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
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
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| In vivo assessment of catechol O-methyltransferase activity in rabbit skeletal muscle. | 2004 Apr 30 |
|
| Nonparametric determination of reference intervals for plasma metanephrine and normetanephrine. | 2004 Dec |
|
| Laparoscopic management of extra-adrenal pheochromocytoma. | 2004 Jan |
|
| Alterations of brain tissue in fetal rats exposed to nicotine in utero: possible involvement of nitric oxide and catecholamines. | 2004 Jan-Feb |
|
| Paracetamol-associated interference in an HPLC-ECD assay for urinary free metadrenalines and catecholamines. | 2004 Jul |
|
| Changes in c-fos expression in the rat heart during morphine withdrawal. Involvement of alpha2-adrenoceptors. | 2004 Jul |
|
| Predictive value of preoperative transthoracic echocardiography in patients undergoing adrenalectomy for pheochromocytoma. | 2004 Jul |
|
| The catecholamine biosynthesis route in potato is affected by stress. | 2004 Jul-Aug |
|
| Experience with surgical excision in childhood pheochromocytoma. | 2004 Jun |
|
| The economic implications of three biochemical screening algorithms for pheochromocytoma. | 2004 Jun |
|
| Measurement of plasma free metanephrine and normetanephrine by liquid chromatography-tandem mass spectrometry for diagnosis of pheochromocytoma. | 2004 Mar |
|
| Plasma metanephrine levels are decreased in type 1 diabetic patients with a severely impaired epinephrine response to hypoglycemia, indicating reduced adrenomedullary stores of epinephrine. | 2004 May |
|
| Toward a rapidly acting antidepressant: the normetanephrine and extraneuronal monoamine transporter (uptake 2) hypothesis. | 2004 May |
|
| Diagnosis and localization of pheochromocytoma. | 2004 May |
|
| Hormonal changes during long-term isolation. | 2004 May |
|
| Assessment of O-methylated catecholamine levels in plasma and urine for diagnosis of autonomic disorders. | 2004 Nov 30 |
|
| Training of elite cyclists: effects on mood state and selected hormonal responses. | 2004 Nov-Dec |
|
| Malignant pheochromocytoma associated with germline mutation of the SDHB gene. | 2004 Oct |
|
| Extraneuronal enzymatic degradation of myocardial interstitial norepinephrine in the ischemic region. | 2004 Oct 1 |
|
| Laparoscopic adrenalectomy for isolated adrenal metastasis. | 2004 Oct-Dec |
|
| Decomposition of protonated noradrenaline and normetanephrine assisted by NH2 migration studied by electrospray tandem mass spectrometry and molecular orbital calculations. | 2005 |
|
| Pheochromocytoma catecholamine phenotypes and prediction of tumor size and location by use of plasma free metanephrines. | 2005 Apr |
|
| Biochemical and clinical manifestations of dopamine-producing paragangliomas: utility of plasma methoxytyramine. | 2005 Apr |
|
| [Metanephrine (M), normetanephrine (NM) and fractionated metanephrines]. | 2005 Aug |
|
| Effect of oral administration of zanapezil (TAK-147) for 21 days on acetylcholine and monoamines levels in the ventral hippocampus of freely moving rats. | 2005 Aug |
|
| Precisely wrong? Urinary fractionated metanephrines and peer-based laboratory proficiency testing. | 2005 Feb |
|
| Plasma metanephrines in renal failure. | 2005 Feb |
|
| Expression of human dopamine receptor in potato (Solanum tuberosum) results in altered tuber carbon metabolism. | 2005 Feb 9 |
|
| Biochemical diagnosis, localization and management of pheochromocytoma: focus on multiple endocrine neoplasia type 2 in relation to other hereditary syndromes and sporadic forms of the tumour. | 2005 Jan |
|
| Cyclooxygenase-1-deficient mice have high sleep-to-wake blood pressure ratios and renal vasoconstriction. | 2005 Jun |
|
| The use of plasma metanephrine to normetanephrine ratio to determine epinephrine poisoning. | 2005 Mar |
|
| Long-term morphological and hormonal follow-up in a single unit on 115 patients with adrenal incidentalomas. | 2005 Mar 28 |
|
| Improved assay for catechol-O-methyltransferase activity utilizing norepinephrine as an enzymatic substrate and reversed-phase high-performance liquid chromatography with fluorescence detection. | 2005 May 13 |
|
| Rapid assay for catechol-O-methyltransferase activity by high-performance liquid chromatography-fluorescence detection. | 2005 May 5 |
|
| Pheochromocytoma presenting as heart failure. | 2005 Summer |
|
| A dopaminergic deficit hypothesis of schizophrenia: the path to discovery. | 2006 |
|
| Age-related differences in hormonal and nutritional impact on lean anorexia nervosa bone turnover uncoupling. | 2006 |
|
| Low catechol-O-methyltransferase activity in the brain and blood pressure regulation. | 2006 Feb |
|
| Paradoxical decrease in blood pressure after relief of cardiac tamponade: the role of sympathetic activity. | 2006 Feb |
|
| Detecting pheochromocytoma: defining the most sensitive test. | 2006 Jan |
|
| Mutation analysis of SDHB and SDHC: novel germline mutations in sporadic head and neck paraganglioma and familial paraganglioma and/or pheochromocytoma. | 2006 Jan 11 |
|
| Pretreatment and one-shot separating analysis of whole catecholamine metabolites in plasma by using LC/MS. | 2006 Jul |
|
| A case of sleep apnea syndrome manifesting severe hypertension with high plasma norepinephrine levels. | 2006 Jun |
|
| Absence of exercise-induced leptin suppression associated with insufficient epinephrine reserve in patients with classic congenital adrenal hyperplasia due to 21-hydroxylase deficiency. | 2006 Mar |
|
| [Diffuse uptake of brown fat on computed-tomography coupled positron emission tomoscintigraphy (PET-CT) for the exploration of extra-adrenal pheochromocytoma]. | 2006 Mar |
|
| Diagnostic value of various biochemical parameters for the diagnosis of pheochromocytoma in patients with adrenal mass. | 2006 Mar |
|
| Measurement of urinary metanephrines to screen for pheochromocytoma in an unselected hospital referral population. | 2006 Nov |
|
| The role of chromogranin A in the management of patients with phaeochromocytoma. | 2006 Sep |
|
| Phaeochromocytoma in pregnancy. | 2006 Sep |
|
| Cortisol production rate in posttraumatic stress disorder. | 2006 Sep |
Patents
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
LOINC |
2669-0
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
||
|
LOINC |
2670-8
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
||
|
LOINC |
25964-8
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
||
|
LOINC |
13783-6
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
||
|
LOINC |
44924-9
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
||
|
LOINC |
2671-6
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
||
|
LOINC |
34348-3
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
||
|
LOINC |
44342-4
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
||
|
LOINC |
25489-6
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
||
|
LOINC |
34347-5
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
||
|
LOINC |
15083-9
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
||
|
LOINC |
21422-1
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
DTXSID70861701
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
PRIMARY | |||
|
NORMETANEPHRINE
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
PRIMARY | |||
|
97-31-4
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
PRIMARY | |||
|
1237
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
PRIMARY | |||
|
0J45DE6B88
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
PRIMARY | |||
|
m8067
Created by
admin on Fri Dec 15 15:01:30 GMT 2023 , Edited by admin on Fri Dec 15 15:01:30 GMT 2023
|
PRIMARY | Merck Index |
SUBSTANCE RECORD
