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    M-Phisyl-chloride

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      M-Phisyl-chloride

      SKU
      M0004

      Category: Fluorescent Detection

      Synonyms
      2-Methoxy-5-(N-phthalimidinyl)benzenesulfonyl chloride
      126565-42-2
      CAS-Number
      C15H12ClNO4S
      Molecular Formula
      337.78
      Molecular Weight

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥97% (Elemental Analysis)
      Identity
      1H-NMR
      Appearance
      Solid

      Properties

      Fluorescence
      λex 330 nm, λem 427 nm in chloroform (after derivatization with hexylamine)
      Melting Point
      240 °C (dec.)
      Solvents
      DMSO

      Downloads

      Safety Data Sheet
      CDX M0004 MSDS.pdf
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at -20°C.
      Long Term Storage
      -20°C
      Short Term Storage
      +4°C
      Shipping
      AMBIENT
      Transportation
      Excepted Quantities
      RIDADR
      UN3261 8
      Signal word
      Danger
      GHS Symbol
      GHS05
      Precautionary statements
      P280, P305 + P351 + P338, P310
      Hazard statements
      H314
      Description
      It is known that phenol and p-cresol are promoters of skin tumors and also urinary excretion of phenol and p-cresol is increased by exposure to benzene, which has hemopoietic toxicity, and toluene, respectively. Therefore, the determination of phenol and p-cresol is important in clinical chemistry and toxicology. Because phenol and p-cresol are present in urine as sulfate or glucuronide conjugates, they are hydrolyzed enzymatically or with acid, followed by distillation or extraction with organic solvent prior to measurement by GC or HPLC. However, these GC and HPLC methods require relatively large sample volumes (more than 1 ml) because of their insufficient sensitivities for measuring small amounts of phenol and p-cresol. In the general, the application of fluorescent labeling techniques to HPLC result in a sensitive and selective method. Some acyl chlorides are known to react with phenolic hydroxy group to form esters. It is known that 4-(N-phthalimidinyl)benzensulfonyl chloride Phisyl-Cl7, having sulfonyl chloride, reacted with phenol to give the corresponding highly fluorescent sulfonyl ester. The sensitivity of Physil-Cl was compared with Dansyl-Cl and DPS-Cl, which are analogous to Physil-Cl as fluorescent labeling reagents having sulfonyl chloride group. The labeling reaction of phenol with Dansyl-Cl and DPS-Cl were carried out according to the method of Ruiter et al.5 and the peaks were detected at the each fluorescence maxima wavelength (Ex350nm a Em550nm for Dansyl-Cl, and Ex320nm a Em386nm for DPS-Cl). Peak height of Phisyl derivative was higher about 85-and 7,3-fold than thosse of Dansyl derivative and DPS derivative, respectively. Among these three reagents, Phisyl-Cl was the most sensitive.
      InChi
      InChI=1S/C15H12ClNO4S/c1-21-13-7-6-11(8-14(13)22(16,19)20)17-9-10-4-2-3-5-12(10)15(17)18/h2-8H,9H2,1H3
      References
      (1) Y. Tsuruta et al.: J. Chromatogr. 8, 178 (1994) , (2) K. Imai et al.: Biomed. Chromatogr. 8, 107 (1994) , (3) C. Ruiter et al.: Anal. Chem 60, 666 (1988) , (4) R.M. Cassidy et al.: J. Chromatogr. Sci. 12, 85 (1974)
      InChi Key
      ABWFLHUIHQOEBX-UHFFFAOYSA-N
      Smiles
      COC1=CC=C(C=C1S(Cl)(=O)=O)N1CC2=CC=CC=C2C1=O

      It is known that phenol and p-cresol are promoters of skin tumors and also urinary excretion of phenol and p-cresol is increased by exposure to benzene, which has hemopoietic toxicity, and toluene, respectively. Therefore, the determination of phenol and p-cresol is important in clinical chemistry and toxicology. Because phenol and p-cresol are present in urine as sulfate or glucuronide conjugates, they are hydrolyzed enzymatically or with acid, followed by distillation or extraction with organic solvent prior to measurement by GC or HPLC. However, these GC and HPLC methods require relatively large sample volumes (more than 1 ml) because of their insufficient sensitivities for measuring small amounts of phenol and p-cresol. In the general, the application of fluorescent labeling techniques to HPLC result in a sensitive and selective method. Some acyl chlorides are known to react with phenolic hydroxy group to form esters. It is known that 4-(N-phthalimidinyl)benzensulfonyl chloride Phisyl-Cl7, having sulfonyl chloride, reacted with phenol to give the corresponding highly fluorescent sulfonyl ester. The sensitivity of Physil-Cl was compared with Dansyl-Cl and DPS-Cl, which are analogous to Physil-Cl as fluorescent labeling reagents having sulfonyl chloride group. The labeling reaction of phenol with Dansyl-Cl and DPS-Cl were carried out according to the method of Ruiter et al.5 and the peaks were detected at the each fluorescence maxima wavelength (Ex350nm a Em550nm for Dansyl-Cl, and Ex320nm a Em386nm for DPS-Cl). Peak height of Phisyl derivative was higher about 85-and 7,3-fold than thosse of Dansyl derivative and DPS derivative, respectively. Among these three reagents, Phisyl-Cl was the most sensitive.

      SKU: M0004 Category: Fluorescent Detection
      • Additional information

      Additional information

      Synonyms

      2-Methoxy-5-(N-phthalimidinyl)benzenesulfonyl chloride

      Purity

      ≥97% (Elemental Analysis)

      Appearance

      Solid

      CAS-Number

      126565-42-2

      Molecular Formula

      C15H12ClNO4S

      Molecular Weight

      337.78

      Identity

      1H-NMR

      Solvents

      DMSO

      Melting Point

      240 °C (dec.)

      Fluorescence

      λex 330 nm, λem 427 nm in chloroform (after derivatization with hexylamine)

      Smiles

      COC1=CC=C(C=C1S(Cl)(=O)=O)N1CC2=CC=CC=C2C1=O

      InChi Key

      ABWFLHUIHQOEBX-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.

      Hazard statements

      H314

      Precautionary statements

      P280, P305 + P351 + P338, P310

      GHS Symbol

      GHS05

      Signal word

      Danger

      RIDADR

      UN3261 8

      Transportation

      Excepted Quantities

      References

      (1) Y. Tsuruta et al.: J. Chromatogr. 8, 178 (1994), (2) K. Imai et al.: Biomed. Chromatogr. 8, 107 (1994), (3) C. Ruiter et al.: Anal. Chem 60, 666 (1988), (4) R.M. Cassidy et al.: J. Chromatogr. Sci. 12, 85 (1974)

      InChi

      InChI=1S/C15H12ClNO4S/c1-21-13-7-6-11(8-14(13)22(16,19)20)17-9-10-4-2-3-5-12(10)15(17)18/h2-8H,9H2,1H3

      Quantity

      100 mg, 500 mg, Bulk

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