Norcantharidin

Base Information

• Chemical Name: Norcantharidin
• CAS No.: 5442-12-6
• Molecular Formula: C8H8O4
• Molecular Weight: 168.149
• Hs Code.: 2942000000
• European Community (EC) Number: 637-280-4,681-692-7
• NSC Number: 148536,59023,14003
• DSSTox Substance ID: DTXSID30884158
• Nikkaji Number: J42.543E
• Wikipedia: Norcantharidin
• Wikidata: Q15425762
• ChEMBL ID: CHEMBL8327
• Mol file: 5442-12-6.mol

Synonyms:4,7-epoxyisobenzofuran-1,3-dione, hexahydro-, (3a-alpha, 4beta, 7beta, 7a-alpha)-;demethylcantharate;norcantharidin;norcantharidin, (3aalpha,4beta,7beta,7aalpha)-isomer;sodium norcantharidate

Chemical Property of Norcantharidin

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 110 °C
• Refractive Index: 1.55
• Boiling Point: 362.464 °C at 760 mmHg
• Flash Point: 167.017 °C
• PSA: 52.60000
• Density: 1.468 g/cm³
• LogP: -0.13660
• Storage Temp.: Hygroscopic, Room Temperature, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Heated), DMSO (Slightly)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

Norcantharidin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC2C3C(C1O2)C(=O)OC3=O

Technology Process of Norcantharidin

There total 3 articles about Norcantharidin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

endo-7-oxabicyclo<2.2.1>heptane-2,3-dicarboxylic acid (28871-63-8) → endothall anhydride (5442-12-6)

Guidance literature:

In acetyl chloride;

Reference yield: 98.0%

7-oxanorborn-5-ene-2,3-dicarboxylic anhydride (5426-09-5) → endothall anhydride (5442-12-6)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; for 16h; Heating / reflux;

Reference yield:

→ endothall anhydride (5442-12-6)

Guidance literature:

katal. Hydrierung d. Addukts aus Furan u. MSA in E.;

DOI:10.1039/jr9600001541

upstream raw materials:

endo-7-oxabicyclo<2.2.1>heptane-2,3-dicarboxylic acid

7-oxanorborn-5-ene-2,3-dicarboxylic anhydride

Downstream raw materials:

7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid, mono (phenylmethyl)ester

phthalic anhydride

benzene

3-{1-[2-(4-methoxy-phenyl)-ethyl]piperidin-4-ylcarbamoyl}-7-oxa-bicyclo[2.2.1]-heptane-2-carboxylic acid

Refernces

• 1、 Du, Hong-Fei,FANG, Ai-Quan,LIU, Xiao-Ling,TAN, Chun-Bin. "MOCO/γ-Al2O3-catalyzed hydrodesulfurization to synthesis of cantharidin-based molecules". . p. 305 - 307. Retrieved 2020/10/06.
• 2、 -. "Norcantharidin monoester salt derivative and its anti-tumor application (by machine translation)". Paragraph 0035; 0039; 0040. . Retrieved 2017/04/29.