5-Bromo-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione

HCID 44435680

Notes Reactions

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Basic information

CAS: 26166-92-7
Standard SMILES: O=C1CCC(N2C(=O)c3ccc(Br)cc3C2=O)C(=O)N1
InChIKey: MWMSBQXTHIEBNT-UHFFFAOYSA-N
Molecular formula: C13H9BrN2O4
Average molar mass: 337.12 g/mol

Names & identifiers

Preferred name: 5-Bromo-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione
IUPAC: 5-bromo-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
English name: 5-Bromo-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione
Molecular formula: C13H9BrN2O4
Molecular weight: 337.13

Names & synonyms

5-bromo-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione26166-92-7RefChem:532996885-600-8Thalidomide-5-Br5-bromo-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dioneMFCD301880735-bromo-2-(2,6-dioxo-3-piperidyl)isoindoline-1,3-dione5-bromo-2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dioneThalidomide-5'-bromide5-bromo-2-[(3S)-2,6-dioxo-3-piperidyl]isoindoline-1,3-dioneCHEMBL393880

Show more names

1355865-Bromo-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione5-bromo-2-(2,6-dioxo-3-piperidyl)isoindoline-1,3-dione - [B86000]5-bromo-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione(WXC07613)5-bromo-2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1 H-isoindole-1,3-dione

orb1298151orb1940228SCHEMBL1413468SCHEMBL28903635SCHEMBL30458460MWMSBQXTHIEBNT-UHFFFAOYSA-NBDBM5116751H-Isoindole-1,3(2H)-dione, 5-bromo-2-(2,6-dioxo-3-piperidinyl)-

Database identifiers

CAS: 26166-92-7
PubChem CID: 44435680
ChEMBL: CHEMBL393880
EC Number: 885-600-8

Properties

Computed structural properties

XLogP: 1
Topological polar surface area: 83.6 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 1
Heavy atoms: 20
Formal charge: 0
Complexity: 507

Physicochemical properties

Melting point: 230 °C · >230 °C
Boiling point: 564.3 · 564.3±45.0 °C(Predicted)
Density: 1.794 · 1.794±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
pka: 10.6 · 10.60±0.40(Predicted)
form: Solid
color: Off-white to gray
InChI: InChI=1S/C13H9BrN2O4/c14-6-1-2-7-8(5-6)13(20)16(12(7)19)9-3-4-10(17)15-11(9)18/h1-2,5,9H,3-4H2,(H,15,17,18)
InChIKey: MWMSBQXTHIEBNT-UHFFFAOYSA-N
SMILES: C1(=O)C2=C(C=C(Br)C=C2)C(=O)N1C1CCC(=O)NC1=O
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H302 (50%): 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)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (50%)

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Chemistry & industry

Applications

Description5-Bromo-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione is a derivative of thalidomide with an bromide atom on the benzyl ring

UsesThalidomide-5-Br (compound 4) is a compound with a bromodomain. Thalidomide-5-Br can be used in the research of inflammation, tumor and neurology[1].

Suppliers84 total

上海康恩博医药科技有限公司17510465506 · [email protected]

南京优氟医药科技有限公司025-86755008 17751752005 · [email protected]

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]

合肥曼奇诺生物医药技术有限公司19719236623 · [email protected]

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Related reactions

2 records

New reaction record

HRID 63474As productuspto-grants-2016_09

HRID 331612As productuspto-grants-2014_11

Compound notes

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