62-13-5

Basic information

• Product Name: Adrenalone hydrochloride
• Synonyms: kephrinehydrochloride;TIMTEC-BB SBB003372;LABOTEST-BB LT00645525;3',4'-DIHYDROXY-2-METHYLAMINOACETOPHENONE HYDROCHLORIDE;ADRENALONE HCL;ADRENALONE HYDROCHLORIDE;1-(3,4-DIHYDROXY-PHENYL)-2-METHYLAMINO-ETHANONE HYDROCHLORIDE;[2-(3,4-dihydroxyphenyl)-2-oxoethyl]methylammonium chloride
• CAS NO: 62-13-5
• Molecular Formula: C₉H₁₁NO₃*ClH
• Molecular Weight: 217.65
• EINECS: 200-525-7
• Product Categories: Building Blocks;C9;Carbonyl Compounds;Chemical Synthesis;Ketones;Organic Building Blocks;STRYPHNASAL
• Mol File: 62-13-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 244-249 °C (dec.)
• Boiling Point: 405.6 °C at 760 mmHg
• Flash Point: 199.1 °C
• Appearance: /
• Vapor Pressure: 3.7E-07mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• Water Solubility: almost transparency
• Merck: 14,171
• BRN: 3916102
• CAS DataBase Reference: Adrenalone hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Adrenalone hydrochloride(62-13-5)
• EPA Substance Registry System: Adrenalone hydrochloride(62-13-5)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• RTECS: AM8225000
• F: 3-8-10-23
• Hazardous Substances Data: 62-13-5(Hazardous Substances Data)

Usage

Description

Adrenalone hydrochloride, also known as adrenaline hydrochloride, is a medication derived from the hormone adrenaline. It is a white or almost white, crystalline powder that is freely soluble in water and slightly soluble in alcohol. Adrenalone hydrochloride is used in various medical applications due to its ability to stimulate the sympathetic nervous system, which can lead to increased heart rate, blood pressure, and bronchodilation.

Uses

Used in Ophthalmic Applications:
Adrenalone hydrochloride is used as an adrenergic agent in the field of ophthalmology. It is utilized for its vasoconstrictive properties, which help to reduce redness and swelling in the eyes. This application is particularly useful in cases where eye irritation or inflammation is present.
Used in Antineoplastic Applications:
In the field of oncology, Adrenalone hydrochloride displays antineoplastic activity, which means it has the potential to inhibit the growth of cancer cells. It has been demonstrated to inhibit the growth of Ehrlich ascites tumors in mice, suggesting its potential use in cancer treatment. The exact mechanism of action is still under investigation, but it is believed to involve the stimulation of the sympathetic nervous system, which may have an impact on tumor growth and progression.

Preparation

Obtained by action of hydrochloric acid on 3,4-dihydroxy-a-methylaminoacetophenone (65%), in methanol.

InChI:InChI=1/C9H11NO3.ClH/c1-10-5-9(13)6-2-3-7(11)8(12)4-6;/h2-4,10-12H,5H2,1H3;1H

Upstream product

• 120-80-9 benzene-1,2-diol 
• 99-45-6 adrenalone 
• 99-40-1 2-chloro-3',4'-dihydroxyacetophenone 
• 74-89-5 methylamine 

Downstream Products

• 132225-51-5 α-(p-cyano-N-methylbenzamido)-3,4-dihydroxyacetophenone 
• 16536-89-3 epinephrine bitartrate 
• 54-06-8 adrenochrome 
• 69-81-8 Carbazochrome 
• 99855-92-2 N-(2-(3,4-dihydroxyphenyl)-2-oxoethyl)-N-methylacetamide 
• 101878-49-3 benzyl (2-(3,4-dihydroxyphenyl)-2-oxoethyl)(methyl)carbamate 
• 175531-14-3 4-[N-Boc-2-(methylamino)acetyl]-1,2-dihydroxybenzene 
• 104819-58-1 S-(-)-2,2'-dinitrobiphenyl-6,6'-dicarbonsaeure-di-N,N'-1-(3,4-dihydroxyphenyl)-1-hydroxy-2-methylamido-ethan 
• 104819-58-1 R-(+)-2,2'-dinitrobiphenyl-6,6'-dicarbonsaeure-di-N,N'-1-(3,4-dihydroxyphenyl)-1-hydroxy-2-methylamido-ethan 
• 104819-58-1 S-2,2'-dinitrobiphenyl-6,6'-dicarbonsaeure-di-N,N'-1-(3,4-dihydroxyphenyl)-1-hydroxy-2-methylamido-ethan 
• 104819-58-1 R-2,2'-dinitrobiphenyl-6,6'-dicarbonsaeure-di-N,N'-1-(3,4-dihydroxyphenyl)-1-hydroxy-2-methylamido-ethan 
• 104819-58-1 R,S-2,2'-dinitrobiphenyl-6,6'-dicarbonsaeure-di-N,N'-1-(3,4-dihydroxyphenyl)-1-hydroxy-methylamido-ethan 
• 51-43-4 L-epinephrine 
• 329-65-7 Epinephrine 

Relevant articles and documents

Production process of adrenal glands

The invention discloses a production technology for carbazochrome. The production technology comprises the following steps: 1) synthesizing chloracetyl catechol; 2) synthesizing corticosterone hydrochloride; 3) synthesizing adrenaline; and 4) synthesizing the carbazochrome. The production technology for the carbazochrome, disclosed by the invention, has the advantages of simple preparation method,few steps and easiness for operation and control; and an obtained product has good color and luster, good quality, high purity and high yield, can be directly used for production and utilization andhas very good practicability.

PROCESS FOR THE PREPARATION OF OPTICALLY ENRICHED ADRENALINE

A process for the production of (-)-adrenaline and (-)-adrenaline-L-tartrate is provided. The process provides for a new, efficient and commercially feasible process for the optical resolution of racemic adrenaline. In one aspect, a one pot process for the synthesis of (-)-adrenaline is provided. The process provides a simple and less expensive 5 process that can be used to prepare commercial scale batches of (-)-adrenaline and (-)-adrenaline-L-tartrate of API quality. The process avoids the use of expensive and unpredictable chiral catalysts.