Glutarimid

Glutarimide

HCID 70726CAS 1121-89-7

Grundinformationen

Standard-SMILES
O=C1CCCC(=O)N1
InChIKey
KNCYXPMJDCCGSJ-UHFFFAOYSA-N
Summenformel
C5H7NO2
Durchschnittliche Molmasse
113,11 g/mol
Monoisotopische Masse
113,04767846

Überblick

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

Namen und Bezeichner

Bevorzugter Name
Glutarimide
IUPAC
piperidine-2,6-dione
Lokaler Name
Glutarimid
Englischer Name
Glutarimide
Summenformel
C5H7NO2
Molmasse
113.11

Namen und Synonyme

GlutarimidePiperidine-2,6-dione1121-89-72,6-Piperidinedione2,6-DiketopiperidineNSC-58190DTXSID7074452MV728O9612CHEBI:5435NSC-168666RefChem:143701DTXCID8033279
Weitere Namen anzeigen
NSC 168666Glutarimide98%Glutarimide>2,6-Dioxopiperidinepentyldiacylisoamine
214-340-4Acetylglycinamide Impurity BMFCD00006670NSC 581902,6-dioxopiperidineEINECS 214-340-4BRN 0110052NSC58190

Datenbank-Bezeichner

CAS
1121-89-7
PubChem CID
70726
DTXSID
DTXSID7074452
ChEMBL
CHEMBL3763941
ChEBI
CHEBI:5435
UNII
MV728O9612
EC Number
214-340-4
Nikkaji
J137.949F

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,7
Polarare Oberfläche (TPSA)
46,2 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
0
Schwere Atome
8

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesBoiling point

Physikochemische Eigenschaften

Schmelzpunkt
155 · 155-157 °C (lit.)
Siedepunkt
211.82 °C · 211.82°C (rough estimate)
Dichte
1.2416 · 1.2416 (rough estimate)
Brechungsindex
1.42 · 1.4200 (estimate)
storage temp.
Inert atmosphere,Room Temperature
Löslichkeit
soluble in Chloroform, DCM

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, 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.

Gefahrenhinweise

Regulatory InformationChemical: 2,6-Piperidinedione
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk
3
hs_code
29251995
RTECS-Nr.
MA4000000
risk_code
36
hazard_code
Xi
safety_code
37/39-26

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 1 Eintrag

Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins.

Anwendungen · 1 Eintrag

VerwendenGlutarimide 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.

Darstellung · 1 Eintrag

synthetischeTo 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.

Anbieter50 Anbieter

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: 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.

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