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304909-07-7

SANT-1 is a potent inhibitor of the hedgehog signaling pathway, acting as a direct antagonist of the Smoothened (SMO) receptor, a GPCR-like receptor. It targets the inactive form of SMO in the cytoplasm and represses Gli-mediated transcription in various cell types. SANT-1 is a pale yellow solid with an IC50 of 20 nM and a KD of 1.2 nM for SMO.

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  • 304909-07-7 Structure

  • Basic information

    1. Product Name: SANT-1
    2. Synonyms: N-[(3,5-DIMETHYL-1-PHENYL-1H-PYRAZOL-4-YL)METHYLENE]-4-(PHENYLMETHYL)-1-PIPERAZINAMINE;SANT-1;(4-Benzyl-piperazin-1-yl)-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-ylmethylene)-amine;1-Piperazinamine, N-[(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)methylene]-4-(phenylmethyl)-;(E)-N-(4-benzylpiperazin-1-yl)-1-(3,5-dimethyl-1-phenylpyrazol-4-yl)methanimine
    3. CAS NO:304909-07-7
    4. Molecular Formula: C23H27N5
    5. Molecular Weight: 373.49
    6. EINECS: N/A
    7. Product Categories: All Inhibitors;Inhibitors;Lipid signaling
    8. Mol File: 304909-07-7.mol

  • Chemical Properties

    1. Melting Point: 104-106°C
    2. Boiling Point: 547.4°Cat760mmHg
    3. Flash Point: 284.8°C
    4. Appearance: /
    5. Density: 1.13g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.623
    8. Storage Temp.: −20°C
    9. Solubility: Soluble in DMSO with warming
    10. PKA: 7.35±0.10(Predicted)
    11. Sensitive: Moisture & Light Sensitive
    12. CAS DataBase Reference: SANT-1(CAS DataBase Reference)
    13. NIST Chemistry Reference: SANT-1(304909-07-7)
    14. EPA Substance Registry System: SANT-1(304909-07-7)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 304909-07-7(Hazardous Substances Data)

304909-07-7 Usage

Uses

Used in Oncology:
SANT-1 is used as a therapeutic agent for treating Anaplastic lymphoma kinase (ALK)-positive anaplastic large cell lymphoma cells and chronic lymphocytic leukemia cells, inducing cell death in these cancerous cells.
Used in Smoothened (SMO) Inhibition:
SANT-1 is used as a potent antagonist of the sonic hedgehog (Shh) signaling pathway, binding to SMO with high affinity (KD=1.2 nM) and inhibiting its activity in both wild type and oncogenic forms with equal potency (IC50=30nm in SmoA1-LIGHT2 assay). This makes it a valuable tool in studying and modulating hedgehog signaling, which plays a crucial role in various developmental processes and diseases, including cancer.

Biological Activity

Potent, cell-permeable inhibitor of Sonic hedgehog (Shh) signaling; high affinity antagonist of smoothened activity (K D = 1.2 nM). Inhibits smoothened agonist effects with an IC 50 of 20 nM (in Shh-LIGHT2 cells).

Biochem/physiol Actions

SANT-1 is a potent sonic hedgehog pathway (Shh) antagonist that directly inhibits by binding to the smoothened (Smo) receptor. SANT-1 inhibits wild type and oncogenic Smo with equal potency.

references

[1]. chen j k., taipale j, young k e,. small molecule modulation of smoothened activity. proc natl acad sci u s a, 2002, 99: 14071-6.[2]. chun sg, zhou w & yee n s. combined targeting of histone deacetylases and hedgehog signaling enhances cytoxicity in pancreatic cancer. cancer biol ther, 2009, 8: 1328-39.

Check Digit Verification of cas no

The CAS Registry Mumber 304909-07-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,0,4,9,0 and 9 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 304909-07:
(8*3)+(7*0)+(6*4)+(5*9)+(4*0)+(3*9)+(2*0)+(1*7)=127
127 % 10 = 7
So 304909-07-7 is a valid CAS Registry Number.
InChI:InChI=1/C23H27N5/c1-19-23(20(2)28(25-19)22-11-7-4-8-12-22)17-24-27-15-13-26(14-16-27)18-21-9-5-3-6-10-21/h3-12,17H,13-16,18H2,1-2H3/b24-17+

304909-07-7 Well-known Company Product Price

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  • Sigma

  • (S4572)  SANT-1  ≥98% (HPLC), powder

  • 304909-07-7

  • S4572-5MG

  • 1,531.53CNY

  • Detail

  • Sigma

  • (S4572)  SANT-1  ≥98% (HPLC), powder

  • 304909-07-7

  • S4572-25MG

  • 6,797.70CNY

  • Detail

304909-07-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name (E)-N-(4-benzylpiperazin-1-yl)-1-(3,5-dimethyl-1-phenylpyrazol-4-yl)methanimine

1.2 Other means of identification

Product number -
Other names 1-Piperazinamine (N-[(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)methylene]-4-(phenylmethyl)

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:304909-07-7 SDS

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