ChemicalBook > CAS DataBase List > AM 251

AM 251

Product Name
AM 251
CAS No.
183232-66-8
Chemical Name
AM 251
Synonyms
AM AM;AM 251;CS-985;AM 251 NEW;AM-251 ,99%;AM251;AM-251;AM 251 (pharmaceutical);Inhibitor,AM251,AM 251,inhibit,Cannabinoid Receptor,AM-251;1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-piperidin-1-ylpyrazole-3-carboxamide;1-(2,4-DICHLOROPHENYL)-5-(4-IODOPHENYL)-4-METHYL-N-1-PIPERIDINYL-1 H-PYRAZOLE-3-CARBOXAMIDE
CBNumber
CB2169367
Molecular Formula
C22H21Cl2IN4O
Formula Weight
555.24
MOL File
183232-66-8.mol
More
Less

AM 251 Property

Melting point:
195-196℃
Density 
1.65±0.1 g/cm3(Predicted)
storage temp. 
Store at RT
solubility 
DMSO: >10 mg/mL, soluble
form 
solid
pka
11.31±0.20(Predicted)
color 
white
Stability:
Stable for 1 year as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
CAS DataBase Reference
183232-66-8
More
Less

Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
2933.39.6190
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A6226
Product name
AM 251
Purity
>98% (HPLC), solid
Packaging
10mg
Price
$279
Updated
2024/03/01
Sigma-Aldrich
Product number
A6226
Product name
AM 251
Purity
>98% (HPLC), solid
Packaging
50mg
Price
$951
Updated
2024/03/01
Sigma-Aldrich
Product number
5.04275
Product name
CB1 antagonist AM251 - CAS 183232-66-8 - Calbiochem
Packaging
5MG
Price
$228
Updated
2022/05/15
TCI Chemical
Product number
A3151
Product name
AM 251
Purity
>97.0%(HPLC)
Packaging
10mg
Price
$190
Updated
2024/03/01
TCI Chemical
Product number
A3151
Product name
AM 251
Purity
>97.0%(HPLC)
Packaging
50mg
Price
$572
Updated
2024/03/01
More
Less

AM 251 Chemical Properties,Usage,Production

Description

AM251 is a cannabinoid 1 (CB1) receptor 1 antagonist. It binds to CB1 receptors in rat forebrain membrane preparations (Ki = 7.5 nM) and is selective over CB2 receptors in mouse spleen preparations (Ki = 2,290 nM) in radioligand binding assays. AM251 inhibits GTPγS binding induced by the CB receptor agonist CP 55,940 in HEK293 cells expressing human CB1 receptors (EC50 = 8 nM). AM251 (10 mg/kg) decreases immobility time in the forced swim test in wild-type but not CB1 receptor-deficient mice. It reduces fasting-induced food intake and body weight gain in mice when administered at a dose of 30 mg/kg. AM251 also induces GTPγS binding in HEK293 cells expressing the orphan receptor GPR55 (EC50 = 39 nM) and potentiates GABA-induced GABAA receptor currents (EC50 = 0.4 μM). It prevents TGF-β1-induced epithelial-to-mesenchymal transition (EMT), inhibits SMAD2/3 and p38 MAPK activation, and reduces the expression of EMT-related transcription factors in HK-2 renal tubule epithelial cells. AM251 induces cell cycle arrest at the G2/M phase and apoptosis in A375 human melanoma cells.

Chemical Properties

White to Off-White Solid

Uses

Inhibitor of CB1 receptors. AM 251is a biarylpyrazole compound which has been considered for many years as the prototypical cannabinoid (CB) receptor antagonist

Uses

AM251, a CB1 cannabinoid receptor antagonist, has been used in a study to determine its interaction with hippocampal neurons to enhance spatial memory in mice.

Definition

ChEBI: AM-251 is 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 antagonist at the CB1 cannabinoid receptor. It has a role as a CB1 receptor antagonist, an apoptosis inducer, an antidepressant and an antineoplastic agent. It is a member of pyrazoles, a dichlorobenzene, an organoiodine compound, an amidopiperidine and a carbohydrazide.

Biological Activity

Potent CB 1 receptor antagonist (IC 50 = 8 nM, K i = 7.49 nM) that displays 306-fold selectivity over CB 2 receptors. Also potent GPR55 agonist (EC 50 = 39 nM). Also available as part of the Cannabinoid CB 1 Receptor Tocriset™ .

Biochem/physiol Actions

AM251 is a CB1 cannabinoid receptor antagonist.

storage

Room temperature

References

1) Gatley et al. (1996), 123I-labeled AM251: a radioiodinated ligand which binds in vivo to mouse brain cannabinoid CB1 receptors; Eur. J. Pharmacol., 307 331 2) Gatley et al. (1997), Binding of the non-classical cannabinoid CP 55,940 and the diarylpyrazole AM251 to rodent brain cannabinoid receptors; Life Sci., 61 191 3) Pertwee et al. (2005), Inverse agonism and neutral antagonism at cannabinoid CB1 receptors; Life Sci., 76 1307 4) Shearman et al. (2003), Antidepressant-like and anorectic effects of the cannabinoid CB1 receptor inverse agonist AM251 in mice; behave. Pharmacol., 14 573 5) Ryberg et al. (2007), The orphan receptor GPR55 is a novel cannabinoid receptor; Br. J. Pharmacol., 152 1092

AM 251 Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

AM 251 Suppliers

Americas 1 Canada 1 China 77 Europe 2 Germany 3 India 2 Japan 1 Switzerland 2 The Netherlands 1 United Kingdom 5 United States 22 Global 117
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Ascent Scientific
Tel
4401179829988
Fax
4402030 700 369
Email
customerservice@ascentscientific.co.uk
Country
United Kingdom
ProdList
279
Advantage
60
VDM Biochemicals
Tel
0330-2528181
Fax
0330-2528171
Email
sales@vdmbio.com
Country
United States
ProdList
510
Advantage
64
Chemsky（shanghai）International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4668
Advantage
58
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7553
Advantage
61
TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28398
Advantage
80
TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23680
Advantage
75
TCI AMERICA
Tel
800-4238616
Fax
+1-888-520-1075 / +1-503-283-1987
Email
sales@tciamerica.com
Country
Americas
ProdList
23662
Advantage
75

183232-66-8, AM 251Related Search:

Olaparib 5-(1,1-DIMETHYLHEPTYL)-2-[5-HYDROXY-2-(3-HYDROXYPROPYL)CYCLOHEXYL]PHENOL ACEA AM 630 2-AG BML-190 ACPA NOLADIN ETHER MEAD ACID ETHANOLAMIDE R(+)-ARACHIDONYL-1'-HYDROXY-2'-PROPYLAMIDE ARACHIDONIC ACID-(2-AMINOETHYL)-ESTER HYDROCHLORIDE ARACHIDONAMIDE Arachidonyl-2′-chloroethylamide hydrate Pyrazole-3-carboxamide N-Aminopiperidine hydrochloride AM 251 AM 251 TRIFLUOROACETATE AM 251 TRIFLUOROACETATE SALT

  • AM 251
  • 1-(2,4-DICHLOROPHENYL)-5-(4-IODOPHENYL)-4-METHYL-N-1-PIPERIDINYL-1 H-PYRAZOLE-3-CARBOXAMIDE
  • N-(PIPERIDIN-1-YL)-5-(4-IODOPHENYL)-1-(2,4-DICHLOROPHENYL)-4-METHYL-1H-PYRAZOLE-3-CARBOXAMIDE
  • AM-251 ,99%
  • CS-985
  • AM 251 NEW
  • AM 251 (pharmaceutical)
  • 1H-Pyrazole-3-carboxamide, 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-1-piperidinyl-
  • 1-(2,4-Dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-1-piperidinyl-1H-pyrazole-3-carboxamide AM251
  • AM251;AM-251
  • AM AM
  • 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-piperidin-1-ylpyrazole-3-carboxamide
  • Inhibitor,AM251,AM 251,inhibit,Cannabinoid Receptor,AM-251
  • 183232-66-8
  • C22H21Cl2IN4O
  • C22H21N4OCl2I
  • Inhibitors
  • Cannabinoid receptor
  • Cannabinoid
  • Aromatics
  • Heterocycles
  • Cannabinoids