NORMETANEPHRINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C9H13NO3
Molecular Weight	183.2044
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC(=CC=C1O)C(O)CN

InChI

InChIKey=YNYAYWLBAHXHLL-UHFFFAOYSA-N

InChI=1S/C9H13NO3/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,11-12H,5,10H2,1H3

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Posttraumatic hypertension secondary to adrenal hemorrhage mimicking pheochromocytoma: case report.	1999 May	10338428
Management approaches to adrenal incidentalomas (adrenalomas). A view from Athens, Greece.	2000 Mar	10732269
A "pheo" lurks: novel approaches for locating occult pheochromocytoma.	2001 Aug	11502790
Synthesis and characterization of an immobilized phenylethanolamine N-methyltransferase liquid chromatographic stationary phase.	2001 Jan 1	11141309
Evaluation of specific high-performance liquid-chromatographic determinations of urinary adrenaline and noradrenaline by comparison with isotope dilution mass spectrometry.	2001 Jul	11471877
Lessons from an unpleasant surprise: a biochemical strategy for the diagnosis of pheochromocytoma.	2001 Jun	11403350
Disappearance rate of catecholamines, total metanephrines, and neuropeptide Y from the plasma of patients after resection of pheochromocytoma.	2001 Jun	11375294
Enzymatic characterization and interspecies difference of phenol sulfotransferases, ST1A forms.	2001 Mar	11181495
Evaluation of specific high-performance liquid-chromatographic determinations of urinary metanephrine and normetanephrine by comparison with isotope dilution mass spectrometry.	2001 Nov	11732660
Mild learning difficulties and offending behaviour--is there a link with monoamine oxidase A deficiency?	2001 Sep	11702062
Pheochromocytoma in a patient with end-stage renal disease.	2001 Sep	11560309
Identification and quantification of catecholamines in potato plants (Solanum tuberosum) by GC-MS.	2001 Sep	11551557
Evidence for a peripheral mechanism in cardiac opioid withdrawal.	2001 Sep	11521160
Stacking by electroinjection with discontinuous buffers in capillary zone electrophoresis.	2002 Aug	12210194
Preparation and characterization of immunogens for antibody production against metanephrine and normetanephrine.	2002 Aug 1	12133631
Twelve-year experience in the investigation and treatment of paragangliomas.	2002 Dec	12510946
Study of diurnal fluctuations of plasma methoxyamines in healthy volunteers.	2002 Jan	11849255
Assay of catechol-O-methyltransferase activity in human erythrocytes using norepinephrine as a natural substrate.	2002 Nov	12564841
Adrenocortical, autonomic, and inflammatory causes of the metabolic syndrome: nested case-control study.	2002 Nov 19	12438290
Determination of catecholamines and metanephrines in urine by capillary electrophoresis-electrospray ionization-time-of-flight mass spectrometry.	2002 Sep 5	12138004
Sources and significance of plasma levels of catechols and their metabolites in humans.	2003 Jun	12649306
Catecholamine functioning in children with traumatic brain injuries and children with attention-deficit/hyperactivity disorder.	2003 May	12706222
Chiral on-chip separations of neurotransmitters.	2003 Sep 1	14632083
Paracetamol-associated interference in an HPLC-ECD assay for urinary free metadrenalines and catecholamines.	2004 Jul	15298744
Changes in c-fos expression in the rat heart during morphine withdrawal. Involvement of alpha2-adrenoceptors.	2004 Jul	15249992
Predictive value of preoperative transthoracic echocardiography in patients undergoing adrenalectomy for pheochromocytoma.	2004 Jul	15196103
The catecholamine biosynthesis route in potato is affected by stress.	2004 Jul-Aug	15331087
Toward a rapidly acting antidepressant: the normetanephrine and extraneuronal monoamine transporter (uptake 2) hypothesis.	2004 May	15121658
Extraneuronal enzymatic degradation of myocardial interstitial norepinephrine in the ischemic region.	2004 Oct 1	15364620
Laparoscopic adrenalectomy for isolated adrenal metastasis.	2004 Oct-Dec	15554272
The use of plasma metanephrine to normetanephrine ratio to determine epinephrine poisoning.	2005 Mar	15698588
Pheochromocytoma presenting as heart failure.	2005 Summer	16030412
Detecting pheochromocytoma: defining the most sensitive test.	2006 Jan	16371743
Mutation analysis of SDHB and SDHC: novel germline mutations in sporadic head and neck paraganglioma and familial paraganglioma and/or pheochromocytoma.	2006 Jan 11	16405730
[Diffuse uptake of brown fat on computed-tomography coupled positron emission tomoscintigraphy (PET-CT) for the exploration of extra-adrenal pheochromocytoma].	2006 Mar	16596052
Measurement of urinary metanephrines to screen for pheochromocytoma in an unselected hospital referral population.	2006 Nov	16990424
Phaeochromocytoma in pregnancy.	2006 Sep	16911553

Patents

Name

Type

Language

NORMETANEPHRINE

Common Name

English

3-METHOXYNORADRENALINE

Common Name

English

NORMETANEPHRINE [MI]

Common Name

English

3-O-METHYLNORADRENALINE

Common Name

English

NORMETANEPHRINE, (±)-

Common Name

English

3-METHOXYNOREPINEPHRINE

Common Name

English

VANILLYL ALCOHOL, .ALPHA.-(AMINOMETHYL)-

Common Name

English

3-METHOXY-4-HYDROXYPHENYLETHANOLAMINE

Systematic Name

English

DL-3-O-METHYLNOREPINEPHRINE

Common Name

English

3-O-METHYLNOREPINEPHRINE

Common Name

English

(±)-NORMETANEPHRINE

Common Name

English

DL-NORMETANEPHRINE

Common Name

English

DL-M-O-METHYLNOREPINEPHRINE

Common Name

English

3-O-METHYLARTERENOL

Common Name

English

4-HYDROXY-3-METHOXY-.ALPHA.-(AMINOMETHYL)BENZYL ALCOHOL

Systematic Name

English

.ALPHA.-(AMINOMETHYL)VANILLYL ALCOHOL

Common Name

English

.ALPHA.-(AMINOMETHYL)-4-HYDROXY-3-METHOXYBENZENEMETHANOL

Systematic Name

English

4-HYDROXY-3-METHOXYPHENETHANOLAMINE

Common Name

English

4-(2-AMINO-1-HYDROXYETHYL)-2-METHOXYPHENOL

Systematic Name

English

3-METHOXY-4,.BETA.-DIHYDROXYPHENYLETHYLAMINE

Systematic Name

English

Classification Tree Code System Code

LOINC

2669-0