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    Florfenicol

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      Florfenicol

      SKU
      F0069

      Category: Antibiotics

      Synonyms
      Sch 25298, (-)-Florfenicol, Aquafen, 2,2-Dichloro-N-[(1S,2R)-1-(fluoromethyl)-2-hydroxy-2-[4-(methylsulfonyl)phenyl]ethyl]acetamide
      73231-34-2
      CAS-Number
      C12H14Cl2FNO4S
      Molecular Formula
      358.21
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (Assay)
      Appearance
      White to off white crystalline
      Identity
      IR

      Properties

      Solvents
      DMSO (30mg/ml), DMF (20mg/ml) or ethanol (10mg/ml)
      Melting Point
      152-156°C
      Optical Activity
      -16°- -19°
      Shipping
      AMBIENT
      Short Term Storage
      RT
      Long Term Storage
      +4°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at +4°C.
      Hazard statements
      H361fd,H372,H410
      Precautionary statements
      P202 - P260 - P264 - P273 - P280 - P308 + P313
      GHS Symbol
      GHS08+GHS09
      Signal word
      Danger
      RIDADR
      UN3077
      Transportation
      Packing Group III
      Description
      Florfenicol is a broad-spectrum fluorinated antibiotic and a derivative of thiamphenicol and analog of chloramphenicol. Florfenicol inhibits bacterial protein synthesis by binding to the A site of the 23S rRNA in the 50S subunit of the 70S ribosome, blocking peptidyl transferase activity, and thereby preventing peptide bond formation, which makes it effective against various bacteria. It is primarily used in veterinary medicine to treat respiratory infections in cattle and swine, and to prevent Salmonella infection in poultry. Although florfenicol is primarily known for its antimicrobial activity, it also shows immunomodulatory properties, including anti-inflammatory activity, downregulating pro-inflammatory cytokines such as TNF-α, IL-1β, and IL-6, suppression of innate immune responses, affect lymphocyte proliferation and immunoglobulin production, and influence TLR expression in immune cells.
      Smiles
      [C@@H]([C@H](NC(C(Cl)Cl)=O)CF)(O)C1=CC=C(S(C)(=O)=O)C=C1
      InChi Key
      AYIRNRDRBQJXIF-NXEZZACHSA-N
      References
      (1) H.C. Neu & K.P. Fu, Antimicrob. Agents Chemother. 18, 311 (1980) , (2) V.P. Syriopoulou, et al., Antimicrob. Agents Chemother. 19, 294 (1981) , (3) R. Graham, et al., Eur. J. Clin. Microbiol. Infect. Dis. 7, 691 (1988) , (4) M. Cannon, et al., J. Antimicrob. Chemother. 26, 307 (1990) , (5) Y. Ueda & I. Suenaga, J. Vet. Med. Sci. 57, 363 (1995) , (6) S. Priebe & S. Schwarz, Antimicrob. Agents Chemother. 47, 2703 (2003) , (7) G. Shuang, et al., Immunol. Invest. 40, 356 (2011) , (8) X. Guo, et al., Environ. Res. 244, 117934 (2024) (Review)
      InChi
      InChI=1S/C12H14Cl2FNO4S/c1-21(19,20)8-4-2-7(3-5-8)10(17)9(6-15)16-12(18)11(13)14/h2-5,9-11,17H,6H2,1H3,(H,16,18)/t9-,10-/m1/s1

      Florfenicol is a broad-spectrum fluorinated antibiotic and a derivative of thiamphenicol and analog of chloramphenicol. Florfenicol inhibits bacterial protein synthesis by binding to the A site of the 23S rRNA in the 50S subunit of the 70S ribosome, blocking peptidyl transferase activity, and thereby preventing peptide bond formation, which makes it effective against various bacteria. It is primarily used in veterinary medicine to treat respiratory infections in cattle and swine, and to prevent Salmonella infection in poultry. Although florfenicol is primarily known for its antimicrobial activity, it also shows immunomodulatory properties, including anti-inflammatory activity, downregulating pro-inflammatory cytokines such as TNF-α, IL-1β, and IL-6, suppression of innate immune responses, affect lymphocyte proliferation and immunoglobulin production, and influence TLR expression in immune cells.

      SKU: F0069 Category: Antibiotics
      • Additional information

      Additional information

      Synonyms

      Sch 25298, (-)-Florfenicol, Aquafen, 2,2-Dichloro-N-[(1S,2R)-1-(fluoromethyl)-2-hydroxy-2-[4-(methylsulfonyl)phenyl]ethyl]acetamide

      Purity

      ≥98% (Assay)

      Appearance

      White to off white crystalline

      CAS-Number

      73231-34-2

      Molecular Formula

      C12H14Cl2FNO4S

      Molecular Weight

      358.21

      Identity

      IR

      Solvents

      DMSO (30mg/ml), DMF (20mg/ml) or ethanol (10mg/ml)

      Melting Point

      152-156°C

      Optical Activity

      -16°- -19°

      Smiles

      [C@@H]([C@H](NC(C(Cl)Cl)=O)CF)(O)C1=CC=C(S(C)(=O)=O)C=C1

      InChi Key

      AYIRNRDRBQJXIF-NXEZZACHSA-N

      Shipping

      AMBIENT

      Short Term Storage

      RT

      Long Term Storage

      +4°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at +4°C.

      Hazard statements

      H361fd,H372,H410

      Precautionary statements

      P202 – P260 – P264 – P273 – P280 – P308 + P313

      GHS Symbol

      GHS08+GHS09

      Signal word

      Danger

      RIDADR

      UN3077

      Transportation

      Packing Group III

      References

      (1) H.C. Neu & K.P. Fu, Antimicrob. Agents Chemother. 18, 311 (1980), (2) V.P. Syriopoulou, et al., Antimicrob. Agents Chemother. 19, 294 (1981), (3) R. Graham, et al., Eur. J. Clin. Microbiol. Infect. Dis. 7, 691 (1988), (4) M. Cannon, et al., J. Antimicrob. Chemother. 26, 307 (1990), (5) Y. Ueda & I. Suenaga, J. Vet. Med. Sci. 57, 363 (1995), (6) S. Priebe & S. Schwarz, Antimicrob. Agents Chemother. 47, 2703 (2003), (7) G. Shuang, et al., Immunol. Invest. 40, 356 (2011), (8) X. Guo, et al., Environ. Res. 244, 117934 (2024) (Review)

      InChi

      InChI=1S/C12H14Cl2FNO4S/c1-21(19,20)8-4-2-7(3-5-8)10(17)9(6-15)16-12(18)11(13)14/h2-5,9-11,17H,6H2,1H3,(H,16,18)/t9-,10-/m1/s1

      Quantity

      5 g, Bulk

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