CAS Number329-65-7
SynonymsEINECS 206-347-6; 4-[1-Hydroxy-2-(methylamino)ethyl]benzene-1,2-diol; 4-(1-Hydroxy-2-(methylamino)ethyl)benzene-1,2-diol; dl-Epinephrine; Epinephrine dl-; adrenaline; rac Epinephrine; MFCD00063027; 1-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanol; (±)-3,4-Dihydroxy-a-[(methylamino)methyl]benzyl Alcohol; (±)-Epinephrine; Drenamist; (±)-Adrenaline; 4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol; 4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol; DL-Adrenalin; (±)-4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol; (±)-4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol; Epinephrin; Racepinephrine; Racemic epinephrine; Asthmanefrin
Molecular FormulaC9H13NO3
Molecular Weight183.204
Purity98.00%
Density1.3±0.1 g/cm3
Boiling Point413.1±40.0 °C at 760 mmHg
Melting Point197 °C (dec.)(lit.)
AppearanceOdorless light brown or almost white crystals
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 329-65-7 |
| Catalog No. | 2A-9021320 |
| Chinese Name | DL-肾上腺素(肾上腺素) |
| Synonyms | EINECS 206-347-6; 4-[1-Hydroxy-2-(methylamino)ethyl]benzene-1,2-diol; 4-(1-Hydroxy-2-(methylamino)ethyl)benzene-1,2-diol; dl-Epinephrine; Epinephrine dl-; adrenaline; rac Epinephrine; MFCD00063027; 1-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanol; (±)-3,4-Dihydroxy-a-[(methylamino)methyl]benzyl Alcohol; (±)-Epinephrine; Drenamist; (±)-Adrenaline; 4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol; 4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol; DL-Adrenalin; (±)-4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol; (±)-4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol; Epinephrin; Racepinephrine; Racemic epinephrine; Asthmanefrin |
| Molecular Formula | C9H13NO3 |
| Molecular Weight | 183.204 |
| Purity | 98.00 |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 413.1±40.0 °C at 760 mmHg |
| Melting Point | 197 °C (dec.)(lit.) |
| Appearance | Odorless light brown or almost white crystals |
| Water Solubility | Sparingly soluble |
| Storage Condition | Store sealed and away from light. |
| Packaging | III |
| Application | DL-Epinephrine is the racemate of epinephrine. L-Epinephrine is a hormone secreted by the adrenal medulla. It is an alpha-adrenergic and beta-adrenergic receptor agonist. |
| HTC | 2922509090 |
| SMILES | CNCC(O)c1ccc(O)c(O)c1 |
| InChI | InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3 |
| InChI Key | UCTWMZQNUQWSLP-UHFFFAOYSA-N |
| Hazard Symbols | 6.1(b) |
| Bioactivity | DL-Epinephrine is the racemate of epinephrine. L-Epinephrine is a hormone secreted by the medulla of the adrenal glands. L-Epinephrine is an α-adrenergic and β-adrenergic receptor agonist. Related Catalog Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor Research Areas >> Neurological Disease In Vivo A 25 microliter volume of a 1-% L-epinephrine borate solution applied on the cornea of one eye in 12 monkeys reduces blood flow through the iris and the ciliary body by 59% and 20%, respectively, compared to the untreated control eyes[1]. Epinephrine is a direct-acting sympathomimetic α-adrenergic and β-adrenergic agonist with cyclic adenosine monophosphate-mediated, complex, bidirectional pharmacologic effects on many target organs[2]. In young adult rats, endogenous release of epinephrine facilitates stable memory formation for temporally associated events. Epinephrine enhances memory in young adult rats, in part, by increasing blood glucose levels needed to modulate memory[3]. Epinephrine is the primary drug administered during cardiopulmonary resuscitation (CPR) to reverse cardiac arrest. Epinephrine increases arterial blood pressure and coronary perfusion during CPR via alpha-1-adrenoceptor agonist effects[4]. Animal Admin Rats: For the immunohistochemistry experiments, rats receive an immediate post-training subcutaneous injection of saline (0.9%), glucose (250 mg/kg), or epinephrine (0.1 mg/kg) and are then returned to the holding cage[3]. References [1]. Alm A, et al. The effect of topical l-epinephrine on regional ocular blood flow in monkeys. Invest Ophthalmol Vis Sci. 1980 May;19(5):487-91. [2]. Simons FE, et al. First-aid treatment of anaphylaxis to food: focus on epinephrine. J Allergy Clin Immunol. 2004 May;113(5):837-44. [3]. Morris KA, et al. Epinephrine and glucose modulate training-related CREB phosphorylation in old rats: relationships to age-related memory impairments. Exp Gerontol. 2013 Feb;48(2):115-27. [4]. Callaway CW, et al. Epinephrine for cardiac arrest. Curr Opin Cardiol. 2013 Jan;28(1):36-42. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 413.1±40.0 °C at 760 mmHg Melting Point 197 °C (dec.)(lit.) Molecular Formula C9H13NO3 Molecular Weight 183.204 Flash Point 207.9±17.9 °C Exact Mass 183.089539 PSA 72.72000 LogP -0.63 Vapour Pressure 0.0±1.0 mmHg at 25°C Index of Refraction 1.608 InChIKey UCTWMZQNUQWSLP-UHFFFAOYSA-N SMILES CNCC(O)c1ccc(O)c(O)c1 Storage condition 2-8°C Water Solubility Sparingly soluble |
| Use of | DL-Epinephrine is the racemate of epinephrine. L-Epinephrine is a hormone secreted by the medulla of the adrenal glands. L-Epinephrine is an α-adrenergic and β-adrenergic receptor agonist. Properties Name adrenaline Synonym More Synonyms DL-Adrenalin Biological Activity Description DL-Epinephrine is the racemate of epinephrine. L-Epinephrine is a hormone secreted by the medulla of the adrenal glands. L-Epinephrine is an α-adrenergic and β-adrenergic receptor agonist. Related Catalog Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor Research Areas >> Neurological Disease References [1]. Alm A, et al. The effect of topical l-epinephrine on regional ocular blood flow in monkeys. Invest Ophthalmol Vis Sci. 1980 May;19(5):487-91. [2]. Simons FE, et al. First-aid treatment of anaphylaxis to food: focus on epinephrine. J Allergy Clin Immunol. 2004 May;113(5):837-44. [3]. Morris KA, et al. Epinephrine and glucose modulate training-related CREB phosphorylation in old rats: relationships to age-related memory impairments. Exp Gerontol. 2013 Feb;48(2):115-27. [4]. Callaway CW, et al. Epinephrine for cardiac arrest. Curr Opin Cardiol. 2013 Jan;28(1):36-42. Chemical & Physical Properties Molecular Formula C9H13NO3 Exact Mass 183.089539 PSA 72.72000 LogP -0.63 Index of Refraction 1.608 InChIKey UCTWMZQNUQWSLP-UHFFFAOYSA-N Water Solubility Sparingly soluble |
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