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Merck
CN

M4773

Metaraminol (+)-bitartrate salt

α-adrenoceptor agonist

Synonym(s):

(−)-m-Hydroxyphenylpropanolamine bitartrate salt

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About This Item

Empirical Formula (Hill Notation):
C9H13NO2 · C4H6O6
CAS Number:
33402-03-8
Molecular Weight:
317.29
NACRES:
NA.77
PubChem Substance ID:
24896944
UNSPSC Code:
12352200
EC Number:
251-502-3
MDL number:
MFCD00238763

Key Documents

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Product Name

Metaraminol (+)-bitartrate salt,

InChI key

VENXSELNXQXCNT-IJYXXVHRSA-N

InChI

1S/C9H13NO2.C4H6O6/c1-6(10)9(12)7-3-2-4-8(11)5-7;5-1(3(7)8)2(6)4(9)10/h2-6,9,11-12H,10H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t6-,9-;1-,2-/m01/s1

SMILES string

O[C@H]([C@@H](O)C(O)=O)C(O)=O.C[C@H](N)[C@H](O)c1cccc(O)c1

originator

Merck & Co., Inc., Kenilworth, NJ, U.S.

Quality Level

200

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Application

Metaraminol (+)-bitartrate salt has been used to study the effects of adrenergic agonists in the mouse model of endometriosis.

Biochem/physiol Actions

α-adrenoceptor agonist.
Metaraminol may serve as a false sympathetic transmitter. It is a mixed α - and β-adrenergic agonist.

Features and Benefits

This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000276459
0000276459
SLCH7751
SLCD4523
SLBW5176

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J Bannard-Smith et al.
British journal of hospital medicine (London, England : 2005), 70(12), 725-725 (2010-01-19)
One of the longest running debates in obstetric anaesthesia surrounds the prevention and treatment of maternal hypotension during caesarean section. Anaesthetic techniques have evolved and maternal mortality and morbidity is markedly reduced, but hypotension remains a problem, particularly following neuraxial
Use of vasopressors in Takotsubo cardiomyopathy: a cautionary tale.
M Redmond et al.
British journal of anaesthesia, 110(3), 487-488 (2013-02-14)
Li-Chao Hou et al.
Chinese medical journal, 120(8), 680-683 (2007-05-23)
Vasoactive drugs are often necessary for reversing hypotension in patients with severe infection. The standard for evaluating effects of vasoactive drugs should not only be based on the increase of arterial blood pressure, but also on the blood flow perfusion
Adenosine-induced cardiopulmonary arrest in a patient with paroxysmal supraventricular tachycardia--a response.
Nigel S Jenkins et al.
The American journal of emergency medicine, 28(4), 526-526 (2010-05-15)
Marilyn P Law et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 51(8), 1269-1276 (2010-08-04)
Dysfunction of the sympathetic nervous system underlies many cardiac diseases and can be assessed by molecular imaging using PET in humans. Small-animal PET should enable noninvasive quantitation of the sympathetic nervous system in mouse models of human disease. For mice
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