487-48-9

Usage

Uses

Used in Pharmaceutical Industry:
N-Acetylsalicylamide is used as an analgesic and antipyretic agent for its pain-relieving and fever-reducing properties. It is commonly used in over-the-counter medications to alleviate mild to moderate pain and reduce fever.
Used in Research:
N-Acetylsalicylamide is used as a research compound for studying its potential anti-cancer and anti-inflammatory properties. It has been reported to modulate various signaling pathways and exhibit synergistic effects when combined with conventional chemotherapeutic drugs, enhancing their efficacy in resistant cases.
Used in Drug Delivery Systems:
N-Acetylsalicylamide has been reported to have potential use in enhancing the bioavailability of poorly soluble drugs. It can be employed in the development of novel drug delivery systems to improve the solubility, delivery, and therapeutic outcomes of various pharmaceutical compounds.

InChI:InChI=1/C9H9NO3/c1-6(11)10-9(13)7-4-2-3-5-8(7)12/h2-5,12H,1H3,(H,10,11,13)

Upstream product

• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 65-45-2 salicylamide 
• 5663-71-8 O-acetylsalicylamide 
• 78-39-7 Triethyl orthoacetate 
• 54789-70-7 2-methyl-4-oxo-4H-benzo[e][1,3]oxazinium perchlorate 
• 54789-69-4 2-methyl-4H-benzo[1,3]oxazin-4-one 
• 2757-23-5 chloro(chlorosulfanyl)methanone 
• 5538-51-2 O-acetylsalicyloyl chloride 
• 20602-57-7 2-methyl-2,3-dihydro-4H-1,3-benzoxazin-4-one 
• 7664-93-9 sulfuric acid 
• 872264-60-3 N-phenyl-N'-salicyloyl-acetamidine 
• 7732-18-5 water 
• 119-36-8 methyl salicylate 

Downstream Products

• 53103-54-1 N-Acetyl-2-(2-oxo-2λ⁵-[1,3,2]dioxaphosphinan-2-yloxy)-benzamide 
• 128452-44-8 2-(2-acetoxyphenyl)-4-methylthio-6-methyl-1,3,5-triazine 
• 65483-96-7 2-[1-(phenyl-2-yl)-3-methyl-1,2,4-triazol-5-yl]phenol 
• 128452-37-9 2-(2-hydroxyphenyl)-4-methylthio-6-methyl-1,3,5-triazine 
• 77718-64-0 3N-acetamido-4-hydroxybenzenesulfonyl chloride 
• 79349-23-8 2-(3-methyl-1,2,4-oxadiazol-5-yl)phenol 
• 132305-18-1 acetyl-(2-benzoyloxy-benzoyl)-amine 
• 116704-43-9 anhydroacetylsalicylamide 
• 51051-49-1 N,O-diacetylsalicylamide 

Relevant academic research and scientific papers

Asymmetric Hydrogenation of Cationic Intermediates for the Synthesis of Chiral N,O-Acetals

For over half a century, transition-metal-catalyzed homogeneous hydrogenation has been mainly focused on neutral and readily prepared unsaturated substrates. Although the addition of molecular hydrogen to C=C, C=N, and C=O bonds represents a well-studied paradigm, the asymmetric hydrogenation of cationic species remains an underdeveloped area. In this study, we were seeking a breakthrough in asymmetric hydrogenation, with cationic intermediates as targets, and thereby anticipating applying this powerful tool to the construction of challenging chiral molecules. Under acidic conditions, both N- or O-acetylsalicylamides underwent cyclization to generate cationic intermediates, which were subsequently reduced by an iridium or rhodium hydride complex. The resulting N,O-acetals were synthesized with remarkably high enantioselectivity. This catalytic strategy exhibited high efficiency (turnover number of up to 4400) and high chemoselectivity. Mechanistic studies supported the hypothesis that a cationic intermediate was formed in situ and hydrogenated afterwards. A catalytic cycle has been proposed with hydride transfer from the iridium complex to the cationic sp2 carbon atom being the rate-determining step. A steric map of the catalyst has been created to illustrate the chiral environment, and a quantitative structure–selectivity relationship analysis showed how enantiomeric induction was achieved in this chemical transformation.

Compound and application of compound in preparation of medicines

The invention discloses a compound and its application in a medicine. the invention specifically provides a compound as shown in the formula (I) or a stereisomer, a geometrical isomer, a tautomer, a racemate, nitric oxide, hydrate, a solvate, a metabolite, pharmaceutically acceptable salts or a prodrug of the compound as shown in the formula (I). The invention also discloses an application of the compound in preparation of a medicine. The medicine is used in treating cancers.

DI-ASPIRIN DERIVATIVES

The invention relates to the use of di-aspirin (bis(2-carboxyphenyl)succinate) and its derivatives in the treatment of colon and colorectal cancer. It also relates to novel derivatives of di-aspirin and to a method of synthesis of the di-aspirin and its derivatives.

Nitrile Sulphides. Part 7. Synthesis of Benzopyranoisothiazoles and Isothiazoloquinolines

o-Hydroxybenzonitrile sulphide (1a), generated by thermal decarboxylation of the corresponding 1,3,4-oxathiazol-2-one, reacts with dimethyl acetylenedicarboxylate to afford methyl 4-oxo-4H-benzopyranoisothiazole-3-carboxylate (6a), from which the parent ring system (6c) can be prepared by hydrolysis and decarboxylation.The same products are formed from the acetoxy analogue (1b) via hydrolysis of isothiazole (5b). o-Acetamidobenzonitrile sulphide (1c) reacts similarly forming isothiazole (5c) and subsequently isothiazoloquinolin-4(5H)-one (7c) by hydrolysis, ring closure, and decarboxylation.Cycloadditions to ethyl cyanoformate, ethyl propiolate, and diethyl fumarate have also been examined.

Synthesis of 2-Methyl-4H-1,3-benzoxazin-4-ones and Related Compounds

4H-1,3-benzoxazin-4-ones 2 are smoothly prepared via (acylimino)phosphoranes 1 by intramolecular condensation analogous to a Wittig reaction.Tert. phosphanes are used for the preparation of the (acylimino)phosphoranes 1 which are converted into the corresponding benzoxazines and tert. phosphane oxides, e.g. 2-methyl-4H-1,3-benzoxazin-4-one (2a) which, in spite of some attempts, has not been obtained before.

SOME SULFONYL DERIVATIVES OF SALICYLIC ACID AND RELATED COMPOUNDS

o-Methoxybenzamide, salicyclic acid, salicylamide and N-acetylsalicylamide have been converted to the corresponding 5-sulfonyl chlorides, and p-hydroxybenzoic acid to the 3-sulfonyl chloride.The sulfonyl chlorides were characterized by the preparation of various derivatives, e.g. amides, hydrazides, hydrazones and azides.Chlorosulfonation of O-acetyl compounds showed either complete or partial deacetylation.O-Acetyl compounds were therefore obtained by subsequent acetylation.O-Acetylsalicylamide on heating was converted to the N-acetyl derivative and the isomerization was followed by h.p.l.c.In contrast both m- and p-acetoxybenzamides were relatively stable.Salicylanilide and O-methylsalicylanilide, with chlorosulfonic acid gave the 1,4'-disulfonyl chlorides.On the other hand, 4'-chloro- and 4'-chloro-O-methyl-salicylanilides afforded the corresponding monosulfonyl chlorides.The i.r., n.m.r. and mass spectra, together with the algaecidal and antibacterial results are briefly discussed.