85719-78-4

Basic information

• Product Name: Sesbanimide A
• Synonyms: sesbanimide;(+)-Sesbanimide A;(1S)-1-C-(2,6-Dioxo-4-piperidinyl)-5-methyl-6-methylene-1-O,3-O-methylene-5,6-dideoxy-α-D-glycero-D-threo-4-heptulo-4,7-furanose;Sesbanimide A;alpha-D-Glycero-D-threo-4-heptulo-4,7-furanose, 5,6-dideoxy-1-C'-(2,6-dioxo-4-piperidinyl)-5-methyl-6-methylene-1,3-o-methylene-, (1S)-
• CAS NO: 85719-78-4
• Molecular Formula: C15H21NO7
• Molecular Weight: 327.331
• Mol File: 85719-78-4.mol

Chemical Properties

• Boiling Point: 599.3°C at 760 mmHg
• Flash Point: 316.3°C
• Appearance: /
• Density: 1.4g/cm³
• Vapor Pressure: 7.31E-17mmHg at 25°C
• Refractive Index: 1.574
• CAS DataBase Reference: Sesbanimide A(CAS DataBase Reference)
• NIST Chemistry Reference: Sesbanimide A(85719-78-4)
• EPA Substance Registry System: Sesbanimide A(85719-78-4)

Safety Data

• Hazardous Substances Data: 85719-78-4(Hazardous Substances Data)

Usage

Uses

Used in Oncology:
Sesbanimide is used as an antitumor agent for its antiproliferative properties. It is particularly effective against various types of cancer, as it can inhibit the growth and proliferation of cancer cells, making it a promising candidate for cancer treatment.
Used in Drug Development:
Sesbanimide is utilized in the development of novel pharmaceuticals targeting cancer treatment. Its unique antiproliferative properties make it a valuable component in the creation of new drugs and therapies aimed at combating cancer.
Used in Cancer Research:
Sesbanimide serves as a key compound in cancer research, where it is studied for its potential to target specific cancer cells and pathways. Understanding its mechanism of action can lead to the development of more effective treatments and therapies for various types of cancer.

InChI:InChI=1/C15H21NO7/c1-7-5-23-15(20,8(7)2)14-12(19)13(21-6-22-14)9-3-10(17)16-11(18)4-9/h8-9,12-14,19-20H,1,3-6H2,2H3,(H,16,17,18)

Upstream product

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Relevant articles and documents

Total Synthesis of (+/-)-Sesbanimide A and B

The total synthesis of sesbanimide A (1) and B (2) is reported which features (a) the reaction of cyclopentadiene with glyoxylic acid leading to the useful bicyclic lactone building block 3 and (b) the use of 2.5 mol/ dm-3 lithium perchlorate i

An alternative synthesis of (+)-sesbanimide A

D-(+)-xylose has been converted to (+)-sesbanimide A in sixteen steps.The synthetic scheme involves an ususual tricyclic silylated derivative (9a) of the monobenzoylated product of the earlier described glutarimide intermediate (7).Compound 9a is a pivotal intermediate for the construction of ring C of (+)-sesbanimide A.

A Total Synthesis of (-)-Sesbanimide A

The molecule (-)-sesbanimide A (1), the optical antipode of the potent cytotoxic natural product (+)-sesbanimide A (2), has been prepared starting from the aldehyde 3 via a brief and efficient reaction pathway.