146-77-0
Chemical Structure
2-Chloroadenosine
- CAS No.: 146-77-0
- Formula:C10H12ClN5O4
- Molecular Weight:301.69
IUPAC Name: (2R,3R,4S,5R)-2-(6-amino-2-chloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
InChIKey: BIXYYZIIJIXVFW-UUOKFMHZSA-N
SMILES: OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C=NC3=C2N=C(Cl)N=C3N)O1
Biological Activity: 2-Chloroadenosine is an adenosine analog, a transporter permeabilizer of nucleoside transporters, and a competitive uridine influx inhibitor (apparent Ki=33 μM). 2-Chloroadenosine binds to nitrobenzylthioinosine with high affinity (apparent Ki=0.18 mM). 2-Chloroadenosine promotes Apoptosis and increases cerebral blood flow. 2-Chloroadenosine has anticonvulsant properties. 2-Chloroadenosine is used to study infection, inflammatory diseases, cancer, blood-related diseases, lung injury, epilepsy, and kidney disease[1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
|
|
2-Chloroadenosine | 99.41% | 2-Chloroadenosine is an adenosine analog, a transporter permeabilizer of nucleoside transporters, and a competitive uridine influx inhibitor (apparent Ki=33 μM). 2-Chloroadenosine binds to nitrobenzylthioinosine with high affinity (apparent Ki=0.18 mM). 2-Chloroadenosine promotes Apoptosis and increases cerebral blood flow. 2-Chloroadenosine has anticonvulsant properties. 2-Chloroadenosine is used to study infection, inflammatory diseases, cancer, blood-related diseases, lung injury, epilepsy, and kidney disease. | ||||||||||||||||||||
|
loading...
/
|
|||||||||||||||||||||||
- [1]. Zhai XF, et al. MiR-181a contributes to bufalin-induced apoptosis in PC-3 prostate cancer cells. BMC Complement Altern Med. 2013 Nov 23;13:325. [Content Brief]
- [2]. Bastin-Coyette L, et al. Mechanisms of cell death induced by 2-chloroadenosine in leukemic B-cells. Biochem Pharmacol. 2008 Apr 1;75(7):1451-60. [Content Brief]
- [3]. Koshiba M, et al. 2-Chloroadenosine but not adenosine induces apoptosis in rheumatoid fibroblasts independently of cell surface adenosine receptor signalling. Br J Pharmacol. 2002 Mar;135(6):1477-86. [Content Brief]
- [4]. Szondy Z. Methylprednisolone and 2-chloroadenosine induce DNA fragmentation at different stages of human T-lymphocyte development. Immunol Lett. 1997 Jun;58(1):59-65. [Content Brief]
- [5]. Szondy Z. The 2-chlorodeoxyadenosine-induced cell death signalling pathway in human thymocytes is different from that induced by 2-chloroadenosine. Biochem J. 1995 Oct 15;311 ( Pt 2)(Pt 2):585-8. [Content Brief]
- [6]. Saito T, et al. 2-Chloroadenosine: a selective lethal effect to mouse macrophages and its mechanism. J Immunol. 1985 Mar;134(3):1815-22. [Content Brief]
- [7]. Evans MC, et al. An adenosine analogue, 2-chloroadenosine, protects against long term development of ischaemic cell loss in the rat hippocampus. Neurosci Lett. 1987 Dec 29;83(3):287-92. [Content Brief]
- [8]. Kochanek PM, et al. Assessment of the effect of 2-chloroadenosine in normal rat brain using spin-labeled MRI measurement of perfusion. Magn Reson Med. 2001 May;45(5):924-9. [Content Brief]
- [9]. Tse SY, et al. Inhibition of the shake response in rats by adenosine and 2-chloroadenosine. Psychopharmacology (Berl). 1986;90(3):322-6. [Content Brief]
- [10]. Pometlová M, et al. Effects of 2-chloroadenosine on cortical epileptic afterdischarges in immature rats. Pharmacol Rep. 2010 Jan-Feb;62(1):62-7. [Content Brief]
- [11]. Marts BC, et al. Protective effect of 2-chloroadenosine on lung ischemia reperfusion injury. J Surg Res. 1993 Jun;54(6):523-9. [Content Brief]
- [12]. Churchill PC. Renal effects of 2-chloroadenosine and their antagonism by aminophylline in anesthetized rats. J Pharmacol Exp Ther. 1982 Aug;222(2):319-23. [Content Brief]
- [13]. Muhonen MG, et al. Effects of adenosine and 2-chloroadenosine on cerebral collateral vessels. J Cereb Blood Flow Metab. 1995 Nov;15(6):1075-81. [Content Brief]
- [14]. Borowicz KK, et al. 2-Chloroadenosine, a preferential agonist of adenosine A1 receptors, enhances the anticonvulsant activity of carbamazepine and clonazepam in mice. Eur Neuropsychopharmacol. 2002 Apr;12(2):173-9. [Content Brief]
- [15]. Kumar V, et al. Protective potential of 2-chloroadenosine in Klebsiella pneumoniae B5055 induced sepsis in BALB/c mice. Critical Care, 2008, 12: 1-1.
- [16]. Sakamaki F, et al. Attenuation by intravenous 2-chloroadenosine of acute lung injury induced by live escherichia coli or latex particles added to endotoxin in the neutropenic state. J Lab Clin Med. 2003 Aug;142(2):128-35. [Content Brief]
- [17]. Jarvis SM,2-Chloroadenosine, a permeant for the nucleoside transporter.Biochem Pharmacol. 1985 Sep 15;34(18):3237-41. [Content Brief]
Keywords
