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Merck
CN

02250

(−)-Epinephrine

≥97.0% (NT)

Synonym(s):

(−)-Adrenalin, (R)-(−)-3,4-Dihydroxy-α-(methylaminomethyl)benzyl alcohol, L-Adrenaline, L-Epinephrine

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About This Item

Linear Formula:
(HO)2C6H3CH(OH)CH2NHCH3
CAS Number:
51-43-4
Molecular Weight:
183.20
EC Number:
200-098-7
UNSPSC Code:
12352200
PubChem Substance ID:
329747406
Beilstein/REAXYS Number:
2368277
MDL number:
MFCD00002204

Key Documents

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InChI key

UCTWMZQNUQWSLP-VIFPVBQESA-N

InChI

1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/t9-/m0/s1

SMILES string

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

assay

≥97.0% (NT)

optical activity

[α]20/D −52±2°, c = 5% in 5% HCl

ign. residue

≤0.1%

loss

≤1% loss on drying

mp

215 °C (dec.) (lit.), ~215 °C (dec.)

storage temp.

2-8°C

Gene Information

human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152), ADRB1(153), ADRB2(154), ADRB3(155)

Biochem/physiol Actions

Adrenoceptor agonist.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Regulatory Information

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U Gabler et al.
Heart (British Cardiac Society), 75(4), 358-362 (1996-04-01)
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M Marini et al.
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Silver-doped organic-inorganic hybrid coatings were prepared starting from tetraethoxysilane- and triethoxysilane-terminated poly(ethylene glycol)-block-polyethylene by the sol-gel process. They were applied as a thin layer (0.6-1.1 microm) to polyethylene (PE) and poly(vinyl chloride) (PVC) films and the antibacterial activity of the
J H Pringle et al.
Journal of clinical pathology, 50(7), 553-558 (1997-07-01)
To visualise directly numerical chromosomal aberrations and polyploidy in both Hodgkin and Reed Sternberg (HRS) cells and background cells from cases of Hodgkin's disease using in situ hybridisation. Non-isotopic DNA in situ hybridisation was applied to interphase cell nuclei of
R Schreiber et al.
The Journal of biological chemistry, 274(17), 11811-11816 (1999-04-17)
Enhanced osmotic water permeability has been observed in Xenopus oocytes expressing cystic fibrosis transmembrane conductance regulator (CFTR) protein. Subsequent studies have shown that CFTR activates an endogenous water permeability in oocytes, but that CFTR itself is not the water channel.
Yingwei Zheng et al.
Frontiers in neural circuits, 12, 99-99 (2018-11-30)
The mammalian basal forebrain (BF), a heterogenous structure providing the primary cholinergic inputs to cortical and limbic structures, plays a crucial role in various physiological processes such as learning/memory and attention. Despite the involvement of the BF cholinergic neurons (BFCNs)
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