ChemicalBook > CAS DataBase List > Glutarimide

Glutarimide

Product Name: Glutarimide
CAS No.: 1121-89-7
Chemical Name: Glutarimide
Synonyms: PIPERIDINE-2,6-DIONE;NSC 58190;NSC 168666;GLUTARIMIDE;Glutarimide98%;Glutarimide>2,6-Dioxopiperidine;2,6-PIPERIDINEDIONE;2,6-DIKETOPIPERIDINE;GlutariMide, 98% 25GR
CBNumber: CB2221090
Molecular Formula: C5H7NO2
Formula Weight: 113.11
MOL File: 1121-89-7.mol

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Glutarimide Property

Melting point:: 155-157 °C (lit.)
Boiling point:: 211.82°C (rough estimate)
Density: 1.2416 (rough estimate)
refractive index: 1.4200 (estimate)
storage temp.: Inert atmosphere,Room Temperature
solubility: soluble in Chloroform, DCM
form: Crystals or Crystalline Flakes
pka: pKa 11.4 (Uncertain)
color: White
Water Solubility: Soluble in water, hot ethanol and boiling benzene. Insoluble in ether.
BRN: 110052
InChI: InChI=1S/C5H7NO2/c7-4-2-1-3-5(8)6-4/h1-3H2,(H,6,7,8)
InChIKey: KNCYXPMJDCCGSJ-UHFFFAOYSA-N
SMILES: N1C(=O)CCCC1=O
CAS DataBase Reference: 1121-89-7(CAS DataBase Reference)
EPA Substance Registry System: Glutarimide (1121-89-7)

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Safety

Hazard Codes: Xi
Risk Statements: 36
Safety Statements: 37/39-26
WGK Germany: 3
RTECS: MA4000000
HS Code: 29251995

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 178098
Product name: Glutarimide
Purity: 98%
Packaging: 5g
Price: $125
Updated: 2025/07/31

Sigma-Aldrich

Product number: 178098
Product name: Glutarimide
Purity: 98%
Packaging: 25g
Price: $412
Updated: 2025/07/31

TCI Chemical

Product number: G0269
Product name: Glutarimide
Purity: >98.0%(N)
Packaging: 5g
Price: $111
Updated: 2025/07/31

TRC

Product number: G597063
Product name: Glutarimide
Packaging: 50mg
Price: $40
Updated: 2021/12/16

AK Scientific

Product number: 9714AJ
Product name: Glutarimide
Packaging: 1g
Price: $14
Updated: 2021/12/16

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Glutarimide Chemical Properties,Usage,Production

Description

Glutarimide, also known as Piperidine-2,6-dione or 2,6-Piperidinedione, is a versatile and commonly used organic reagent, classified in pharmacology as a protein synthesis inhibitor compound. It is also an important component of the anti-cancer drug thalidomide. The study reported the synthesis of triazoloquinoxaline derivative (Compound 15), a new potent anticancer drug containing a glutarimide molecule, based on the CRBN binding property of the glutarimide molecule in thalidomide molecule and the cytotoxic activity of triazole-quinoxaline. The IC50s were 9.81 ± 0.7, 15.49 ± 1.2 and 10.09 ± 0.9 μM for hepatocellular carcinoma (HepG2), prostate cancer (PC3) and breast cancer (MCF-7), respectively. It was superior to thalidomide in decreasing NF-κB P65 levels in HepG-2 cells^[1].

Chemical Properties

white crystalline powder

Uses

Glutarimide acts as an inhibitor of protein synthesis. Further, it is used as a reactant for thionations and biocatalytic asymmetric synthesis of sitagliptin production. It is also employed in the generation of beta-adrenoceptor ligands, enantioselective synthesis of securinega alkaloids and alfa-fluoro-alfa amino amides. In addition to this, it is used in intramolecular amidocyclopropanation reactions.

Preparation

To a flask containing 70 gm (0.53 mole) of glutaric acid is added 150 ml (2.2 mole) of 28% aqueous ammonia. The mixture is set for distillation and heated for 7 hr as the temperature of the mixture rises from 90° to 180°C. The temperature is held at 170-180°C for \\ hr or until the evolution of ammonia ceases. The reaction mixture solidifies on cooling and the product is recrystallized from acetone to afford 37.4 gm (63%), m.p. 145-146°C.
t may be advantageous to preform the ammonium salt of dicarboxylic acids prior to the application of enough heat to form the imide. The preparation of succinimide is a case in point.

Definition

ChEBI: Glutarimide (Piperidine-2,6-dione) is a dicarboximide that is piperidine which is substituted by oxo groups at positions 2 and 6. It is a member of piperidones and a dicarboximide.

General Description

A glutarimide antibiotic, 9-methylstreptimidone, shows antiviral, antitumor and antifungal activities.

Purification Methods

Purify it by dissolving 75g in 200mL of H2O, boil for 30minutes with 2g of charcoal, filter, evaporate to dryness and recystallise the residue from 125mL of 95% EtOH to give 70g of white crystals, m 152-154o. It also crystallises from Me2CO (m 163-165o) or EtOH (m 153-154o). The N-bromo derivative (a brominating agent) crystallises from H2O with m 180-185o. [Paris et al. Org Synth Coll Vol IV 496 1963, Beilstein 21 H 382, 21 I 331, 21 II 307, 21 III/IV 4582.]

References

[1] MAGED MOHAMMED SALEH AL WARD . Design, synthesis and biological evaluation of newly triazolo-quinoxaline based potential immunomodulatory anticancer molecules[J]. Journal of Molecular Structure, 2023. DOI:10.1016/j.molstruc.2023.137041.

Glutarimide Preparation Products And Raw materials

Raw materials

Preparation Products

Buspirone

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View Lastest Price from Glutarimide manufacturers

YiZheng HaiFan Chemical CO., LTD.

Product: Glutarimide 1121-89-7
Price: US $0.00/kgs/paper drum
Min. Order: 25kgs/paper drum
Purity: 99%
Supply Ability: 10 tons
Release date: 2025-11-19

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: Glutarimide 1121-89-7
Price: US $8.80-2.20/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2025-06-27

Hebei Chuanghai Biotechnology Co., Ltd

Product: Glutarimide 1121-89-7
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-11-04

1121-89-7, GlutarimideRelated Search:

O-Phthalimide Succinimide Bismaleimide Glutacondianil hydrochloride ethyl pentanimidate hydrochloride Diethyl glutarate MONO-METHYL GLUTARATE 3-(cyanomethylene)glutaric acid dimethyl ester Glutaric anhydride Glutaric acid Dimethyl Glutarate ETHYL HYDROGEN GLUTARATE GLUTARIC ACID-2-METHYLAMINO-5-NITROMONOANILIDE DIALIFOS Buspirone hydrochloride BMY 7378 DIHYDROCHLORIDE BENZETIMIDE Glutarimide, 2-(p-aminophenyl)-2-ethyl-,(RS)-2-ETHYL-2-(4-AMINO-PHENYL)-GLUTARIMIDE

PIPERIDINE-2,6-DIONE

GLUTARIMIDE

2,6-PIPERIDINEDIONE

2,6-DIKETOPIPERIDINE

Glutarimide98%

2,6-Dioxopiperidine

GlutariMide, 98% 25GR

2,6-Diketopiperidine 2,6-Piperidinedione

AcetylglycinaMide IMpurity B

NSC 58190

NSC 168666

Acetylglycinamide Impurity 2

Glutarimide&gt

1121-89-7

Heterocyclic Building Blocks

Piperidines

Building Blocks

Heterocyclic Building Blocks

Piperidines

Miscellaneous Biochemicals

organic intermediate