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Details

Stereochemistry RACEMIC
Molecular Formula C9H13NO3.ClH
Molecular Weight 219.665
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NORDEFRIN HYDROCHLORIDE

SMILES

Cl.C[C@H](N)[C@H](O)C1=CC(O)=C(O)C=C1

InChI

InChIKey=YRJLEOWRVNBAOI-WFZUHFMFSA-N
InChI=1S/C9H13NO3.ClH/c1-5(10)9(13)6-2-3-7(11)8(12)4-6;/h2-5,9,11-13H,10H2,1H3;1H/t5-,9-;/m0./s1

HIDE SMILES / InChI
Nordefrin is a catecholamine sympathomimetic used as a topical nasal decongestant and vasoconstrictor. Nordefrin is a racemic mixture of levo- and dextro- isomers and levonordefrin to be 100 to 200 times more active than dextro-nordefrin in raising blood pressure. Nordefrin is a structural isomer of epinephrine and levonordefrin produced a greater increase in heart rate than epinephrine.

Approval Year

PubMed

PubMed

TitleDatePubMed
Pharmacological characteristics of spinal alpha-adrenoreceptors in rats.
1981 Mar
Pharmacological characterisation of the alpha-adrenoceptors responsible for a decrease of blood pressure in the nucleus tractus solitarii of the rat.
1981 Sep
High-performance liquid chromatography with amperometric detection of plasma L-3,4-dihydroxyphenylalanine in Parkinsonian patients.
1983 Oct 14
Baroreceptor function in man following peripheral alpha 1- and alpha 2-adrenoceptor stimulation.
1987
On the relationship between clonidine hypotension and brain beta-endorphin in the spontaneously hypertensive rat: studies with alpha adrenergic and opiate blockers.
1987 Jul
Accelerated hypertension complicated by myocardial infarction after use of a local anesthetic/vasoconstrictor preparation.
1987 Sep
Hypertensive response to levonordefrin in a patient receiving propranolol: report of case.
1988 Jan
Improvements in automated analysis of catecholamine and related metabolites in biological samples by column-switching high-performance liquid chromatography.
1991 Mar 22
Central adenosine signaling plays a key role in centrally mediated hypotension in conscious aortic barodenervated rats.
2006 Jul
Patents
Name Type Language
NORDEFRIN HYDROCHLORIDE
MI   WHO-DD  
Common Name English
(±)-GA-(1-AMINOETHYL)-3,4-DIHYDROXYBENZYL ALCOHOL HYDROCHLORIDE
Common Name English
(±)-.ALPHA.-METHYLNORADRENALINE HYDROCHLORIDE
Common Name English
(±)-COBEFRIN HYDROCHLORIDE
Common Name English
1,2-BENZENEDIOL, 4-((1R,2S)-2-AMINO-1-HYDROXYPROPYL)-, HYDROCHLORIDE, REL-
Common Name English
NORDEFRIN HCL
Common Name English
BENZYL ALCOHOL, .ALPHA.-(1-AMINOETHYL)-3,4-DIHYDROXY-, HYDROCHLORIDE, ERYTHRO-(±)-
Common Name English
NORDEFRIN HYDROCHLORIDE [MI]
Common Name English
DL-CORBADRINE HYDROCHLORIDE
Common Name English
1,2-BENZENEDIOL, 4-((1R,2S)-2-AMINO-1-HYDROXYPROPYL)-, HYDROCHLORIDE (1:1), REL-
Common Name English
Nordefrin hydrochloride [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C87053
Created by admin on Fri Dec 15 15:29:08 GMT 2023 , Edited by admin on Fri Dec 15 15:29:08 GMT 2023
Code System Code Type Description
CAS
138-61-4
Created by admin on Fri Dec 15 15:29:08 GMT 2023 , Edited by admin on Fri Dec 15 15:29:08 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
ChEMBL
CHEMBL764
Created by admin on Fri Dec 15 15:29:08 GMT 2023 , Edited by admin on Fri Dec 15 15:29:08 GMT 2023
PRIMARY
ECHA (EC/EINECS)
205-336-3
Created by admin on Fri Dec 15 15:29:08 GMT 2023 , Edited by admin on Fri Dec 15 15:29:08 GMT 2023
ALTERNATIVE
CAS
61-96-1
Created by admin on Fri Dec 15 15:29:08 GMT 2023 , Edited by admin on Fri Dec 15 15:29:08 GMT 2023
PRIMARY
FDA UNII
NGO8K841ZV
Created by admin on Fri Dec 15 15:29:08 GMT 2023 , Edited by admin on Fri Dec 15 15:29:08 GMT 2023
PRIMARY
MERCK INDEX
m8051
Created by admin on Fri Dec 15 15:29:08 GMT 2023 , Edited by admin on Fri Dec 15 15:29:08 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID501026121
Created by admin on Fri Dec 15 15:29:08 GMT 2023 , Edited by admin on Fri Dec 15 15:29:08 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-524-1
Created by admin on Fri Dec 15 15:29:08 GMT 2023 , Edited by admin on Fri Dec 15 15:29:08 GMT 2023
PRIMARY
NCI_THESAURUS
C99670
Created by admin on Fri Dec 15 15:29:08 GMT 2023 , Edited by admin on Fri Dec 15 15:29:08 GMT 2023
PRIMARY
PUBCHEM
20055314
Created by admin on Fri Dec 15 15:29:08 GMT 2023 , Edited by admin on Fri Dec 15 15:29:08 GMT 2023
PRIMARY