Philanthotoxin 343

Base Information

• Chemical Name: Philanthotoxin 343
• CAS No.: 115976-93-7
• Molecular Formula: C23H41 N5 O3
• Molecular Weight: 435.61
• DSSTox Substance ID: DTXSID20921884
• Nikkaji Number: J376.680B
• Wikidata: Q27116321
• Pharos Ligand ID: 3555R9DVTHUL
• Metabolomics Workbench ID: 68240
• ChEMBL ID: CHEMBL16117
• Mol file: 115976-93-7.mol

Synonyms:philanthotoxin 343;philanthotoxin-343;PHTX 343;PHTX-343

Chemical Property of Philanthotoxin 343

Chemical Property:

• Vapor Pressure: 3.07E-21mmHg at 25°C
• Boiling Point: 716.9°Cat760mmHg
• PKA: 9.83±0.15(Predicted)
• Flash Point: 387.4°C
• PSA: 128.51000
• Density: 1.084g/cm³
• LogP: 3.29800
• Storage Temp.: −20°C
• Solubility.: methanol: >8 mg/mL solutions should be freshly prepared.
• XLogP3: 1
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 18
• Exact Mass: 435.32094019
• Heavy Atom Count: 31
• Complexity: 470

Purity/Quality:

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

Philanthotoxin 343 tris(trifluoroacetate) salt solid ^*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: CCCC(=O)NC(CC1=CC=C(C=C1)O)C(=O)NCCCNCCCCNCCCN
• Isomeric SMILES: CCCC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)NCCCNCCCCNCCCN
• Uses: Philanthotoxin 343 tris(trifluoroacetate) salt has been used as Ca2+-permeable α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptors (AMPARs) blocker. It has also been used as an effective glutamate receptors blocker in an acute homeostasis paradigm to examine the speed of the Neto-α-mediated homeostatic response in Drosophila.

Technology Process of Philanthotoxin 343

There total 29 articles about Philanthotoxin 343 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%

N-Butyryl-O-benzyl-L-tyrosine-spermineamide (130203-14-4) → philanthotoxin-343 (115976-93-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 3h;

DOI:10.1016/S0040-4020(01)85463-6

Reference yield: 85.0%

(3-Benzyloxycarbonylamino-propyl)-[4-(benzyloxycarbonyl-{3-[(S)-3-(4-benzyloxy-phenyl)-2-butyrylamino-propionylamino]-propyl}-amino)-butyl]-carbamic acid benzyl ester (172992-39-1) → philanthotoxin-343 (115976-93-7)

Guidance literature:

With hydrogen; palladium dihydroxide; at 25 ℃; for 20h; under 2585.7 Torr;

DOI:10.1016/S0040-4039(97)10542-1

Reference yield: 51.0%

Spermine (71-44-3) + (S)-2-butyramido-3-(4-hydroxyphenyl)propanoic acid → philanthotoxin-343 (115976-93-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; at 25 ℃; for 16h;

DOI:10.1016/0040-4039(95)01996-U

upstream raw materials:

N-Butyryl-O-benzyl-L-tyrosine-spermineamide

Spermine

(3-Benzyloxycarbonylamino-propyl)-[4-(benzyloxycarbonyl-{3-[(S)-3-(4-benzyloxy-phenyl)-2-butyrylamino-propionylamino]-propyl}-amino)-butyl]-carbamic acid benzyl ester

Fmoc-Tyr(tBu)-OH

Downstream raw materials:

<127I2>PhTX-343

Refernces

• 1、 Nash, Ian A.,Bycroft, Barrie W.,Chan, Weng C.. "Dde - A selective primary amine protecting group: A facile solid phase synthetic approach to polyamine conjugates". . p. 2625 - 2628. Retrieved 1996.
• 2、 Chhabra, Siri Ram,Khan, Azra N.,Bycroft, Barrie W.. "Solid-phase synthesis of symmetrical and unsymmetrical polyamine analogues of philanthotoxins using a Dde-linker". . p. 1095 - 1098. Retrieved 2007/10/03.