Phthalimide

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H5NO2
Molecular Weight	147.1308
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1NC(=O)C2=C1C=CC=C2

InChI

InChIKey=XKJCHHZQLQNZHY-UHFFFAOYSA-N

InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)8(11)9-7/h1-4H,(H,9,10,11)

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Synthesis of 15N-labeled phthalimide.	2006-07	16516481
Solvent polarity effect on excited-state lifetime of carotenoids and some dyes.	2006-07	16453305
Expedient synthesis of chiral 1,2- and 1,4-diamines: protecting group dependent regioselectivity in direct organocatalytic asymmetric Mannich reactions.	2006-06-22	16774270
Highly regioselective Pd-catalyzed intermolecular aminoacetoxylation of alkenes and evidence for cis-aminopalladation and S(N)2 C-O bond formation.	2006-06-07	16734468
A novel potent non-nucleoside reverse transcriptase inhibitor acylthiocarbamate derivative with extensive intramolecular pi-pi interactions.	2006-06	16763314
Aziridinium from N,N-dibenzyl serine methyl ester: synthesis of enantiomerically pure beta-amino and alpha,beta-diamino esters.	2006-05-11	16671812
Controlled amine functionality in self-assembled monolayers via the hidden amine route: chemical and electronic tunability.	2006-04-20	16610900
Diels-alder in aqueous molecular hosts: unusual regioselectivity and efficient catalysis.	2006-04-14	16614218
Photoinduced decarboxylative benzylation of phthalimide triplets with phenyl acetates: a mechanistic study.	2006-03-16	16526613
Versatile synthesis and biological evaluation of 1,3-diamino-substituted 1alpha,25-dihydroxyvitamin D3 analogues.	2006-02-15	16213141
Synthesis and antiinflammatory activity of 4-amino-2-aryl-5-cyano-6-{3- and 4-(N-phthalimidophenyl)} pyrimidines.	2006-02	16414151
Synthesis and biological evaluation of novel heterocyclic quinones as inhibitors of the dual specificity protein phosphatase CDC25C.	2006-01-01	16216500
Reactions of phthalimides with 1-methylethylamine: analgesic and anti-inflammatory properties of resulting carboxamides.	2006-01	16632450
Photoinduced addition of phthalimide to unactivated alkynes.	2005-12-24	16370584
Concise approach to the "higher sugar" core of the nucleoside antibiotic hikizimycin.	2005-12-16	16196060
Donepezil-tacrine hybrid related derivatives as new dual binding site inhibitors of AChE.	2005-12-15	16230018
Density functional theory study of the FT-IR spectra of phthalimide and N-bromophthalimide.	2005-12	15951230
Modulation of the pH-responsive properties of poly(L-lysine iso-phthalamide) grafted with a poly(ethylene glycol) analogue.	2005-11	15913772
Reaction of 2H-azirine phosphine oxide and -phosphonates with nucleophiles. Stereoselective Synthesis of functionalized aziridines and alpha- and beta-aminophosphorus derivatives.	2005-10-28	16238324
Design and synthesis of phthalimide-type histone deacetylase inhibitors.	2005-10-15	16137884
Structure-based design, parallel synthesis, structure-activity relationship, and molecular modeling studies of thiocarbamates, new potent non-nucleoside HIV-1 reverse transcriptase inhibitor isosteres of phenethylthiazolylthiourea derivatives.	2005-06-02	15916438
Ketone-imide versus ketone-oxime reductive cross-coupling promoted by samarium diiodide: new mechanistic insight gained from a failed aminocyclopentitol synthesis.	2005-05-13	15876107
Antitubercular agents. Part 1: synthesis of phthalimido- and naphthalimido-linked phenazines as new prototype antitubercular agents.	2005-04-01	15780634
Evaluating the prophylactic potential of the phtalimide derivative LASSBio 552 on allergen-evoked inflammation in rats.	2005-03-28	15792791
Design and optimization of tricyclic phtalimide analogues as novel inhibitors of HIV-1 integrase.	2005-03-24	15771437
The first carborane triflates: synthesis and reactivity of 1-trifluoromethanesulfonylmethyl- and 1,2-bis(trifluoromethanesulfonylmethyl)-o-carborane.	2005-03-07	15726143
Occupational exposure to carbofuran and the incidence of cancer in the Agricultural Health Study.	2005-03	15743716
Discovery of a novel N-iminylamidase activity: substrate specificity, chemicoselectivity and catalytic mechanism.	2005-03	15721790
Design, synthesis and antiinflammatory activity of novel phthalimide derivatives, structurally related to thalidomide.	2005-02-15	15686935
Luminescent crown ether amino acids: selective binding to N-terminal lysine in peptides.	2005-01-21	15651816
Identification of a novel class of androgen receptor antagonists based on the bicyclic-1H-isoindole-1,3(2H)-dione nucleus.	2005-01-17	15603960
Structure based approach to the design of bicyclic-1H-isoindole-1,3(2H)-dione based androgen receptor antagonists.	2005-01-17	15603938
LC-MS/MS determination in rabbit plasma of the main photoproduct of RLP068/Cl, a cationic sensitizer proposed for photodynamic therapy (PDT) of microbial infections.	2005-01-05	15607717
The impact of spacer structure on 5-HT7 and 5-HT1A receptor affinity in the group of long-chain arylpiperazine ligands.	2004-12-06	15501057
Intermolecular coupling of alkenes to heterocycles via C-H bond activation.	2004-10-15	15471487
Structure-based design of selective and potent inhibitors of protein-tyrosine phosphatase beta.	2004-06-04	15024017
Development of a new type of allosteric modulator of muscarinic receptors: hybrids of the antagonist AF-DX 384 and the hexamethonio derivative W84.	2004-06-03	15163212
Unexpected reductions of glycosyl spacer-armed phthalimides.	2004-06-01	15178393
Synthesis and anticonvulsant evaluation of N-substituted-isoindolinedione derivatives.	2004-05	15202553
Reactivity of (bicyclo[5.1.0]octadienyl)iron(1+) cations: application to the synthesis of cis-2-(2'-carboxycyclopropyl)glycines.	2004-04-30	15104437
Efficient synthesis of azide-bearing cofactor mimics.	2004-02-20	14961711
The photochemistry of polydonor-substituted phthalimides: Curtin-Hammett-type control of competing reactions of potentially interconverting zwitterionic biradical intermediates.	2004-02-04	14746480
Thiothalidomides: novel isosteric analogues of thalidomide with enhanced TNF-alpha inhibitory activity.	2003-11-20	14613324
A novel approach to substituted 2H-azirines.	2003-11-14	14604388
Use of N-protected amino acids in the Minisci radical alkylation.	2003-11-13	14602034
Determination of acid number and base number in lubricants by Fourier transform infrared spectroscopy.	2003-11	14658158
Dioxygen-coupled oxidative amination of styrene.	2003-10-29	14570451
Synthesis of planar chiral ferrocenyl 1,3-diamines and 1,3-amino ethers.	2003-10-21	14599022
Contribution of lateral substituents in symmetrical and non-symmetrical heptane-bisammonio compounds to the allosteric stabilization of N-methylscopolamine binding to muscarinic M2 receptors.	2003-08	14502759
Therapeutic androgen receptor ligands.	2003	16604181

Patents

Name

Type

Language

Phthalimide

Systematic Name

English

NSC-3108

Preferred Name

English

PHTHALIMIDE [MI]

Common Name

English

Code System Code Type Description

MERCK INDEX

m8755