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
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
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.
N-Bromosuccinimide Price
- Product number
- A2691
- Product name
- 3-Amino-2,6-piperidinedione Hydrochloride
- Packaging
- 5G
- Price
- $47
- Updated
- 2025/07/31
- Product number
- A2691
- Product name
- 3-Amino-2,6-piperidinedione Hydrochloride
- Packaging
- 25G
- Price
- $141
- Updated
- 2025/07/31
- Product number
- A632980
- Product name
- 3-Aminopiperidine-2,6-dioneHydrochloride
- Packaging
- 25g
- Price
- $215
- Updated
- 2021/12/16
- Product number
- A632980
- Product name
- 3-Aminopiperidine-2,6-dioneHydrochloride
- Packaging
- 5g
- Price
- $95
- Updated
- 2021/12/16
- Product number
- J91468
- Product name
- 3-Aminopiperidine-2,6-dionehydrochloride
- Packaging
- 25g
- Price
- $105
- Updated
- 2021/12/16
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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View Lastest Price from 2,6-Dioxopiperidine-3-ammonium chloride manufacturers
- 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
- 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
- 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