Argiotoxin 636

Base Information

• Chemical Name: Argiotoxin 636
• CAS No.: 105029-41-2
• Molecular Formula: C29H52 N10 O6
• Molecular Weight: 636.795
• DSSTox Substance ID: DTXSID60909308
• Nikkaji Number: J246.963D
• Wikidata: Q20888492
• Pharos Ligand ID: TRQPUR59PGU4
• Metabolomics Workbench ID: 68142
• ChEMBL ID: CHEMBL1098240
• Mol file: 105029-41-2.mol

Synonyms:AR-636;AR636;argiotoxin 636;argiotoxin-636;argiotoxin636;ArgTX-636

Chemical Property of Argiotoxin 636

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 294.29000
• Density: 1.35g/cm³
• LogP: 4.29680
• XLogP3: -2.8
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 25
• Exact Mass: 636.40712942
• Heavy Atom Count: 45
• Complexity: 905

Purity/Quality:

95% (HPLC) ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)O)CC(=O)NC(CC(=O)N)C(=O)NCCCCCNCCCNCCCNC(=O)C(CCCN=C(N)N)N
• Isomeric SMILES: C1=CC(=C(C=C1O)O)CC(=O)N[C@@H](CC(=O)N)C(=O)NCCCCCNCCCNCCCNC(=O)[C@H](CCCN=C(N)N)N

Technology Process of Argiotoxin 636

There total 19 articles about Argiotoxin 636 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: 85.0%

C83H94N10O16 (115692-61-0) → Argiotoxin 636 (105029-41-2,108687-79-2)

Guidance literature:

With hydrogen fluoride; at -5 ℃; for 3h;

DOI:10.1016/S0040-4039(00)96851-5

Reference yield: 80.0%

C75H88N10O14 (174007-70-6) → Argiotoxin 636 (105029-41-2,108687-79-2)

Guidance literature:

With hydrogen; acetic acid; palladium dihydroxide; at 15 ℃; for 4h; under 760 Torr;

DOI:10.1016/0040-4039(95)01994-S

Reference yield:

bis(3-aminopropyl)amine (56-18-8) → Argiotoxin 636 (105029-41-2,108687-79-2)

Guidance literature:

Multi-step reaction with 6 steps

1: mono-BOC protection

2: 88 percent / DCC, HOBt / CH₂Cl₂ / 16 h / 20 °C

3: 96 percent / 2 M NaOH / 16 h / 20 °C

4: 95 percent / TFA / CH₂Cl₂ / 0.5 h / 0 °C

5: 48 percent / glacial HOAc, NaCNBH₃ / methanol / 2 h / 20 °C

6: 80 percent / hydrogen, glacial acetic acid / Pd(OH)2/C / 4 h / 15 °C / 760 Torr

With sodium hydroxide; hydrogen; sodium cyanoborohydride; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium dihydroxide; In methanol; dichloromethane;

DOI:10.1016/0040-4039(95)01994-S

upstream raw materials:

C₈₃H₉₄N₁₀O₁₆

C₇₅H₈₈N₁₀O₁₄

bis(3-aminopropyl)amine

5-hydroxypentylamine

Refernces

• 1、 Shih,Ruiz-Sanchez,Mrozik. "The total synthesis of argiopine (argiotoxin-636)". . p. 6015 - 6018. Retrieved 2007/10/02.