CHELERYTHRINE CHLORIDE

Base Information

• Chemical Name: CHELERYTHRINE CHLORIDE
• CAS No.: 3895-92-9
• Deprecated CAS: 84282-43-9
• Molecular Formula: C21H18NO4^.Cl
• Molecular Weight: 383.831
• Hs Code.: 29349990
• European Community (EC) Number: 223-444-9
• NSC Number: 36405,646662
• UNII: 7IC98TZ0PZ
• DSSTox Substance ID: DTXSID70893481
• Wikidata: Q27268347
• Pharos Ligand ID: YL1P3XUNMWM6
• ChEMBL ID: CHEMBL258893
• Mol file: 3895-92-9.mol

Synonyms:Chelerythrine,chloride (6CI,7CI,8CI);NSC 646662;

Chemical Property of CHELERYTHRINE CHLORIDE

Chemical Property:

• Appearance/Colour: yellow to orange solid
• Vapor Pressure: 4.36E-20mmHg at 25°C
• Melting Point: 195-205 °C
• Refractive Index: 1.681
• Boiling Point: 711.4oC at 760 mmHg
• Flash Point: 219.3oC
• PSA: 40.80000
• Density: 1.36g/cm3
• LogP: 0.72060
• Storage Temp.: −20°C
• Solubility.: DMSO: ≥10 mg/mL
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 383.0924357
• Heavy Atom Count: 27
• Complexity: 516

Purity/Quality:

98%,99%, ^*data from raw suppliers

Chelerythrine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-36/37
• Safety Statements: 26-36-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[N+]1=C2C(=C3C=CC(=C(C3=C1)OC)OC)C=CC4=CC5=C(C=C42)OCO5.[Cl-]
• Description: Chelerythrine is a potent, cell permeable inhibitor of protein kinase C (IC50 = 660 nM) that does not inhibit tyrosine protein kinases, cAMP-dependent protein kinase, or calcium/calmodulin-dependent protein kinase. Chelerythrine also inhibits Bcl-xL function (IC50 = 1.5 μM) by displacing Bax binding, inducing apoptosis in several cancer cell lines. Chelerythrine can also have PKC-independent effects, activate p38 MAP kinase and JUNK signaling pathways, and induce apoptosis in cancer cells both in vitro and in vivo.
• Uses: Chelerythrine Chloride is a cell permeable protein kinase C (PKC) inhibitor.

Technology Process of CHELERYTHRINE CHLORIDE

There total 45 articles about CHELERYTHRINE CHLORIDE 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: 100.0%

6-(diethylmalonyl)-5,6-dihydrochelerythrine → chelerythrine chloride (3895-92-9)

Guidance literature:

With hydrogenchloride; In methanol; water; at 37 ℃; for 16h; pH=~ 1.2; Conversion of starting material; Simulated Gastric Fluid (SGF);

Reference yield: 100.0%

6-tert-butoxy-5,6-dihydrochelerythrine → chelerythrine chloride (3895-92-9)

Guidance literature:

With hydrogenchloride; at 37 ℃; for 2h; pH=~ 1.2; Conversion of starting material; Simulated Gastric Fluid (SGF);

Reference yield: 100.0%

6-hydroxy-5,6-dihydrochelerythrine (4070-42-2) → chelerythrine chloride (3895-92-9)

Guidance literature:

With hydrogenchloride; Ambient temperature;

upstream raw materials:

norchelerythrine

dimethyl sulfate

12,13-dihydrochelerythrine

6-hydroxy-5,6-dihydrochelerythrine

Downstream raw materials:

6-methoxy-5,6-dihydrochelerythrine

6-ethoxydihydrochelerythrine

6-hydroxy-5,6-dihydrochelerythrine

arnottianamide

Refernces

• 1、 Ishihara, Yuhsuke,Azuma, Shuhei,Choshi, Tominari,Kohno, Kakujirou,Ono, Kanako,Tsutsumi, Hiroyuki,Ishizu, Takashi,Hibino, Satoshi. "Total synthesis of benzo[c]phenanthridine alkaloids based on a microwave-assisted electrocyclic reaction of the aza 6π-electron system and structural revision of broussonpapyrine". experimental part. p. 1320 - 1333. Retrieved 2011/04/16.
• 2、 -. "PSEUDOBASE BENZO [C] PHENANTHRIDINES WITH IMPROVED EFFICACY, STABILITY, AND SAFETY". Page/Page column 48-49. . Retrieved 2008/06/13.