2-Aminoacetophenone hydrochloride

Base Information

• Chemical Name: 2-Aminoacetophenone hydrochloride
• CAS No.: 5468-37-1
• Molecular Formula: C8H9NO^.HCl
• Molecular Weight: 171.626
• Hs Code.: 29223990
• European Community (EC) Number: 226-787-2
• NSC Number: 25398
• DSSTox Substance ID: DTXSID80884168
• ChEMBL ID: CHEMBL1213139
• Mol file: 5468-37-1.mol

Synonyms:2-aminoacetophenone;2-aminoacetophenone hydrochloride;o-aminoacetophenone;ortho-aminoacetophenone

Chemical Property of 2-Aminoacetophenone hydrochloride

Chemical Property:

• Appearance/Colour: off-white crystalline powder
• Melting Point: 194 °C (dec.)(lit.)
• Boiling Point: 247.3 °C at 760 mmHg
• Flash Point: 103.4 °C
• PSA: 43.09000
• Density: 1.084g/cm3
• LogP: 2.33030
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 171.0450916
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

α-Aminoacetophenone(MixedSalt,>85%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CN.Cl
• Uses: Mixed Salt of α-Aminoacetophenone, used in the preparation og pseudopeptidic inhibitors of human sirtuins1-3. This action effectually displays antiproliferative protperties in cancer cells. Also used in the preparation of dual δ/μopiod receptor agonists.

Technology Process of 2-Aminoacetophenone hydrochloride

There total 25 articles about 2-Aminoacetophenone 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: 99.0%

1-(2-oxo-2-phenylethyl)-3,5,7-triaza-1-azoniatricyclo[3.3.1.1(3,7)]decane bromide (5520-62-7) → 2-aminoacetophenone hydrochloride (5468-37-1)

Guidance literature:

With hydrogenchloride; In methanol; water; at 20 ℃; for 24h;

DOI:10.1055/a-1655-6078

Reference yield: 98.0%

2-nitroacetophenone (614-21-1) → 2-aminoacetophenone hydrochloride (5468-37-1)

Guidance literature:

With hydrogen; sulfided platinum on carbon; In hydrogenchloride; ethanol; at 50 ℃; for 2h; under 760 Torr;

DOI:10.1016/S0040-4039(00)85319-8

Reference yield: 96.0%

C6H9NO4 (128038-38-0) → 2-aminoacetophenone hydrochloride (5468-37-1)

Guidance literature:

With hydrogenchloride; In ethanol; water; for 48h; Ambient temperature;

DOI:10.1055/s-1990-26805

upstream raw materials:

hexamethylenetetramine

1-chloroacetophenone

α-bromoacetophenone

2-azido-1-phenylethan-1-one

Downstream raw materials:

N-(2-oxo-2-phenylethyl)furan-2-carboxamide

N-(2-oxo-2-phenylethyl)thiophene-2-carboxamide

2-bromo-propionic acid phenacylamide

3-azo-1,5-diphenylpentane-1,5-dione

Refernces

• 1、 Barnes, Korry L.,Sisco, Edward. "Design, Synthesis, and Biological Evaluation of Novel 1,3-Oxazole Sulfonamides as Tubulin Polymerization Inhibitors". supporting information. p. 1030 - 1037. Retrieved 2021/06/28.
• 2、 Cheng, Maosheng,Su, Xin,Sun, Nannan,Sun, Yin,Tian, Linfeng,Yin, Wenbo,Zhang, Chu,Zhao, Dongmei,Zhao, Liyu,Zhao, Shizhen,Zheng, Yang. "Improving the metabolic stability of antifungal compounds based on a scaffold hopping strategy: Design, synthesis, and structure-activity relationship studies of dihydrooxazole derivatives". . . Retrieved 2021/08/07.