL ALCOHOL, DL-FORM HYDROCHLORIDE
Common Name English
M-HYDROXYPHENYLETHANOLAMINE, DL-FORM HYDROCHLORIDE
Common Name English
ZONDEL
Common Name English
NSC-100733
Code English
NORPHENYLEPHRINE, DL-FORM HYDROCHLORIDE
Common Name English
.ALPHA.-(AMINOMETHYL)-3-HYDROXYBENZENE METHANOL, DL-FORM HYDROCHLORIDE
Common Name English
WV-569
Code English
NORFENEFRINE DL-FORM HYDROCHLORIDE
MI  
Common Name English
Norfenefrine hydrochloride [WHO-DD]
Common Name English
WV 569
Code English
NORPHENYLEPHRINE HYDROCHLORIDE [USP-RS]
Common Name English
.ALPHA.-(AMINOMETHYL)-M-HYDROXYBENZYL ALCOHOL HYDROCHLORIDE
Systematic Name English
TONOLIFT
Common Name English
DEPOT-NOVADRAL
Common Name English
ESBUPHON
Common Name English
1-(M-HYDROXYPHENYL)-2-AMINOETHANOL, DL-FORM HYDROCHLORIDE
Common Name English
CORITAT
Common Name English
MOLYCOR-R
Common Name English
VINGSAL
Common Name English
ENERGONA
Common Name English
NORFENEFRINE HYDROCHLORIDE [JAN]
Common Name English
NSC-297582
Code English
NORFENEFRINE DL-FORM HYDROCHLORIDE [MI]
Common Name English
STAGURAL
Common Name English
NORFENEFRINE HYDROCHLORIDE [MART.]
Common Name English
NORFENEFRINE HCL
Common Name English
NOVADRAL
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29709
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID1046710
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
PRIMARY
ChEMBL
CHEMBL358040
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
PRIMARY
PUBCHEM
20907
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
PRIMARY
RXCUI
236468
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
PRIMARY RxNorm
RS_ITEM_NUM
1473206
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
PRIMARY
CAS
15308-34-6
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
SUPERSEDED
CAS
4779-94-6
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
PRIMARY
NCI_THESAURUS
C81364
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
PRIMARY
NSC
297582
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
PRIMARY
MESH
C005310
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
PRIMARY
NSC
100733
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
PRIMARY
MERCK INDEX
m8058
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
PRIMARY Merck Index
SMS_ID
100000085722
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
PRIMARY
ECHA (EC/EINECS)
239-351-1
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
ALTERNATIVE
FDA UNII
1FCN9TAU6R
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
PRIMARY
EVMPD
SUB03459MIG
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
PRIMARY
ECHA (EC/EINECS)
225-323-6
Created by admin on Fri Dec 15 15:18:28 GMT 2023 , Edited by admin on Fri Dec 15 15:18:28 GMT 2023
PRIMARY
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