DMA - ≥97% , CAS No.188860-26-6

CAS: 188860-26-6 Cat. No.: D125044 Molecular Weight: 468.55

GRADE & PURITY ≥97%

Synonyms

2-(3,4-dimethoxyphenyl)-5-(5-(4 methylpiperazin-1-yl)-1h-benzimidazol-2-yl]-1h-benzimidazole | DMA (hydrochloride) | 2,5'-Bi-1H-benzimidazole, 2'-(3,4-dimethoxyphenyl)-5-(4-methyl-1-piperazinyl)- | 2'-(3,4-Dimethoxyphenyl)-5-(4-methylpiperazin-1-yl)-1H,1'

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

DMA is a fluorescent compound (λex=340 nm, λem=478 nm).

Specifications

Synonyms

2-(3, 4-dimethoxyphenyl)-5-(5-(4 methylpiperazin-1-yl)-1h-benzimidazol-2-yl]-1h-benzimidazole | DMA (hydrochloride) | 2, 5'-Bi-1H-benzimidazole, 2'-(3, 4-dimethoxyphenyl)-5-(4-methyl-1-piperazinyl)- | 2'-(3, 4-Dimethoxyphenyl)-5-(4-methylpiperazin-1-yl)-1H, 1'

Specifications & Purity

≥97%

Biochemical and Physiological Mechanisms

Description:
IC50 Value: N/A
Hoechst stains are part of a family of blue fluorescent dyes used to stain DNA. These Bis-benzimides were originally developed by Hoechst AG, which numbered all their compounds so that the dye Hoechs

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504765296
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765296
• Canonical Smiles: CN1CCN(CC1)C2=CC3=C(C=C2)N=C(N3)C4=CC5=C(C=C4)N=C(N5)C6=CC(=C(C=C6)OC)OC
• IUPAC Name: 2-(3,4-dimethoxyphenyl)-6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazole
• InChIKey: BMRRDFCQNOZNNR-UHFFFAOYSA-N
• INCHI: 1S/C27H28N6O2/c1-32-10-12-33(13-11-32)19-6-8-21-23(16-19)31-26(29-21)17-4-7-20-22(14-17)30-27(28-20)18-5-9-24(34-2)25(15-18)35-3/h4-9,14-16H,10-13H2,1-3H3,(H,28,30)(H,29,31)
• Isomeric SMILES: CN1CCN(CC1)C2=CC3=C(C=C2)N=C(N3)C4=CC5=C(C=C4)N=C(N5)C6=CC(=C(C=C6)OC)OC
• Molecular Weight: 468.55
• Reaxy-Rn: 21138863
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=21138863&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzimidazoles
      • Subclass Phenylbenzimidazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzimidazoles
• Subclass: Phenylbenzimidazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylbenzimidazoles
• Alternative Parents: N-arylpiperazines Phenylimidazoles Dimethoxybenzenes Phenoxy compounds Dialkylarylamines Anisoles N-methylpiperazines Alkyl aryl ethers Heteroaromatic compounds Trialkylamines Azacyclic compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenylbenzimidazole - N-arylpiperazine - 2-phenylimidazole - O-dimethoxybenzene - Dimethoxybenzene - Tertiary aliphatic/aromatic amine - Phenoxy compound - Anisole - Phenol ether - Methoxybenzene - Dialkylarylamine - Alkyl aryl ether - N-methylpiperazine - N-alkylpiperazine - 1,4-diazinane - Piperazine - Monocyclic benzene moiety - Benzenoid - Azole - Heteroaromatic compound - Imidazole - Tertiary aliphatic amine - Tertiary amine - Ether - Azacycle - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Amine - Hydrocarbon derivative - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylbenzimidazoles. These are compounds containing a phenylbenzimidazole skeleton, which consists of a benzimidazole moiety where its imidazole ring is attached to a phenyl group.
• 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

Associated Targets(Human)

MCF7 (126967 Activities)

Explore this target

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

HeLa (62764 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: 25°C: DMSO or water Protect from light
• Molecular Weight: 468.500 g/mol
• XLogP3: 4.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 468.227 Da
• Monoisotopic Mass: 468.227 Da
• Topological Polar Surface Area: 82.300 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 705.000
• 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

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66. Hui Li, Yuan Fan, Yizhe Shen, Huashan Xu, Huijie Zhang, Fuxue Chen, Shini Feng.  (2024)  Acid-Activated TAT Peptide-Modified Biomimetic Boron Nitride Nanoparticles for Enhanced Targeted Codelivery of Doxorubicin and Indocyanine Green: A Synergistic Cancer Photothermal and Chemotherapeutic Approach.  ACS Applied Materials & Interfaces,      [PMID:38691046] [10.1021/acsami.4c01622]

67. Zafar A. K. Khattak, Nazir Ahmad, Hussein A. Younus, Habib Ullah, Baoyi Yu, Khurram S. Munawar, Muhammad Ashfaq, Muhammad Yaseen, Muhammad Danish, Mohammed Al-Abri, Rashid AlHajri, Francis Verpoort.  (2024)  Ambient conversion of CO2 and epoxides to cyclic carbonates using 3D amide-functionalized MOFs.  Catalysis Science & Technology,      [PMID:] [10.1039/D3CY01709E]

68. Lei Luo, Fei Liu, Zhiying Li, Siyuan Yue, Liang Wang, Shiling Zhang, Shanmeng Lin, Jinyan Luo, Meng Wang, Yichuan Zhang, Mohamed Abdelrahim, Qi Xing, Jin Geng.  (2024)  Amphiphilic Block Copolymers Containing Benzenesulfonyl Azide Groups as Visible Light-Responsive Drug Carriers for Image-Guided Delivery.  BIOMACROMOLECULES,      [PMID:38354397] [10.1021/acs.biomac.3c01204]

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70. Yu Sun, Xiaoxia Le, Hui Shang, Ying Shen, Yue Wu, Qingquan Liu, Partick Théato, Tao Chen.  (2024)  Dual-Mode Hydrogels with Structural and Fluorescent Colors toward Multistage Secure Information Encryption.  ADVANCED MATERIALS,  36  (28): (2401589).  [PMID:38744437] [10.1002/adma.202401589]

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72. Wei Gao, Guangchao Zheng, Zhiming Yang, Xinxian Ma, Zhiqiang Wu.  (2024)  Gelatin Enhanced Gels with Superior Self-Healing and Freezing-Tolerant Properties for Multifunctional Flexible Strain Sensors.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.4c01056]

73. Chen Lijuan, Li Xiaochen, Ge Yao, Li Huiqiang, Li Ruili, Song Xiaosheng, Liang Jianfei, Zhang Weifeng, Li Xiaona, Wang Xiaoqi, Wang Yunjuan, Wu Yaping, Bai Yan, Wang Meiyun.  (2024)  GMP-compliant automated radiosynthesis of [18F] SynVesT-1 for PET imaging of synaptic vesicle glycoprotein 2 A (SV2A).  EJNMMI Radiopharmacy and Chemistry,  9  (1): (1-17).  [PMID:39254802] [10.1186/s41181-024-00284-w]

74. Jiaming Cui, Yongchang Tian, Bingbing Zhang, Rong Zhang, Xingjun Zhao, Jiaxin Li, Li Chen.  (2024)  Injectable antibacterial hydrogels based on oligolysines for wound healing.  Biomaterials Advances,      [PMID:39096587] [10.1016/j.bioadv.2024.213981]

75. Kexin Liu, Hao Wang, Fengyuan Zhu, Ziyong Chang, Ran Du, Yulin Deng, Xiaoyue Qi.  (2024)  Lab on the Microneedles: A Wearable Metal–organic Frameworks-Based Sensor for Visual Monitoring of Stress Hormone.  ACS Nano,      [PMID:38767706] [10.1021/acsnano.3c11729]

76. Xuan Liu, Hui Jie Zhang, Shuangshuang Xi, Yifan Zhang, Ping Rao, Xiangyu You, Shaoxing Qu.  (2024)  Lignin-Based Ultrathin Hydrogel Coatings with Strong Substrate Adhesion Enabled by Hydrophobic Association.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202413464]

77. Teng Li, Xueliang Zhang, Wei Yu, Sijun Liu.  (2024)  Multiresponsive Ionogel with Switchable Adhesion Triggered by Phase Separation.  ACS Applied Materials & Interfaces,      [PMID:39563645] [10.1021/acsami.4c13463]

78. Jiaming Cui, Yongchang Tian, Bingbing Zhang, Rong Zhang, Jiaxin Li, Li Chen.  (2024)  Oligolysine-based hydrogel dressing with antibacterial, anti-inflammatory, and tissue-adhesion activities for infected wound treatment.  COLLOIDS AND SURFACES B-BIOINTERFACES,      [PMID:39141999] [10.1016/j.colsurfb.2024.114157]

79. Wenjin Wang, Shengjie Liu, Yijia Yu, Wenjuan Xia, Zhaoqiang Wu, Hong Chen.  (2024)  Preparation of Lipid–Polymer Conjugates by Photoiniferter Polymerization and Application to Cell Surface Modification.  JOURNAL OF POLYMER SCIENCE,      [PMID:] [10.1002/pol.20240850]

80. Zhilei Wang, Zipeng Zhang, Chenyu Wu, Zikuan Wang, Wenjian Liu.  (2024)  Pushing the Limit of Photo-Controlled Polymerization: Hyperchromic and Bathochromic Effects.  MOLECULES,  29  (10): (2377).  [PMID:38792240] [10.3390/molecules29102377]

81. Rui Xue, Yin-Sheng Liu, Ming-Yue Wang, Hao Guo, Wu Yang, Ji-Xi Guo, Guo-Yu Yang.  (2024)  Rational Conversion of Imine Linkages to Amide Linkages in Covalent Organic Frameworks for Photocatalytic Oxidation with Enhanced Photostability.  ChemSusChem,      [PMID:38661456] [10.1002/cssc.202400732]

82. Dan Wei, Jianliang Li, Ming Guo, Jingjing Xu, Qiao Deng, Xu Wang.  (2024)  Rational selection of 4,4′,4″-(1,3,5-triazine-2,4,6-triyl) trianiline-based covalent organic framework as adsorbent for effective co-extraction of aflatoxins, zearalenone and its metabolites from food and biological samples.  FOOD CHEMISTRY,      [PMID:39243614] [10.1016/j.foodchem.2024.141013]

83. Liang Chen, Yili Cao, Rui Ma, Hongmei Cao, Xin Chen, Kun Lin, Qiang Li, Jinxia Deng, Chunyu Liu, Yilin Wang, Ling Huang, Xianran Xing.  (2024)  Regulating luminescence thermal enhancement in negative thermal expansion metal–organic frameworks.  Chemical Science,  15  (10): (3721-3729).  [PMID:38455009] [10.1039/D3SC06710F]

84. Yuan Liu, Binghui Xue, Jiadong Chen, Yuyan Lai, Linkun Cai, Panchao Yin.  (2024)  Supramolecular Complexation Reinforced Polymer Frustrated Packing: Controllable Dual Porosity for Improved Permselectivity of Coordination Nanocage Mixed Matrix Membranes.  Small,  20  (38): (2400605).  [PMID:38794874] [10.1002/smll.202400605]

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86. Gu Chao-Hai, Wang Song, Zhang Ai-Yong, Liu Chang, Jiang Jun, Yu Han-Qing.  (2024)  Tuning electronic structure of metal-free dual-site catalyst enables exclusive singlet oxygen production and in-situ utilization.  Nature Communications,  15  (1): (1-11).  [PMID:38982107] [10.1038/s41467-024-50240-0]

87. Wang Xiaodong, Yu Xinrun, Xu Yushan, Yu Juan, Huang Pei.  (2025)  Preparation of polyimide aerogel films with high hydrophobicity and low dielectric constant under atmospheric pressure drying conditions.  MRS Advances,      [PMID:] [10.1557/s43580-025-01226-7]

88. Xingrui Tang, Qiang Xian, Shibing Zuo, Yiyang Zeng, Hao Li, Jun Wen.  (2025)  Triple enhancement of uranium extraction from seawater by zwitterions: structural construction, marine adaptability, and synergetic coordination.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2025.135140]

89. Rui Xue, Yin-Sheng Liu, Hao Guo, Wu Yang, Guo-Yu Yang.  (2023)  Chemical conversion of imine- into quinoline-linked covalent organic frameworks for photocatalytic oxidation.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:37976744] [10.1016/j.jcis.2023.11.078]

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92. WenBo Du, Amin Deng, Juan Guo, Jian Chen, Huaming Li, Yong Gao.  (2019)  An injectable self-healing hydrogel-cellulose nanocrystals conjugate with excellent mechanical strength and good biocompatibility.  CARBOHYDRATE POLYMERS,      [PMID:31426961] [10.1016/j.carbpol.2019.115084]

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94. Ming-Yong Zhou, Peng Zhang, Li-Feng Fang, Bao-Ku Zhu, Jian-Li Wang, Jiang-Hua Chen, Heba Abdallah.  (2019)  A positively charged tight UF membrane and its properties for removing trace metal cations via electrostatic repulsion mechanism.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:30913514] [10.1016/j.jhazmat.2019.03.088]

95. Siyue Bo, Xiaotong Wang, Jiani Qian, Guoqiang Ma, Zheng Ying, Duanmin Hu, Chunyan Hou, Junfeng Ma, Longjiang Xu, Shuang Yang.  (2025)  SIAE-Mediated Loss of Sialic Acid Acetylation Contributes to Ulcerative Colitis.  Journal of Inflammation Research,      [PMID:40260449] [10.2147/JIR.S512139]

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97. Jiahao Zhang, Hongwang Tang, Hucheng Wang, Peiwen Cai, Yuliang Gao, Xuhong Guo, Yiming Wang, Fu-Zhen Xuan.  (2025)  Out-Of-Equilibrium Hydrogel Microrobots Exhibiting Autonomous Deformation, Controllable Autolysis, and Directed Locomotion.  Small,      [PMID:40405645] [10.1002/smll.202502270]

98. Long Yang, Wenbo Hu, Ruida Cao, Qingqing Zhou, Chencheng Hu, Biao Dong, Hongwei Song, Lin Xu.  (2025)  Liquid metal modified all-nanofiber triboelectric nanogenerator for energy harvesting and multi-functional self-powered sensing.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.164372]

99. Ju Bai, Luqi Xiao, Hongyan Liu, Can Wang, Tianliang Han, Lili Gong, Shuangjiang Luo, Hongwei Fan, Linglong Shan.  (2025)  High load mixed matrix membrane by metal-organic polyhedra for enhanced gas separation.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2025.124322]

100. Sujan Tiwari, Al-Hassan S. Mahdy, Namrata Sapkota, Ibrahim M. Ammar, Saikat Kumar Panja, Shiling Zhang, Xianzhu Zheng, Qi Xing, Jin Geng.  (2025)  Tailoring Physicochemical Properties of Linear Copolymers for Enhanced Endocytic Uptake.  MACROMOLECULAR RAPID COMMUNICATIONS,      [PMID:40582017] [10.1002/marc.202500240]

101. Xinrui Xu, Xiaomeng Wang, Hongchuan Wang, Zhiyong Chen.  (2025)  Green synthesis of biomass derived monodisperse microspheres used as chromatographic stationary phases for separation of dye molecules in ethanol.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:41115358] [10.1016/j.chroma.2025.466464]

102. Andrei Popkov, Hao Zhang, Yu Lou, Ziran Su, Jianquan Luo, Manuel Pinelo.  (2025)  Simultaneous advancement of biocatalytic activity and mass transport in aminated membrane reactors.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.170853]

103. Kang Zhu, Yong Li, Yue Jin, Hao Liu, Jun Xiao.  (2025)  Study on Toughening of In Situ Polymerized Poly(Methyl Methacrylate) Resin for Liquid Composite Molding Technology.  JOURNAL OF APPLIED POLYMER SCIENCE,  142  (41): (e57591).  [PMID:] [10.1002/app.57591]

104. Wenyu Zhu, Yiying Ye, Li Zhang, Guangyao Zhao, Jianbo Tan.  (2025)  Molecular Bottlebrush-Stabilized Polymeric Microspheres by Photoinitiated RAFT Dispersion Polymerization for Bead-Based Immunoassays.  BIOMACROMOLECULES,      [PMID:41358872] [10.1021/acs.biomac.5c02107]

105. Hao Li, Xingrui Tang, Qiang Xian, Shibing Zuo, Yiyang Zeng, Chen Xu, Jun Wen.  (2026)  Lotus-Petiole Inspired Porous Zwitterions Electrode for Efficient Electrochemical Uranium Extraction from Seawater.  WATER RESEARCH,      [PMID:41534339] [10.1016/j.watres.2026.125347]

106. Ibrahim M. Ammar, Al-Hassan S. Mahdy, Saikat Kumar Panja, Kui Tan, Shanmeng Lin, Quan Gao, Jin Geng.  (2026)  Intracellular Postpolymerization Modification via Bioorthogonal Click Chemistry Monitored by Förster Resonance Energy Transfer.  BIOMACROMOLECULES,      [PMID:41505609] [10.1021/acs.biomac.5c01711]

107. Ziqiang Zhao, Yanqun Huang, Hongyun Lan, Daozhan Huang, Rimei Chen, Libing Xu, Zhenfang Li, Zhiqing Ning, Yu Feng.  (2026)  Synthesis and Herbicidal Evaluation of Novel Ammonium Phenoxyacetates Based on Camphene-Derived Primary Amine.  CHEMISTRY & BIODIVERSITY,  23  (1): (e02728).  [PMID:41494977] [10.1002/cbdv.202502728]

108. Xiuchan Xiao, Jun Wang, Huamei He, Zhicheng Feng, Chaoran Duan, Jungang Yuan, Ya Liu.  (2026)  Construction of a sustainable low-cost functional layered oil-water gel interfacial evaporator for fracturing flowback fluid treatment.  Journal of Environmental Chemical Engineering,  14  (2): (121811).  [PMID:] [10.1016/j.jece.2026.121811]

109. Qian Liu, Miao Li, Jiahao Zhou, Tianxing Ji, Xuna Liu, Zhongquan Zhong, Ping Yang.  (2026)  Synthesis and adsorption of Ce4+-doped layered manganese lithium ion-sieve spherical particles based on PVB/PMMA blends.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2026.166311]