GW4869 - ≥97% , CAS No.6823-69-4

CAS: 6823-69-4 Cat. No.: G340097 Fórmula: C₃₀H₃₀Cl₂N₆O₂ Peso molecular: 577.50 PubChem CID: 16078967

GRADE & PURITY ≥97%

Synonyms

GW4869 also known as N-SMase Inhibitor | GW-4869 | GW 4869 | Sphingomyelinase | Inhibitor GW4869 | 4',4''-Di-2-imidazolin-2-yl-p-benzenediacrylanilide dihydrochloride

Storage

Conservar a 2-8°C,Desecado

Shipped In

Hielo húmedo

Descripción general

El GW4869 es un inhibidor selectivo permeable a las células de la N-SMasa (esfingomielinasa neutra). GW4869 funciona como un inhibidor, a través de una manera no competitiva. Las N-SMasas son importantes en el metabolismo de la esfingomielina produciendo ceramida y fosfocolina, que son importantes en la señalización y regulación celular. Los estudios indican que el GW4869 puede inhibir la activación de la N-SMasa por el TNF-α en las células MC7. Como resultado de esta inhibición se inhiben la muerte celular y la supresión del crecimiento. Aunque el GW4869 no afecta a la motilidad de los neutrófilos polimorfonucleares (PMN), es útil con la formilmetionilleucilfenilanalina (FMLP), ya que inhibe la agregación de PMN hacia la quimiotaxina.

Specifications

Sinónimos

GW4869 also known as N-SMase Inhibitor | GW-4869 | GW 4869 | Sphingomyelinase | Inhibitor GW4869 | 4',4''-Di-2-imidazolin-2-yl-p-benzenediacrylanilide dihydrochloride

Especificaciones y pureza

≥97%

Condiciones de almacenamiento de almacenamiento

Conservar a 2-8°C,Desecado

Enviado en

Hielo húmedo

Tipo de acción

INHIBITOR

Pureza

≥97%

Nombres e identificadores

• Pubchem Sid: 488199033
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488199033
• Sonrisas canónicas: C1CN=C(N1)C2=CC=C(C=C2)NC(=O)C=CC3=CC=C(C=C3)C=CC(=O)NC4=CC=C(C=C4)C5=NCCN5.Cl.Cl
• IUPAC Name: (E)-3-[4-[(E)-3-[4-(4,5-dihydro-1H-imidazol-2-yl)anilino]-3-oxoprop-1-enyl]phenyl]-N-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]prop-2-enamide;dihydrochloride
• InChIKey: NSFKAZDTKIKLKT-CLEIDKRQSA-N
• INCHI: 1S/C30H28N6O2.2ClH/c37-27(35-25-11-7-23(8-12-25)29-31-17-18-32-29)15-5-21-1-2-22(4-3-21)6-16-28(38)36-26-13-9-24(10-14-26)30-33-19-20-34-30;;/h1-16H,17-20H2,(H,31,32)(H,33,34)(H,35,37)(H,36,38);2*1H/b15-5+,16-6+
• Isómeros SMILES: C1NC(=NC1)C2=CC=C(C=C2)NC(=O)/C=C/C3=CC=C(C=C3)/C=C/C(=O)NC4=CC=C(C=C4)C5=NCCN5.Cl.Cl
• PubChem CID: 16078967
• Peso molecular: 577.50

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Clase Cinnamic acids and derivatives
      • Subclass Cinnamic acid amides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Cinnamic acids and derivatives
• Subclass: Cinnamic acid amides
• Intermediate Tree Nodes: Not available
• Direct Parent: Cinnamic acid amides
• Alternative Parents: Anilides Styrenes N-arylamides Imidolactams Imidazolines Secondary carboxylic acid amides Propargyl-type 1,3-dipolar organic compounds Carboximidamides Carboxamidines Azacyclic compounds Organic oxides Hydrochlorides Hydrocarbon derivatives Carbonyl compounds Amines
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Cinnamic acid amide - Anilide - Styrene - N-arylamide - Monocyclic benzene moiety - Imidolactam - Benzenoid - 2-imidazoline - Carboxamide group - Secondary carboxylic acid amide - Amidine - Carboxylic acid amidine - Carboxylic acid derivative - Azacycle - Carboximidamide - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Hydrocarbon derivative - Organic oxide - Organonitrogen compound - Organooxygen compound - Organic nitrogen compound - Hydrochloride - Carbonyl group - Amine - Organic oxygen compound - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as cinnamic acid amides. These are amides of cinnamic acids. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Solubilidad: Soluble in DMSO (~0.2 mg/ml).
• Sensibilidad: Moisture sensitive
• Punto de fusión (°C): >300° C
• Peso molecular: 577.500 g/mol
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 576.181 Da
• Monoisotopic Mass: 576.181 Da
• Topological Polar Surface Area: 107.000 Ų
• Heavy Atom Count: 40
• Formal Charge: 0
• Complexity: 856.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 3

XLogP3

Referencias

1. Chen Jiye, Chen Jiayao, Li Qinxia, Hu Minxia, Zhong Xingxing, Yu Liang, Zhang Xi, Huang Hongyu, Liu Jing, Huang Ziyi, Liu Xinyi, Xiong Wu.  (2024)  Astragaloside promotes the secretion of MSC-derived exosomal miR-146a-5p by regulating TRAF6/NF-κB pathway to attenuate inflammation in high glucose-impaired endothelial cells.  IN VITRO CELLULAR & DEVELOPMENTAL BIOLOGY-ANIMAL,      [PMID:39441504] [10.1007/s11626-024-00984-2]

2. Hongye Li, Yun Bian, Yi Wu, Xueqing Hang, Mengqing Zhang, Luchuan Gao, Yifei Dong, Tanhang Mu, Wei Zhao.  (2026)  Sugarcane polyphenols modulate gut microbiota and odor-associated metabolites during in vitro fecal fermentation of elderly.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2026.108318]

3. Weichen Dong, Wenxin Zhang, Li Huang, Lulu Xiao, Yuanfei Luo, Linying Yuan, Yike Jiang, Anyu Liao, Hongting Zhao, Zhihui Liu, Jia Wang, Ying Zhao, Yulong Cai, Mengna Peng, Dong Yang, Yi Xie, Kuanyu Li, Wusheng Zhu.  (2026)  Restoring cardiolipin homeostasis mitigates cerebral ischemia–reperfusion injury by suppressing ATG5-mediated neuronal autophagy-dependent ferroptosis.  Journal of Advanced Research,      [PMID:] [10.1016/j.jare.2026.03.014]

Preguntas frecuentes

What is the purity of this product?

This product is supplied at ≥97% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C, desiccated. Keep the container tightly closed with desiccant — the material is moisture-sensitive.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 6823-69-4, the molecular formula is C30H30Cl2N6O2, and the molecular weight is 577.50 g/mol. InChIKey NSFKAZDTKIKLKT-CLEIDKRQSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.