Phthalamide

Base Information

• Chemical Name: Phthalamide
• CAS No.: 88-96-0
• Molecular Formula: C8H8N2O2
• Molecular Weight: 164.164
• Hs Code.: 29242990
• European Community (EC) Number: 201-870-6
• NSC Number: 5512
• UNII: 7B96053WRS
• DSSTox Substance ID: DTXSID7021158
• Nikkaji Number: J29.505A
• Wikidata: Q27117978
• Metabolomics Workbench ID: 56006
• ChEMBL ID: CHEMBL3189112
• Mol file: 88-96-0.mol

Synonyms:PHTHALAMIDE;88-96-0;1,2-Benzenedicarboxamide;benzene-1,2-dicarboxamide;Phthaldiamide;Phthalic acid diamide;o-Carbamoylbenzamide;o-Phthalic acid diamide;o-Phthalamide;Phthalic diamide;NCI-C03612;NSC 5512;CCRIS 518;HSDB 4087;EINECS 201-870-6;P-D;BRN 1868220;UNII-7B96053WRS;AI3-03746;DTXSID7021158;CHEBI:38799;7B96053WRS;NSC-5512;4-09-00-03265 (Beilstein Handbook Reference);36630-93-0;phthlamide;pthalamide;benzenedicarbamide;phthalic acid diimide;PHTHALAMIDE [MI];WLN: ZVR BVZ;PHTHALAMIDE [HSDB];Oprea1_398146;SCHEMBL39118;DTXCID001158;SCHEMBL9737758;CHEMBL3189112;NSC5512;Tox21_200512;BBL011578;MFCD00025478;STK290980;AKOS005428041;LS-1889;CAS-88-96-0;NCGC00248667-01;NCGC00258066-01;CS-0015427;FT-0675946;P0283;EN300-19986;A861369;Q27117978;Z104476290

Chemical Property of Phthalamide

Chemical Property:

• Appearance/Colour: colourless crystals or white crystalline powder
• Vapor Pressure: 1.26E-07mmHg at 25°C
• Melting Point: 223 °C (dec.)
• Refractive Index: 1.612
• Boiling Point: 430.8 °C at 760 mmHg
• PKA: pK1:3.79(0) (25°C)
• Flash Point: 214.4 °C
• PSA: 86.18000
• Density: 1.294 g/cm³
• LogP: 1.28500
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 0.2g/L(20 oC)
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 164.058577502
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

97% ^*data from raw suppliers

Phthalamide >98.0%(N) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Amides, Other
• Canonical SMILES: C1=CC=C(C(=C1)C(=O)N)C(=O)N

Technology Process of Phthalamide

There total 25 articles about Phthalamide 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: 97.0%

phthalimide (136918-14-4,85-41-6) → phthalamide (88-96-0)

Guidance literature:

With ammonia; at -40 - 23 ℃; for 2.5h; Product distribution / selectivity; Liquid NH₃;

Reference yield: 95.0%

phthalonitrile (91-15-6) → phthalamide (88-96-0)

Guidance literature:

With water; at 80 ℃; for 6h; chemoselective reaction;

DOI:10.1002/cssc.201200203

Reference yield: 78.0%

2-(quinolin-8-yl)-isoindoline-1,3-dione (19348-61-9) → phthalamide (88-96-0)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 41h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01986

upstream raw materials:

phthalimide

ethanol

3-(3-oxo-1,3-dihydroisobenyofuran-1-ylidene)pentane-2,4-dione

3-oxo-2-(3-oxo-3H-isobenzofuran-1-ylidene)-butyric acid ethyl ester

Downstream raw materials:

N–nitrophthalimide

o-cyanobenzamide

1,2,3,4-tetrahydro-quinazoline-2,4-dione

phthalonitrile

Refernces

Synthesis, insecticidal activities and SAR of novel phthalamides targeting calcium channel

10.1016/j.bmc.2014.09.052

The study focuses on the synthesis, insecticidal activities, and structure-activity relationships (SAR) of novel phthalamides targeting calcium channels, specifically the ryanodine receptor. These compounds were designed to serve as environmentally friendly insecticides. The research involved the design and synthesis of three series of phthalamides, which included compounds with a heptafluoroisopropyl group, low fluorine atoms group, and non-fluorine group. A total of 35 novel structures were obtained and tested for their insecticidal activities against the oriental armyworm (Mythimna separata) and diamondback moth (Plutella xylostella). The study revealed that most of these compounds exhibited moderate to high insecticidal activities at the tested concentrations. The structure-activity relationship was discussed in detail to understand the role of different chemical groups on the insecticidal efficacy. Additionally, the study employed calcium-imaging techniques to investigate the effects of certain compounds on intracellular calcium ion concentration, indicating their potential as modulators of the insect ryanodine receptor. The findings provide valuable insights for the development of new, environmentally friendly insecticides targeting calcium channels.