Glutarimide - ≥98%(HPLC) , CAS No.1121-89-7

CAS: 1121-89-7 Cat. No.: G156850 Molecular Weight: 113.12 Beilstein Registry Number: 21(5)9,557 EC Number: 214-340-4

GRADE & PURITY ≥98%(HPLC)

Synonyms

AKOS009159209 | Glutarimide | InChI=1/C5H7NO2/c7-4-2-1-3-5(8)6-4/h1-3H2,(H,6,7,8 | NSC 58190 | NSC58190 | NSC-58190 | MFCD00006670 | 2,6-dioxopiperidine | BDBM50146597 | EINECS 214-340-4 | Acetylglycinamide Impurity B | Z424792856 | BRN 0110052 | Glutarim

Storage

Room temperature

Shipped In

Normal

Overview

A glutarimide antibiotic, 9-methylstreptimidone, shows antiviral, antitumor and antifungal activities.
Reactant for: Thionations Biocatalytic asymmetric synthesis of chiral amines from ketones applied to sitagliptin manufacture Synthesis of β-adrenoceptor ligands Enantioselective synthesis of securinega alkaloids Intramolecular amidocyclopropanation reactions Synthesis of alpha-fluoro-alpha amino amides

Specifications

Synonyms

AKOS009159209 | Glutarimide | InChI=1/C5H7NO2/c7-4-2-1-3-5(8)6-4/h1-3H2, (H, 6, 7, 8 | NSC 58190 | NSC58190 | NSC-58190 | MFCD00006670 | 2, 6-dioxopiperidine | BDBM50146597 | EINECS 214-340-4 | Acetylglycinamide Impurity B | Z424792856 | BRN 0110052 | Glutarim

Specifications & Purity

≥98%(HPLC)

Storage

Room temperature

Shipped In

Normal

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 488184580
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488184580
• Canonical Smiles: C1CC(=O)NC(=O)C1
• IUPAC Name: piperidine-2,6-dione
• InChIKey: KNCYXPMJDCCGSJ-UHFFFAOYSA-N
• INCHI: 1S/C5H7NO2/c7-4-2-1-3-5(8)6-4/h1-3H2,(H,6,7,8)
• Isomeric SMILES: C1CC(=O)NC(=O)C1
• WGK Germany: 3
• RTECS: MA4000000
• Molecular Weight: 113.12
• Beilstein: 21(5)9,557
• Reaxy-Rn: 110052
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=110052&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass Hydropyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: Hydropyridines
• Intermediate Tree Nodes: Not available
• Direct Parent: Tetrahydropyridines
• Alternative Parents: N-acylimines Lactims Propargyl-type 1,3-dipolar organic compounds Carboxylic acids and derivatives Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Tetrahydropyridine - N-acylimine - Lactim - Carboxylic acid derivative - Propargyl-type 1,3-dipolar organic compound - Azacycle - Organic 1,3-dipolar compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as tetrahydropyridines. These are derivatives of pyridine in which two double bonds in the pyridine moiety are reduced by adding four hydrogen atoms.
• External Descriptors: a small molecule

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Cereblon isoform 4 (52 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water, hot ethanol and boiling benzene. Insoluble in ether.
• Melt Point(°C): 155 °C
• Molecular Weight: 113.110 g/mol
• XLogP3: -0.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 113.048 Da
• Monoisotopic Mass: 113.048 Da
• Topological Polar Surface Area: 46.200 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 116.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Chaojie Pang, Jiage Liu, Rui Peng, Yingying Guo, Zhiyong Li, Huiyong Wang.  (2023)  Liquid-phase exfoliation of titanium disulfide nanosheets in aqueous ionic liquid solutions for highly efficient CO2 electroreduction.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2023.121814]

2. Wenjuan Fang, Fei Xu, Yaqin Zhang, Heng Wang, Zhencai Zhang, Zifeng Yang, Weiwei Wang, Hongyan He, Yunjun Luo.  (2021)  Acylamido-based anion-functionalized ionic liquids for efficient synthesis of poly(isosorbide carbonate).  Catalysis Science & Technology,  12  (6): (1756-1765).  [PMID:] [10.1039/D1CY01824H]