1-(24-Dichlorophenyl)-5-(4-Iodophenyl)-4-Methyl-N-(Piperidin-1-Yl)-1H-Pyrazole-3-Carboxamide 1-(2,4-二氯苯基)-5-(4-碘苯基)-4-甲基-N-(哌啶-1-基)-1H-吡唑-3-甲酰胺
CAS 183232-66-8 MFCD01861181
化学结构图
SMILES: Cc1c(C(=O)NN2CCCCC2)nn(-c2ccc(Cl)cc2Cl)c1-c1ccc(I)cc1
化学属性
| Mol. Formula | C22H21N4OCl2I |
|---|---|
| Mol. Weight | 555.24 |
| Appearance | Solid powder |
| Solubility | Soluble in DMSO, not in water |
别名和识别编码
| Chemical Name | 1-(24-Dichlorophenyl)-5-(4-Iodophenyl)-4-Methyl-N-(Piperidin-1-Yl)-1H-Pyrazole-3-Carboxamide |
|---|---|
| CAS Number | 183232-66-8 |
| Synonym | 1-(2,4-Dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-1-piperidinyl-1H-pyrazole-3-carboxamide AM251 AM251; AM 251; AM-251. |
| MDL Number | MFCD01861181 |
| PubChem Substance ID | 24891069 |
| Chemical Name Translation | 1-(2,4-二氯苯基)-5-(4-碘苯基)-4-甲基-N-(哌啶-1-基)-1H-吡唑-3-甲酰胺 |
| Formula | C22H21Cl2IN4O |
| IUPAC Name | 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide |
| InChIKey | BUZAJRPLUGXRAB-UHFFFAOYSA-N |
| 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) |
| Canonical SMILES | O=C(C1=NN(C2=CC=C(Cl)C=C2Cl)C(C3=CC=C(I)C=C3)=C1C)NN4CCCCC4 |
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分类
- Heterocycles
- {SNA} A-AM, Approved Therapeutics/Drug Candidates, Bioactive Small Molecules, Cannabinoids, Cell Biology, Cell Signaling and Neuroscience, Neurobiology, Neuroscience, Pharmacologicals, Sanofi Aventis
- Aromatics
- {SNA} A-AM, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Cannabinoids, Neurobiology, Neuroscience, Pharmacologicals, Sanofi Aventis, 生物活性小分子, 细胞信号转导和神经科学, 细胞生物学
产品应用
- AM251 is a cannabinoid receptor antagonist. AM251 improves recognition memory in rats and produces nocifensive behavior via activation of ERK signaling pathway. Moreover, AM251 alters mitochondrial physiology via proteolytic degradation of ERRα and attenuates mechanical allodynia and thermal hyperalgesia after burn injury.
相关文献及参考
- [2]. Sharir H, et al. Pharmacological characterization of GPR55, a putative cannabinoid receptor. Pharmacol Ther. 2010 Jun;126(3):301-13.
- [3]. Thewke D, et al. AM-251 and SR144528 are acyl CoA:cholesterol acyltransferase inhibitors. Biochem Biophys Res Commun. 2009 Apr 3;381(2):181-6.
- [4]. Carey LM, et al. A pro-nociceptive phenotype unmasked in mice lacking fatty-acid amide hydrolase. Mol Pain. 2016 May 13;12. pii: 1744806916649192.
- [5]. Komaki A, et al. Study the Effect of Endocannabinoid System on Rat Behavior in Elevated Plus-Maze. Basic Clin Neurosci. 2015 Jul;6(3):147-53.
- [6]. Jiang X, et al. Role of cannabinoid receptor type 1 in tibial and pudendal neuromodulation of bladder overactivity in cats. Am J Physiol Renal Physiol. 2017 Mar 1;312(3):F482-F488.
- [7]. Sun L, et al. Endocannabinoid activation of CB1 receptors contributes to long-lasting reversal of neuropathic pain by repetitive spinal cord stimulation. Eur J Pain.
安全信息
GHS Symbol
- P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P305+P351+P338
- H315 Causes skin irritation 会刺激皮肤
- H319 Causes serious eye irritation 严重刺激眼睛
- H335 May cause respiratory irritation 可能导致呼吸道刺激
- S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
- S36 Wear suitable protective clothing 穿戴适当的防护服；
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
