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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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Studies on the interrelationship between the syntheses of noradrenaline and metaraminol
Johnson GE and Pugsley TA
British Journal of Pharmacology, 39(1), 167-174 (1970)
J Tanaka et al.
Experimental neurology, 152(2), 303-306 (1998-08-26)
To verify whether noradrenergic inputs to the subfornical organ (SFO) are involved in the control system of arterial pressure, we investigated the effects of blood pressure changes on noradrealine (NA) release in the SFO and its surrounding sites using microdialysis
Einly Lim et al.
Artificial organs, 36(5), E110-E124 (2012-04-12)
A heart-pump interaction model has been developed based on animal experimental measurements obtained with a rotary blood pump in situ. Five canine experiments were performed to investigate the interaction between the cardiovascular system and the implantable rotary blood pump over
Impact of admixture time and diluent order on metaraminol concentration.
J N Darvall et al.
Anaesthesia and intensive care, 37(5), 859-860 (2009-09-25)
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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