4611-42-1

Basic information

• Product Name: N-ethyl-2-hydroxybenzamide
• Synonyms: N-ethyl-2-hydroxybenzamide;N-Ethylsalicylamide;N-ethyl-2-hydroxybenzamide(SALTDATA: FREE);Benzamide, N-ethyl-2-hydroxy- (9CI);MFCD01684552;Salicylamide, N-ethyl-;Salicylethylamide
• CAS NO: 4611-42-1
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19
• Mol File: 4611-42-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 343.6°Cat760mmHg
• Flash Point: 161.6°C
• Appearance: /
• Density: 1.141g/cm³
• Vapor Pressure: 3.5E-05mmHg at 25°C
• Refractive Index: 1.554
• CAS DataBase Reference: N-ethyl-2-hydroxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-ethyl-2-hydroxybenzamide(4611-42-1)
• EPA Substance Registry System: N-ethyl-2-hydroxybenzamide(4611-42-1)

Safety Data

• Hazardous Substances Data: 4611-42-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H11NO2/c1-2-10-9(12)7-5-3-4-6-8(7)11/h3-6,11H,2H2,1H3,(H,10,12)

Upstream product

• 118-55-8 phenyl Salicylate 
• 75-04-7 ethylamine 
• 2038-01-9 3-ethyl-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione 
• 69-72-7 salicylic acid 
• 4611-62-5 2-ethylbenzisoxazolium fluoroborate 

Downstream Products

• 75-04-7 ethylamine 
• 69-72-7 salicylic acid 
• 100371-01-5 2-(2,3-dihydroxy-propoxy)-benzoic acid ethylamide 
• 143000-25-3 3-Ethyl-2-oxo-2-phenyl-2,3-dihydro-2λ⁵-benzo[e][1,3,2]oxazaphosphinin-4-one 
• 143000-07-1 3-Ethyl-2-phenyl-2,3-dihydro-benzo[e][1,3,2]oxazaphosphinin-4-one 
• 17296-50-3 10-ethyldibenzo[b,f][1,4]oxazepin-11(10H)-one 
• 2038-01-9 3-ethyl-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione 
• 4611-56-7 3-Ethyl-4-thio-benzo<1.3>oxazin-2,4-dion 
• 58187-25-0 N-Ethyl-2-(2-hydroxy-3-isopropylamino-propoxy)-benzamide 

Relevant articles and documents

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.

Solvent effect on intramolecular general base-catalysed aminolysis of ionized phenyl salicylate

The nucleophilic second-order rate constants (k1) for the reactions of ionized phenyl salicylate (PS-) with primary and secondary amines in 70percent (v/v) ethanol-water reveal Bronsted plots of slopes βnuc1 = 0.32 +/- 0.10 and βnuc2 = 0.22 +/- 0.02, respectively.Different Bronsted slopes obtained for the reactions of PS- with primary and secondary amines suggest the occurrence of different locations of the transition state in the critical rate-determining step.The change in water content from 99.2 to 70percent (v/v) in EtOH-H2O causes reduction in k1 by ca. 3-fold for all the amines studied.Ionization constants of all the protonated amines turn out to be larger in 70percent (v/v) EtOH-H2O than in pure water.

Intramolecular General Base Catalysis and the Rate-determining Step in the Nucleophilic Cleavage of Ionized Phenyl Salicylate with Primary and Secondary Amines

The nucleophilic second-order rate constants for the reactions of ionized phenyl salicylate (PS-) with primary and secondary amines have revealed Broensted plots of slopes βnuc1 = 0.52+/-0.06 and βnuc2 = 0.27+/-0.05, respectively.The suggested stepwise reaction mechanism involves the intramolecular proton transfer from cationic nitrogen to the anionic phenolic oxygen to form the monoanionic tetrahedral addition intermediate as the rate-determining step.The low value of βnuc2 is attributed to the extensive of proton transfer in the late transition state while the large value of βnuc1 is ascribed to the proton transfer in the early transition state of the rate-determining step.However, these low and high values of βnuc2 and βnuc1, respectively, are also compatible with the occurence of respective early and late transition states in the rate-determining step involving concerted intramolecular general base-catalysed nucleophilic attack at the carbonyl carbon of PS-.Significantly large positive deviations from Broensted plots have been observed for the reactivities of α-nucleophiles toward PS-.Monoprotonated ethane-1,2-diamine is ca. 20-fold more reactive than would be expected from its basicity, and this is attributed to the occurence of the intramolecular general acid catalysis.The reactions of PS- with hydroxylamine and N-methylhydroxylamine involve ca. >/=70 percent aminolysis and -.