Adrenalone hydrochloride

Base Information

• Chemical Name: Adrenalone hydrochloride
• CAS No.: 62-13-5
• Molecular Formula: C9H11NO3^.HCl
• Molecular Weight: 217.652
• Hs Code.: 29225090
• European Community (EC) Number: 200-525-7
• NSC Number: 760356,9407
• UNII: NN82YWE2IC
• DSSTox Substance ID: DTXSID30211026
• Wikidata: Q27284967
• NCI Thesaurus Code: C99565
• Mol file: 62-13-5.mol

Synonyms:adrenalone;adrenalone hydrochloride;Stryphnasal

Chemical Property of Adrenalone hydrochloride

Chemical Property:

• Vapor Pressure: 3.7E-07mmHg at 25°C
• Melting Point: 244-249 °C (dec.)
• Boiling Point: 405.6 °C at 760 mmHg
• Flash Point: 199.1 °C
• PSA: 69.56000
• LogP: 1.69280
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: almost transparency
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 217.0505709
• Heavy Atom Count: 14
• Complexity: 184

Purity/Quality:

99% ^*data from raw suppliers

Adrenalone Hydrochloride Hydrate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CNCC(=O)C1=CC(=C(C=C1)O)O.Cl
• Uses: adrenergic (opthalmic) Adrenalone displays antineoplastic activity and has been shown to inhibit growth of Ehrlich ascites tumors in mice.

Technology Process of Adrenalone hydrochloride

There total 3 articles about Adrenalone hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.9%

adrenalone (99-45-6) → 1-(3,4-dihydroxyphenyl)-1-oxo-2-methylamino-ethan-hydrochlorid (62-13-5)

Guidance literature:

With hydrogenchloride; In ethanol; for 0.5h; pH=2-3;

Reference yield: 56.0%

2-chloro-3',4'-dihydroxyacetophenone (99-40-1) + methylamine (74-89-5) → 1-(3,4-dihydroxyphenyl)-1-oxo-2-methylamino-ethan-hydrochlorid (62-13-5)

Guidance literature:

2-chloro-3',4'-dihydroxyacetophenone; methylamine; In water; acetonitrile; at 0 - 40 ℃; for 3h; Large scale;

With hydrogenchloride; In methanol; isopropyl alcohol; at 5 - 25 ℃; for 1.5h; Large scale;

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 1-(3,4-dihydroxyphenyl)-1-oxo-2-methylamino-ethan-hydrochlorid (62-13-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aluminum (III) chloride / dichloromethane / 0 - 30 °C / Large scale

2.1: ethanol / 10 - 45 °C / Large scale

2.2: 5 h / 0 - 10 °C / Large scale

With aluminum (III) chloride; In ethanol; dichloromethane;

upstream raw materials:

2-chloro-3',4'-dihydroxyacetophenone

methylamine

adrenalone

benzene-1,2-diol

Downstream raw materials:

benzyl (2-(3,4-dihydroxyphenyl)-2-oxoethyl)(methyl)carbamate

epinephrine bitartrate

adrenochrome

Carbazochrome

Refernces

• 1、 -. "Preparation method of adrenalone hydrochloride". Paragraph 0014; 0034; 0035; 0039; 0040; 0044; 0045. . Retrieved 2017/07/21.