L-adrenaline

Structural formula

Physical competition number	014U
Molecular formula	C9H13NO3
Molecular weight	183.2
label	(R)-Adrenaline, 1-(3,4-dihydroxyphenyl)-2-methylaminoethanol, 3,4-Dihydroxy-α-(methylaminomethyl)benzyl alcohol L-epinephrine, L(-)-adrenaline, Renal parabase, (R)-(−)-3,4-Dihydroxy-α-(methylaminomethyl)benzyl alcohol, Epinephrine, Adnephrin, Epifrina, Suprarenine, Sus-Phrine, Tonogen, Vaponefrin, Enzymes·Proteins·Peptides

• Numbering system
• Physical property data
• Toxicological data
• Ecological data
• Molecular structure data
• Computing chemical data
• More
  • Properties and Stability
  • Storage method
  • Synthesis method
  • Purpose

Numbering system

CAS number:51-43-4

MDL number:MFCD00002204

EINECS number:200-098-7

RTECS number:DO2625000

BRN number:2368277

PubChem number:24894545

Physical property data

1. Properties: White crystalline powder.

2. Density (g/mL, 25/4℃): Undetermined

3. Relative vapor density (g/mL, air=1): Undetermined

4. Melting point (ºC): 211-212

5. Boiling point (ºC, normal pressure): Undetermined

6. Boiling point (ºC, 5.2kPa): Undetermined

7. Refractive index: Undetermined

8. Flash point (ºC): Undetermined

9. Specific rotation (º, C= 2, in 0.6mol/L hydrochloric acid): -50～-53.5

10. Autoignition point or ignition temperature (ºC): Undetermined

11. Vapor pressure (kPa, 25ºC): Undetermined

12. Saturated vapor pressure (kPa, 60ºC): Undetermined

13. Heat of combustion (KJ/mol): Undetermined

14. Critical temperature (ºC): Undetermined

15. Critical pressure (KPa): Undetermined

16. Log value of oil-water (octanol/water) partition coefficient: Undetermined

17. Explosion upper limit (%, V/V): Undetermined

18. Explosion lower limit (%, V/V): Undetermined

19. Solubility: Easily soluble in mineral acid and alkali hydroxide solution, slightly soluble in water, insoluble in alcohol, ether, acetone, and chloroform. Odorless and bitter. The color gradually becomes darker when exposed to air and light.

Toxicological data

None

Ecological data

None

Molecular structure data

1. Molar refractive index: 49.33

2. Molar volume (cm³/mol): 142.6

3. Isotonic specific volume (90.2K ): 397.0

4. Surface tension (dyne/cm): 59.9

5. Polarizability (10-24cm3): 19.55

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): None

2. Number of hydrogen bond donors: 4

3. Number of hydrogen bond acceptors: 4

4. Number of rotatable chemical bonds: 3

5. Number of tautomers: 10

6. Topological molecule polar surface area 72.7

7. Number of heavy atoms: 13

8. Surface charge: 0

9. Complexity: 154

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 1

12. Uncertain number of atomic stereocenters: 0

13. Determine the number of chemical bond stereocenters: 0

14. Number of uncertain chemical bond stereocenters: 0

15. Number of covalent bond units: 1

Properties and stability

None

Storage method

Seal with nitrogen and store in a cool, dark place.

Synthesis method

1.3,4-Dihydroxy-α-methylaminoacetophenone (i.e. renal ketone) is formulated into hydrochloride, and hydrogenation reaction is carried out under palladium catalysis. The hydrogenation temperature is 30-35α and the pressure is 0.05-0.1MPa. The obtained racemic epinephrine is separated with tartaric acid and neutralized with ammonium hydroxide to obtain L-adrenaline.

2.Extraction, isolation and purification from the adrenal medulla of domestic animals.

3.Artificial synthesis

Purpose

1. Non-steroidal hormone drugs are also used as intermediates for the hemostatic drug Anluoxue. Mainly used for the rescue of anaphylactic shock, bronchial asthma and cardiac arrest

2.Adrenoceptor agonist. Used for relieving bronchial asthma, rescuing anaphylactic shock, compatibility with local anesthetics and local hemostasis, urticaria, hay fever, serum reactions and other allergic diseases, glaucoma, etc.

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