![N-[1-[[(Cyanoamino)(5-quinolinylimino)methyl]amino]-2,2-dimethylpropyl]-3,4-dimethoxybenzeneacetamide structure, CAS 861393-28-4](/structures/60000/58500_1_861393_28_4.png)
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 861393-28-4 |
| Catalog No. | 2A-9058500 |
| Chinese Name | A-740003 |
| Synonyms | cc-516; UNII:532OV6WA05; CS-0297; A-740003 |
| Molecular Formula | C26H30N6O3 |
| Molecular Weight | 474.55 |
| Purity | ≥98 (HPLC) |
| Density | 1.2±0.1 g/cm3 |
| Appearance | powder |
| Storage Condition | 2-8℃ |
| Application | A-740003 is a potent, selective, competitive P2X7 receptor antagonist that inhibits rat and human P2X7 receptors with IC50 values of 18 and 40 nM, respectively. |
| PubChem ID | 329770637 |
| MDL Number | MFCD09970333 |
| SMILES | COc1ccc(CC(=O)NC(N\C(Nc2cccc3ncccc23)=N\C#N)C(C)(C)C)cc1OC |
| InChI | 1S/C26H30N6O3/c1-26(2,3)24(31-23(33)15-17-11-12-21(34-4)22(14-17)35-5)32-25(29-16-27)30-20-10-6-9-19-18(20)8-7-13-28-19/h6-14,24H,15H2,1-5H3,(H,31,33)(H2,29,30,32) |
| InChI Key | PUHSRMSFDASMAE-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| MSDS | msds/58500_1_861393_28_4.pdf |
| Bioactivity | A-740003 is a potent, selective and competitive P2X7 receptor antagonist with IC50 values are 18 and 40 nM for rat and human P2X7 receptors, respectively. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> P2X Receptor Research Areas >> Neurological Disease Target IC50: 18 nM (rat P2X7 receptor), 40 nM (human P2X7 receptor) In Vitro A 438079 or A 740003 (10 μM) significantly blocks the sustained phase of the BzATP-induced response[1]. A-740003 infusion reduces SE-induced TNF-α expression in dentate granule cells. A-740003 infusions increases SE-induced neuronal death[2]. A-740003 and A-438079 show significantly greater potency in blocking P2X7 receptor activation across all species compared with other antagonists. A-740003 and A-438079 show greater activity at rat and human, as compared with mouse P2X7 receptors[3]. A-740003 potently blocks agonist-evoked IL-1β release with (IC50=156 nM) and pore formation (IC50=92 nM) in differentiated human THP-1 cells[4]. In Vivo Systemic administration of A-740003 produces dose-dependent antinociception in a spinal nerve ligation model (ED50=19 mg/kg i.p.) in the rat. A-740003 also attenuates tactile allodynia in two other models of neuropathic pain, chronic constriction injury of the sciatic nerve and vincristine-induced neuropathy. In addition, A-740003 effectively reduces thermal hyperalgesia observed following intraplantar administration of carrageenan or complete Freund's adjuvant (ED50=38-54 mg/kg i.p.). A-740003 is ineffective in attenuating acute thermal nociception in normal rats and does not alter motor performance at analgesic doses[4]. Animal Admin The response to acute thermal stimulation is determined using a commercially available paw thermal stimulator. Rats are placed individually in Plexiglas cubicles mounted on a glass surface maintained at 30°C and allowed a 30-min habituation period. A thermal stimulus, in the form of radiant heat emitted from a focused projection bulb, is then applied to the plantar surface of each hind paw. In each test session, each rat is tested in three sequential trials at approximately 5-min intervals. Paw-withdrawal latencies (PWLs) are calculated as the median of the two shortest latencies. An assay cut off is set at 20.5 s. A-740003 is injected i.p. 30 min before testing for acute thermal pain. References [1]. Grol MW, et al. P2X?-mediated calcium influx triggers a sustained, PI3K-dependent increase in metabolic acid production by osteoblast-like cells. Am J Physiol Endocrinol Metab. 2012 Mar 1;302(5):E561-75. [2]. Kim JE, et al. P2X7 receptor activation ameliorates CA3 neuronal damage via a tumor necrosis factor-α-mediated pathway in the rat hippocampus following status epilepticus. J Neuroinflammation. 2011 Jun 2;8:62. [3]. Donnelly-Roberts DL, et al. Mammalian P2X7 receptor pharmacology: comparison of recombinant mouse, rat and human P2X7 receptors.Br J Pharmacol. 2009 Aug;157(7):1203-14. Epub 2009 Jun 22. [4]. Honore P, et al. A-740003 [N-(1-{[(cyanoimino)(5-quinolinylamino) methyl]amino}-2,2-dimethylpropyl)-2-(3,4-dimethoxyphenyl)acetamide], a novel and selective P2X7 receptor antagonist, dose-dependently reduces neuropathic pain in the rat. J Pharmacol Exp Ther. 2006 Dec;319(3):1376-85. Epub 2006 Sep 18. [5]. Y. H. Gao, et al. Effect of electroacupuncture on the cervicospinal P2X7 receptor/fractalkine/CX3CR1 signaling pathway in a rat neck-incision pain model. Purinergic Signal. 2017 Jun;13(2):215-225. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Molecular Formula C26H30N6O3 Molecular Weight 474.555 Exact Mass 474.237946 PSA 120.66000 LogP 2.77 Index of Refraction 1.597 InChIKey PUHSRMSFDASMAE-UHFFFAOYSA-N SMILES COc1ccc(CC(=O)NC(N=C(NC#N)Nc2cccc3ncccc23)C(C)(C)C)cc1OC Storage condition 2-8℃ |
| Use of | A-740003 is a potent, selective and competitive P2X7 receptor antagonist with IC50 values are 18 and 40 nM for rat and human P2X7 receptors, respectively. Properties Name N-[1-[(E)-[(cyanoamino)-(quinolin-5-ylamino)methylidene]amino]-2,2-dimethylpropyl]-2-(3,4-dimethoxyphenyl)acetamide Synonym More Synonyms A-740003 Biological Activity Description A-740003 is a potent, selective and competitive P2X7 receptor antagonist with IC50 values are 18 and 40 nM for rat and human P2X7 receptors, respectively. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> P2X Receptor Research Areas >> Neurological Disease IC50: 18 nM (rat P2X7 receptor), 40 nM (human P2X7 receptor) References [1]. Grol MW, et al. P2X?-mediated calcium influx triggers a sustained, PI3K-dependent increase in metabolic acid production by osteoblast-like cells. Am J Physiol Endocrinol Metab. 2012 Mar 1;302(5):E561-75. [2]. Kim JE, et al. P2X7 receptor activation ameliorates CA3 neuronal damage via a tumor necrosis factor-α-mediated pathway in the rat hippocampus following status epilepticus. J Neuroinflammation. 2011 Jun 2;8:62. [3]. Donnelly-Roberts DL, et al. Mammalian P2X7 receptor pharmacology: comparison of recombinant mouse, rat and human P2X7 receptors.Br J Pharmacol. 2009 Aug;157(7):1203-14. Epub 2009 Jun 22. [4]. Honore P, et al. A-740003 [N-(1-{[(cyanoimino)(5-quinolinylamino) methyl]amino}-2,2-dimethylpropyl)-2-(3,4-dimethoxyphenyl)acetamide], a novel and selective P2X7 receptor antagonist, dose-dependently reduces neuropathic pain in the rat. J Pharmacol Exp Ther. 2006 Dec;319(3):1376-85. Epub 2006 Sep 18. Chemical & Physical Properties Molecular Formula C26H30N6O3 Exact Mass 474.237946 PSA 120.66000 Index of Refraction 1.597 InChIKey PUHSRMSFDASMAE-UHFFFAOYSA-N Storage condition 2-8℃ |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 Names specified by the United Nations (UN) European land transport hazard regulations: TOXIC SOLID, ORGANIC, N.O.S. IMDG Code: TOXIC SOLID, ORGANIC, N.O.S. (A-740003) International air transport hazard regulations: Toxic solid, organic, n.o.s. (A-740003) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
| Related Products in Specialty Chemicals | ||
|---|---|---|
| Ethyl 2-(2-aminothiazol-5-ylthio)acetate | 859522-19-3 | 2A-9058488 |
| 3-Amino-4-fluorobenzonitrile | 859855-53-1 | 2A-9058491 |
| N-(2-Naphthyl)sulfanilic acid | 859961-96-9 | 2A-9058493 |
| AZD 7762 | 860352-01-8 | 2A-9058497 |
| 4-Bromo-3,5-diiodobenzoic acid | 861117-99-9 | 2A-9058498 |
| Mirodenafil | 862189-95-5 | 2A-9058504 |
| 7-Bromo-9,9,9',9'-tetraethyl-2,2'-bifluorene | 862847-75-4 | 2A-9058510 |
| (E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamide | 863127-76-8 | 2A-9058511 |
| 2-Chloro-3-fluorophenol | 863870-86-4 | 2A-9058519 |
| N-Methyl-(1-methylazetidin-3-yl)methanamine | 864350-83-4 | 2A-9058525 |
| Browse all Specialty Chemicals products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS