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;AM1241, 10 mM in DMSO;(R,S)-AM1241 USP/EP/BP;(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]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: $258
Updated: 2025/07/31

Sigma-Aldrich

Product number: A6478
Product name: (R,S)-AM1241
Purity: ≥98% (HPLC), solid
Packaging: 25mg
Price: $464.5
Updated: 2025/07/31

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 K_i 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

References

[1] B B YAO. In vitro pharmacological characterization of AM1241: a protean agonist at the cannabinoid CB2 receptor?[J]. British Journal of Pharmacology, 2009, 149 2: 145-154. DOI: 10.1038/sj.bjp.0706838
[2] T.PHILIP MALAN JR. . CB2 cannabinoid receptor-mediated peripheral antinociception[J]. PAIN?, 2001, 93 3: Pages 239-245. DOI: 10.1016/s0304-3959(01)00321-9
[3] HAVA KARSENTY AVRAHAM. The cannabinoid CB2 receptor agonist AM1241 enhances neurogenesis in GFAP/Gp120 transgenic mice displaying deficits in neurogenesis[J]. British Journal of Pharmacology, 2013, 171 2: 468-479. DOI: 10.1111/bph.12478
[4] KATHLINE KIM . AM1241, a cannabinoid CB2 receptor selective compound, delays disease progression in a mouse model of amyotrophic lateral sclerosis[J]. European journal of pharmacology, 2006, 542 1: Pages 100-105. DOI: 10.1016/j.ejphar.2006.05.025

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

Raw materials

Preparation Products

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444912-48-5, (R,S)-AM1241Related Search:

Aprepitant MK-2206 2HCl Apixaban DAPT Temozolomide Crizotinib

(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

AM1241, 10 mM in DMSO

444912-48-5

C22H22IN3O3