3,5-Dimethyl-NAPQI

SKU: A0163

Category: Metabolites

Synonyms: NA-3,5-Bqi , N-Acetyl-3,5-dimethyl-4-benzoquinone imine; 74827-85-3
CAS-Number: C₁₀H₁₁NO₂
Molecular Formula: 177.2
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥95.0% (HPLC)
Identity: 1H-NMR
Appearance: Orange powder

Properties

Solvents: chloroform

Downloads

Safety Data Sheet: CDX A0163 MSDS.pdf

Short Term Storage: +4°C
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.
Handling Advice: Protect from light and moisture.
Long Term Storage: -20°C
Shipping: AMBIENT

Description: Metabolite. Oxidizing analog of N-acetyl-p-benzoquinone imine (NAPQI), a toxic metabolite of acetaminophen (paracetamol). Primarily oxidizes protein thiols. Shows cytotoxic properties, through disruption of intracellular Ca2+ homeostasis. Compound can be used as analytical reference material.
InChi: InChI=1S/C10H11NO2/c1-6-4-9(11-8(3)12)5-7(2)10(6)13/h4-5H,1-3H3
References: (1) R. van de Straat, et al.: Biochem. Pharmacol. 36, 2065 (1987) , (2) L. Rossi, et al.: Mol. Pharmacol. 34, 674 (1988) , (3) P. Nicotera, et al.: Chem. Res. Toxicol. 2, 46 (1989) , (4) P. Nicotera, et al.: Arch. Biochem. Biophys. 283, 200 (1990)
InChi Key: VUPORYDINWWWKZ-UHFFFAOYSA-N
Smiles: CC(C(C(C)=C/1)=O)=CC1=N/C(C)=O

Metabolite. Oxidizing analog of N-acetyl-p-benzoquinone imine (NAPQI), a toxic metabolite of acetaminophen (paracetamol). Primarily oxidizes protein thiols. Shows cytotoxic properties, through disruption of intracellular Ca2+ homeostasis. Compound can be used as analytical reference material.

SKU: A0163 Category: Metabolites

Additional information

Additional information

Synonyms	NA-3,5-Bqi, N-Acetyl-3,5-dimethyl-4-benzoquinone imine
Purity	≥95.0% (HPLC)
Appearance	Orange powder
CAS-Number	74827-85-3
Molecular Formula	C10H11NO2
Molecular Weight	177.2
Identity	1H-NMR
Solvents	chloroform
Smiles	CC(C(C(C)=C/1)=O)=CC1=N/C(C)=O
InChi Key	VUPORYDINWWWKZ-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
References	(1) R. van de Straat, et al.: Biochem. Pharmacol. 36, 2065 (1987), (2) L. Rossi, et al.: Mol. Pharmacol. 34, 674 (1988), (3) P. Nicotera, et al.: Chem. Res. Toxicol. 2, 46 (1989), (4) P. Nicotera, et al.: Arch. Biochem. Biophys. 283, 200 (1990)
InChi	InChI=1S/C10H11NO2/c1-6-4-9(11-8(3)12)5-7(2)10(6)13/h4-5H,1-3H3
Quantity	10 mg, 25 mg, Bulk