1673-06-9

Basic information

• Product Name: amphotalide
• Synonyms: amphotalide;2-[5-(4-Aminophenoxy)pentyl]-1H-isoindole-1,3(2H)-dione;Amphothalide;RP-6171;Schistomide;2-[5-(4-aminophenoxy)pentyl]isoindole-1,3-dione;2-[5-(4-aminophenoxy)pentyl]isoindoline-1,3-quinone;2-[5-(4-azanylphenoxy)pentyl]isoindole-1,3-dione
• CAS NO: 1673-06-9
• Molecular Formula: C₁₉H₂₀N₂O₃
• Molecular Weight: 324.378
• EINECS: 216-809-9
• Mol File: 1673-06-9.mol
• Article Data: 1

Chemical Properties

• Melting Point: 113-114°
• Boiling Point: 527.6 °C at 760 mmHg
• Flash Point: 272.9 °C
• Appearance: /
• Density: 1.245 g/cm³
• Vapor Pressure: 3.22E-11mmHg at 25°C
• Refractive Index: 1.619
• CAS DataBase Reference: amphotalide(CAS DataBase Reference)
• NIST Chemistry Reference: amphotalide(1673-06-9)
• EPA Substance Registry System: amphotalide(1673-06-9)

Safety Data

• Hazardous Substances Data: 1673-06-9(Hazardous Substances Data)

Usage

Originator

Amphotalide,ZYF Pharm Chemical

Manufacturing Process

A mixture of 5-phthalimidopentyl bromide (Drake and Garman, J.Amer. Chem. Sec, 1949, 71, 2426) (296.0 g) and potassium p-nitrophenoxide (177.0 g) in ethanol (1.5 L) was stirred mechanically, boiled under reflux for 20 h, concentrated to half its volume, cooled and filtered. The product was washed with water, dried and crystallised from acetone, giving 1-p-nitrophenoxy-5- phthalimidopentane, melting point 123°-124°C. The foregoing 1-p-nitrophenoxy-5-phthalimidopentane (100.0 g) in ethanol (1 L) was reduced by hydrogen over 2% of platinum oxide at 74°C/73 lb. per sq. in. The filtered solution on cooling gave L-p-aminophenoxy-5-phthalimidopentane, melting point 111°-112° C (recrystallisation from ethanol).

Therapeutic Function

Antischistosomal

InChI:InChI=1/C19H20N2O3/c20-14-8-10-15(11-9-14)24-13-5-1-4-12-21-18(22)16-6-2-3-7-17(16)19(21)23/h2-3,6-11H,1,4-5,12-13,20H2

Upstream product

• 1074-82-4 potassium phtalimide 
• 1124-31-8 potassium 4-nitrophenolate 
• 588-53-4 4-benzylidenamino-phenol 
• 2374-22-3 pentane-1,5-diyl dimethanesulfonate 
• 954-81-4 N-(5-bromopentyl)phthalimide 
• 111-24-0 1,5-dibromo-pentane 
• 136918-14-4 phthalimide 
• 102947-98-8 N-[5-(4-benzylidenamino-phenoxy)-pentyl]-phthalimide 
• 110145-22-7 N-5-(p-nitrophenoxy)pentylphthalimide 
• 879484-64-7 methanesulfonic acid-(5-phthalimido-pentyl ester) 
• 101890-49-7 2-(5-phenoxypentyl)-1H-isoindole-1,3(2H)-dione 

Downstream Products

• 101116-78-3 cyano-acetic acid-[5-(4-amino-phenoxy)-pentylamide] 
• 101264-04-4 dichloro-acetic acid-[5-(4-amino-phenoxy)-pentylamide] 
• 757236-77-4 p-(diphenylphosphorylacetamino)phenoxypentylphthalimide 
• 103758-22-1 N-{5-[4-(2-amino-6-methyl-pyrimidin-4-ylamino)-phenoxy]-pentyl}-phthalimide 
• 109816-50-4 N-(5-{4-[N'-(4-carbamimidoyl-phenyl)-triazenyl]-phenoxy}-pentyl)-phthalimide 
• 102164-43-2 2-[5-(4-amino-phenoxy)-pentyl]-isoindolin-1-one 
• 91215-95-1 4-(5-amino-pentyloxy)-aniline 
• 111980-09-7 tri-N-methyl-4-(5-phthalimido-pentyloxy)-anilinium; iodide 
• 103644-25-3 N-(5-{4-[bis-(2-hydroxy-ethyl)-amino]-phenoxy}-pentyl)-phthalimide 
• 103642-07-5 N-{5-[4-(2-methoxy-ethylamino)-phenoxy]-pentyl}-phthalimide 
• 118979-01-4 N-[5-(4-ξ-D-glucopyranosylamino-phenoxy)-pentyl]-phthalimide 

Relevant articles and documents

Separation of lanthanides and actinides using magnetic silica particles bearing covalently attached tetra-CMPO-calix[4] arenes

Calix[4]arene tetraethers in the cone conformation bearing four -NH-CO-CH2-P(O)Ph2 (= CMPO) residues on their wide rim and one, two or four ω-amino alkyl residues of various lengths at the narrow rim were synthesized. Reaction with dichlorotriazinyl (DCT) functionalized magnetic particles led to complete coverage of the available surface by covalently linked CMPO-calix[4]arenes in all cases. Magnetically assisted removal of Eu(III) and Am(III) from acidic solutions was distinctly more efficient with these particles in comparison to analogous particles bearing the same amount of analogous single-chain CMPO-functions. The best result, an increase of the extraction efficiency by a factor of 140-160, was obtained for attachment via two propyl spacers. The selectivity Am/Eu was in the range of 1.9-2.8. No decrease of the extraction ability was observed, when the particles were repeatedly used, after simple back extraction with water.