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

Uses

N-(4-Hydroxy-2-methylphenyl)acetamide is a useful compound for monitoring o-toluidine in urine that has been pretreated via enyzmatic deconjugation.

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

Downstream Products

• 145823-43-4 diacetyl-4-amino-3-methylphenol 
• 31601-41-9 N-(4-methoxy-2-methylphenyl)acetamide 
• 860740-91-6 acetic acid-[4-(2-hydroxy-ethoxy)-2-methyl-anilide] 
• 155593-98-9 2-(4-acetamido-3-methylphenoxy)benzoic acid 
• 57556-30-6 4-hydroxy-2,N,N,N-tetramethyl-anilinium; iodide 
• 61433-76-9 4'-(benzyloxy)-o-acetotoluidide 
• 500-85-6 indophenol 
• 53136-57-5 4-(4-acetamido-3-tolyloxy)-3-nitro-5-sulfamoylbenzoic acid 
• 911058-09-8 N-[4-(2-adamantan-1-yl-2-oxoethoxy)-2-methylphenyl]acetamide 
• 1297596-83-8 N-acetyl-3-methyl-1,4-benzoquinone monoimine 
• 176661-64-6 4-amino-N-acetyl-3-methyl-2-chlorophenol 
• 1297596-87-2 4-amino-N-acetyl-3-methyl-6-chlorophenol 
• 6705-03-9 2-Amino-5-methoxybenzoic acid 
• 102-50-1 2-methyl-4-methoxyaniline 

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.