CAS 50700-49-7

N-acetylbenzoquinoneimine

Description:

N-acetylbenzoquinoneimine, with the CAS number 50700-49-7, is an organic compound characterized by its structure, which includes a benzoquinone moiety and an acetyl group. This compound typically appears as a solid and is known for its reactivity, particularly in electrophilic substitution reactions due to the presence of the quinone functional group. It exhibits properties such as being a potential intermediate in organic synthesis and may have applications in dye chemistry or as a reagent in various chemical reactions. The compound is also notable for its ability to participate in redox reactions, which can be attributed to the electron-deficient nature of the quinone structure. Additionally, N-acetylbenzoquinoneimine may exhibit biological activity, making it of interest in medicinal chemistry. Safety data should be consulted, as compounds of this nature can pose hazards if not handled properly. Overall, N-acetylbenzoquinoneimine is a versatile compound with significant implications in both synthetic and applied chemistry.

Formula: C₈H₇NO₂

InChI: InChI=1/C8H7NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5H,1H3

InChI key: InChIKey=URNSECGXFRDEDC-UHFFFAOYSA-N

SMILES: N(C(C)=O)=C1C=CC(=O)C=C1

Synonyms:

• Acetamide, N-(4-oxo-2,5-cyclohexadien-1-ylidene)-
• Acetimidoquinone
• N-(4-Oxo-2,5-cyclohexadien-1-ylidene)acetamide
• N-(4-oxocyclohexa-2,5-dien-1-ylidene)acetamide
• N-Acetyl-1,4-benzoquinonimine
• N-Acetyl-4-benzoquinone Imine
• N-Acetyl-p-benzoquinone imine
• N-Acetyl-p-benzoquinonimine
• Napqi
• N-N-Acetyl-4-benzoquinone Imine
• N-ACETYLBENZOQUINONE-IMINE
• 4-acetylimino-5-cyclohexadien-1-one
• n-acetyl-p-quinonimine
• N-(4-Oxo-1-cyclohexa-2,5-dienylidene)acetamide, N-Acetyl-p-benzo-quinone imine, NAPQI
• N-Acetyl-p-benzoquinone imine (NAPQI), 98%
• 4-(Acetylimino)-2,5-cyclohexadien-1-one
• n-(4-oxo-2,5-cyclohexadienylidene)acetamide
• N-ACETYL-PARA-QUINONEIMINE
• N-Acetyl-1,4-benzoquinone imine
• N-(4-Oxo-1-cyclohexa-2,5-dienylidene)acetamide
• n-(4-oxo-2,5-cyclohexadien-1-ylidene)-acetamid

N-Acetyl-p-benzoquinone imine

CAS: 50700-49-7

Formula: C₈H₇NO₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 149.1467

Ref: IN-DA003SOJ

N-(4-Oxocyclohexa-2,5-dien-1-ylidene)acetamide

CAS: 50700-49-7

N-(4-Oxocyclohexa-2,5-dien-1-ylidene)acetamide

Formula: C₈H₇NO₂

Purity: ≥95%

Color and Shape: pale yellow to dark yellow solid

Molecular weight: 149.15g/mol

Ref: 54-OR7000T

Phenylephrine Impurity 7 (N-Acetyl-4-Benzoquinone Imine)

CAS: 50700-49-7

Formula: C₈H₇NO₂

Color and Shape: White To Off-White Solid

Molecular weight: 149.15

Ref: 4Z-P-2630

N-Acetyl-4-benzoquinone Imine

Controlled Product

CAS: 50700-49-7

Stability Air Sensitive, Light Sensitive, Moisture Sensitive, Temperature Sensitive
Applications N-Acetyl-4-benzoquinone Imine (NAPQI) is a toxic metabolite of Acetaminophen (A161220), an analgesic and antipyretic agent used as a pain reliever to treat headache, muscle aches, and arthritis (1,2,3). N-Acetyl-4-benzoquinone Imine can react with cysteine residues of hepatic proteins to yield Acetaminophen-cysteine (A161255) (4).
References (1) Jaeschke, H., et al.: Toxicol. Sci., 89, 31 (2006) (2) O’Malley G. F., et al.: J Med Toxicol. 11, 317 (2015)(3) McGill, M. R. and Jaeschke, H. Pharm Res. 30, 2174 (2013)(4) Frey, S. M., et al.: J Med Toxicol. 11, 218 (2015)

Formula: C₈H₇NO₂

Color and Shape: Neat

Molecular weight: 149.15

Ref: TR-A170000

N-Acetyl-4-benzoquinone imine

CAS: 50700-49-7

N-Acetyl-4-benzoquinone imine is an antimicrobial agent that belongs to the class of paracetamol. It inhibits the enzyme form of acetaminophen (APAP). N-Acetyl-4-benzoquinone imine is a reactive compound and can cause oxidative injury in cells. This drug has been shown to have cytotoxic effects on cells at physiological levels and a concentration–time curve similar to acetaminophen. N-Acetyl-4-benzoquinone imine also affects mitochondrial membrane potential and matrix effect, which may be due to its ability to inhibit mitochondrial enzymes. The toxic effects of N-Acetyl-4-benzoquinone imine are reversible after it is metabolized by cytochrome P450 enzymes.

Formula: C₈H₇NO₂

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 149.15 g/mol

Ref: 3D-FA17084

N-Acetyl-4-benzoquinone Imine-13C2,15N

Controlled Product

CAS: 50700-49-7

Formula: C₂C₆H₇₁₅NO₂

Color and Shape: Neat

Molecular weight: 152.125

Ref: TR-A170004

Phenylephrine Impurity 7

CAS: 50700-49-7

Formula: C₈H₇NO₂

Molecular weight: 149.15

Ref: ST-EA-CP-P12115

N-Acetyl-4-benzoquinone Imine-d3

Controlled Product

CAS: 50700-49-7

Stability Temperature, Moisture, Light, and Oxygen Sensitive
Applications N-Acetyl-4-benzoquinone imine-D3 is deuterium labeled N-Acetyl-4-benzoquinone Imine (A170000). N-Acetyl-4-benzoquinone Imine (NAPQI) is a toxic metabolite of Acetaminophen (A161220), an analgesic and antipyretic agent used as a pain reliever to treat headache, muscle aches, and arthritis (1,2,3). N-Acetyl-4-benzoquinone Imine can react with cysteine residues of hepatic proteins to yield Acetaminophen-cysteine (A161255) (4).
References (1) Jaeschke, H., et al.: Toxicol. Sci., 89, 31 (2006) (2) O’Malley G. F., et al.: J Med Toxicol. 11, 317 (2015)(3) McGill, M. R. and Jaeschke, H. Pharm Res. 30, 2174 (2013)(4) Frey, S. M., et al.: J Med Toxicol. 11, 218 (2015)

Formula: C₈H₄D₃NO₂

Color and Shape: Neat

Molecular weight: 152.17

Ref: TR-A170002