2′,3′-Dihydro-7′-methyl-5′-oxo-spiro[1,3-dioxolane-2,1′(5′H)-indolizine]-6′-carbonitrile - ≥95% , CAS No.58610-64-3

CAS: 58610-64-3 Cat. No.: D347764 Molecular Weight: 232.24

GRADE & PURITY ≥95%

Synonyms

FT-0667134 | 7 inverted exclamation mark -Methyl-5 inverted exclamation mark -oxo-3 inverted exclamation mark ,5 inverted exclamation mark -dihydro-2 inverted exclamation mark H-spiro[[1,3]dioxolane-2,1 inverted exclamation mark -indolizine]-6 inverted ex

Storage

Protected from light,Room temperature

Shipped In

Normal

Overview

2',3'-Dihydro-7'-methyl-5'-oxo-spiro[1,3-dioxolane-2,1'(5'H)-indolizine]-6'-carbonitrile is used in the preparation of camptothecin (CPT) derivatives. CPT is a cytotoxic quinoline alkaloid which inhibits topoisomerase I (topo I). Topo I acts to cut one strand of double-stranded DNA, relax the strand, and reanneal the strands together.

Applications

Used in the preparation of Camptothecin derivatives, for their therapeutic use as antitumor agents.

Specifications

Synonyms

FT-0667134 | 7 inverted exclamation mark -Methyl-5 inverted exclamation mark -oxo-3 inverted exclamation mark , 5 inverted exclamation mark -dihydro-2 inverted exclamation mark H-spiro[[1, 3]dioxolane-2, 1 inverted exclamation mark -indolizine]-6 inverted ex

Specifications & Purity

≥95%

Storage

Protected from light, Room temperature

Shipped In

Normal

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 504760413
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504760413
• Canonical Smiles: CC1=C(C(=O)N2CCC3(C2=C1)OCCO3)C#N
• IUPAC Name: 7'-methyl-5'-oxospiro[1,3-dioxolane-2,1'-2,3-dihydroindolizine]-6'-carbonitrile
• InChIKey: RQBNYJSVGQGNAA-UHFFFAOYSA-N
• INCHI: 1S/C12H12N2O3/c1-8-6-10-12(16-4-5-17-12)2-3-14(10)11(15)9(8)7-13/h6H,2-5H2,1H3
• Isomeric SMILES: CC1=C(C(=O)N2CCC3(C2=C1)OCCO3)C#N
• Molecular Weight: 232.24
• Reaxy-Rn: 6866303
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6866303&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: Pyridinones
• Alternative Parents: Methylpyridines Ketals Heteroaromatic compounds 1,3-dioxolanes Lactams Oxacyclic compounds Nitriles Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Pyridinone - Ketal - Methylpyridine - Meta-dioxolane - Heteroaromatic compound - Lactam - Acetal - Carbonitrile - Nitrile - Azacycle - Oxacycle - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organic oxide - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as pyridinones. These are compounds containing a pyridine ring, which bears a ketone.
• External Descriptors: Not available

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

Chemical and Physical Properties

• Sensitivity: Light sensitive
• Molecular Weight: 232.230 g/mol
• XLogP3: -0.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 232.085 Da
• Monoisotopic Mass: 232.085 Da
• Topological Polar Surface Area: 62.600 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 503.000
• 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