Sulfasalazine - Moligand™, ≥98% , Inhibitor of Proton-coupled folate transporter, CAS No.599-79-1, Inhibitor of Proton-coupled folate transporter

CAS: 599-79-1 Cat. No.: S129986 Peso molecular: 398.39 Beilstein Registry Number: 356241 Número EC: 209-974-3 PubChem CID: 5339

GRADE & PURITY Moligand™, ≥98%

Synonyms

5-(4-(2-Pyridylsulfamoyl)phenylazo)-2-hydroxybenzoic acid | Sulphasalazine | BSPBio_002888 | NSC203730 | NSC-203730 | DTXCID401256 | Iwata | NSC 203730 | Benzosulfa | Sulfasalazina | sulfasalazine | w-t Sasp oral | 2-hydroxy-5-[(E)-{4-[(pyridin-2-ylamino)

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Sulfasalazine is a sulfa agent and a derivative of mesalazine used primarily as an anti-inflammatory agent.
An inhibitor of of GSH-H-transferase and NF-kB activation and an apoptosis inducer

Specifications

Sinónimos

5-(4-(2-Pyridylsulfamoyl)phenylazo)-2-hydroxybenzoic acid | Sulphasalazine | BSPBio_002888 | NSC203730 | NSC-203730 | DTXCID401256 | Iwata | NSC 203730 | Benzosulfa | Sulfasalazina | sulfasalazine | w-t Sasp oral | 2-hydroxy-5-[(E)-{4-[(pyridin-2-ylamino)

Especificaciones y pureza

Moligand™, ≥98%

Mecanismos bioquímicos y fisiológicos

Inhibitor of NF-κB activation. Inhibitsin vitrogrowth of the human pancreatic cancer cell lines MIA PaCa-2 and PANC-1, and induces apoptosis in glioblastoma cell lines. Also inhibits the cystine-glutamate antiporter, system Xc(SXC). Inhibitor of folate tr

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

INHIBITOR

Mecanismo de acción

Inhibitor of Proton-coupled folate transporter

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 488179898
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488179898
• Sonrisas canónicas: C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N=NC3=CC(=C(C=C3)O)C(=O)O
• IUPAC Name: 2-hydroxy-5-[[4-(pyridin-2-ylsulfamoyl)phenyl]diazenyl]benzoic acid
• InChIKey: NCEXYHBECQHGNR-UHFFFAOYSA-N
• INCHI: 1S/C18H14N4O5S/c23-16-9-6-13(11-15(16)18(24)25)21-20-12-4-7-14(8-5-12)28(26,27)22-17-3-1-2-10-19-17/h1-11,23H,(H,19,22)(H,24,25)
• Isómeros SMILES: C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N=NC3=CC(=C(C=C3)O)C(=O)O
• WGK Alemania: 2
• RTECS: VO6250000
• PubChem CID: 5339
• Peso molecular: 398.39
• Beilstein: 356241
• Reaxy-Rn: 356241

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Azobenzenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Azobenzenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Azobenzenes
• Alternative Parents: Salicylic acids Benzenesulfonamides Benzenesulfonyl compounds Benzoic acids Benzoyl derivatives 1-hydroxy-2-unsubstituted benzenoids Pyridines and derivatives Organosulfonamides Imidolactams Vinylogous acids Aminosulfonyl compounds Heteroaromatic compounds Azo compounds Carboxylic acids Monocarboxylic acids and derivatives Azacyclic compounds Propargyl-type 1,3-dipolar organic compounds Hydrocarbon derivatives Organic oxides Organooxygen compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Azobenzene - Benzenesulfonamide - Hydroxybenzoic acid - Salicylic acid or derivatives - Salicylic acid - Benzoic acid or derivatives - Benzoic acid - Benzenesulfonyl group - Benzoyl - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Pyridine - Imidolactam - Benzenoid - Organosulfonic acid amide - Heteroaromatic compound - Vinylogous acid - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Aminosulfonyl compound - Sulfonyl - Azo compound - Azacycle - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring.
• 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)

SLC46A1 Tchem Proton-coupled folate transporter (1 Activities)

Discover Target: SLC46A1

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

Propiedades químicas y físicas

• Solubilidad: Solvent:DMSO, Max Conc. mg/mL: 39.84, Max Conc. mM: 100
• Sensibilidad: Light sensitive
• Punto de fusión (°C): 260-265°C
• Peso molecular: 398.400 g/mol
• XLogP3: -0.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 398.068 Da
• Monoisotopic Mass: 398.068 Da
• Topological Polar Surface Area: 150.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 657.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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

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2. Yiren Yang, Yuwei Zhang, Jiangping Song, Yaqian Li, Liuyang Zhou, Hongtao Xu, Kaizhang Wu, Jie Gao, Mouming Zhao, Yang Zheng.  (2023)  Bergamot polysaccharides relieve DSS-induced ulcerative colitis via regulating the gut microbiota and metabolites.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:37820919] [10.1016/j.ijbiomac.2023.127335]

3. Xiaoxun Lu, Jiabin Hong, Jing Zhang, Qian Liu, Ganzhong Liao, Yanwei Shi, Huanwen Tang, Xiaoshan Liu.  (2023)  Triphenyl phosphate disrupts placental tryptophan metabolism by activating MAOA/ROS/NFκB.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:37659542] [10.1016/j.scitotenv.2023.166688]

4. Yajing Wang, Tao Zhang, Jie Liu, Xianfeng Huang, Xiaojing Yan.  (2023)  Investigations of the gingerol oil colon targeting pellets for the treatment of ulcerative colitis.  FITOTERAPIA,      [PMID:37442485] [10.1016/j.fitote.2023.105607]

5. Ke Ning, Yameng Duan, Weiwei Tong, Yue Chen, Qinghui Zhang, Qiuhong Xie, Hongyu Xiang.  (2023)  Protective Effects of Different Molecular Weights of Purslane (Portulaca oleracea L.) Aqueous Extract on DSS-Induced Ulcerative Colitis in Mice.  Antioxidants,  12  (7): (1400).  [PMID:37507939] [10.3390/antiox12071400]

6. Chunhong Wu, Yifei Xiao, Caimei Wu, Dihao Xie, Meixue Luo, Dingyi Yao, Min Chen, Danyi Lu.  (2023)  Regulation of BCRP expression and sulfasalazine pharmacokinetics by the nuclear receptor REV-ERBα.  XENOBIOTICA,      [PMID:37039301] [10.1080/00498254.2023.2200839]

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14. Yajie Cai, Bing Xu, Fei Zhou, Jianzhi Wu, Shuo Li, Qi Zheng, Yajing Li, Xiaojiaoyang Li, Feng Gao, Shifen Dong, Runping Liu.  (2021)  Si-Ni-San ameliorates chronic colitis by modulating type I interferons-mediated inflammation.  PHYTOMEDICINE,      [PMID:33611210] [10.1016/j.phymed.2021.153495]

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18. Shuang Li, Bingjie Wang, Jiaojiao Tao, Yu Dong, Teng Wang, Xia Zhao, Tianze Jiang, Lianxiao Zhang, Hai Yang.  (2024)  Chemodynamic therapy combined with endogenous ferroptosis based on “sea urchin-like” copper sulfide hydrogel for enhancing anti-tumor efficacy.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:38866081] [10.1016/j.ijpharm.2024.124330]

19. Mengru Bai, Qian Shen, Yong Wu, Zhiyuan Ma, Yuqing Wang, Mingyang Chen, Dan Liu, Lin Zhou.  (2024)  Evaluation of transport mechanisms of methotrexate in human choriocarcinoma cell lines by LC-MS/MS.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:38823222] [10.1016/j.jpba.2024.116268]

20. Jingwen Guo, Yuanzhi He, Jiaqi Li, Min Lin, Yihan Wu, Jiayi Yang, Zehui He, Long Meng, Zhi Wang, Qing Xia, Chunyun Zhu, Yongtai Zhang, Nianping Feng.  (2025)  In Situ Hydrogel Transformed from Dicarboxylic Anhydride-Cross-Linked Cyclodextrin Nanosponge-Encapsulated Parthenolide Restored the Intestinal Mucosal Barrier of Ulcerative Colitis.  ACS Applied Materials & Interfaces,      [PMID:40096675] [10.1021/acsami.4c21687]

21. Lian Xu, Yan Xiao, Kun Yu, Hongshuo Pan, Jiayi Xu, Yiyun Guan, Mengke Wang, Xiangyu Xu, Hao Wang.  (2025)  Machine Learning-Assisted Chemical Tongues Based on Dual-channel Inclusion Complexes for Rapid Identification of Nonsteroidal Anti-inflammatory Drugs in Food.  ACS Sensors,      [PMID:39992799] [10.1021/acssensors.4c02806]

22. Cong Yuan, Xiaoxiao Zhu, Jiaqi Pan, Minghao Xu, Yongjun Jiang, Sheng Dai, Yikai Huang, Leixi Lu, Lei Zhou, Chengcheng Tian.  (2024)  Mechanical insight into direct singlet oxygen generation pathway: The significance of Co-O-X bond formation anchored by cobalt single atoms on mesoporous oxides.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.149364]

23. Tingting Chen, Gaoxiang Ai, Guihong Liang, Lingfeng Zeng, Di Zhao, Jun Liu, Yaoxing Dou.  (2024)  Mitigation of inflammatory bowel disease-related osteoporosis by oxyberberine: Insights into the RANKL/NF-κB signaling pathway.  BIOMEDICINE & PHARMACOTHERAPY,      [PMID:38574627] [10.1016/j.biopha.2024.116523]

24. Heung Lam MOK, Ka Wing CHENG, Yiqi XU, Chunhua HUANG, Cheng LYU, Jiaruo XU, Die HU, Lin ZHU, Chengyuan LIN, Hor-Yue TAN, Zhaoxiang BIAN.  (2024)  Modified Zhenwu Decoction suppresses chronic colitis via targeting macrophage CCR2/Fyn/p38 MAPK signaling axis.  PHYTOMEDICINE,      [PMID:38733904] [10.1016/j.phymed.2024.155694]

25. Yuzhen Kang, Dongyu Wu, Tiantian Zhang, Yue Zhang, Yan Zhong, Shiqi Chen, Xiaoyu Wang, Xuyu Chai.  (2025)  Synthesis and characterization of Poly(N-Acryloyl 6-aminocaproic acid) for intestine-specific drug delivery.  JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.jddst.2025.106760]

26. Chunhua Huang, Cheng Lyu, Heung-Lam Mok, Yiqi Xu, Ka-Wing Cheng, Cheng Zhang, Die Hu, Lin Zhu, Chengyuan Lin, Xin Chen, Hor-Yue Tan, Zhaoxiang Bian.  (2024)  Tolerogenic dendritic cell-mediated regulatory T cell differentiation by Chinese herbal formulation attenuates colitis progression.  Journal of Advanced Research,      [PMID:38677546] [10.1016/j.jare.2024.04.023]

27. Lu Liu, Zhongxia Wang, Yulin Qi, Ang Huang, Caiping He, Xiaoyan Zhan, Xiaohe Xiao, Zhaofang Bai.  (2025)  Kurarinone Alleviates cGAS-STING-Triggered Inflammatory Diseases by Targeting STING.  PHYTOTHERAPY RESEARCH,      [PMID:40604353] [10.1002/ptr.70023]

28. Shutao Li, Pengyi Ma, Jinping Song, Xiaoting Guo, Jianhua Xue, Qi Ma.  (2025)  A simple low-temperature synthesis of fluorescent boron quantum dots for versatile applications.  CRYSTENGCOMM,      [PMID:] [10.1039/D5CE00616C]

29. Jia Jia, Qian Liu, Tao Wang, Borui Zou, Xiong Xiong, Jun Xu, Chenxi Wu.  (2025)  Multiple stressors enhance Microcystis dominance and modulate phycospheric antibiotic resistome in aquatic mesocosm.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:40865219] [10.1016/j.jhazmat.2025.139633]

30. Jingwei Liu, Cheng Qiu, Xiaoxiong Wang, Ziqian Xiang, Junyuan Sun, Mingzheng Chang, Qingliang Ma, Yan Zhuang, Yunpeng Zhao, Qiang Yang, Lianlei Wang, Xinyu Liu.  (2025)  Sulfasalazine disrupts the interaction between TNFα and TNFR1 thus inhibiting NF-kB signaling activation to promote bone fracture healing.  JOURNAL OF PHARMACOLOGICAL SCIENCES,      [PMID:40983456] [10.1016/j.jphs.2025.08.005]

31. Guangshuai Zhang, Dandan Song, Ruilong Ma, Mo Li, Bingyang Liu, Zhonggui He, Qiang Fu.  (2024)  Artificial mucus layer formed in response to ROS for the oral treatment of inflammatory bowel disease.  Science Advances,  10  (30):   [PMID:39058786] [10.1126/sciadv.ado8222]

32. Sa-sa Zhang, Yi-jin Wu, Shu Pan, Qi-hai Wang, Wen-gang Chen, Zhong-fang Wang, Jin-ying Xu, Jian Zuo, Qin Yin.  (2022)  Xanthones from securidaca inappendiculata antagonizes the anti-rheumatic effect of methotrexate by inhibiting reduced folate carrier 1.  IMMUNOPHARMACOLOGY AND IMMUNOTOXICOLOGY,      [PMID:35850595] [10.1080/08923973.2022.2103707]

33. Zhuyun Wang, Weiyan Yan, Xiaojing Lin, Guangcheng Qin, Kemeng Li, Lincheng Jiang, Xingwang Li, Xiaoqiu Xiao, Ting Luo, Yi Hou.  (2025)  Forsythiaside A Alleviates Ulcerative Colitis and Inhibits Neutrophil Extracellular Traps Formation in the Mice.  PHYTOTHERAPY RESEARCH,      [PMID:40099671] [10.1002/ptr.8440]

34. Jie Yuan, Chongyong Gao, Wang Xin, Fanlin Meng, Hong Zhang.  (2025)  Screening and validation of 3’-Methoxydaidzein as a therapeutic agent in ulcerative colitis based on disulfidptosis-associated molecular clusters.  PLoS One,  20  (6): (e0324586).  [PMID:40478904] [10.1371/journal.pone.0324586]

35. Chunxiao Tao, Fazhen Luo, Yaxin Wang, Xiaoya Gao, Yuqi Cao, Keke Wang, Yan Xie.  (2025)  Mannose-modified Prunus persica kernel protein nanoparticles loading baicalin coated with Lycium barbarum polysaccharide for ulcerative colitis treatment.  CARBOHYDRATE POLYMERS,      [PMID:41198305] [10.1016/j.carbpol.2025.124489]

36. Lu Li, Qinglin Fei, Xuwen Sun, Qiaochun Wang, Jianhua Su, Longyun Ye, Weiding Wu, Lifang Guo.  (2025)  Ferroptosis Pathway Discrimination and Anticancer Therapeutic Screening Enabled by Cascade-Activated Fluorescence Reporting of Cysteine-Viscosity Dynamics.  ANALYTICAL CHEMISTRY,      [PMID:41191406] [10.1021/acs.analchem.5c03834]

37. Junwei Liu, Xinyue Yang, Tao Gao, Yuehan Zhang, Dandan Pan, Jian He, Xiangwei Wu.  (2025)  Revealing the anaerobic biodegradation pathway and mechanism of sulfamethoxazole by a novel Cupidesulfovibrio sp. strain SA-9.  WATER RESEARCH,      [PMID:41389422] [10.1016/j.watres.2025.125118]

38. Zhou Qiao, Huan Tong, Ziyuan Wang, Jia Liu, Xi Chen, Zhe Song, Yun Wang.  (2025)  Dehydrodiisoeugenol attenuates ulcerative colitis via regulating Anaerostipes caccae-mediated uric acid metabolism.  PHYTOMEDICINE,      [PMID:41447836] [10.1016/j.phymed.2025.157721]

39. Si-yu Liu, Chang-qing Wang, Tong-tong Luo, Gui-juan Cui, Yuan Zhang, Xing-ju Zou, Zi-jian Zhang, Wen-xiu Liu, Chen Sun, Cheng Peng.  (2025)  Baicalin ameliorates ulcerative colitis by regulating macrophage polarization through the JAK1/STAT1/SOCS1 pathway.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:41423154] [10.1016/j.jep.2025.121057]

40. SiJia Lin, Lin Wang, Xue Dong, ZiYi Wang, Jin Cao, Xueyong Qi, Lin Wu, Jing Zhang, Song Shen.  (2025)  Precision Ferroptosis Amplification via SLC7A11-Directed Proteasomal Degradation for Enhanced Cancer Therapy.  Advanced Healthcare Materials,      [PMID:41467569] [10.1002/adhm.202504602]

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42. Cong Yuan, Xiaoxiao Zhu, Xuyang Xu, Fengyun Ding, Lei Zhou, Jean-Marc Chovelon, Wanglai Cen, Chengcheng Tian.  (2026)  Dual Anchoring Strategy for Single-Atom Fe Catalysts: Insights into 1O2-Driven Oxidation of Organic Contaminants.  Journal of Environmental Chemical Engineering,      [PMID:] [10.1016/j.jece.2026.121190]

43. Yuzhe Wang, Lu sheng, Lin Bu, Huijuan Li, Jianxin Wu, Qing Huang.  (2026)  A novel epidermal mimicking phospholipid vesicle-based permeation assay: EpiPVPA for in vitro permeation evaluation.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:41558553] [10.1016/j.ijpharm.2026.126595]

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45. Yu Liao, Weipeng Wei, Fuli Qin, Yusheng Ruan, Ting He, Jiansong He, Mingchao Wang, Taotao Liu, Jiemei Chen.  (2026)  Cordycepin Ameliorates Dextran Sulfate Sodium-Induced Ulcerative Colitis in Mice by Inhibiting IL-6/IL-6R-Mediated p38 MAPK and NF-κB Activation Through Adenosine A2A Receptor Stimulation.  Drug Design Development and Therapy,      [PMID:] [10.2147/DDDT.S575035]