Cinaciguat

目录号: GC10962纯度: >99.00%同义词: BAY 58-2667
An activator of sGC

Cinaciguat
Cas No.: 329773-35-5
规格价格库存数量操作
1mg¥239.00现货
1
5mg¥723.00现货
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10mg¥1,114.00现货
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25mg¥2,003.00现货
1
50mg¥3,015.00现货
1
100mg¥4,230.00现货
1
10mM (in 1mL DMSO)¥899.00现货
1

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产品描述 Description

Cinaciguat, also known as BAY-58-2667, is a NO-independent activator for sGC with EC50 of ∼10 nM for heme-free/oxidized sGC.  [1]
Heme-related dysfunction can lead to cardiovascular diseases with the oxidation of the heme of soluble guanylate cyclase (sGC) critically implicated in some of these cardiovascular diseases. sGC, the main nitric oxide receptor, stimulates second messenger cGMP production, however reactive oxygen species are known to scavenge NO and oxidize/inactivate the heme leading to sGC degradation. Cinaciguat binding causes a rotation of the α- helix away from the heme pocket, as this helix is normally held in place via the inhibitory His105–heme covalent bond. [2]
Cinaciguat activates sGC with EC 50 and Kd values in the low nanomolar range. This renders the compound the most potent NO-independent sGC activator reported to date. Furthermore, cinaciguat produces an additive, non-synergistic effect when combined with NO donors. Cinaciguat could also relaxe blood vessels with a high potency which is several orders of magnitude greater than the NO-donors sodium nitroprusside (SNP) and 3-morpho-linosydnonimin. In addition, the compound reduces coronary perfusion pressure in the rat Langendorff heart preparation and remains active in tissues made tolerant to glyceryl trinitrate. [1]
Cinaciguat could protect cardiomyocytes against ischemia/reperfusion injuries. Cinaciguat caused 63 and 41% reduction of infarct size when given before I/R and at reperfusion in rabbits, respectively. In addition, cinaciguat pretreatment caused a more robust 80% reductionin infarct size vs. 63% reduction when given at reperfusion and preserved cardiac function following I/R in mice, through cGMP-PKG-dependent generation of H2S in the heart and cardiomyocytes.[3]
References:
[1] Evgenov, Oleg V., et al. "NO-independent stimulators and activators of soluble guanylate cyclase: discovery and therapeutic potential." Nature reviews Drug discovery 5.9 (2006): 755-768.
[2] Martin, Faye, et al. "Structure of cinaciguat (BAY 58–2667) bound to Nostoc H-NOX domain reveals insights into heme-mimetic activation of the soluble guanylyl cyclase." Journal of Biological Chemistry 285.29 (2010): 22651-22657.
[3] Salloum, Fadi N., et al. "Cinaciguat, a novel activator of soluble guanylate cyclase, protects against ischemia/reperfusion injury: role of hydrogen sulfide."American Journal of Physiology-Heart and Circulatory Physiology 302.6 (2012): H1347-H1354.

实验参考方法 Experimental Reference Method

Animal experiment:

After confirmation of DM, rats are randomised into four groups: vehicle-treated control, cinaciguat-treated control, vehicle-treated diabetic and cinaciguat-treated diabetic groups. Animals are treated for 8 weeks with 0.5% methylcellulose vehicle or with the sGC activator cinaciguat in suspension p.o. (10 mg/kg/day), starting immeadiately after DM confirmation. Water bottles are filled every morning with the same amount of fresh tap water and daily water intake is measured. Animal cages are handled with care and are not moved after water bottle replacement to prevent spilling of water from the bottles. Body weight of the animals are recorded every 2 days and the dose of cinaciguat is adjusted accordingly.

References:

[1]. Mátyás C, et al. The soluble guanylate cyclase activator cinaciguat prevents cardiac dysfunction in a rat model of type-1 diabetes mellitus. Cardiovasc Diabetol. 2015 Oct 31;14:145.
[2]. Reinke Y, et al. The soluble guanylate cyclase stimulator riociguat and the soluble guanylate cyclase activator cinaciguat exert no direct effects on contractility and relaxation of cardiac myocytes from normal rats. Format: AbstractSend to Eur J Pharmaco
[3]. Cosyns SM, et al. Influence of cinaciguat on gastrointestinal motility in apo-sGC mice. Neurogastroenterol Motil. 2014 Nov;26(11):1573-85.

产品文档 Product Documents

Purity:>99.00%

化学性质Chemical Properties

CAS 号
329773-35-5
同义词
BAY 58-2667
化学名
4-[[4-carboxybutyl-[2-[2-[[4-(2-phenylethyl)phenyl]methoxy]phenyl]ethyl]amino]methyl]benzoic acid
SMILES
C1=CC=C(C=C1)CCC2=CC=C(C=C2)COC3=CC=CC=C3CCN(CCCCC(=O)O)CC4=CC=C(C=C4)C(=O)O
分子式
C36H39NO5
分子量
565.7 g/mol
溶解性
DMSO : ≥ 50 mg/mL (88.39 mM)
保存条件
Store at -20°C
General tips
请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效。
储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至 37°C,然后在超声波浴中震荡一段时间。
Shipping Condition
评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备 RT,或根据请求配备蓝冰。

计算工具摩尔浓度 / 稀释 / 分子量 / 单位换算 / 体内配方 / 溶解度

g/mol