6-(1,3-Dioxoisoindolin-2-yl)hexanoic acid

Base Information

• Chemical Name: 6-(1,3-Dioxoisoindolin-2-yl)hexanoic acid
• CAS No.: 4443-26-9
• Molecular Formula: C14H15 N O4
• Molecular Weight: 261.277
• Hs Code.: 2925190090
• European Community (EC) Number: 224-675-8
• UNII: 940CG562FX
• DSSTox Substance ID: DTXSID40196173
• Nikkaji Number: J205.829D
• Wikidata: Q83069251
• ChEMBL ID: CHEMBL79256
• Mol file: 4443-26-9.mol

Synonyms:4443-26-9;6-(1,3-dioxoisoindolin-2-yl)hexanoic acid;6-(1,3-dioxoisoindol-2-yl)hexanoic acid;n-(5-carboxypentyl)phthalimide;2H-Isoindole-2-hexanoic acid, 1,3-dihydro-1,3-dioxo-;6-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-hexanoic acid;Phthalimidocapronic acid;6-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)hexanoic acid;6-phthalimidohexanoic acid;MFCD00233499;1,3-Dihydro-1,3-dioxo-2H-isoindole-2-hexanoic acid;940CG562FX;EINECS 224-675-8;EC 224-675-8;6-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)hexanoic acid;6-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-hexanoic acid;6-phthalimidocaproic acid;6-Phthalimidylhexanoic acid;6-phthalimido hexanoic acid;CBDivE_006378;CHEMBL79256;SCHEMBL133529;UNII-940CG562FX;DTXSID40196173;BBL038034;CCG-15489;STK247055;AKOS000109293;.OMEGA.-PHTHALIMIDOCAPROIC ACID;SB64130;.EPSILON.-PHTHALIMIDOCAPROIC ACID;LS-05178;BB 0244833;CS-0072234;FT-0684289;D95093;EN300-177293;A826576;Z56755901;F0266-0030;6-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-hexan oic acid;6-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)hexanoic acid #;6-(1,3-DIOXO-1,3-DIHYDROISOINDOL-2-YL)HEXANOIC ACID;Hexanoic acid, 6-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-

Chemical Property of 6-(1,3-Dioxoisoindolin-2-yl)hexanoic acid

Chemical Property:

• Vapor Pressure: 4.94E-09mmHg at 25°C
• Melting Point: 107 °C(Solv: water (7732-18-5))
• Boiling Point: 454 °C at 760 mmHg
• PKA: 4.75±0.10(Predicted)
• Flash Point: 228.4 °C
• PSA: 74.68000
• Density: 1.301 g/cm³
• LogP: 1.86550
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 261.10010796
• Heavy Atom Count: 19
• Complexity: 356

Purity/Quality:

99.9% ^*data from raw suppliers

6-(1,3-Dioxoisoindolin-2-yl)hexanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCCCCC(=O)O
• Uses: 6-(1,3-Dioxoisoindolin-2-yl)hexanoic Acid is used in the synthesis and characterization of antioxidant-functionalized multi-walled carbon nanotubes. It was also used in the synthesis of N-substituted isoindolinedione derivatives which displayed good anticovulsant activity when compared to sodium valproate.

Technology Process of 6-(1,3-Dioxoisoindolin-2-yl)hexanoic acid

There total 19 articles about 6-(1,3-Dioxoisoindolin-2-yl)hexanoic acid 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%

phthalic anhydride (85-44-9) + 6-aminohexanoic acid (60-32-2,93208-38-9) → 6-phthalimidohexanoic acid (4443-26-9)

Guidance literature:

at 170 ℃; for 6h;

DOI:10.1002/ejoc.200601067

Reference yield: 83.0%

N-ethoxycarbonylphthalimide (22509-74-6) + 6-aminohexanoic acid (60-32-2,93208-38-9) → 6-phthalimidohexanoic acid (4443-26-9)

Guidance literature:

With sodium carbonate; for 0.5h;

DOI:10.1021/jm010816q

Reference yield: 80.0%

→ 6-phthalimidohexanoic acid (4443-26-9)

Guidance literature:

upstream raw materials:

caprolactam

phthalic anhydride

6-aminohexanoic acid

6-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)hexanamide

Downstream raw materials:

N¹-{2-[(4-Methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-N¹-methyl-hexane-1,6-diamine

6-amino-hexanoic acid {2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-methyl-amide

6-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexanoic acid {2-[(4-methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-methyl-amide

N-(2-amino-4-fluorophenyl)-6-(1,3-dioxoisoindolin-2-yl)hexanamide

Refernces

• 1、 Griesbeck,Oelgemoeller,Lex. "Photochemistry of MTM- and MTE-esters of ωphthalimido carboxyhc acids: Macrocyclization versus deprotection". . p. 9028 - 9032. Retrieved 2000.
• 2、 Dato, Florian M.,Neud?rfl, J?rg-Martin,Gütschow, Michael,Goldfuss, Bernd,Pietsch, Markus. "ω-Quinazolinonylalkyl aryl ureas as reversible inhibitors of monoacylglycerol lipase". . . Retrieved 2019/11/13.
• 3、 Nathanael, Joses G.,Nuske, Madison R.,Richter, Annika,White, Jonathan M.,Wille, Uta. "Oxidative damage of proline residues by nitrate radicals (NO3): A kinetic and product study". supporting information. p. 6949 - 6957. Retrieved 2020/10/02.