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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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E T Yamaguchi et al.
International journal of obstetric anesthesia, 20(3), 224-228 (2011-06-07)
The aim of this study was to determine serum oxytocin concentrations following different regimens of prophylactic oxytocin administration in women undergoing elective caesarean delivery. Thirty healthy pregnant patients were randomized, after clamping of the umbilical cord, to receive intravenous oxytocin
S Y Yeh
Physiology & behavior, 68(1-2), 227-234 (2000-01-08)
Structure-anorectic activity relationship of two substituted amphetamines has been investigated in this study. Literature reports showed conflicting results in their anorectic activities in spite of the similarity in chemical structures of metaraminol and phenylephrine. Hence, the effects of alpha-carbon atom
T P Haydon et al.
Anaesthesia and intensive care, 36(5), 736-738 (2008-10-16)
We report the case of a 51-year-old woman receiving endobronchial treatment with neodymium:yttrium garnet laser After 30 minutes of stable anaesthesia and laser treatment, sudden inferior myocardial ischaemia developed followed by haemodynamic collapse. Resuscitation with fluids, pressors, atropine and esmolol
T D Phan et al.
Anaesthesia and intensive care, 39(6), 1014-1021 (2011-12-15)
This study compared the cardiac output responses to haemodynamic interventions as measured by three minimally invasive monitors (Oesophageal Doppler Monitor the VigileoFlotrac and the LiDCOrapid) to the responses measured concurrently using thermodilution, in cardiac surgical patients. The study also assessed
Chronic stress accelerates the development of endometriosis in mouse through adrenergic receptor beta2
Long Q, et al.
Human Reproduction, 31(11), 2506-2519 (2016)
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