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

Product Name
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;Pomadomide impurity 30;E3 ligase Ligand 4(TC-E3 5032);Pomalidomide Related Compound 7
CBNumber
CB43145029
Molecular Formula
C13H9FN2O4
Formula Weight
276.22
MOL File
835616-60-9.mol
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2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione Property

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
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Safety

HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P281Use personal protective equipment as required.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
D5968
Product name
2-(2,6-Dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione
Packaging
1G
Price
$75
Updated
2025/07/31
TCI Chemical
Product number
D5968
Product name
2-(2,6-Dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione
Packaging
5G
Price
$226
Updated
2025/07/31
Cayman Chemical
Product number
26147
Product name
TC-E3 5032
Packaging
50mg
Price
$106
Updated
2024/03/01
Cayman Chemical
Product number
26147
Product name
TC-E3 5032
Packaging
500mg
Price
$261
Updated
2024/03/01
Cayman Chemical
Product number
26147
Product name
TC-E3 5032
Packaging
100mg
Price
$137
Updated
2024/03/01
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2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione Chemical Properties,Usage,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.

IC 50

Cereblon

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

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

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View Lastest Price from 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione 835616-60-9
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-23
ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Pomalidomide Impurity 30 835616-60-9
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
98%
Supply Ability
500mg
Release date
2024-06-27
Labnetwork lnc.
Product
2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione 835616-60-9
Price
US $400.00/g
Min. Order
10g
Purity
98
Supply Ability
5000
Release date
2022-10-29

835616-60-9, 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dioneRelated Search:

Cereblon Ligand 1 4-Hydroxy ThalidoMide Protein degrader 1 (TFA) (2S,4R)-1-((S)-2-amino-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide hydrochloride L-Prolinamide, 3-methyl-L-valyl-4-hydroxy-N-[(1S)-1-[4-(4-methyl-5-thiazolyl)phenyl]ethyl]-, (4R)-

  • 2-(2,6-dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione
  • E3 ligase Ligand 4
  • 2-(2,6-Dioxopiperidin-3-yl)-4-fluoro-2,3-dihydro-1H-isoindole-1,3-dione
  • 135582
  • 2-(2,6-dioxo-3-piperidinyl)-4-fluoro-1H-Isoindole-1,3(2H)-dione
  • 1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-4-fluoro-
  • E3 ligase Ligand 4(TC-E3 5032)
  • TC-E3 5032
  • 2-(2,6-Dioxo-3-piperidinyl)-4-fluoro-1,3-isoindolinedione
  • Thalidomide 4-fluoride
  • Pomalidomide Related Compound 7
  • 4-Fluoro-thalidomide
  • 1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-4-fl...
  • Pomadomide impurity 30
  • 835616-60-9