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02252

(−)-Epinephrine

tested according to USP

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:
24845246
Beilstein/REAXYS Number:
2368277
MDL number:
MFCD00002204
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agency

tested according to USP

mp

215 °C (dec.) (lit.)

solubility

H2O: very slightly soluble, NaOH: very soluble, acetone: insoluble, alcohol: very slightly soluble, chloroform: insoluble, diethyl ether: insoluble, oil: insoluble, potassium hydroxide solution: very soluble

application(s)

pharmaceutical (small molecule)

storage temp.

2-8°C

SMILES string

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

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

InChI key

UCTWMZQNUQWSLP-VIFPVBQESA-N

Gene Information

Application

(-)-Epinephrine was used in fertilization medium for rinsing Cumulus-oocyte complexes (COC) during in vitro maturation.

Biochem/physiol Actions

Adrenoceptor agonist.
(-)-Epinephrine enhances the IL-6 secretion and bioactivity from isolated perfused rat liver (IPRL).

Preparation Note

(-)-Epinephrine readily dissolves in aqueous solutions of mineral acids, KOH and NaOH. It is very slightly soluble in water and alcohol but is insoluble in chloroform, ether, acetone, oils as well as in aqueous solutions of ammonia and the alkali carbonates.

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Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Codes

H301 + H331,H310

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 (personal protective equipment)

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

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