39495-15-3

Basic information

• Product Name: N-(4-hydroxy-2-methylphenyl)acetamide
• Synonyms: N-(4-hydroxy-2-methylphenyl)acetamide;2-Acetylamino-5-hydroxy-1-methylbenzene;2'-Methyl-4'-hydroxyacetanilide
• CAS NO: 39495-15-3
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.18914
• EINECS: 254-474-0
• Mol File: 39495-15-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 364.5°Cat760mmHg
• Flash Point: 174.2°C
• Appearance: /
• Density: 1.203g/cm³
• Vapor Pressure: 7.98E-06mmHg at 25°C
• Refractive Index: 1.604
• CAS DataBase Reference: N-(4-hydroxy-2-methylphenyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-hydroxy-2-methylphenyl)acetamide(39495-15-3)
• EPA Substance Registry System: N-(4-hydroxy-2-methylphenyl)acetamide(39495-15-3)

Safety Data

• Hazardous Substances Data: 39495-15-3(Hazardous Substances Data)

Usage

Description

N-(4-Hydroxy-2-methylphenyl)acetamide is an organic compound with the molecular formula C9H11NO2. It is characterized by the presence of a hydroxyl group attached to a phenyl ring, which is substituted with a methyl group at the ortho position and an amide functional group at the para position. N-(4-hydroxy-2-methylphenyl)acetamide is known for its analytical applications in the detection and monitoring of specific substances.

Uses

Used in Urine Analysis:
N-(4-Hydroxy-2-methylphenyl)acetamide is used as a monitoring agent for o-toluidine in urine samples that have undergone enzymatic deconjugation. This application is particularly relevant in the field of toxicology and occupational health, as it aids in the detection and quantification of o-toluidine, a potentially harmful aromatic amine that can be found in the urine of individuals exposed to certain industrial chemicals or pharmaceuticals.

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

Upstream product

• 2835-99-6 4-amino-3-methylphenol 
• 2581-34-2 3-methyl-4-nitrophenol 
• 120-66-1 N-(2-methylphenyl)acetamide 
• 145823-43-4 diacetyl-4-amino-3-methylphenol 
• 108-24-7 acetic anhydride 
• 108-39-4 3-methyl-phenol 
• 60-35-5 acetamide 

Downstream Products

• 145823-43-4 diacetyl-4-amino-3-methylphenol 
• 80838-37-5 N-{4-[2-(10-Acetyl-10H-phenothiazin-2-yl)-2-oxo-ethoxy]-2-methyl-phenyl}-acetamide 
• 61433-76-9 4'-(benzyloxy)-o-acetotoluidide 
• 176661-64-6 4-amino-N-acetyl-3-methyl-2-chlorophenol 
• 1297596-87-2 4-amino-N-acetyl-3-methyl-6-chlorophenol 
• 1297596-83-8 N-acetyl-3-methyl-1,4-benzoquinone monoimine 
• 911058-09-8 N-[4-(2-adamantan-1-yl-2-oxoethoxy)-2-methylphenyl]acetamide 
• 53136-57-5 4-(4-acetamido-3-tolyloxy)-3-nitro-5-sulfamoylbenzoic acid 
• 500-85-6 indophenol 
• 6705-03-9 2-Amino-5-methoxybenzoic acid 
• 102-50-1 2-methyl-4-methoxyaniline 
• 38985-80-7 2-(acetylamino)-5-methoxybenzoic acid 
• 90869-71-9 2-chloro-N-(4-methoxy-2-methylphenyl)acetamide 
• 78547-35-0 (4-amino-3-methyl-phenoxy)-acetic acid 

Relevant articles and documents

Synthesis and pharmacological evaluation of piperidine (piperazine)-amide substituted derivatives as multi-target antipsychotics

We report the optimisation of a series of novel amide-piperidine (piperazine) derivatives using the multiple ligand approach with dopamine and serotonin receptors. Of the derivatives, compound 11 exhibited high affinity for the D2, 5-HT1A, and 5-HT2A receptors, but low affinity for the 5-HT2C and histamine H1 receptors and human ether-a-go-go-related gene (hERG) channels. In vivo, compound 11 reduced apomorphine-induced climbing, MK-801-induced hyperactivity and DOI-induced head twitching without observable catalepsy, even at the highest dose tested. In addition, it exhibited suppression in a CAR test. Furthermore, in a novel object recognition task, it displayed procognition properties. Therefore, compound 11 is a promising candidate multi-target antipsychotic.

TRANSITION METAL COMPLEXES

A transition metal complex which is a bis-arylimine pyridine MXn complex, comprising a bis-arylimine pyridine ligand having the formula (I), wherein R1-R5, R7-R9, R12 and R14 are each, independently, hydrogen, optionally substituted hydrocarbyl, an inert functional group, or any two of R1-R3 and R7-R9 vicinal to one another taken together may form a ring, and R6 is hydrogen, optionally substituted hydrocarbyl, an inert functional group, or taken together with R7 or R4 to form a ring, R10 is hydrogen, optionally substituted hydrocarbyl, an inert functional group, or taken together with R9 or R4 to form a ring, R11 is hydrogen, optionally substituted hydrocarbyl, an inert functional group, or taken together with R12 or R5 to form a ring, R15 is hydrogen, optionally substituted hydrocarbyl, an inert functional group, or taken together with R14 or R5 to form a ring, provided that R13 and at least one of R12 and R14 are independently selected from optionally substituted C1-C30 alkyl, optionally substituted C4-C30 alkyloxy, halogen and optionally substituted C5-C20 aryl, or R13 taken together with R12 or R14 form a ring, or R12 taken together with R11 form a ring and R14 taken together with R15 form a ring, and provided that at least one of R12, R13 and R14 is optionally substituted C4-C30 alkyloxy; M is a transition metal atom in particular selected from Ti, V, Cr, Mn, Fe, Co, Ni, Pd, Rh, Ru, Mo, Nb, Zr, Hf, Ta, W, Re, Os, Ir or Pt; n matches the formal oxidation state of the transition metal atom M; and X is halide, optionally substituted hydrocarbyl, alkoxide, amide, or hydride. The transition metal complexes of the present invention, their complexes with non-coordinating anions and catalyst systems containing such complexes have good solubility in non-polar media and chemically inert non--polar solvents especially aromatic hydrocarbon solvents. The catalyst systems can be used for a wide range of (co-)oligomerization, polymerization and dimerization reactions.

Introduction of a hydroxy group at the para position and N-iodophenylation of N-arylamides using phenyliodine(III) bis(trifluoroacetate)

The reaction of anilides with phenyliodine(III) bis(trifluoroacetate) (PIFA) in trifluoroacetic acid (TFA), TFA-CHCl3, or hexafluoroisopropyl alcohol (HFIP) is described. When the acyl group of the anilide is highly electronegative, such as trifluoroacetyl, or the phenyl group is substituted with an electron-withdrawing group, the 4-iodophenyl group is transferred from PIFA to the amide nitrogen to afford acetyldiarylamines. On the other hand, when the acyl group contains an electron-donating function, such as 4-methoxyphenyl, or the phenyl group is substituted with an electron-donating group, a trifluoroacetoxy group is transferred to the para position of the anilide aromatic ring. This group is hydrolyzed during workup to produce the corresponding phenol.