88-97-1

Usage

Uses

Used in Pharmaceutical Industry:
Phthalamic Acid is used as a reactant in the synthesis of phthalimide derivatives, which possess analgesic activity. These derivatives are used in the development of pain-relieving medications, providing relief from various types of pain.
Used in Chemical Synthesis:
Phthalamic Acid is used to synthesize anthranilic acid via a reaction with sodium hypochlorite. Anthranilic acid is an important intermediate in the production of various pharmaceuticals, agrochemicals, and dyes. The synthesis of anthranilic acid from Phthalamic Acid allows for the efficient production of these valuable compounds.

InChI:InChI=1/C8H7NO3/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H2,9,10)(H,11,12)

Upstream product

• 136918-14-4 phthalimide 
• 3839-22-3 2-cyanobenzoic acid 
• 26486-93-1 3-hydroxy-2,3-dihydro-isoindol-1-one 
• 85-44-9 phthalic anhydride 
• 124-38-9 carbon dioxide 
• 69775-41-3 1-Benzamido-2-benzoxypropane 
• 732-11-6 Phosmet 
• 17564-64-6 N-(chloromethyl)phthalimide 
• 208332-52-9 (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl nitrate 
• 1954-06-9 N-(methoxymethyl)phthalimide 
• 62153-82-6 (1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl 4-nitrobenzoate 
• 21809-52-9 (1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl benzoate 
• 19443-80-2 6β-(2-phenyl-acetylamino)-penicillanic acid phthalimidomethyl ester 
• 10283-95-1 N-allylbenzamide 

Downstream Products

• 118-92-3 anthranilic acid 
• 91-15-6 phthalonitrile 
• 216585-42-1 phenyl 2-cyanobenzoate 
• 118-48-9 isatoic anhydride 

Relevant academic research and scientific papers

(Ar-tpy)RuII(ACN)3: A Water-Soluble Catalyst for Aldehyde Amidation, Olefin Oxo-Scissoring, and Alkyne Oxygenation

The synthetic chemists always look for developing new catalysts, sustainable catalysis, and their applications in various organic transformations. Herein, we report a new class of water-soluble complexes, (Ar-tpy)RuII(ACN)3, utilizing designed terpyridines possessing electron-donating and -withdrawing aromatic residues for tuning the catalytic activity of the Ru(II) complex. These complexes displayed excellent catalytic activity for several oxidative organic transformations including late-stage C-H functionalization of aldehydes with NH2OR to valuable primary amides in nonconventional aqueous media with excellent yield. Its diverse catalytic power was established for direct oxo-scissoring of a wide range of alkenes to furnish aldehydes and/or ketones in high yield using a low catalyst loading in the water. Its smart catalytic activity under mild conditions was validated for dioxygenation of alkynes to highly demanding labile synthons, 1,2-diketones, and/or acids. This general and sustainable catalysis was successfully employed on sugar-based substrates to obtain the chiral amides, aldehydes, and labile 1,2-diketones. The catalyst is recovered and reused with a moderate turnover. The proposed mechanistic pathway is supported by isolation of the intermediates and their characterization. This multifaceted sustainable catalysis is a unique tool, especially for late-stage functionalization, to furnish the targeted compounds through frequently used amidation and oxygenation processes in the academia and industry.

Methyl esters of 2-(N-hydroxycarbamimidoyl)benzoyl-substituted α-amino acids as promising building blocks in peptidomimetic synthesis: a comparative study

Abstract: An efficient and simple synthetic protocol for the synthesis of a number methyl esters of 2-(N-hydroxycarbamimidoyl)benzoyl-substituted (S)-α-amino acids via subsequent coupling and hydroxyamination of 2-cyanobenzamide derivatives has been developed. Comparative analysis of three pseudopeptide series based on 2-cyano- and 2-amidoxime-substituted benzoic acid and its pyridine and pyrazine counterparts has been provided and it has revealed a practical advantage of the benzoic acid derivatives due to their greater availability. The impact of the nitrogen atom in the aromatic ring on the trans/cis-amide equilibrium in the proline derivatives is discussed. Graphical abstract: [Figure not available: see fulltext.]

2-[2-(2-methoxyl phenoxyl) ethylamino]-3-aryl-4-quinazolinones compound and application thereof

The invention belongs to the technical field of medicines, and relates to a 2-[2-(2-methoxyl phenoxyl) ethylamino]-3-aryl-4-quinazolinones derivative and application thereof. The 2-[2-(2-methoxyl phenoxyl) ethylamino]-3-aryl-4-quinazolinones derivative comprises a stereisomer of the compound and pharmacologically applicable salt. The general structural formula is as follows: as shown in the description, wherein R is as described in claims and the description. The 2-[2-(2-methoxyl phenoxyl) ethylamino]-3-aryl-4-quinazolinones derivative and salt formed by addition of a pharmacologically applicable acid of the compound can be combined with an existing medicine or used independently to form an influenza virus inhibitor which is used for treating influenza and particularly has a relatively curative effect on various types of influenza A.

2-[3-(4-morpholinyl)propylamine]-3-aryl-4-quinolinone compounds and application thereof

The invention belongs to the technical field of medicines and relates to 2-[3-(4-morpholinyl)propylamine]-3-aryl-4-quinolinone compounds and an application thereof. 2-[3-(4-morpholinyl)propylamine]-3-aryl-4-quinolinone derivatives comprise stereisomers and pharmaceutically applicable salts of the compounds and have the general structural formula shown in the description, wherein R is described inthe claims and description. The 2-[3-(4-morpholinyl)propylamine]-3-aryl-4-quinolinone derivatives and pharmaceutically applicable acid-added salts of the compounds can be combined with existing medicines or used separately to serve as influenza virus inhibitors to treat influenza and have better curative effects on various type-A influenza in particular.

Phthalocyanine green pigment fine clean production process

The invention discloses a fine clean production process of a phthalocyanine green pigment. The fine clean production process comprises the following steps: (1) phthalonitrile preparation; (2) copper source preparation; (3) solvent selection; (4) copper phthalocyanine obtaining; (5) phthalocyanine green crude product preparation; (6) phthalocyanine green refining; (7) finished phthalocyanine green preparation; (8) finished phthalocyanine green crystal form change. The phthalocyanine green pigment produced by the production process is clean, environment-friendly and less in side reaction; the coloring power, the brightness, the dispersibility, the transparence and other properties are finally improved; the production process is strong in operability, close in step combination and short in process time.

Preparation of highly potent and selective non-peptide antagonists of the arginine vasopressin V1A receptor by introduction of a 2-ethyl-1H-1-imidazolyl group

To find a new series of arginine vasopressin (AVP) V1A receptor antagonists, the influence of the 2-phenyl group of 2-phenyl-4′-[(2,3,4,5- tetrahydro-1H-1-benzazepin-1-yl)carbonyl]benzanilide (7) was investigated. Replacement of the 2-phenyl group by a 2-ethyl-1H-imidazol-1-yl group was effective in yielding a V1A-selective compound. Moreover, this imidazolyl group was introduced in the same position in YM-35471 (6), and further studies of these compounds were performed. Consequently, we found that the (Z)-4′-({4,4-difluoro-5-[(N-cyclo-propylcarbamoyl) methylene]-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl}carbonyl)-2-(2-ethyl-1H-1- imidazol-1-yl)benzanilide (9f) exhibited highly potent affinity and selectivity, and was the most potent antagonist for the V1A receptor among our compounds. The synthesis and pharmacological evaluation of these compounds are described in this paper

Effects of inorganic ions on rate of alkaline hydrolysis of phthalimide in the presence of cationic micelles

Pseudo-first-order rate constants (kobs) for alkaline hydrolysis of phthalimide (PTH) show a monotonic decrease with the increase in the total concentration of cetyltrimethylammonium bromide ([CTABr]T) at a constant [NaOH] and [NaBr]. The pseudophase micellar (PM) model and the pseudophase ion-exchange (PIE) model reveal that the rate of alkaline hydrolysis of PTH is insignificant in the micellar pseudophase compared to that in the aqueous pseudophase under different reaction conditions. The CTABr micellar binding constants (KS) of ionized phthalimide (S-) follow an empirical relationship: KS = KS0/(1 + Ψ[MX]) where MX represents NaOH or NaBr. The value of the empirical parameter Ψ for HO- is nearly 30-fold smaller than that for Br-. The decrease in KS with the increase in [HO-] or [Br-] is attributed to the expulsion of S- ions from the micellar pseudophase to the aqueous pseudophase by HO- or Br-. Pseudo-first-order rate constants (kobs) for alkaline hydrolysis of PTH in the presence of CTABr micelles vary with [MX] (MX = NaBr, KCl and Na2CO3) according to the empirical relationship: kobs = (kobs0 + θK[MX])/(1 + K[MX]) where θ and K are empirical parameters. Based upon the values of θ, it is concluded that the respective anions Br-, Cl-, and CO32- can expel nearly 100, 60 and 15% of the total amount of micellized S- from the micellar pseudophase to the aqueous pseudophase under the limiting conditions where 1 ? K[MX].

Effect of CH3CN-H2O and CH3CN solvents on rate of reaction of phthalimide with piperidine

Pseudo-first-order rate constants (kobs) for the reaction of piperidine with phthalimide vary linearly with the total concentration of piperidine ([Pip]T) at a constant content of CH3CN in H2O-CH3CN solvents within the CH3CN content range 2-80 % (v/v). The change in kobs with the change in [Pip]T at 100% (v/v) CH3CN obeys the relationship kobs = Ψ [Pip]T2/(1 + Φ [Pip]T). Copyright John Wiley & Sons, Ltd.

Phthalimidomethyl as a drug pro-moiety. Probing its reactivity

Phthalimidomethyl derivatives 1, encompassing a wide range of leaving group abilities, are rapidly hydrolysed to the corresponding phthalamic acid via rate-determining attack at the phthalimide carbonyl group.

Tetrahydrophthalamide derivative, intermediate for producing the same, production of both, and herbicide containing the same as active ingredient

The present invention relates to 3,4,5,6-tetrahydrophthalamide derivatives and 3,4,5,6-tetrahydroisophthalimide derivatives having excellent effects as effective active ingredients of herbicides, and processes for preparing the same, and provides the compounds having a more efficient herbicidal activity, and efficient and industrial processes for the preparation thereof. More specifically, the tetrahydrophthalimide derivative obtained by reacting a halogen-substituted 5-cycloalkyloxyaniline derivative with a 3,4,5,6-tetrahydrophthalic anhydride, or the tetrahydroisophthalimide derivative of the present invention is reacted with various types of amines to prepare a tetrahydrophthalamide derivative represented by the general formula (I): STR1 These tetrahydrophthalamide derivatives and the tetrahydroisophthalimide derivatives exhibit excellent herbicidal activities in the soil treatment in the paddy field and field and the stem-foliar treatment. The tetrahydroisophthalimide derivatives are also useful as intermediates for the preparation of the tetrahydrophthalamide derivatives, etc.