TAK-242 - Moligand™, ≥98% , Antagonist of TLR4, CAS No.243984-11-4, Antagonist of TLR4

CAS: 243984-11-4 Cat. No.: T125887 Peso molecular: 361.82 Número EC: 897-524-2 PubChem CID: 11703255

GRADE & PURITY Moligand™, ≥98%

Synonyms

AC-31498 | CLI-095 | Q27088534 | s7455 | BDBM50155929 | CLI-095TAK-242 | TAK-242 (Resatorvid) | Resatorvid; TAK-242 | A904215 | Resatorvid (tak-242) | GTPL9036 | Resatorvid [INN] | EX-A3158 | ethyl (6r)-6-[n-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-e

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

TAK-242 is a cell-permeable compound that selectively binds to Cys747 of TLR4 and selectively disrupts its interaction with adaptor molecules TIRAP and TRAM.

Specifications

Sinónimos

AC-31498 | CLI-095 | Q27088534 | s7455 | BDBM50155929 | CLI-095TAK-242 | TAK-242 (Resatorvid) | Resatorvid; TAK-242 | A904215 | Resatorvid (tak-242) | GTPL9036 | Resatorvid [INN] | EX-A3158 | ethyl (6r)-6-[n-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-e

Especificaciones y pureza

Moligand™, ≥98%

Mecanismos bioquímicos y fisiológicos

Toll-like receptor 4 (TLR4) signaling inhibitor. Binds to intracellular domain of TLR4. Inhibits LPS-induced cytokine productionin vitro(IC50values are 1.3, 1.3 and 3.2 nM for IL-6, TNFα and NO production). Reduces lesion volume in a mouse model of cerebr

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Tipo de acción

ANTAGONIST

Mecanismo de acción

Antagonist of TLR4

Pureza

≥98%

Propiedades del producto

• ALogP: 3

Nombres e identificadores

• Pubchem Sid: 504766655
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766655
• Sonrisas canónicas: CCOC(=O)C1=CCCCC1S(=O)(=O)NC2=C(C=C(C=C2)F)Cl
• IUPAC Name: ethyl (6R)-6-[(2-chloro-4-fluorophenyl)sulfamoyl]cyclohexene-1-carboxylate
• InChIKey: LEEIJTHMHDMWLJ-CQSZACIVSA-N
• INCHI: 1S/C15H17ClFNO4S/c1-2-22-15(19)11-5-3-4-6-14(11)23(20,21)18-13-8-7-10(17)9-12(13)16/h5,7-9,14,18H,2-4,6H2,1H3/t14-/m1/s1
• Isómeros SMILES: CCOC(=O)C1=CCCC[C@H]1S(=O)(=O)NC2=C(C=C(C=C2)F)Cl
• CAS alternativo: 243984-11-4
• PubChem CID: 11703255
• Términos de entrada MeSH: CLI 095;CLI-095;CLI095;ethyl (6R)-6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-ene-1-carboxylate;ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-ene-1-carboxylate;ethyl CFSCC;resatorvid;TAK 242;TAK-242;TAK242
• Peso molecular: 361.82

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Clase Benzene and substituted derivatives
      • Subclass Sulfanilides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Clase: Benzene and substituted derivatives
• Subclass: Sulfanilides
• Intermediate Tree Nodes: Not available
• Direct Parent: Sulfanilides
• Alternative Parents: Fluorobenzenes Chlorobenzenes Organosulfonamides Organic sulfonamides Aryl fluorides Aryl chlorides Enoate esters Aminosulfonyl compounds Monocarboxylic acids and derivatives Organonitrogen compounds Organofluorides Organochlorides Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Sulfanilide - Chlorobenzene - Fluorobenzene - Halobenzene - Aryl chloride - Aryl fluoride - Aryl halide - Organic sulfonic acid amide - Organosulfonic acid amide - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Aminosulfonyl compound - Organic sulfonic acid or derivatives - Sulfonyl - Organosulfonic acid or derivatives - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organonitrogen compound - Organofluoride - Organochloride - Organohalogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organooxygen compound - Organosulfur compound - Organic oxygen compound - Organic oxide - Carbonyl group - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1.
• 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

Objetivos asociados (humanos)

TLR4 Tchem Toll-like receptor 4 (1 Activities)

Discover Target: TLR4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TLR4 Tchem Toll-like receptor 4 (970 Activities)

Discover Target: TLR4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Objetivos asociados (no humanos)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mus musculus (284745 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RAW264.7 (28094 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Solvent:DMSO, Max Conc. mg/mL: 36.18, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 36.18, Max Conc. mM: 100
• Peso molecular: 361.800 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 361.055 Da
• Monoisotopic Mass: 361.055 Da
• Topological Polar Surface Area: 80.900 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 560.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Ailin Yang, Haitao Fan, Yanan Zhao, Xiaonan Chen, Zhixiang Zhu, Xiaojun Zha, Yunfang Zhao, Xingyun Chai, Jun Li, Pengfei Tu, Zhongdong Hu.  (2019)  An immune-stimulating proteoglycan from the medicinal mushroom Huaier up-regulates NF-κB and MAPK signaling via Toll-like receptor 4.  JOURNAL OF BIOLOGICAL CHEMISTRY,  294  (8): (2628-5268).  [PMID:30602571] [10.1074/jbc.RA118.005477]

2. Lihong Liang, Xue Yang, Hao Zeng, Kai Liao, Runze Zhang, Bowen Wang, Jin Yuan.  (2024)  S100A9-TLR4 axis aggravates dry eye through the blockage of autophagy.  EXPERIMENTAL EYE RESEARCH,      [PMID:39151778] [10.1016/j.exer.2024.110052]

3. Ruyi Zhu, Yaling Zhang, Weitai He, Yanan Sun, Xin Zhao, Yaping Yan, Qian Zhang.  (2024)  Wogonoside alleviates microglia-mediated neuroinflammation via TLR4/MyD88/NF-κB signaling axis after spinal cord injury.  EUROPEAN JOURNAL OF PHARMACOLOGY,      [PMID:38636801] [10.1016/j.ejphar.2024.176566]

4. Zheng Zhang, Tian Zhu, Yang Li, Bin Yu, Haiteng Tao, Haibo Zhao, Bo Cui.  (2025)  Butyrate Regulates Intestinal DNA Virome and Lipopolysaccharide Levels to Prevent High-Fat Diet-Related Liver Damage in Rats.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:40166958] [10.1021/acs.jafc.4c07966]

5. Zuyue Li, Shasha Wang, Mahmoud Abou-Elsoud, Yijie Li, Houchuntai Wang, Meiyu Liu, Wei Hu, Dong Uk Ahn, Xi Huang.  (2025)  Simulated Gastrointestinal Digestion Enhances the Immunomodulatory Activity of Ovalbumin Peptide NVMEERKIK: Mechanistic Insights into TLR4/MAPK/NF-κB Signaling Modulation.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:40229255] [10.1021/acs.jafc.5c00258]

6. Yi-Fang Zhong, Chan Ding, Chun-Ji Yao, Jia-Chun Wang, Min-Qian Feng, Xiao-Xue Gong, Lin Yu, Hua-Dong Xu, Hai-Ling Xia.  (2025)  HMGB1 as a Key Mediator in Malignant Mesothelioma and a Potential Target for Asbestos-Related Cancer Therapy.  Toxics,  13  (6): (448).  [PMID:40559922] [10.3390/toxics13060448]

7. Zhang Jia, Liu Jin, Chen Yuqian, Chen Huan, Meng Yihan, Wang Yan, Qiu Yuanjie, Hu Huizhong, Shi Wenhua, Li Manxiang, Li Man-xiang.  (2026)  Activation of PBK by Gal-3 contributes to pulmonary artery hypertension by promoting PRC1 activation.  RESPIRATORY RESEARCH,      [PMID:41612370] [10.1186/s12931-026-03534-4]

8. Xiangxiang Xu, Xianlan Chen, Jin Wang, Yuhan Liu, Sidra Mustafa, Lu Diao, Rongrong Zhao, Haiyang Chi, Kang Hu, Jiashan Zhu, Jun Zhao, Mi Liu.  (2026)  Redefining Dendritic Cell Vaccines: Synergistically Co-priming DC and B Cells With Nanoparticles Loading Whole Cell Antigens Maximizes the Efficacy of DC Vaccines.  Advanced Science,      [PMID:41671421] [10.1002/advs.202510615]

9. Hui Zhang, Qimei Yun, Zezhou Xu, Yifan Wang, Xianzhi Zhou, Ling Deng, Binsheng He.  (2026)  TAK-242 alleviates neuroinflammation and poststroke cognitive impairment by targeting the TLR4/SYK/NF-κB pathway in a cerebral ischemia/reperfusion rat model.  EUROPEAN JOURNAL OF PHARMACOLOGY,      [PMID:] [10.1016/j.ejphar.2026.178813]