337349-54-9

337349-54-9 structure
337349-54-9 structure
  • Name: Necrostatin-5
  • Chemical Name: 2-[[3-(4-methoxyphenyl)-4-oxo-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]sulfanyl]acetonitrile
  • CAS Number: 337349-54-9
  • Molecular Formula: C19H17N3O2S2
  • Molecular Weight: 383.49
  • Catalog: Signaling Pathways Apoptosis RIP kinase
  • Create Date: 2016-01-28 04:03:22
  • Modify Date: 2024-01-10 22:15:13
  • Necrostatin-5 (Nec-5) is a potent necroptosis inhibitor with an EC50 value of 0.24 µM. Necrostatin-5 also is a RIP1 inhibitor. Necrostatin-5 shows cardioprotective effects[1][2][3].

Name 2-[[3-(4-methoxyphenyl)-4-oxo-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]sulfanyl]acetonitrile
Synonyms {[3-(4-Methoxyphenyl)-4-oxo-3,4,5,6,7,8-hexahydro[1]benzothieno[2,3-d]pyrimidin-2-yl]sulfanyl}acetonitrile
Acetonitrile, 2-[[3,4,5,6,7,8-hexahydro-3-(4-methoxyphenyl)-4-oxo[1]benzothieno[2,3-d]pyrimidin-2-yl]thio]-
Necrostatin-5
Nec-5
Description Necrostatin-5 (Nec-5) is a potent necroptosis inhibitor with an EC50 value of 0.24 µM. Necrostatin-5 also is a RIP1 inhibitor. Necrostatin-5 shows cardioprotective effects[1][2][3].
Related Catalog
Target

RIPK1

necroptosis:0.24 μM (EC50)

In Vitro Necrostatin-5 (1、5、10、50、100 µM) 以剂量依赖性方式抑制 LDH 释放[3]。 Necrostatin-5 (100 µM) 保护 MH-S 细胞免受 S. aureus, Listeria monocytogenes, S. pneumoniae, uropathogenic Escherichia coli (UPEC) 的攻击,并防止肺炎球菌溶血素引起的死亡[3]。
In Vivo Necrostatin-5 (2.46 mg/kg;腹腔注射) 对大鼠离体心脏模型显示心脏保护作用[2]。 Animal Model: 200-300 g, male Wistar rats[2] Dosage: 2.46 mg/kg Administration: I.p.; 60 min before experiment Result: Reduced the infarction zone caused by 30-min global ischemia and 120-min reperfusion.
References

[1]. Wang K, et al. Structure-activity relationship analysis of a novel necroptosis inhibitor, Necrostatin-5. Bioorg Med Chem Lett. 2007 Mar 1;17(5):1455-65.  

[2]. Dmitriev YV, et al. Study of cardioprotective effects of necroptosis inhibitors on isolated rat heart subjected to global ischemia-reperfusion. Bull Exp Biol Med. 2013 Jun;155(2):245-8.  

[3]. González-Juarbe N, et al. Pore-Forming Toxins Induce Macrophage Necroptosis during Acute Bacterial Pneumonia. PLoS Pathog. 2015 Dec 11;11(12):e1005337.  

Density 1.4±0.1 g/cm3
Boiling Point 640.4±65.0 °C at 760 mmHg
Molecular Formula C19H17N3O2S2
Molecular Weight 383.49
Flash Point 341.1±34.3 °C
Exact Mass 383.076202
PSA 121.45000
LogP 4.01
Vapour Pressure 0.0±1.9 mmHg at 25°C
Index of Refraction 1.724
Storage condition -20°C
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H319-H413
Precautionary Statements P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi
RIDADR NONH for all modes of transport