≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Desiccated Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 3 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
GW4869 is a cell permeable, selective inhibitor of N-SMase (neutral sphingomyelinase). GW4869 functions as an inhibitor, via a non-competitve manner. N-SMases are important in the metabolism of sphingomyelin producing ceramide and phosphocholine, which are important in cell signaling and regulation. Studies indicate that GW4869 can inhibit the activation of N-SMase by TNF-α in MC7 cells. As a result of this inhibition cell death and growth suppression are inhibited. Although GW4869 does not effect polymorphonuclear neutrophil (PMN) motility, it is useful with formylmethionylleucylphenylanaline (FMLP), since it inhibits PMN aggregation towards the chemotaxin.
| 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 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| 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 |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
 B2301167 | Certificate of Analysis | Oct 29, 2025 | G340097 |
| B2301169 | Certificate of Analysis | Oct 29, 2025 | G340097 |
| B2301170 | Certificate of Analysis | Oct 29, 2025 | G340097 |
| B2301171 | Certificate of Analysis | Oct 29, 2025 | G340097 |
| B2301178 | Certificate of Analysis | Oct 29, 2025 | G340097 |
| B2301179 | Certificate of Analysis | Oct 29, 2025 | G340097 |
| B2301181 | Certificate of Analysis | Oct 29, 2025 | G340097 |
| B2301166 | Certificate of Analysis | Aug 10, 2022 | G340097 |
| B2301168 | Certificate of Analysis | Aug 10, 2022 | G340097 |
| B2301172 | Certificate of Analysis | Aug 10, 2022 | G340097 |
| B2419184 | Certificate of Analysis | Aug 10, 2022 | G340097 |
| B2513028 | Certificate of Analysis | Aug 10, 2022 | G340097 |
| L2406292 | Certificate of Analysis | Aug 10, 2022 | G340097 |
| Solubilidad | Soluble in DMSO (~0.2 mg/ml). |
|---|---|
| Sensibilidad | Moisture sensitive |
| Punto de fusión (°C) | >300° C |
| Peso molecular | 577.500 g/mol |
| XLogP3 | |
| 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 |
| 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] |
