ChemicalBook > CAS DataBase List > (R,S)-AM1241

(R,S)-AM1241

Product Name
(R,S)-AM1241
CAS No.
444912-48-5
Chemical Name
(R,S)-AM1241
Synonyms
Methanone, (2-iodo-5-nitrophenyl)[1-[(1-methyl-2-piperidinyl)methyl]-1H-indol-3-yl]-;(R,S)-AM1241;AM1241 (AM-1241;(R,S)-AM1241 USP/EP/BP;(R,S)-3-(2-Iodo-5-nitrobenzoyl)-1-(1-methyl-2-piperidinylmethyl)-1H-indole;(2-iodo-5-nitrophenyl)-[1-[(1-methylpiperidin-2-yl)methyl]indol-3-yl]methanone;(3-iodo-5-nitrophenyl)-[1-[(1-methylpiperidin-2-yl)methyl]indol-3-yl]methanone;(2-Iodo-5-nitrophenyl)[1-[(1-methyl-2-piperidinyl)methyl]-1H-indol-3-yl]methanone;(2-Iodo-5-nitrophenyl)(1-((1-methylpiperidin-2-yl)methyl)-1H-Indol-3-yl)methanone
CBNumber
CB4972473
Molecular Formula
C22H22IN3O3
Formula Weight
503.33
MOL File
444912-48-5.mol
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(R,S)-AM1241 Property

Boiling point:
630.7±55.0 °C(Predicted)
Density 
1.60±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMSO: ~18mg/mL at 60°C
pka
9.73±0.10(Predicted)
form 
solid
color 
yellow
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Safety

Hazard Codes 
Xn
Risk Statements 
36/37/38-42/43
Safety Statements 
22-26-36/37-45
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

H335May cause respiratory irritation

Precautionary statements

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
A6478
Product name
(R,S)-AM1241
Purity
≥98% (HPLC), solid
Packaging
5mg
Price
$264
Updated
2024/03/01
Sigma-Aldrich
Product number
A6478
Product name
(R,S)-AM1241
Purity
≥98% (HPLC), solid
Packaging
25mg
Price
$380.8
Updated
2024/03/01
Cayman Chemical
Product number
10010118
Product name
AM1241
Purity
≥97%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
10010118
Product name
AM1241
Purity
≥97%
Packaging
5mg
Price
$78
Updated
2024/03/01
Cayman Chemical
Product number
10010118
Product name
AM1241
Purity
≥97%
Packaging
10mg
Price
$139
Updated
2024/03/01
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(R,S)-AM1241 Chemical Properties,Usage,Production

Description

AM1241 is a cannabinoid (CB) receptor agonist that is selective for CB2 over CB1 with Ki values of 7.1 and 580 nM for human recombinant receptors transfected into HEK and CHO cells, respectively, in a radioligand binding assay. It is considered a protean agonist as it has neutral antagonist and partial agonist activity, depending on the assay utilized. It is also acts in a species-dependent manner in vitro, acting as an agonist at human CB2 receptors (EC50 = 190 nM) but an inverse agonist at rat and mouse CB2 receptors (EC50s = 216 and 463 nM, respectively). AM1241 produces antinociception to thermal stimuli in rat hindpaw. The antinociceptive actions of AM1241 were blocked by the CB2 receptor-selective antagonist AM630 but not by the CB1 receptor-selective antagonist AM251 . AM1241 is neuroprotective, preventing HIV-1 glycoprotein Gp120-induced apoptosis in primary human and murine neural progenitor cells and increasing cell survival and differentiation. It increases hippocampal neurogenesis and decreases astro- and gliogenesis in GFAP/Gp120 transgenic mice when administered at a dose of 10 mg/kg daily for ten days. AM1241 also delays motor impairment in a murine model of amytrophic lateral sclerosis (ALS).

Uses

(R,S)-AM1241 has been used as a cannabinoid CB2 agonist:

  • to study its inhibitory effect on bone cancer-induced pain and bone loss
  • to study the effect of its interaction with 17βestradiol on proliferation activity in primary human osteoblasts
  • to evaluate the sites of CB2 mediated antinociception in vivo.

Uses

(2-Iodo-5-nitrophenyl)[1-[(1-methyl-2-piperidinyl)methyl]-1H-indol-3-yl]methanone is a compound from the aminkalkylindole family which exerts potent and selective agonist activity for the cannabinoid receptor CB2.

Biochem/physiol Actions

AM1241 acts as an antinociceptive agent in several animal pain models. It has a potential to delay disease progression in amyotrophic lateral sclerosis (ALS) mouse model. Intrathecal, intravenous or intraperitoneal administration of AM1241 reduces hyperalgesia and allodynia in neuropathic rats.

target

CB2

(R,S)-AM1241 Preparation Products And Raw materials

Raw materials

Preparation Products

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(R,S)-AM1241 Suppliers

Canada 1 China 39 Germany 1 India 1 Switzerland 1 United States 11 Global 54
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444912-48-5, (R,S)-AM1241Related Search:

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  • (R,S)-AM1241
  • (R,S)-3-(2-Iodo-5-nitrobenzoyl)-1-(1-methyl-2-piperidinylmethyl)-1H-indole
  • (3-iodo-5-nitrophenyl)-[1-[(1-methylpiperidin-2-yl)methyl]indol-3-yl]methanone
  • (2-Iodo-5-nitrophenyl)(1-((1-methylpiperidin-2-yl)methyl)-1H-Indol-3-yl)methanone
  • (2-iodo-5-nitrophenyl)-[1-[(1-methylpiperidin-2-yl)methyl]indol-3-yl]methanone
  • (2-Iodo-5-nitrophenyl)[1-[(1-methyl-2-piperidinyl)methyl]-1H-indol-3-yl]methanone
  • AM1241 (AM-1241
  • Methanone, (2-iodo-5-nitrophenyl)[1-[(1-methyl-2-piperidinyl)methyl]-1H-indol-3-yl]-
  • (R,S)-AM1241 USP/EP/BP
  • 444912-48-5
  • C22H22IN3O3