ChemSpider 2D Image | AM251 | C22H21Cl2IN4O

AM251

  • Molecular FormulaC22H21Cl2IN4O
  • Average mass555.239 Da
  • Monoisotopic mass554.013672 Da
  • ChemSpider ID2040

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

1-(2,4-Dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(1-piperidinyl)-1H-pyrazole-3-carboxamide [ACD/IUPAC Name]
1-(2,4-Dichlorophényl)-5-(4-iodophényl)-4-méthyl-N-(1-pipéridinyl)-1H-pyrazole-3-carboxamide [French] [ACD/IUPAC Name]
1-(2,4-Dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide
1-(2,4-DICHLOROPHENYL)-5-(4-IODOPHENYL)-4-METHYL-N-(PIPERIDIN-1-YL)PYRAZOLE-3-CARBOXAMIDE
1-(2,4-Dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-1-piperidinyl-1H-pyrazole-3-carboxamide
1-(2,4-Dichlorphenyl)-5-(4-iodphenyl)-4-methyl-N-(1-piperidinyl)-1H-pyrazol-3-carboxamid [German] [ACD/IUPAC Name]
183232-66-8 [RN]
1H-Pyrazole-3-carboxamide, 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-1-piperidinyl- [ACD/Index Name]
3I4FA44MAI
AM251
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

A6226_SIGMA [DBID]
Bio1_000119 [DBID]
Bio1_000608 [DBID]
Bio1_001097 [DBID]
Bio2_000245 [DBID]
Bio2_000725 [DBID]
CBiol_001833 [DBID]
KBio2_000245 [DBID]
KBio2_002813 [DBID]
KBio2_005381 [DBID]
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  • References
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Target Organs:

      Cannabinoid Receptor antagonist TargetMol T1915

    • Chemical Class:

      A carbohydrazide obtained by formal condensation of the carboxy group of 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-1<element>H</element>-pyrazole-3-carboxylic acid with the amino group of 1-ami nopiperidine. An antagonist at the CB<smallsub>1</smallsub> cannabinoid receptor. ChEBI CHEBI:90724
      A carbohydrazide obtained by formal condensation of the carboxy group of 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid with the amino group of 1-aminopiperidine. An an tagonist at the CB1 cannabinoid receptor. ChEBI CHEBI:90724

    • Bio Activity:

      <p>AM251 is a potent and selective prototypic cannabinoid 1 receptor (CB<sub>1</sub>) antagonist / inverse agonist (IC<sub>50</sub> = 8 nM and K<sub>i</sub> = 7.49 nM).</p> <p><br />AM251 shows ~306-fold selectivity over CB<sub>2</sub> receptors. Structural analog of SR141716A.</p> <p><br />Also acts as a potent GPR55 orphan receptor&nbsp;agonist (EC<sub>50</sub> = 39 nM) and shows activity at the &micro;-opioid receptor (MOR) (K<sub>i</sub> = 251 nM). Additionally, directly potentiates GABA<sub>A&nbsp;</sub>receptors.</p> <p><br /></p> <p>AM251 attenuates responses to established cannabinoid receptor agonists <em>in vitro</em> or <em>in vivo</em>.</p> <p><br />Blocks heterosynaptic long term depression (LTD).</p> Hello Bio HB2776
      7-TM Receptors Tocris Bioscience 1117
      AM251 is a potent CB1 receptor antagonist (IC50 = 8 nM, Ki = 7.49 nM) that displays 306-fold selectivity over CB2 receptors; also potent GPR55 agonist (EC50 = 39 nM). MedChem Express
      AM251 is a potent CB1 receptor antagonist (IC50 = 8 nM, Ki = 7.49 nM) that displays 306-fold selectivity over CB2 receptors; also potent GPR55 agonist (EC50 = 39 nM).; IC50 value: ; Target: CB1 receptor antagonist; in vitro: In in vitro binding assays with mouse hippocampal membranes, tetrahydrocannabinol inhibited binding of [123I]AM251 with an IC50 value of about 700 nM, compared with about 0.2 nM for SR141716A [1]. MedChem Express HY-15443
      AM251 is a potent CB1 receptor antagonist (IC50 = 8 nM, Ki = 7.49 nM) that displays 306-fold selectivity over CB2 receptors; also potent GPR55 agonist (EC50 = 39 nM).;IC50 value: ;Target: CB1 receptor antagonist;In vitro: In in vitro binding assays with mouse hippocampal membranes, tetrahydrocannabinol inhibited binding of [123I]AM251 with an IC50 value of about 700 nM, compared with about 0.2 nM for SR141716A [1]. Kd values were lower for [123I]AM251 (0.23-0.62 nM) than for [3H]CP 55,940 (1.3-4 nM). CP 55,940 and SR141716A increased dissociation of [123I]AM251 from binding sites in mouse cerebellar homogenates to a similar extent [2]. MedChem Express HY-15443
      Biochemicals & small molecules/Antagonists & inhibitors Hello Bio HB2776
      Cannabinoid Receptor MedChem Express HY-15443
      Cannabinoid Receptors Tocris Bioscience 1117
      CB1 TargetMol T1915
      CB1 Receptors Tocris Bioscience 1117
      GPCR/G protein MedChem Express HY-15443
      GPCR/G Protein TargetMol T1915
      GPCR/G protein; MedChem Express HY-15443
      Potent CB1 antagonist; also GPR55 agonist Tocris Bioscience 1117
      Potent CB1 receptor antagonist (IC50 = 8 nM, Ki = 7.49 nM) that displays 306-fold selectivity over CB2 receptors. Also potent GPR55 agonist (EC50 = 39 nM). Also available in a fluorescent form (Cat. N o. 2540). Tocris Bioscience 1117
      Potent CB1 receptor antagonist (IC50 = 8 nM, Ki = 7.49 nM) that displays 306-fold selectivity over CB2 receptors. Also potent GPR55 agonist (EC50 = 39 nM). Also available in a fluorescent form (Cat. No. 2540). Tocris Bioscience 1117
      Potent CB1 receptor antagonist (IC50 = 8 nM, Ki = 7.49 nM) that displays 306-fold selectivity over CB2 receptors. Also potent GPR55 agonist (EC50 = 39 nM). Fluorescent Form also available. Tocris Bioscience 1117
      Potent, selective CB<sub>1</sub> receptor antagonist / inverse agonist Hello Bio HB2776
      Receptors & Transporters/G protein coupled receptors/Cannabinoid/CB<sub>1</sub> Hello Bio HB2776

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.7±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.703
Molar Refractivity: 130.3±0.5 cm3
#H bond acceptors: 5
#H bond donors: 1
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 2
ACD/LogP: 6.45
ACD/LogD (pH 5.5): 5.84
ACD/BCF (pH 5.5): 16061.91
ACD/KOC (pH 5.5): 35600.25
ACD/LogD (pH 7.4): 5.84
ACD/BCF (pH 7.4): 16142.85
ACD/KOC (pH 7.4): 35779.65
Polar Surface Area: 50 Å2
Polarizability: 51.6±0.5 10-24cm3
Surface Tension: 54.0±7.0 dyne/cm
Molar Volume: 336.1±7.0 cm3

Click to predict properties on the Chemicalize site


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