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      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

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