3-(5-(aminomethyl)-1-oxo-2,3-dihydro-1H-isoindol-2-yl)piperidine-2,6-dione hydrochloride

HCID 66589525CAS 1158264-69-7

Substructure search Find similar structures

Basic information

Standard SMILES: Cl.NCc1ccc2c(c1)CN(C1CCC(=O)NC1=O)C2=O
InChIKey: XTILEMYXOZKSFJ-UHFFFAOYSA-N
Molecular formula: C14H16ClN3O3
Average molar mass: 309.75 g/mol

Names & identifiers

Preferred name: 3-(5-(aminomethyl)-1-oxo-2,3-dihydro-1H-isoindol-2-yl)piperidine-2,6-dione hydrochloride
IUPAC: 3-[6-(aminomethyl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione;hydrochloride
English name: 3-(5-(aminomethyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione hydrochloride
Molecular formula: C14H16ClN3O3
Molecular weight: 309.75

Names & synonyms

1158264-69-73-[5-(aminomethyl)-1-oxo-2,3-dihydro-1H-isoindol-2-yl]piperidine-2,6-dione hydrochloride3-(5-(aminomethyl)-1-oxo-2,3-dihydro-1H-isoindol-2-yl)piperidine-2,6-dione hydrochlorideRefChem:493603852-679-53-(5-(aminomethyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione hydrochlorideMFCD31794744Lenalidomide-5-aminomethyl hydrochloride3-[5-(aminomethyl)-1-oxo-isoindolin-2-yl]piperidine-2,6-dione;hydrochloride3-[6-(aminomethyl)-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione;hydrochloride3-[5-(Aminomethyl)-1-oxo-2-isoindolinyl]piperidine-2,6-dione Hydrochloridestarbld0014199

Show more names

hydrochloride - [A81477]3-[5-(Aminomethyl)-1-oxo-isoindolin-2-yl]piperidine-2,6-dione HCl3-(5-(aminoMethyl)-1-oxoisoindoline-2-yl)piperidine-2,6-dione hydrochloride2,6-Piperidinedione, 3-[5-(aminomethyl)-1,3-dihydro-1-oxo-2H-isoindol-2-yl]-, hydrochloride (1:1)3-(5-(Aminomethyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione hydrochloride , Lenalidomide-5-aminomethyl HCl

SCHEMBL61617Lenalidomide-5-aminomethyl HClorb1691931XTILEMYXOZKSFJ-UHFFFAOYSA-NEX-A4427IWB26469AKOS040756511HY-W077589

Database identifiers

CAS: 1158264-69-7
PubChem CID: 66589525
EC Number: 852-679-5

Properties

Computed structural properties

Topological polar surface area: 92.5 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 21
Formal charge: 0
Complexity: 451

Physicochemical properties

storage temp.: -20 °C, · -20°C, stored under nitrogen, away from moisture
solubility: 16.67 mg/mL · DMSO : 16.67 mg/mL (53.82 mM; ultrasonic and warming and heat to 60°C)
form: Solid
color: Off-white to light yellow
InChI: InChI=1S/C14H15N3O3.ClH/c15-6-8-1-2-10-9(5-8)7-17(14(10)20)11-3-4-12(18)16-13(11)19;/h1-2,5,11H,3-4,6-7,15H2,(H,16,18,19);1H
InChIKey: XTILEMYXOZKSFJ-UHFFFAOYSA-N
SMILES: O=C1C2=CC=C(CN)C=C2CN1C1CCC(=O)NC1=O.Cl
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 335 · H335-H319-H302-H315
Precautionary statements: 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H335-H319-H302-H315
Precautionary statements: P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P

Chemistry & industry

Applications · 2 items

Description3-(5-(Aminomethyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione hydrochloride is used in the recruitment of the cereblon protein and used as a PROTAC linker.

UsesLenalidomide-5-aminomethyl hydrochloride is the Lenalidomide-based cereblon (CRBN) ligand used in the recruitment of CRBN protein. Lenalidomide-5-aminomethyl hydrochloride can be connected to the ligand for protein by a linker to form PROTAC[1]