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Key Documents

Safety Information

17809

Sigma-Aldrich

(−)-Epinephrine (+)-bitartrate salt

tested according to Ph. Eur.

Synonym(s):

Adrenalini tartras, L-3,4-Dihydroxy-α-(methylaminomethyl)benzyl alcohol D-hydrogen bitartrate salt, L-Adrenaline (+)-bitartrate salt, L-Adrenaline D-hydrogentartrate, L-Epinephrine D-hydrogentartrate

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About This Item

Empirical Formula (Hill Notation):
C9H13NO3 · C4H6O6
CAS Number:
Molecular Weight:
333.29
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Agency

tested according to Ph. Eur.

Quality Level

solubility

water: soluble 1 gm in 3 ml
alcohol: slightly soluble
chloroform: insoluble
diethyl ether: insoluble

application(s)

pharmaceutical (small molecule)

SMILES string

O[C@H]([C@@H](O)C(O)=O)C(O)=O.CNC[C@H](O)c1ccc(O)c(O)c1

InChI

1S/C9H13NO3.C4H6O6/c1-10-5-9(13)6-2-3-7(11)8(12)4-6;5-1(3(7)8)2(6)4(9)10/h2-4,9-13H,5H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t9-;1-,2-/m01/s1

InChI key

YLXIPWWIOISBDD-NDAAPVSOSA-N

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Application

(-)-Epinephrine (+)-bitartrate salt has been used for studying the active calcium uptake by rainbow trout skin. It has also been used in oxygen-derived oxidant assays for assessing the susceptibility of C. neoformans biofilms to antimicrobial molecules.

Biochem/physiol Actions

(-)-Epinephrine (+)-bitartrate salt is an α,β-adrenergic receptor agonist. It inhibits the lipolysis completely and can overcome the antilipolytic impact of insulin in perifused isolated fat cell.
Adrenergic receptor agonist.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 1 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

17809-10G:
17809-BULK:
17809-VAR:


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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S S Solomon et al.
The Journal of laboratory and clinical medicine, 88(6), 984-994 (1976-12-01)
Development of a perifusion system utilizing isolated fat cells (IFC) has converted the static incubation system into one capable of measuring dynamic changes in adipose tissue metabolism. Using this new system, we have studied the initiation by epinephrine and inhibition
Luis R Martinez et al.
Infection and immunity, 74(11), 6118-6123 (2006-10-24)
The human pathogenic fungus Cryptococcus neoformans can form biofilms on polystyrene plates and medical devices in a process that requires capsular polysaccharide release. Although biofilms are known to be less susceptible to antimicrobial drugs, little is known about their susceptibility
W S Marshall et al.
The Journal of experimental biology, 166, 297-316 (1992-05-01)
The skin overlying the cleithrum bone of freshwater-acclimated rainbow trout contains numerous mitochondria-rich (MR) cells, as detected by DASPEI fluorescence. This tissue was mounted in vitro in an Ussing-style chamber with fresh water on the mucosal surface and saline supplemented
Yangjie Wei et al.
AAPS PharmSciTech, 16(2), 455-465 (2014-11-02)
Several attempts have been made to mask the bitter taste of oral formulations, but none have been made for injectable formulations. This study aims to mask the bitter taste of dental lidocaine HCl (LID) injection using hydroxypropyl-β-cyclodextrin (HP-β-CD) and sodium
Margot Van der Jeught et al.
Cellular reprogramming, 17(3), 170-180 (2015-06-09)
In mice, inhibition of both the fibroblast growth factor (FGF) mitogen-activated protein kinase kinase/extracellular-signal regulated kinase (MEK/Erk) and the Wnt signaling inhibitor glycogen synthase-3β (GSK3β) enables the derivation of mouse embryonic stem cells (mESCs) from nonpermissive strains in the presence

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