ChemicalBook >> CAS DataBase List >>2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione

2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione

CAS No.
835616-60-9
Chemical Name:
2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione
Synonyms
4-Fluoro-thalidomide;2-(2,6-Dioxo-3-piperidinyl)-4-fluoro-1,3-isoindolinedione;2-(2,6-Dioxopiperidin-3-yl)-4-fluoro-2,3-dihydro-1H-isoindole-1,3-dione;135582;TC-E3 5032;E3 ligase Ligand 4;Thalidomide 4-fluoride;E3 ligase Ligand 4(TC-E3 5032);Pomalidomide Related Compound 7;2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione
CBNumber:
CB43145029
Molecular Formula:
C13H9FN2O4
Molecular Weight:
276.22
MDL Number:
MFCD11840666
MOL File:
835616-60-9.mol
MSDS File:
SDS
Last updated:2023-12-27 12:59:13

2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione Properties

Melting point 254-256°C
Boiling point 520.9±45.0 °C(Predicted)
Density 1.570±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Dichloromethane (Slightly, Heated), DMSO (Slightly)
pka 10.63±0.40(Predicted)
form Solid
color White to Off-White
InChI InChI=1S/C13H9FN2O4/c14-7-3-1-2-6-10(7)13(20)16(12(6)19)8-4-5-9(17)15-11(8)18/h1-3,8H,4-5H2,(H,15,17,18)
InChIKey CRAUTELYXAAAPW-UHFFFAOYSA-N
SMILES C1(=O)C2=C(C(F)=CC=C2)C(=O)N1C1CCC(=O)NC1=O

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H361-H302
Precautionary statements  P201-P202-P281-P308+P313-P405-P501-P264-P270-P301+P312-P330-P501
HS Code  2933998090
NFPA 704
0
2 0

2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 26147 TC-E3 5032 835616-60-9 50mg $106 2024-03-01 Buy
Cayman Chemical 26147 TC-E3 5032 835616-60-9 500mg $261 2024-03-01 Buy
Cayman Chemical 26147 TC-E3 5032 835616-60-9 100mg $137 2024-03-01 Buy
Cayman Chemical 26147 TC-E3 5032 835616-60-9 250mg $233 2024-03-01 Buy
Tocris 6628 TCE35032 ≥98%(HPLC) 835616-60-9 100 $409 2021-12-16 Buy
Product number Packaging Price Buy
26147 50mg $106 Buy
26147 500mg $261 Buy
26147 100mg $137 Buy
26147 250mg $233 Buy
6628 100 $409 Buy

2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione Chemical Properties,Uses,Production

Description

4-Fluoro-thalidomide is the Thalidomide-based Cereblon ligand used in the recruitment of CRBN protein. It can be connected to the ligand for IRAK4 protein by a linker to form PROTAC IRAK4 degrader-1 (HY-129966).

Uses

2-(2,6-Dioxo-3-piperidinyl)-4-fluoro-1H-isoindole-1,3(2H)-dione is an intermediate in the synthesis of N-[2-Aminoethyl] Pomalidomide TFA Salt (A6095150. N-[2-Aminoethyl] Pomalidomide TFA is a thalidomide derivative, a potent inhibitor of TNF-α production. It is an anti-inflammatory and anti-tumor agent used in the treatment of multiple myeloma.

Synthesis

A mixture of 4-fluoroisobenzofuran-l,3-dione (498.33 mg, 3.00 mmol), 3- aminopiperidine-2,6-dione hydrogen chloride (493.77 mg, 3.00 mmol) and NaOAc (246.09 mg, 3.00 mmol) in HOAc (10 mL) was stirred at 135 °C overnight, cooled and concentrated in vacuo. The residue was suspended in H2O (100 mL) and stirred at room temperature for 4 hours. The solid was collected via filtration and dried in vacuo to afford 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione as a white solid.
2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione

storage

Store at +4°C

2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione Preparation Products And Raw materials

Raw materials

Preparation Products

2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione Suppliers

Global( 155)Suppliers
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Shanghai finete Pharmaceutical Co., Ltd.
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Jinan Liheng Biotechnology Co., Ltd.
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Zhengzhou Alfa Chemical Co.,Ltd
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Hebei Bonster Technology Co.,Limited
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View Lastest Price from 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione pictures 2022-10-31 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione
835616-60-9
US $400.00 / g 10g 98 5000 Labnetwork lnc.
2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione pictures 2022-09-24 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione
835616-60-9
US $0.00-0.00 / KG 1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.
2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione pictures 2021-07-13 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione
835616-60-9
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd

2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione Spectrum

2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione E3 ligase Ligand 4 1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-4-fl... Pomalidomide Related Compound 7 Thalidomide 4-fluoride TC-E3 5032 E3 ligase Ligand 4(TC-E3 5032) 1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-4-fluoro- 2-(2,6-dioxo-3-piperidinyl)-4-fluoro-1H-Isoindole-1,3(2H)-dione 135582 4-Fluoro-thalidomide 2-(2,6-Dioxo-3-piperidinyl)-4-fluoro-1,3-isoindolinedione 2-(2,6-Dioxopiperidin-3-yl)-4-fluoro-2,3-dihydro-1H-isoindole-1,3-dione 835616-60-9