≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads 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 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Benpyrine is a highly specific and orally active TNF-α inhibitor with a K D value of 82.1 μM. Benpyrine tightly binds to TNF-α and blocks its interaction with TNFR1, with an IC 50 value of 0.109 µM. Benpyrine has the potential for TNF-α mediated inflammatory and autoimmune disease research
In Vitro
Benpyrine (5-20 µM; 14 hours; RAW264.7 cells) pretreatment results in a dose-dependent decrease in the phosphorylation of IκBα in RAW264.7 cells (stimulated with 10 ng/mL TNF-α or 1 μg/mL LPS). Benpyrine abolishes the TNF-α-induced nuclear translocation of NF-κB/p65 in RAW264.7 cells. Benpyrine only blocks cell death induced by TNF-α WT and Y 119 A, and increases the cell survival rate up to 80%. Benpyrine does not obviously affect L 57 A- and Y 59 L-induced cytotoxicity in L929 cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Western Blot AnalysisCell Line: RAW264.7 cells Concentration: 5 µM, 10 µM, 20 µM Incubation Time: 14 hours Result: Resulted in a dose-dependent decrease in the phosphorylation of IκBα.
In Vivo
Benpyrine (25-50 mg/kg; oral gavage; daily; for 2 weeks; Balb/c mice) treatment significantly relieves the symptoms of collagen-induced arthritis. Benpyrine dose-dependently decreases the levels of proinflammatory cytokines, such as IFN-γ, IL-1β and IL-6, and increases the concentration of the anti-inflammatory cytokine IL-10 . Endotoxemia murine model shows that Benpyrine (25 mg/kg) could attenuate TNF-α-induced inflammation, thereby reducing liver and lung injury . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Balb/c mice (18-20 g) injected with collagen Dosage: 25 mg/kg, 50 mg/kg Administration: Oral gavage; daily; for 2 weeks Result: Relieved the symptoms of collagen-induced arthritis in mice.
Form:Solid
IC50& Target:KD: 82.1 μM (TNF-α)
| Canonical Smiles | C1C(CN(C1=O)CC2=CC=CC=C2)NC3=NC=NC4=C3NC=N4 |
|---|---|
| IUPAC Name | (4S)-1-benzyl-4-(7H-purin-6-ylamino)pyrrolidin-2-one |
| InChIKey | HUWOMAVUXTXEKT-LBPRGKRZSA-N |
| INCHI | 1S/C16H16N6O/c23-13-6-12(8-22(13)7-11-4-2-1-3-5-11)21-16-14-15(18-9-17-14)19-10-20-16/h1-5,9-10,12H,6-8H2,(H2,17,18,19,20,21)/t12-/m0/s1 |
| Isomeric SMILES | C1[C@@H](CN(C1=O)CC2=CC=CC=C2)NC3=NC=NC4=C3NC=N4 |
| Molecular Weight | 308.34 |
| Reaxy-Rn | 36240659 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=36240659&ln= |
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 | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives |
| Direct Parent | Beta amino acids and derivatives |
| Alternative Parents | 6-alkylaminopurines Aminopyrimidines and derivatives Pyrrolidine-2-ones N-alkylpyrrolidines Imidolactams Benzene and substituted derivatives Tertiary carboxylic acid amides Imidazoles Heteroaromatic compounds Lactams Azacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds Amines |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Beta amino acid or derivatives - 6-alkylaminopurine - 6-aminopurine - Imidazopyrimidine - Purine - Aminopyrimidine - Monocyclic benzene moiety - Pyrimidine - Pyrrolidone - 2-pyrrolidone - N-alkylpyrrolidine - Benzenoid - Imidolactam - Azole - Tertiary carboxylic acid amide - Imidazole - Heteroaromatic compound - Pyrrolidine - Lactam - Carboxamide group - Azacycle - Organoheterocyclic compound - Organonitrogen compound - Hydrocarbon derivative - Organic nitrogen compound - Carbonyl group - Organic oxide - Organooxygen compound - Amine - Organic oxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. |
| External Descriptors | Not available |
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| Solubility | DMSO : 12.5 mg/mL (40.54 mM; Need ultrasonic) |
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