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M4773

Sigma-Aldrich

Metaraminol (+)-bitartrate salt

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
EC Number:
251-502-3
MDL number:
MFCD00238763
UNSPSC Code:
12352200
PubChem Substance ID:
24896944
NACRES:
NA.77

originator

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

SMILES string

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

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

InChI key

VENXSELNXQXCNT-IJYXXVHRSA-N

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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

Signal Word

Danger

Hazard Statements

H301 + H311 + H331

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Ying Huang et al.
Se pu = Chinese journal of chromatography, 28(11), 1084-1088 (2011-03-09)
A method for the determination of three adrenergic drugs, including phenylephrine hydrochloride (PHE), metaraminol bitartrate (MR) and isoprenaline hydrochloride (IP), was developed using capillary electrophoresis with amperometric detection. The detection potential of working electrode was 0.950 V versus the reference
Chronic stress accelerates the development of endometriosis in mouse through adrenergic receptor beta2
Long Q, et al.
Human Reproduction, 31(11), 2506-2519 (2016)
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
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