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    13-cis-4-Oxoretinoic acid

    Available from stock

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      13-cis-4-Oxoretinoic acid

      SKU
      O0048

      Category: API's & Intermediates

      Synonyms
      4-Oxoisotretinoin , Ro 22-6595
      71748-58-8
      CAS-Number
      C20H26O3
      Molecular Formula
      314.42
      Molecular Weight

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (HPLC)
      Identity
      1H-NMR
      Appearance
      Dark yellow powder

      Properties

      Density
      ~1.1 g/cm3 (Predicted)
      Boiling Point
      ~509.9 °C at 760 mmHg (Predicted)
      Melting Point
      134 - 136 °C
      Solvents
      acetone, chloroform, ethanol (slightly), ether, ethyl acetate, isopropanol

      Downloads

      Safety Data Sheet
      CDX O0048 MSDS.pdf
      Long Term Storage
      -20°C
      Use / Stability
      Stable for at least 2 years after receipt when stored at -20°C.
      Handling Advice
      Protect from light and moisture.
      Short Term Storage
      +4°C
      Shipping
      AMBIENT
      Transportation
      Not dangerous goods
      Signal word
      Danger
      GHS Symbol
      GHS07+GHS08
      Precautionary statements
      P201-P280-P305 + P351 + P338-P308 + P313-P337 + P313
      Hazard statements
      H315-H319-H335-H360
      Description
      Mayor active metabolites of 13-cis-retinoic acid (important drug in dermatology and treatment of neuroblastoma) with effects on gene transcription that regulate growth, differentiation and inflammation in normal and neoplastic skin cells. Shown to be as active as 13-cis-retinoic acid against neuroblastoma cell lines. Can be used as reference compound.
      InChi
      InChI=1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7+,15-13-
      References
      (1) F.M. Vane & C.J. Bugge, Drug Metab. Dispos. 9, 515 (1981) , (2) J.M. Baron, et al., J. Invest. Derm. 125, 143 (2005) , (3) S.E. Rowbotham, et al., DMD 38, 1211 (2010) , (4) P. Sonawane, et al., Br. J. Pharmacol. 171, 5330 (2014)
      InChi Key
      GGCUJPCCTQNTJF-FAOQNJJDSA-N
      Smiles
      OC(/C=C(C)C=CC=C(C)C=CC(C(C)(CC1)C)=C(C)C1=O)=O

      Mayor active metabolites of 13-cis-retinoic acid (important drug in dermatology and treatment of neuroblastoma) with effects on gene transcription that regulate growth, differentiation and inflammation in normal and neoplastic skin cells. Shown to be as active as 13-cis-retinoic acid against neuroblastoma cell lines. Can be used as reference compound.

      Artikelnummer: O0048 Kategorie: API's & Intermediates
      • Zusätzliche Information

      Zusätzliche Information

      Synonyms

      4-Oxoisotretinoin, Ro 22-6595

      Purity

      ≥98% (HPLC)

      Appearance

      Dark yellow powder

      CAS-Number

      71748-58-8

      Molecular Formula

      C20H26O3

      Molecular Weight

      314.42

      Identity

      1H-NMR

      Solvents

      acetone, chloroform, ethanol (slightly), ether, ethyl acetate, isopropanol

      Melting Point

      134 – 136 °C

      Boiling Point

      ~509.9 °C at 760 mmHg (Predicted)

      Density

      ~1.1 g/cm3 (Predicted)

      Smiles

      OC(/C=C(C)C=CC=C(C)C=CC(C(C)(CC1)C)=C(C)C1=O)=O

      InChi Key

      GGCUJPCCTQNTJF-FAOQNJJDSA-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

      H315-H319-H335-H360

      Precautionary statements

      P201-P280-P305 + P351 + P338-P308 + P313-P337 + P313

      GHS Symbol

      GHS07+GHS08

      Signal word

      Danger

      Transportation

      Not dangerous goods

      References

      (1) F.M. Vane & C.J. Bugge, Drug Metab. Dispos. 9, 515 (1981), (2) J.M. Baron, et al., J. Invest. Derm. 125, 143 (2005), (3) S.E. Rowbotham, et al., DMD 38, 1211 (2010), (4) P. Sonawane, et al., Br. J. Pharmacol. 171, 5330 (2014)

      InChi

      InChI=1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7+,15-13-

      Quantity

      1 mg, 5 mg, 25 mg, Bulk

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