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ChemicalBook > Product Catalogue >Biochemical Engineering >Inhibitors >Stem Cells & Wnt >Hedgehog / Smoothened inhibitor >2-Chloro-N-[4-chloro-3-(2-pyridinyl)phenyl]-4-(methylsulfonyl)benzamide

2-Chloro-N-[4-chloro-3-(2-pyridinyl)phenyl]-4-(methylsulfonyl)benzamide

2-Chloro-N-[4-chloro-3-(2-pyridinyl)phenyl]-4-(methylsulfonyl)benzamide Structure
  • ₹0
  • Product name: 2-Chloro-N-[4-chloro-3-(2-pyridinyl)phenyl]-4-(methylsulfonyl)benzamide
  • CAS: 879085-55-9
  • MF: C19H14Cl2N2O3S
  • MW: 421.3
  • EINECS:806-752-3
  • MDL Number:MFCD12407408
  • Synonyms:2-Chloro-N-[4-chloro-3-(2-pyridinyl)phenyl]-4-(methylsulfonyl)benzamide;VisModegib (GDC-0449);BenzaMide, 2-chloro-N-[4-chloro-3-(2-pyridinyl)phenyl]-4-(Methylsulfonyl)-;GDC-0449,Vismodegib;2-Chloro-N-(4-chloro-3-(pyridin-2-yl)-phenyl)-4-(methylsulfonyl)benzamide;VisModegib Base;2-Chloro-N-[4-chloro-3-(2-pyridinyl)phenyl]-4-(methylsulfonyl)benzamide Vismodegib(GDC0449);Vismodegib 2-Chloro-N-[4-chloro-3-(2-pyridinyl)phenyl]-4-(methylsulfonyl)benzamide
Manufacturer Product number Product description Packaging Price Updated Buy

Properties

Melting point :179-181°C
Boiling point :561.6±50.0 °C(Predicted)
Density :1.440
storage temp. :-20°
solubility :Soluble in DMSO (up to 200 mg/ml) or in Ethanol (up to 10 mg/ml with warming)
form :White solid.
pka :10.72±0.70(Predicted)
color :Off-white or beige
Stability :Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.

Safety Information

Symbol(GHS): GHS hazard pictogramsGHS hazard pictograms
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H360 May damage fertility or the unborn child Reproductive toxicity Category 1A, 1B Danger GHS hazard pictograms
H373 May cause damage to organs through prolonged or repeated exposure Specific target organ toxicity, repeated exposure Category 2 Warning P260, P314, P501
H400 Very toxic to aquatic life Hazardous to the aquatic environment, acute hazard Category 1 Warning GHS hazard pictograms P273, P391, P501
H410 Very toxic to aquatic life with long lasting effects Hazardous to the aquatic environment, long-term hazard Category 1 Warning GHS hazard pictograms P273, P391, P501
Precautionary statements:
P260 Do not breathe dust/fume/gas/mist/vapours/spray.
P273 Avoid release to the environment.
P314 Get medical advice/attention if you feel unwell.
P391 Collect spillage. Hazardous to the aquatic environment
P501 Dispose of contents/container to..…

Description

Smoothened (SMO) is a cell surface receptor that, with Patched, mediates hedgehog signaling to regulate gene expression through the Gli transcription factors. GDC-0449 is a potent antagonist of SMO that acts in a biphasic manner, with apparent high affinity (Ki = 1.3 nM) and low affinity (Ki = 2.3 μM) binding. It suppresses Gli-mediated transcription in CALU-6 tumors with an IC50 value of 13 nM and prevents hedgehog-dependent medulloblastoma allograft growth in mice. GDC-0449 less potently inhibits the ATP-binding cassette (ABC) proteins ABCG2 and ABCB1 (IC50 = 1.4 and 3.0 μM, respectively), which may ameliorate drug resistance. This compound has potential applications in several forms of cancer, including basal cell carcinoma.

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