NORDEFRIN

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 Search

SMILES

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

Molecular Formula	C9H13NO3
Molecular Weight	183.2044
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20831932 | https://www.ncbi.nlm.nih.gov/pubmed/13525505

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

Title	Date	PubMed
Central adenosine signaling plays a key role in centrally mediated hypotension in conscious aortic barodenervated rats.	2006-07	16595736
Improvements in automated analysis of catecholamine and related metabolites in biological samples by column-switching high-performance liquid chromatography.	1991-03-22	2037650
Hypertensive response to levonordefrin in a patient receiving propranolol: report of case.	1988-01	3278028
Accelerated hypertension complicated by myocardial infarction after use of a local anesthetic/vasoconstrictor preparation.	1987-09	3307363
On the relationship between clonidine hypotension and brain beta-endorphin in the spontaneously hypertensive rat: studies with alpha adrenergic and opiate blockers.	1987-07	3039113
Baroreceptor function in man following peripheral alpha 1- and alpha 2-adrenoceptor stimulation.	1987	2891531
High-performance liquid chromatography with amperometric detection of plasma L-3,4-dihydroxyphenylalanine in Parkinsonian patients.	1983-10-14	6643597
Pharmacological characterisation of the alpha-adrenoceptors responsible for a decrease of blood pressure in the nucleus tractus solitarii of the rat.	1981-09	6117801
Pharmacological characteristics of spinal alpha-adrenoreceptors in rats.	1981-03	6121810

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:35:18 GMT 2025` Edited by `admin` on `Mon Mar 31 18:35:18 GMT 2025`
Record UNII	R81X549E70
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

(±)-COBEFRIN

Preferred Name

English

NORDEFRIN

Common Name

English

DL-CORBADRINE

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