AM 630

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Cat.No. 1120 - AM 630 | C23H25IN2O3 | CAS No. 164178-33-0
Description: Selective CB2 inverse agonist
Chemical Name: 6-Iodo-2-methyl-1-[2-(4-morpholinyl)ethyl]-1H-indol-3-yl](4-methoxyphenyl)methanone
Purity: ≥98% (HPLC)
Datasheet
Citations (99)
Reviews
Literature (5)

Biological Activity

CB2 inverse agonist (Ki = 31.2 nM) that displays 165-fold selectivity over CB1 receptors. Behaves as a weak partial/inverse agonist at CB1 receptors.

Technical Data

M. Wt 504.37
Formula C23H25IN2O3
Storage Desiccate at +4°C
Purity ≥98% (HPLC)
CAS Number 164178-33-0
PubChem ID 4302963
InChI Key JHOTYHDSLIUKCJ-UHFFFAOYSA-N
Smiles COC1=CC=C(C=C1)C(=O)C1=C(C)N(CCN2CCOCC2)C2=CC(I)=CC=C12

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 50.44 100

Preparing Stock Solutions

The following data is based on the product molecular weight 504.37. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.98 mL 9.91 mL 19.83 mL
5 mM 0.4 mL 1.98 mL 3.97 mL
10 mM 0.2 mL 0.99 mL 1.98 mL
50 mM 0.04 mL 0.2 mL 0.4 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Hosohata et al (1997) AM630 is a competitive cannabinoid receptor antagonist in the guinea pig brain. Life Sci. 61 PL115 PMID: 9284087

Hosohata et al (1997) AM630 antagonism of cannabinoid-stimulated [35S]GTPγS binding in the mouse brain. Eur.J.Pharmacol. 321 R1 PMID: 9083796

Landsman et al (1998) AM630 is an inverse agonist at the human cannabinoid CB1 receptor. Life Sci. 62 PL109 PMID: 9496703

Ross et al (1999) Agonist-inverse agonist characterization at CB1 and CB2 cannabinoid receptors of L759633, L759656 and AM630. Br.J.Pharmacol. 126 665 PMID: 10188977


If you know of a relevant reference for AM 630, please let us know.

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Keywords: AM 630, AM 630 supplier, CB2, selective, antagonists, inverse, agonists, Cannabinoids, Receptors, AM630, cb2r, 1120, Tocris Bioscience

99 Citations for AM 630

Citations are publications that use Tocris products. Selected citations for AM 630 include:

Uhelski et al (2013) The non-selective cannabinoid receptor agonist WIN 55,212-2 attenuates responses of C-fiber nociceptors in a murine model of cancer pain. Neuroscience 247 84 PMID: 23673278

Li et al (2013) Inhibition of fatty acid amide hydrolase activates Nrf2 signalling and induces heme oxygenase 1 transcription in breast cancer cells. Br J Pharmacol 170 489 PMID: 23347118

Merighi et al (2012) Cannabinoid CB(2) receptors modulate ERK-1/2 kinase signalling and NO release in microglial cells stimulated with bacterial lipopolysaccharide. Br J Pharmacol 165 1773 PMID: 21951063

Navarrete et al (2012) Cannabinoid CB? receptor-mediated regulation of impulsive-like behaviour in DBA/2 mice. Br J Pharmacol 165 260 PMID: 21671903

Tauber et al (2012) Regulation of MMP-9 by a WIN-binding site in the monocyte-macrophage system independent from cannabinoid receptors. PLoS One 7 e48272 PMID: 23139770

Bashashati et al (2012) Inhibiting fatty acid amide hydrolase normalizes endotoxin-induced enhanced gastrointestinal motility in mice. Br J Pharmacol 165 1556 PMID: 21883147

Landry et al (2012) Spinal cannabinoid receptor type 2 agonist reduces mechanical allodynia and induces mitogen-activated protein kinase phosphatases in a rat model of neuropathic pain. J Pain 13 836 PMID: 22901764

Pacheco et al (2009) Central antinociception induced by mu-opioid receptor agonist morphine, but not delta- or kappa-, is mediated by cannabinoid CB1 receptor. Br J Pharmacol 158 225 PMID: 19594755

Price et al (2004) Cannabinoid receptor-independent actions of the aminoalkylindole WIN 55,212-2 on trigeminal sensory neurons. Br J Pharmacol 142 257 PMID: 15155534

Mathison et al (2004) Effects of cannabinoid receptor-2 activation on accelerated gastrointestinal transit in lipopolysaccharide-treated rats. Br J Pharmacol 142 1247 PMID: 15249429

Baker (2004) The cannabinomimetic arachidonyl-2-chloroethylamide (ACEA) acts on capsaicin-sensitive TRPV1 receptors but not cannabinoid receptors in rat joints. Br J Pharmacol 142 1361 PMID: 15277316

Williams et al (2003) The FGF receptor uses the endocannabinoid signaling system to couple to an axonal growth response. J Urol 160 481 PMID: 12578907

Almada (2017) The synthetic cannabinoid WIN-55,212-55,212 induced-apoptosis in cytotrophoblasts cells by a mechanism dependent on CB1 receptor. Toxicology 385 67 PMID: 28495606

Krishnan and Chatterjee (2015) Differential immune mechanism to HIV-1 Tat variants and its regulation by AEA [corrected]. PLoS One 5 9887 PMID: 25943894

Gonzalez et al (2013) Deriving DArgic neurons for clinical use. A practical approach. Sci Rep 3 1463 PMID: 23492920

Costola-de-Souza et al (2013) Monoacylglycerol lipase (MAGL) inhibition attenuates acute lung injury in mice. PLoS One 8 e77706 PMID: 24204926

Marini et al (2013) Characterization of cannabinoid receptor ligands in tissues natively expressing cannabinoid CB2 receptors. Br J Pharmacol 169 887 PMID: 23711022

Tchantchou and Zhang (2013) Selective inhibition of alpha/beta-hydrolase domain 6 attenuates neurodegeneration, alleviates blood brain barrier breakdown, and improves functional recovery in a mouse model of traumatic brain injury. J Neurotrauma 30 565 PMID: 23151067

Sreevalsan and Safe (2013) The cannabinoid WIN 55,212-2 decreases specificity protein transcription factors and the oncogenic cap protein eIF4E in colon cancer cells. Mol Cancer Ther 12 2483 PMID: 24030632

Merighi et al (2012) Cannabinoid CB(2) receptor attenuates morphine-induced inflammatory responses in activated microglial cells. Br J Pharmacol 166 2371 PMID: 22428664

Negrete et al (2011) The antinociceptive effects of JWH-015 in chronic inflammatory pain are produced by nitric oxide-cGMP-PKG-KATP pathway activation mediated by opioids. PLoS One 6 e26688 PMID: 22031841

Han et al (2009) CB1 and CB2 cannabinoid receptors differentially regulate the production of reactive oxygen species by macrophages. Cardiovasc Res 84 378 PMID: 19596672

Ford et al (2002) Evidence of a novel site mediating anandamide-induced negative inotropic and coronary vasodilatator responses in rat isolated hearts. Br J Pharmacol 135 1191 PMID: 11877326

Jiang et al Expression and function of cannabinoid receptors CB1 and CB2 and their cognate cannabinoid ligands in murine embryonic stem cells. PLoS One 2 e641 PMID: 17653268

Acevedo-Canabal et al (2019) Altered Swimming Behaviors in Zebrafish Larvae Lacking Cannabinoid Receptor 2. Cannabis Cannabinoid Res 4 88 PMID: 31236475

Sardinha et al (2014) Experimental cannabinoid 2 receptor-mediated immune modulation in sepsis. Pain 2014 978678 PMID: 24803745

Alpár et al (2014) Endocannabinoids modulate cortical development by configuring Slit2/Robo1 signalling. Pharmacol Res 5 4421 PMID: 25030704

Wang et al (2014) Treatment with a cannabinoid receptor 2 agonist decreases severity of established cystitis. Br J Pharmacol 191 1153 PMID: 24184363

Toguri et al (2014) Anti-inflammatory effects of cannabinoid CB(2) receptor activation in endotoxin-induced uveitis. PLoS One 171 1448 PMID: 24308861

Meuth et al (2009) The neuroprotective impact of the leak potassium channel TASK1 on stroke development in mice. Am J Physiol Heart Circ Physiol 33 42675 PMID: 18930826

Defer et al (2009) The cannabinoid receptor type 2 promotes cardiac myocyte and fibroblast survival and protects against ischemia/reperfusion-induced cardiomyopathy. PLoS One 23 2120 PMID: 19246487

Deveaux et al (2009) Cannabinoid CB2 receptor potentiates obesity-associated inflammation, Ins resistance and hepatic steatosis. Am J Physiol Regul Integr Comp Physiol 4 e5844 PMID: 19513120

Fraga et al (2009) Endogenous cannabinoids induce fever through the activation of CB1 receptors. Mediators Inflamm 157 1494 PMID: 19681872

Börner et al (2008) Analysis of promoter regions regulating basal and interleukin-4-inducible expression of the human CB1 receptor gene in T lymphocytes. Br J Pharmacol 73 1013 PMID: 18156315

Desroches et al (2008) Modulation of the anti-nociceptive effects of 2-arachidonoyl glycerol by peripherally administered FAAH and MGL inhibitors in a neuropathic pain model. J Lipid Res 155 913 PMID: 18695638

Hohmann et al (2019) On the influence of cannabinoids on cell morphology and motility of glioblastoma cells. PLoS One 14 e0212037 PMID: 30753211

Hohmann et al (2019) Synthetic Cannabinoids Influence the Invasion of Glioblastoma Cell Lines in a Cell- and Receptor-Dependent Manner. Cancers (Basel) 11 PMID: 30709059

Malek et al (2015) Anandamide, Acting via CB2 Receptors, Alleviates LPS-Induced Neuroinflammation in Rat Primary Microglial Cultures. Neural Plast 2015 130639 PMID: 26090232

Verty et al (2015) Anti-Obesity Effect of the CB2 Receptor Agonist JWH-015 in Diet-Induced Obese Mice. PLoS One 10 e0140592 PMID: 26588700

Wang et al (2013) Activation of cannabinoid receptor 2 inhibits experimental cystitis. Br J Pharmacol 304 R846 PMID: 23515618

Barutta et al (2011) Protective role of cannabinoid receptor type 2 in a mouse model of diabetic nephropathy. Diabetes 60 2386 PMID: 21810593

Lombard et al (2011) Perinatal exposure to δ9-tetrahydrocannabinol triggers profound defects in T cell differentiation and function in fetal and postnatal stages of life, including decreased responsiveness to HIV antigens. J Pharmacol Exp Ther 339 607 PMID: 21831965

Bento et al (2011) β-Caryophyllene inhibits dextran sulfate sodium-induced colitis in mice through CB2 receptor activation and PPARγ pathway. Am J Pathol 178 1153 PMID: 21356367

Rajesh et al (2008) CB2 cannabinoid receptor agonists attenuate TNF-alpha-induced human vascular smooth muscle cell proliferation and migration. Br J Pharmacol 153 347 PMID: 17994109

Potenzieri et al (2008) The cannabinoid receptor agonist, WIN 55, 212-2, attenuates tumor-evoked hyperalgesia through peripheral mechanisms. Brain Res 1215 69 PMID: 18486111

Huang et al (2016) Cannabinoid receptor subtype 2 (CB2R) agonist, GW405833 reduces agonist-induced Ca2+ oscillations in mouse pancreatic acinar cells Scientific Reports 6 29757 PMID: 27432473

Niu et al (2012) Effects of gonadal hormones on the peripheral cannabinoid receptor 1 (CB1R) system under a myositis condition in rats. Br J Pharmacol 153 2283 PMID: 22940464

Arévalo-Martín et al (2012) Early endogenous activation of CB1 and CB2 receptors after spinal cord injury is a protective response involved in spontaneous recovery. Mol Pharmacol 7 e49057 PMID: 23152849

Piro et al (2012) A dysregulated endocannabinoid-eicosanoid network supports pathogenesis in a mouse model of Alzheimer's disease. Eur J Pharmacol 1 617 PMID: 22813736

Khasabova et al (2011) Increasing 2-arachidonoyl glycerol signaling in the periphery attenuates mechanical hyperalgesia in a model of bone cancer pain. FASEB J 64 60 PMID: 21440630

Pacheco et al (2008) The mu-opioid receptor agonist morphine, but not agonists at delta- or kappa-opioid receptors, induces peripheral antinociception mediated by cannabinoid receptors. Br J Pharmacol 154 1143 PMID: 18469844

Hama (2007) Antinociceptive effect of cannabinoid agonist WIN 55,212-2 in rats with a spinal cord injury. Exp Neurol 204 454 PMID: 17045264

Akerman et al (2007) Cannabinoid (CB1) receptor activation inhibits trigeminovascular neurons. J Pharmacol Exp Ther 320 64 PMID: 17018694

Ghosh et al (2018) The Endocannabinoid/Cannabinoid Receptor 2 System Protects Against Cisplatin-Induced Hearing Loss. Front Cell Neurosci 12 271 PMID: 30186120

Kruk-Slomka et al (2016) Correlations between the Memory-Related Behavior and the Level of Oxidative Stress Biomarkers in the Mice Brain, Provoked by an Acute Administration of CB Receptor Ligands. Neural Plast 2016 9815092 PMID: 26839719

Xie et al (2016) Up-regulation of immunomodulatory effects of mouse bone-marrow derived mesenchymal stem cells by tetrahydrocannabinol pre-treatment involving cannabinoid receptor CB2. Oncotarget 7 6436 PMID: 26824325

Costa et al (2014) 2-arachidonoylglycerol effects in cytotrophoblasts: metabolic enzymes expression and apoptosis in BeWo cells. Reproduction 147 301 PMID: 24324206

Kury et al (2014) Effects of the endogenous cannabinoid anandamide on voltage-dependent sodium and calcium channels in rat ventricular myocytes. Br J Pharmacol 171 3485 PMID: 24758718

Raver and Keller (2014) Permanent suppression of cortical oscillations in mice after adolescent exposure to cannabinoids: receptor mechanisms. Neuropharmacology 86 161 PMID: 25036610

Machado et al (2014) Peripheral interactions between cannabinoid and opioid systems contribute to the antinociceptive effect of crotalphine. Br J Pharmacol 171 961 PMID: 24460677

Hao et al (2010) The cannabinoid WIN55,212-2 protects against oxidized LDL-induced inflammatory response in murine macrophages. J Leukoc Biol 51 2181 PMID: 20305287

Buznikov et al (2010) A putative 'pre-nervous' endocannabinoid system in early echinoderm development. Neurobiol Dis 32 43101 PMID: 19907129

Mukhopadhyay et al (2007) Pharmacological inhibition of CB1 cannabinoid receptor protects against doxorubicin-induced cardiotoxicity. J Am Coll Cardiol 50 528 PMID: 17678736

Rajesh et al (2007) Cannabidiol attenuates high glucose-induced endothelial cell inflammatory response and barrier disruption. Am J Physiol Heart Circ Physiol 293 H610 PMID: 17384130

Rajesh et al (2007) CB2-receptor stimulation attenuates TNF-alpha-induced human endothelial cell activation, transendothelial migration of monocytes, and monocyte-endothelial adhesion. Am J Physiol Heart Circ Physiol 293 H2210 PMID: 17660390

Bátkai et al (2007) Decreased age-related cardiac dysfunction, myocardial nitrative stress, inflammatory gene expression, and apoptosis in mice lacking fatty acid amide hydrolase. Int J Clin Exp Pathol 293 H909 PMID: 17434980

Saitoh et al (2007) The differential contractile responses to capsaicin and anandamide in muscle strips isolated from the rat urinary bladder. J Cell Biol 570 182 PMID: 17586490

Rajesh et al (2007) Cannabinoid-2 receptor agonist HU-308 protects against hepatic ischemia/reperfusion injury by attenuating oxidative stress, inflammatory response, and apoptosis. Cardiovasc Res 82 1382 PMID: 17652447

Ghasemi et al (2007) Role of the nitric oxide pathway and the endocannabinoid system in neurogenic relaxation of corpus cavernosum from biliary cirrhotic rats. Br J Pharmacol 151 591 PMID: 17486141

Moezi et al (2006) Anandamide mediates hyperdynamic circulation in cirrhotic rats via CB(1) and VR(1) receptors. Dev Neurosci 149 898 PMID: 17043671

Börner et al (2006) Cannabinoid receptor type 2 agonists induce transcription of the mu-opioid receptor gene in Jurkat T cells. Cell Rep 69 1486 PMID: 16434616

Szczesniak et al (2016) Cannabinoid 2 receptor is a novel anti-inflammatory target in experimental proliferative vitreoretinopathy Neuropharmacology PMID: 27569993

Liu et al (2012) Betulinic acid targets YY1 and ErbB2 through cannabinoid receptor-dependent disruption of microRNA-27a:ZBTB10 in breast cancer. Mol Cancer Ther 11 1421 PMID: 22553354

Bolognini et al (2012) AM630 behaves as a protean ligand at the human cannabinoid CB2 receptor. Br J Pharmacol 165 2561 PMID: 21615724

García-Gutiérrez et al (2012) Chronic blockade of cannabinoid CB2 receptors induces anxiolytic-like actions associated with alterations in GABA(A) receptors. Br J Pharmacol 165 951 PMID: 21838753

Tumati et al (2012) Repeated mor. treatment-mediated hyperalgesia, allodynia and spinal glial activation are blocked by co-administration of a selective cannabinoid receptor type-2 agonist. J Neuroimmunol 244 23 PMID: 22285397

Murineddu et al (2012) Tricyclic Pyrazoles. Part 5. Novel 1,4-Dihydroindeno[1,2-c]pyrazole CB2 Ligands Using Molecular Hybridization Based on Scaffold Hopping. Open Med Chem J 6 1 PMID: 22876271

Guida et al (2012) Salvinorin A reduces mechanical allodynia and spinal neuronal hyperexcitability induced by peripheral formalin injection. Mol Pain 8 60 PMID: 22913292

Brown et al (2010) Cannabinoid receptor-dependent and -independent anti-proliferative effects of omega-3 ethanolamides in androgen receptor-positive and -negative prostate cancer cell lines. Carcinogenesis 31 1584 PMID: 20660502

Alkaitis et al (2010) Evidence for a role of endocannabinoids, astrocytes and p38 phosphorylation in the resolution of postoperative pain. PLoS One 5 e10891 PMID: 20531936

Mair et al (2010) Interaction between anandamide and sphingosine-1-phosphate in mediating vasorelaxation in rat coronary artery. Br J Pharmacol 161 176 PMID: 20718749

Dmitrieva et al (2010) Endocannabinoid involvement in endometriosis. Pain 151 703 PMID: 20833475

Eubler et al (2018) Ca2+ Signaling and IL-8 Secretion in Human Testicular Peritubular Cells Involve the Cation Channel TRPV2. Int J Mol Sci 19 PMID: 30235802

Almada et al (2016) The endocannabinoid anandamide impairs in vitro decidualization of human cells. Reproduction 152 351 PMID: 27568210

Li and Kim (2016) CB2 Cannabinoid Receptor Knockout in Mice Impairs Contextual Long-Term Memory and Enhances Spatial Working Memory. Mol Pharmacol 2016 9817089 PMID: 26819779

Krohn et al (2016) Abnormal cannabidiol attenuates experimental colitis in mice, promotes wound healing and inhibits neutrophil recruitment. J Inflamm (Lond) 13 21 PMID: 27418880

Blaha et al (2016) Impaired Excitatory Neurotransmission in the Urinary Bladder from the Obese Zucker Rat: Role of Cannabinoid Receptors. PLoS One 11 e0157424 PMID: 27285468

Stanley et al (2015) Cannabidiol causes endothelium-dependent vasorelaxation of human mesenteric arteries via CB1 activation. Sleep 107 568 PMID: 26092099

Zhang et al (2015) CB2R orchestrates fibrogenesis through regulation of inflammatory response during the repair of skeletal muscle contusion. Mediators Inflamm 8 3491 PMID: 26097533

Yang et al (2015) Cannabinoid receptor CB2 is involved in tetrahydrocannabinol-induced anti-inflammation against lipopolysaccharide in MG-63 cells. PLoS One 2015 362126 PMID: 25653478

Woolcott et al (2015) High-fat diet-induced Ins resistance does not increase plasma anandamide levels or potentiate anandamide Insotropic effect in isolated canine islets. Br J Pharmacol 10 e0123558 PMID: 25855974

Borrelli et al (2015) Palmitoylethanolamide, a naturally occurring lipid, is an orally effective intestinal anti-inflammatory agent. Sci Rep 172 142 PMID: 25205418

Savonenko et al (2015) Cannabinoid CB2 Receptors in a Mouse Model of Aβ Amyloidosis: Immunohistochemical Analysis and Suitability as a PET Biomarker of Neuroinflammation. PLoS One 10 e0129618 PMID: 26086915

Smith et al (2015) The Effects of the Endocannabinoids Anandamide and 2-Arachidonoylglycerol on Human Osteoblast Proliferation and Differentiation. Neural Plast 10 e0136546 PMID: 26414859

Rossi et al (2013) The cannabinoid receptor type 2 as mediator of mesenchymal stromal cell immunosuppressive properties. PLoS One 8 e80022 PMID: 24312195

Hervera et al (2010) The role of nitric oxide in the local antiallodynic and antihyperalgesic effects and expression of delta-opioid and cannabinoid-2 receptors during neuropathic pain in mice. J Pharmacol Exp Ther 334 887 PMID: 20498253

Touriño et al (2010) THC Prevents MDMA Neurotoxicity in Mice. PLoS One 5 e9143 PMID: 20174577

Schuelert et al (2010) Paradoxical effects of the cannabinoid CB2 receptor agonist GW405833 on rat osteoarthritic knee joint pain. Osteoarthritis Cartilage 18 1536 PMID: 20863899

Gaskari et al (2005) Role of endocannabinoids in the pathogenesis of cirrhotic cardiomyopathy in bile duct-ligated rats. Nat Commun 146 315 PMID: 16025138


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