N-METHYLPHTHALIMIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H7NO2
Molecular Weight	161.1574
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C(=O)C2=CC=CC=C2C1=O

InChI

InChIKey=ZXLYYQUMYFHCLQ-UHFFFAOYSA-N

InChI=1S/C9H7NO2/c1-10-8(11)6-4-2-3-5-7(6)9(10)12/h2-5H,1H3

HIDE SMILES / InChI

Molecular Formula	C9H7NO2
Molecular Weight	161.1574
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.dea.gov/pr/microgram-journals/2011/mj8-2_26-38.pdf

N-methylphthalimide (NMP) is an indole-based heterocyclic compound traditionally used as an intermediate for organic syntheses or as a building block for plastics and dyes. There are no known medical uses for NMP.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Electroreductive coupling of phthalimides with alpha,beta-unsaturated esters: unusual rearrangement of resulting silyl ketene acetals.	2009-11-05	19780541
Structural, vibrational and DFT studies on 2-chloro-1H-isoindole-1,3(2H)-dione and 2-methyl-1H-isoindole-1,3(2H)-dione.	2009-10-15	19660980
Radical aminomethylation of unactivated alkenes.	2008-08-07	18582076
Control of photophysical properties and photoreactions of aromatic imides by use of intermolecular hydrogen bonding.	2008-07-04	18529029
5,6-Dichloro-2-(2-hydroxy-phen-yl)-iso-indoline-1,3-dione.	2008-04-02	21202271
Synthesis and anti-inflammatory activity of N-phthalimidomethyl 2,3-dideoxy- and 2,3-unsaturated glycosides.	2007-07-02	17407773
Electroreduction of N-methylphthalimide in room temperature ionic liquids under insonated and silent conditions.	2005-08	15848102
Titanocene-catalyzed coupling of aromatic amides in the presence of organosilanes: a novel route to vicinal diamines and a new class of amine-substituted oligomers.	2004-10-01	15387610
Synthesis of cycloalkynes via photochemical decarboxylation of omega-phthalimidoalkynoates.	2004-03	14993949
Synthesis and biological activity of pyridinium-type acetylcholinesterase inhibitors.	2003-10	14607022
Intracellular accumulation and activity of ampicillin used as free drug and as its phthalimidomethyl or pivaloyloxymethyl ester (pivampicillin) against Listeria monocytogenes in J774 macrophages.	2003-10	12972457
Photolysis experiments on phosmet, an organophosphorus insecticide.	2003-09-24	13129307
Cell handling, membrane-binding properties, and membrane-penetration modeling approaches of pivampicillin and phthalimidomethylampicillin, two basic esters of ampicillin, in comparison with chloroquine and azithromycin.	2003-04	12739771
Sorption and degradation characteristics of phosmet in two contrasting Australian soils.	2002-10-10	12371180
Synergistic antiviral effect of PEG-asparaginase (ONCASPAR), with protease inhibitor alone and in combination with RT inhibitors against HIV-1 infected T-cells: a model of HIV-1-induced T-cell lymphoma.	2001-04-05	11286117

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

The rate constant for triplet quenching of N-methylphthalimide is k(q) < 10(7) M(-1) s(-1) for 2-phenylacetic acid and k(q) = (1-3) x 10(9) M(-1) s(-1) for its mono-, di- and trimethoxy-substituted derivatives.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:08:50 GMT 2025` Edited by `admin` on `Mon Mar 31 21:08:50 GMT 2025`
Record UNII	647UP45J2U
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N-METHYLPHTHALIMIDE

Systematic Name

English

NSC-44059

Preferred Name

English

1H-ISOINDOLE-1,3(2H)-DIONE, 2-METHYL-

Systematic Name

English

2-METHYL-ISOINDOLE-1,3-DIONE

Systematic Name

English

N-METHYL PHTHALIMIDE

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID5027198