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N8162

Sigma-Aldrich

NIDA-41020

≥97% (HPLC), solid

Synonym(s):

1-(2,4-Dichlorophenyl)-5-(4-methoxyphenyl)-4-methyl-N-(1-piperidinyl)-1H-pyrazole-3-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C23H24Cl2N4O2
CAS Number:
502486-89-7
Molecular Weight:
459.37
MDL number:
MFCD08277026
UNSPSC Code:
12352200
PubChem Substance ID:
329818682
NACRES:
NA.77

Quality Level

100

Assay

≥97% (HPLC)

form

solid

color

off-white

solubility

DMSO: ~16 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

COc1ccc(cc1)-c2c(C)c(nn2-c3ccc(Cl)cc3Cl)C(=O)NN4CCCCC4

InChI

1S/C23H24Cl2N4O2/c1-15-21(23(30)27-28-12-4-3-5-13-28)26-29(20-11-8-17(24)14-19(20)25)22(15)16-6-9-18(31-2)10-7-16/h6-11,14H,3-5,12-13H2,1-2H3,(H,27,30)

InChI key

KWDBQJRWPWTGPF-UHFFFAOYSA-N

Biochem/physiol Actions

NIDA-41020 is a CB1 cannabinoid receptor antagonist. NIDA-41020 is structurally similar to Rimonabant, which is currently in clinical development. NIDA-41020 is less lipophilic; developed at NIDA as a potential radioligand for CB1 receptors, Ki = 4.1 nM [in comparison AM 251, AM 281, SR 141716 (Rimonabant) have Ki of 0.6, 4.5 and 1.8 nM respectively].

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300,H315,H319,H335

Hazard Classifications

Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Reeti Katoch-Rouse et al.
Journal of medicinal chemistry, 46(4), 642-645 (2003-02-07)
Exploration of the central CB1 cannabinoid receptors using positron emission tomography (PET) will allow for an understanding of the pharmacological and physiological role played by these receptors in the CNS. Current tracers are highly lipophilic compounds that exhibit very high
Jos H M Lange et al.
Drug discovery today, 10(10), 693-702 (2005-05-18)
The proven clinical efficacy of the CB(1) cannabinoid receptor antagonist rimonabant in both obesity and smoking cessation and its therapeutic potential in other disorders has given a tremendous impetus to the discovery of novel CB(1) antagonists. The number of disclosed

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