Description
ChemicalBook > CAS DataBase List > 2,6-Dioxopiperidine-3-ammonium chloride

2,6-Dioxopiperidine-3-ammonium chloride

Description
Product Name
2,6-Dioxopiperidine-3-ammonium chloride
CAS No.
24666-56-6
Chemical Name
2,6-Dioxopiperidine-3-ammonium chloride
Synonyms
3-Amino-2,6-piperidinedione hydrochloride;2,6-dioxopiperidin-3-aminium chloride;RSYY(Avanafil)-31;Pomalidomide Impurity 6;Lenalidomide/Pomadoamine;Lenalidomide EP Impurity-A;Lenalidomide Impurity 6 HCl;Lenalidomide Impurity 9 HCl;Lenalidomide Impurity 2 HCl;2,6-Dioxopiperidine-3-ammonium
CBNumber
CB71113128
Molecular Formula
C5H9ClN2O2
Formula Weight
164.59016
MOL File
24666-56-6.mol
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2,6-Dioxopiperidine-3-ammonium chloride Property

Melting point:
120 °C (approx)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly, Heated), Methanol (Sparingly, Sonicated)
form 
powder
color 
White
InChI
InChI=1S/C5H8N2O2.ClH/c6-3-1-2-4(8)7-5(3)9;/h3H,1-2,6H2,(H,7,8,9);1H
InChIKey
YCPULGHBTPQLRH-UHFFFAOYSA-N
SMILES
C1CC(N)C(=O)NC1=O.Cl
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Safety

Risk Statements 
20/21/22
Safety Statements 
3/9-36/37
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TCI Chemical
Product number
A2691
Product name
3-Amino-2,6-piperidinedione Hydrochloride
Packaging
5G
Price
$47
Updated
2025/07/31
TCI Chemical
Product number
A2691
Product name
3-Amino-2,6-piperidinedione Hydrochloride
Packaging
25G
Price
$141
Updated
2025/07/31
TRC
Product number
A632980
Product name
3-Aminopiperidine-2,6-dioneHydrochloride
Packaging
5g
Price
$95
Updated
2021/12/16
TRC
Product number
A632980
Product name
3-Aminopiperidine-2,6-dioneHydrochloride
Packaging
25g
Price
$215
Updated
2021/12/16
Matrix Scientific
Product number
075215
Product name
3-Aminopiperidine-2,6-dione hydrochloride
Purity
95+%
Packaging
1g
Price
$19
Updated
2021/12/16
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2,6-Dioxopiperidine-3-ammonium chloride Chemical Properties,Usage,Production

Description

2,6-Dioxopiperidine-3-ammonium chloride is a reagent for preparing lenalidomide that can induce ubiquitination and degradation of CK1α in del (5q) MDS. It can also be used to prepare phthalimide conjugates that can promote ligand-dependent target protein degradation. Moreover, it is also a metabolite of thalidomide (T338850) that inhibits FGF-induced angiogenesis.

Chemical Properties

White crystal

Uses

2,6-Dioxopiperidine-3-ammonium chloride can be used as an important intermediate of antineoplastic drug lenalidomide.

Synthesis

24666-55-5

24666-56-6

General procedure for the synthesis of 3-aminopiperidine-2,6-dione hydrochloride from benzyl (2,6-dioxopiperidin-3-yl)carbamate: Benzyl (2,6-dioxopiperidin-3-yl)carbamate (4.00 g, 15.0 mmol) was dissolved in methanol (200 mL) and 2N HCl solution (15 mL) was added. Subsequently, 5% Pd-C catalyst (100 mg) was added and the hydrogenation reaction was carried out at 60 psi hydrogen pressure for 4 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to dryness to afford 3-aminopiperidine-2,6-dione hydrochloride as a white solid (2.61 g, 100% yield) with a melting point of 245 °C (decomposition, ignition temperature 235 °C).1H NMR (400 MHz, DMSO-D6) δ ppm: 11.22 (br s, 1H), 8.68 (br s, 3H), 4.20 (dd, J = 13.0, 5.3 Hz, 1H), 2.77-2.65 (m, 1H), 2.64-2.56 (m, 1H), 2.27-2.19 (m, 1H), 2.09-1.97 (m, 1H).

References

[1] Patent: WO2008/7979, 2008, A1. Location in patent: Page/Page column 13
[2] Patent: CN108218833, 2018, A. Location in patent: Paragraph 0043; 0044; 0057; 0058; 0063; 0071; 0072
[3] Patent: WO2018/154516, 2018, A1. Location in patent: Page/Page column 7-8
[4] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 11, p. 1625 - 1630

2,6-Dioxopiperidine-3-ammonium chloride Preparation Products And Raw materials

Raw materials

Preparation Products

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2,6-Dioxopiperidine-3-ammonium chloride Suppliers

Pure Chemistry Scientific Inc.
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EMMX Biotechnology LLC
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AbaChemScene
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Synthonix Inc
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View Lastest Price from 2,6-Dioxopiperidine-3-ammonium chloride manufacturers

Jinan Ruitong Biotech Co., Ltd.
Product
3-aminopiperidine-2,6-dione hydrochloride 24666-56-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1
Release date
2025-08-27
Shaanxi Xianhe Biotech Co., Ltd
Product
3-Amino-2,6-piperidinedione hydrochloride 24666-56-6
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
1000kg
Release date
2025-04-17
Henan Aochuang Chemical Co.,Ltd.
Product
2,6-Dioxopiperidine-3-ammonium chloride 24666-56-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-16

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