ChemicalBook > CAS DataBase List > 1-(2,4-DICHLOROPHENYL)-5-(4-IODOPHENYL)-4-METHYL-N-4-MORPHOLINYL-1H-PYRAZOLE-3-CARBOXAMIDE

1-(2,4-DICHLOROPHENYL)-5-(4-IODOPHENYL)-4-METHYL-N-4-MORPHOLINYL-1H-PYRAZOLE-3-CARBOXAMIDE

Product Name
1-(2,4-DICHLOROPHENYL)-5-(4-IODOPHENYL)-4-METHYL-N-4-MORPHOLINYL-1H-PYRAZOLE-3-CARBOXAMIDE
CAS No.
202463-68-1
Chemical Name
1-(2,4-DICHLOROPHENYL)-5-(4-IODOPHENYL)-4-METHYL-N-4-MORPHOLINYL-1H-PYRAZOLE-3-CARBOXAMIDE
Synonyms
AM 281;CS-1127;AM-281 ,99%;AM281;AM-281;AM281, 10 mM in DMSO;1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-morpholino-1H-pyrazole-3-carboxamide;1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-morpholin-4-ylpyrazole-3-carboxamide;1-(2,4-DICHLOROPHENYL)-5-(4-IODOPHENYL)-4-METHYL-N-4-MORPHOLINYL-1H-PYRAZOLE-3-CARBOXAMIDE;1H-Pyrazole-3-carboxamide,1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-4-morpholinyl-;inhibit,Inhibitor,neurotoxicity,SH-SY5Y,CB1,Cannabinoid Receptor,memory,AM281,AM-281,AM 281
CBNumber
CB9297436
Molecular Formula
C21H19Cl2IN4O2
Formula Weight
557.21
MOL File
202463-68-1.mol
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1-(2,4-DICHLOROPHENYL)-5-(4-IODOPHENYL)-4-METHYL-N-4-MORPHOLINYL-1H-PYRAZOLE-3-CARBOXAMIDE Property

Density 
1.70±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: >6 mg/mL
form 
solid
pka
10.76±0.20(Predicted)
color 
white
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Safety

Hazard Codes 
T
Risk Statements 
25-36/37/38
Safety Statements 
26-36/37/39-45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A0980
Product name
AM281
Purity
≥98% (HPLC)
Packaging
10mg
Price
$355
Updated
2025/07/31
Sigma-Aldrich
Product number
A0980
Product name
AM281
Purity
≥98% (HPLC)
Packaging
50mg
Price
$1070
Updated
2022/05/15
Cayman Chemical
Product number
10006972
Product name
AM281
Purity
≥98%
Packaging
1mg
Price
$26
Updated
2024/03/01
Cayman Chemical
Product number
10006972
Product name
AM281
Purity
≥98%
Packaging
5mg
Price
$78
Updated
2024/03/01
Cayman Chemical
Product number
10006972
Product name
AM281
Purity
≥98%
Packaging
10mg
Price
$143
Updated
2024/03/01
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1-(2,4-DICHLOROPHENYL)-5-(4-IODOPHENYL)-4-METHYL-N-4-MORPHOLINYL-1H-PYRAZOLE-3-CARBOXAMIDE Chemical Properties,Usage,Production

Description

AM281 is a potent and selective central cannabinoid (CB1) receptor antagonist/inverse agonist (Kis = 12 nM and 4,200 nM for CB1 and CB2, respectively). Structurally, it is an analog of the CB1 inverse agonist rimonabant . It has no effect on the vanilloid TRPV1 receptor. AM281 has been used to evaluate the potential effects of compounds at CB1. It has also been used to study the membrane localization and cycling of CB1.

Uses

AM 281 acts as a potential CB1 selective receptor cannabinoid antagonist.

Definition

ChEBI: 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(4-morpholinyl)-3-pyrazolecarboxamide is a member of pyrazoles and a ring assembly.

Biological Activity

Potent, selective CB 1 cannabinoid receptor antagonist/inverse agonist (K i values are 12 and 4200 nM for CB 1 and CB 2 receptors respectively). Increases locomotor activity following systemic administration in vivo . Analog of SR141716A (K i = 14 nM).

storage

+4°C (desiccate)

References

[1]. lan r, gatley j, lu q, et al. design and synthesis of the cb1 selective cannabinoid antagonist am281: a potential human spect ligand. aaps pharmsci, 1999, 1(2): e4.
[2]. gatley sj, lan r, volkow nd, et al. imaging the brain marijuana receptor: development of a radioligand that binds to cannabinoid cb1 receptors in vivo. j neurochem, 1998, 70(1): 417-423.
[3]. vaseghi g, rabbani m, hajhashemi v. the cb(1) receptor antagonist, am281, improves recognition loss induced by naloxone in morphine withdrawal mice. basic clin pharmacol toxicol, 2012, 111(3): 161-165.

1-(2,4-DICHLOROPHENYL)-5-(4-IODOPHENYL)-4-METHYL-N-4-MORPHOLINYL-1H-PYRAZOLE-3-CARBOXAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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1-(2,4-DICHLOROPHENYL)-5-(4-IODOPHENYL)-4-METHYL-N-4-MORPHOLINYL-1H-PYRAZOLE-3-CARBOXAMIDE Suppliers

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202463-68-1, 1-(2,4-DICHLOROPHENYL)-5-(4-IODOPHENYL)-4-METHYL-N-4-MORPHOLINYL-1H-PYRAZOLE-3-CARBOXAMIDERelated Search:


  • AM-281 ,99%
  • 1-(2,4-DICHLOROPHENYL)-5-(4-IODOPHENYL)-4-METHYL-N-4-MORPHOLINYL-1H-PYRAZOLE-3-CARBOXAMIDE
  • AM 281
  • CS-1127
  • AM281;AM-281
  • 1-(2,4-Dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-4-morpholinyl-1H-pyrazole-3-carboxamide AM 281
  • 1H-Pyrazole-3-carboxamide,1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-4-morpholinyl-
  • 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-morpholin-4-ylpyrazole-3-carboxamide
  • 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-morpholino-1H-pyrazole-3-carboxamide
  • inhibit,Inhibitor,neurotoxicity,SH-SY5Y,CB1,Cannabinoid Receptor,memory,AM281,AM-281,AM 281
  • 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(morpholin-4-yl)-1H-pyrazole-3-carboxamide
  • AM281, 10 mM in DMSO
  • 202463-68-1
  • C21H19Cl2IN4O2
  • Inhibitors
  • Cannabinoid receptor
  • Cannabinoids.