Grouped product items

SKU

Size

Availability

Price

Qty

A129844-5mg

5mg

In stock

$53.90

A129844-25mg

25mg

In stock

$243.90

A129844-100mg

100mg

Available within 4-8 weeks(?)

$874.90

Basic Description

Synonyms	AM251\|183232-66-8\|AM-251\|AM 251\|1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide\|N-(Piperidin-1-yl)-5-(4-iodophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide\|1h-pyrazole-3-carboxamide, 1-(2,4-d
Specifications & Purity	Moligand™, ≥98%
Biochemical and Physiological Mechanisms	AM-251 is a 123I radioisotope and potent CB1 receptor antagonist derivative of the CB1 cannabinoid receptor inverse agonist SR141716A, presenting a radioprobe for in vivo binding studies at the CB1 receptor with a higher affinity (Ki = 7.49 nM) for CB1 th
Storage Temp	Store at 2-8°C
Shipped In	Wet ice
Grade	Moligand™
Action Type	AGONIST, ANTAGONIST
Mechanism of action	Antagonist of CB 1 receptor;Agonist of GPR18;Agonist of GPR55
Note	Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description	AM251 block the inhibitory effects of endocannabinoids and synthetic cannabinoid agonists on transmitter release through an action at presynaptic cannabinoid 1 receptors in brain. An inverse agonist of the CB1 receptor; 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.

Associated Targets

CYP1A2 Tchem Cytochrome P450 1A2 0 Activities

Discover Target: CYP1A2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP2D6 Tclin Cytochrome P450 2D6 0 Activities

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CNR1 Tclin Cannabinoid receptor 1 17 Activities

Discover Target: CNR1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP2C19 Tchem Cytochrome P450 2C19 0 Activities

Discover Target: CYP2C19

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CNR2 Tchem Cannabinoid receptor 2 0 Activities

Discover Target: CNR2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP3A4 Tclin Cytochrome P450 3A4 0 Activities

Discover Target: CYP3A4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GPR18 Tchem N-arachidonyl glycine receptor 1 Activities

Discover Target: GPR18

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GPR55 Tclin G-protein coupled receptor 55 0 Activities

Discover Target: GPR55

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

EHMT2 Tchem Histone-lysine N-methyltransferase EHMT2 0 Activities

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CYP2C9 Tchem Cytochrome P450 2C9 0 Activities

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HDAC6 Tclin Histone deacetylase 6 0 Activities

Discover Target: HDAC6

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

FAAH Tchem Fatty-acid amide hydrolase 1 0 Activities

Discover Target: FAAH

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TRPV1 Tclin Transient receptor potential cation channel subfamily V member 1 0 Activities

Discover Target: TRPV1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

RGS4 Tchem Regulator of G-protein signaling 4 0 Activities

Discover Target: RGS4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

LMNA Tbio Prelamin-A/C 0 Activities

Discover Target: LMNA

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B 0 Activities

Discover Target: BAZ2B

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 0 Activities

Discover Target: TDP1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MAPT Tclin Microtubule-associated protein tau 0 Activities

Discover Target: MAPT

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

NPSR1 Tchem Neuropeptide S receptor 0 Activities

Discover Target: NPSR1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Names and Identifiers

IUPAC Name	1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-piperidin-1-ylpyrazole-3-carboxamide
INCHI	InChI=1S/C22H21Cl2IN4O/c1-14-20(22(30)27-28-11-3-2-4-12-28)26-29(19-10-7-16(23)13-18(19)24)21(14)15-5-8-17(25)9-6-15/h5-10,13H,2-4,11-12H2,1H3,(H,27,30)
InChi Key	BUZAJRPLUGXRAB-UHFFFAOYSA-N
Canonical SMILES	CC1=C(N(N=C1C(=O)NN2CCCCC2)C3=C(C=C(C=C3)Cl)Cl)C4=CC=C(C=C4)I
Isomeric SMILES	CC1=C(N(N=C1C(=O)NN2CCCCC2)C3=C(C=C(C=C3)Cl)Cl)C4=CC=C(C=C4)I
WGK Germany	3
PubChem CID	2125
Molecular Weight	555.24

Database links

PubChem CID	2125
Wikipedia	AM251
CAS Registry No.	183232-66-8
ChEMBL Ligand	CHEMBL285932
GPCRdb Ligand	AM251

Certificates

Certificate of Analysis(COA)

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To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

1 results found

Lot Number	Certificate Type	Date	Item
C1911057	Certificate of Analysis	Nov 16, 2022	A129844

Chemical and Physical Properties

Solubility	Soluble in DMSO (~10 mg/ml), ethanol (~10 mg/ml), DMF (~10 mg/ml), and 1:3 DMSO:PBS (pH 7.2) (~14 mg/ml). Insoluble in water
Sensitivity	Heat Sensitive
Melt Point(°C)	196-198°C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell.
WGK Germany	3

References

1. Pryce G, Baker D. (2017) Antidote to cannabinoid intoxication: the CB1 receptor inverse agonist, AM251, reverses hypothermic effects of the CB1 receptor agonist, CB-13, in mice.. Br J Pharmacol, 174 (21): (3790-3794). [PMID:28800377]
2. Zhang D et al.. (2018) Activation of the cannabinoid receptor 1 by ACEA suppresses senescence in human primary chondrocytes through sirt1 activation.. Exp Biol Med (Maywood), 243 (5): (437-443). [PMID:29444596]
3. Valera AM et al.. (2012) Adaptation of granule cell to Purkinje cell synapses to high-frequency transmission.. J Neurosci, 32 (9): (3267-80). [PMID:22378898]
4. Tanaka M et al.. (2021) Adenosine A2B receptor down-regulates metabotropic glutamate receptor 5 in astrocytes during postnatal development.. Glia, 69 (11): (2546-2558). [PMID:34339538]
5. Min R & Nevian T. (2012) Astrocyte signaling controls spike timing-dependent depression at neocortical synapses.. Nat Neurosci, 15 (5): (746-53). [PMID:22446881]
6. Younts TJ et al.. (2013) CA1 pyramidal cell theta-burst firing triggers endocannabinoid-mediated long-term depression at both somatic and dendritic inhibitory synapses.. J Neurosci, 33 (34): (13743-57). [PMID:23966696]
7. Ledgerwood CJ et al.. (2011) Cannabidiol inhibits synaptic transmission in rat hippocampal cultures and slices via multiple receptor pathways.. Br J Pharmacol, 162 (286-94). [PMID:20825410]
8. Newsom RJ et al.. (2012) Cannabinoid receptor type 1 antagonism significantly modulates basal and loud noise induced neural and hypothalamic-pituitary-adrenal axis responses in male Sprague-Dawley rats.. Neuroscience, 204 (64-73). [PMID:22138156]
9. Anil SM et al.. (2021) Cannabis compounds exhibit anti-inflammatory activity in vitro in COVID-19-related inflammation in lung epithelial cells and pro-inflammatory activity in macrophages.. Sci Rep, 11 (1462). [PMID:33446817]
10. Anis O et al.. (2021) Cannabis-Derived Compounds Cannabichromene and ?9-Tetrahydrocannabinol Interact and Exhibit Cytotoxic Activity against Urothelial Cell Carcinoma Correlated with Inhibition of Cell Migration and Cytoskeleton Organization.. Molecules, 26 (2): [PMID:33477303]
11. Landucci E et al.. (2011) CB1 receptors and post-ischemic brain damage: studies on the toxic and neuroprotective effects of cannabinoids in rat organotypic hippocampal slices.. Neuropharmacology, 60 (4): (674-82). [PMID:21130785]
12. Nissen W et al.. (2010) Cell type-specific long-term plasticity at glutamatergic synapses onto hippocampal interneurons expressing either parvalbumin or CB1 cannabinoid receptor.. J Neurosci, 30 (4): (1337-47). [PMID:20107060]
13. Zhao Y et al.. (2009) Distinct functional and anatomical architecture of the endocannabinoid system in the auditory brainstem.. J Neurophysiol, 101 (5): (2434-46). [PMID:19279154]
14. Chiu CQ et al.. (2010) Dopaminergic modulation of endocannabinoid-mediated plasticity at GABAergic synapses in the prefrontal cortex.. J Neurosci, 30 (21): (7236-48). [PMID:20505090]
15. Hashimotodani Y et al.. (2017) LTP at Hilar Mossy Cell-Dentate Granule Cell Synapses Modulates Dentate Gyrus Output by Increasing Excitation/Inhibition Balance.. Neuron, 95 (4): (928-943.e3). [PMID:28817805]
16. Zhao Y et al.. (2011) Mechanisms underlying input-specific expression of endocannabinoid-mediated synaptic plasticity in the dorsal cochlear nucleus.. Hear Res, 279 (1-2): (67-73). [PMID:21426926]
17. Kortleven C et al.. (2012) Neurotensin inhibits glutamate-mediated synaptic inputs onto ventral tegmental area dopamine neurons through the release of the endocannabinoid 2-AG.. Neuropharmacology, 63 (6): (983-91). [PMID:22884466]
18. Zhao Y & Tzounopoulos T. (2011) Physiological activation of cholinergic inputs controls associative synaptic plasticity via modulation of endocannabinoid signaling.. J Neurosci, 31 (9): (3158-68). [PMID:21368027]
19. Shalev N et al.. (2022) Phytocannabinoid Compositions from Cannabis Act Synergistically with PARP1 Inhibitor against Ovarian Cancer Cells In Vitro and Affect the Wnt Signaling Pathway.. Molecules, 27 (21): [PMID:36364346]
20. Sorge RE et al.. (2014) Olfactory exposure to males, including men, causes stress and related analgesia in rodents.. Nat Methods, 11 (6): (629-32). [PMID:24776635]
21. Ferreira SG et al.. (2015) Presynaptic adenosine A2A receptors dampen cannabinoid CB1 receptor-mediated inhibition of corticostriatal glutamatergic transmission.. Br J Pharmacol, 172 (4): (1074-86). [PMID:25296982]
22. Dorgans K et al.. (2019) Short-term plasticity at cerebellar granule cell to molecular layer interneuron synapses expands information processing.. Elife, 8 [PMID:31081751]
23. Peeri H et al.. (2021) Specific Compositions of Cannabis sativa Compounds Have Cytotoxic Activity and Inhibit Motility and Colony Formation of Human Glioblastoma Cells In Vitro.. Cancers (Basel), 13 (7): [PMID:33916466]
24. Dahlén A et al.. (2021) THC-induced behavioral stereotypy in zebrafish as a model of psychosis-like behavior.. Sci Rep, 11 (15693). [PMID:34344922]
25. Perez-Rosello T et al.. (2013) Synaptic Zn2+ inhibits neurotransmitter release by promoting endocannabinoid synthesis.. J Neurosci, 33 (22): (9259-72). [PMID:23719795]
26. Abalo R et al.. (2010) The cannabinoid antagonist SR144528 enhances the acute effect of WIN 55,212-2 on gastrointestinal motility in the rat.. Neurogastroenterol Motil, 22 (6): (694-e206). [PMID:20132133]
27. Colangeli R et al.. (2017) The FAAH inhibitor URB597 suppresses hippocampal maximal dentate afterdischarges and restores seizure-induced impairment of short and long-term synaptic plasticity.. Sci Rep, 7 (11152). [PMID:28894217]
28. Chávez AE et al.. (2010) TRPV1 activation by endogenous anandamide triggers postsynaptic long-term depression in dentate gyrus.. Nat Neurosci, 13 (12): (1511-8). [PMID:21076423]
29. Weyrer C et al.. (2019) The Role of CaV2.1 Channel Facilitation in Synaptic Facilitation.. Cell Rep, 26 (9): (2289-2297.e3). [PMID:30811980]

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AM251 - ≥98%, high purity , CAS No.183232-66-8, Antagonist of CB 1 receptor;Agonist of GPR18;Agonist of GPR55