Skip to Content
Merck
All Photos(3)

Key Documents

View All Documentation

M4773

Sigma-Aldrich

Metaraminol (+)-bitartrate salt

Synonym(s):

(−)-m-Hydroxyphenylpropanolamine bitartrate salt

Sign Into View Organizational & Contract Pricing

Select a Size

1 G
$188.00
5 G
$728.00

$188.00

Check Cart for Availability
Request a Bulk Order
All Photos(3)

Select a Size

Change View
1 G
$188.00
5 G
$728.00

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

$188.00

Check Cart for Availability
Request a Bulk Order

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

Looking for similar products? Visit Product Comparison Guide

Application

Metaraminol (+)-bitartrate salt has been used to study the effects of adrenergic agonists in the mouse model of endometriosis.[1]

Biochem/physiol Actions

α-adrenoceptor agonist.
Metaraminol may serve as a false sympathetic transmitter.[2] It is a mixed α - and β-adrenergic agonist.[3]

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000276459
0000276459
SLCH7751
SLCD4523
SLBW5176

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Chronic stress accelerates the development of endometriosis in mouse through adrenergic receptor beta2
Long Q, et al.
Human Reproduction, 31(11), 2506-2519 (2016)
α-Adrenergic effects on Na+-K+ pump current in guinea-pig ventricular myocytes.
Wang, Y., et al.
The Journal of Physiology, 509, 509-509 (1998)
A Khavandi et al.
Anaesthesia, 64(5), 563-566 (2009-05-06)
A 31-year-old female with no risk factors for cardiac disease suffered a peri-operative myocardial infarction during an elective gynaecological procedure under spinal anaesthesia. The timing and nature of cardiac symptoms suggest that the myocardial infarction was caused by coronary artery
Steven M Bishop et al.
Anesthesiology, 117(4), 810-821 (2012-08-24)
Physiologic instability is a common clinical problem in the critically ill. Many natural feedback systems are nonlinear, and seemingly random fluctuations may result from the amplification of external perturbations or even arise de novo as a consequence of their underlying
Comparison of metaraminol and ephedrine infusions for maintaining arterial pressure during spinal anesthesia for elective cesarean section
Kee W D N, et al.
Anesthesiology, 95(2), 307-313 (2001)
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service