58230-69-6

Basic information

• Product Name: N-(4-AMINO-2-METHYLPHENYL)-4-CHLOROPHTHALIMIDE
• Synonyms: OTAVA-BB BB0125160243;N-(4-AMINO-2-METHYLPHENYL)-4-CHLOROPHTHALIMIDE;TIMTEC-BB SBB001168;AKOS BBS-00007963;N-(4-amino-o-tolyl)-4-chlorophthalimide;2-(2-Methyl-4-aminophenyl)-5-chloro-2H-isoindole-1,3-dione;2-(4-Amino-2-methylphenyl)-5-chloro-1,3-isoindolinedione;2-(4-Amino-2-methylphenyl)-5-chloro-1H-isoindole-1,3(2H)-dione
• CAS NO: 58230-69-6
• Molecular Formula: C₁₅H₁₁ClN₂O₂
• Molecular Weight: 286.71
• EINECS: 261-173-8
• Product Categories: Carbonyl Compounds;Cyclic Imides;Organic Building Blocks
• Mol File: 58230-69-6.mol

Chemical Properties

• Melting Point: 208-210 °C(lit.)
• Boiling Point: 519°Cat760mmHg
• Flash Point: 267.7°C
• Appearance: /
• Density: 1.453g/cm³
• Vapor Pressure: 7.13E-11mmHg at 25°C
• Refractive Index: 1.697
• PKA: 4.85±0.10(Predicted)
• CAS DataBase Reference: N-(4-AMINO-2-METHYLPHENYL)-4-CHLOROPHTHALIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-AMINO-2-METHYLPHENYL)-4-CHLOROPHTHALIMIDE(58230-69-6)
• EPA Substance Registry System: N-(4-AMINO-2-METHYLPHENYL)-4-CHLOROPHTHALIMIDE(58230-69-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 58230-69-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-(4-Amino-2-methylphenyl)-4-chlorophthalimide is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs, contributing to the advancement of medicine and healthcare.
Used in Agrochemical Industry:
In the agrochemical industry, N-(4-Amino-2-methylphenyl)-4-chlorophthalimide is utilized as a precursor in the production of various agrochemicals. Its role in this sector is vital for the development of effective and innovative solutions for agricultural challenges, such as pest control and crop protection.

InChI:InChI=1/C15H11ClN2O2/c1-8-6-10(17)3-5-13(8)18-14(19)11-4-2-9(16)7-12(11)15(18)20/h2-7H,17H2,1H3

Upstream product

• 7147-90-2 4-chlorophthalimide 
• 7149-75-9 3-methyl-4-chloroaniline 
• 615-60-1 4-chloro-1,2-dimethylbenzene 
• 58231-20-2 N-(4-isocyanato-o-tolyl)-4-chlorophthalimide 
• 58230-68-5 N-(4-nitro-o-tolyl)-4-chlorophthalimide 
• 58231-23-5 N-(4-t-butoxycarbonylamino-o-tolyl)-4-chlorophthalimide 
• 123-91-1 1,4-dioxane 

Downstream Products

• 438210-08-3 2-[4-((1E)-1-aza-2-ethoxyvinyl)-2-methylphenyl]-5-chlorobenzo[c]azolidine-1,3-dione 
• 438208-72-1 5-chloro-2-{4-[({[(5-chloro(2-thienyl))sulfonyl]amino}thioxomethyl)amino]-2-methylphenyl}benzo[c]azolidine-1,3-dione 
• 438208-71-0 {[(5-chloro(2-thienyl))methyl]amino}-N-[4-(5-chloro-1,3-dioxobenzo[c]azolidin-2-yl)-3-methylphenyl]carboxamide 

Relevant articles and documents

Molecular Modeling, Synthesis, and Anti-HIV Activity of Novel Isoindolinedione Analogues as Potent Non-nucleoside Reverse Transcriptase Inhibitors

Different isoindolinedione derivatives bearing imine, amide, thioamide, and sulfonamide linkages have been designed in silico using discovery studio software (BIOVIA, San Diego, CA, USA), synthesized, and evaluated for their anti-HIV activity. SAR studies revealed that the linkages in these molecules did affect their anti-HIV activity and the molecules having sulfonamide linkages were the most potent HIV-RT inhibitors as the S=O bonds of the sulfonamide moiety interacted with Lys103 (NH or carbonyl or both) and Pro236; the NH part of the sulfonamide linkage formed bond with carbonyl of Lys101. blood-brain barrier (BBB) plots were also studied, and it was found that all the designed molecules have potential to cross BBB, a very vital criteria for anti-HIV drugs. In vitro screening was performed using HIV-1 strain IIIB in MT-4 cells using the MTT assay, and it was seen that some of these molecules were effective inhibitors of HIV-1 replication at nanomolar concentration with selectivity indices ranging from 33.75 to 73.33 under in vitro conditions. Some of these molecules have shown good anti-HIV activity at 3-4 nm concentrations. These derivatives have potential to be developed as lead molecules effective against HIV-1. Novel isoindolinedione derivatives as probable NNRTIs have been synthesized and characterized. Some of these molecules have shown good anti-HIV activity at 3-4 nm concentrations. Novel isoindolinedione derivatives as probable NNRTIs have been synthesized and characterized. Some of these molecules have shown good anti-HIV activity at 3 - 4 nM concentrations.

Aromatic dicarboximides

N-(4-aminophenyl)-aromatic dicarboximides, e.g. those of the formula STR1 OR SALTS THEREOF ARE ANTICONVULSANTS.

Aromatic dicarboxamides

N-(4-aminophenyl)-aromatic dicarboximides, e.g. those of the formula STR1 OR SALTS THEREOF ARE ANTICONVULSANTS.

Aromatic dicarboxamides as anticonvulsants

N-(4-aminophenyl)-aromatic dicarboxamides, e.g., those of the formula SPC1 Or salts thereof are anticonvulsants.