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Details

Stereochemistry RACEMIC
Molecular Formula C9H13NO3
Molecular Weight 183.2044
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NORDEFRIN

SMILES

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

InChI

InChIKey=GEFQWZLICWMTKF-CDUCUWFYSA-N
InChI=1S/C9H13NO3/c1-5(10)9(13)6-2-3-7(11)8(12)4-6/h2-5,9,11-13H,10H2,1H3/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
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
Patents
Name Type Language
NORDEFRIN
MI   WHO-DD  
Common Name English
DL-CORBADRINE
Common Name English
(±)-COBEFRIN
Common Name English
NORDEFRIN [MI]
Common Name English
Nordefrin [WHO-DD]
Common Name English
BENZYL ALCOHOL, .ALPHA.-(1-AMINOETHYL)-3,4-DIHYDROXY-, ERYTHRO-(±)-
Common Name English
1,2-BENZENEDIOL, 4-(2-AMINO-1-HYDROXYPROPYL)-, (R*,S*)-(±)-
Common Name English
1,2-BENZENEDIOL, 4-((1R,2S)-2-AMINO-1-HYDROXYPROPYL)-, REL-
Common Name English
(±)-GA-(1-AMINOETHYL)-3,4-DIHYDROXYBENZYL ALCOHOL
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C87053
Created by admin on Fri Dec 15 16:43:19 GMT 2023 , Edited by admin on Fri Dec 15 16:43:19 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C81340
Created by admin on Fri Dec 15 16:43:19 GMT 2023 , Edited by admin on Fri Dec 15 16:43:19 GMT 2023
PRIMARY
CAS
6539-57-7
Created by admin on Fri Dec 15 16:43:19 GMT 2023 , Edited by admin on Fri Dec 15 16:43:19 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
MERCK INDEX
m8051
Created by admin on Fri Dec 15 16:43:19 GMT 2023 , Edited by admin on Fri Dec 15 16:43:19 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
Nordefrin
Created by admin on Fri Dec 15 16:43:19 GMT 2023 , Edited by admin on Fri Dec 15 16:43:19 GMT 2023
PRIMARY
CAS
74812-63-8
Created by admin on Fri Dec 15 16:43:19 GMT 2023 , Edited by admin on Fri Dec 15 16:43:19 GMT 2023
PRIMARY
DRUG CENTRAL
3203
Created by admin on Fri Dec 15 16:43:19 GMT 2023 , Edited by admin on Fri Dec 15 16:43:19 GMT 2023
PRIMARY
FDA UNII
R81X549E70
Created by admin on Fri Dec 15 16:43:19 GMT 2023 , Edited by admin on Fri Dec 15 16:43:19 GMT 2023
PRIMARY
ECHA (EC/EINECS)
229-452-9
Created by admin on Fri Dec 15 16:43:19 GMT 2023 , Edited by admin on Fri Dec 15 16:43:19 GMT 2023
PRIMARY
PUBCHEM
164739
Created by admin on Fri Dec 15 16:43:19 GMT 2023 , Edited by admin on Fri Dec 15 16:43:19 GMT 2023
PRIMARY
MESH
D008771
Created by admin on Fri Dec 15 16:43:19 GMT 2023 , Edited by admin on Fri Dec 15 16:43:19 GMT 2023
PRIMARY
EPA CompTox
DTXSID10859546
Created by admin on Fri Dec 15 16:43:19 GMT 2023 , Edited by admin on Fri Dec 15 16:43:19 GMT 2023
PRIMARY