Dexrazoxane - Moligand™, 10mM in DMSO , DNA topoisomerase II inhibitor, CAS No.24584-09-6, DNA topoisomerase II inhibitor

CAS: 24584-09-6 Cat. No.: D422839 Peso molecular: 268.27 Número EC: 635-584-1

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

Dexrazoxane|24584-09-6|Zinecard|(S)-4,4'-(Propane-1,2-diyl)bis(piperazine-2,6-dione)|Cardioxane|ICRF-187|Dextrorazoxane|Dexrazoxano|Dexrazoxanum|Dexrazoxanum [INN-Latin]|Dexrazoxano [INN-Spanish]|ADR-529|(+)-(S)-4,4'-Propylenedi-2,6-piperazinedione|Razoxa

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Sinónimos

Dexrazoxane | 24584-09-6 | Zinecard | (S)-4, 4'-(Propane-1, 2-diyl)bis(piperazine-2, 6-dione) | Cardioxane | ICRF-187 | Dextrorazoxane | Dexrazoxano | Dexrazoxanum | Dexrazoxanum [INN-Latin] | Dexrazoxano [INN-Spanish] | ADR-529 | (+)-(S)-4, 4'-Propylenedi-2, 6-piperazinedione | Razoxa

Especificaciones y pureza

Moligand™, 10mM in DMSO

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

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

Grado

Moligand™

Tipo de acción

SEQUESTERING AGENT

Mecanismo de acción

DNA topoisomerase II inhibitor

Propiedades del producto

• ALogP: -1.4

Nombres e identificadores

• Sonrisas canónicas: CC(CN1CC(=O)NC(=O)C1)N2CC(=O)NC(=O)C2
• IUPAC Name: 4-[(2S)-2-(3,5-dioxopiperazin-1-yl)propyl]piperazine-2,6-dione
• InChIKey: BMKDZUISNHGIBY-ZETCQYMHSA-N
• INCHI: 1S/C11H16N4O4/c1-7(15-5-10(18)13-11(19)6-15)2-14-3-8(16)12-9(17)4-14/h7H,2-6H2,1H3,(H,12,16,17)(H,13,18,19)/t7-/m0/s1
• Isómeros SMILES: C[C@@H](CN1CC(=O)NC(=O)C1)N2CC(=O)NC(=O)C2
• WGK Alemania: 3
• Peso molecular: 268.27
• Reaxy-Rn: 821182
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=821182&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives
• Direct Parent: Alpha amino acids and derivatives
• Alternative Parents: Dioxopiperazines N-alkylpiperazines N-unsubstituted carboxylic acid imides Dicarboximides Trialkylamines Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Alpha-amino acid or derivatives - Dioxopiperazine - N-alkylpiperazine - 1,4-diazinane - Piperazine - Carboxylic acid imide - Dicarboximide - Carboxylic acid imide, n-unsubstituted - Tertiary aliphatic amine - Tertiary amine - Organoheterocyclic compound - Azacycle - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Amine - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organopnictogen compound - Aliphatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
• External Descriptors: razoxane

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)

F2 Tclin Thrombin (11687 Activities)

Discover Target: F2

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ESR1 Tclin Estrogen receptor alpha (17718 Activities)

Discover Target: ESR1

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PGR Tclin Progesterone receptor (8562 Activities)

Discover Target: PGR

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CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)

Discover Target: CHRM2

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

HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

Discover Target: HTR1A

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

ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)

Discover Target: ADRA2A

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AR Tclin Androgen Receptor (11781 Activities)

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CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

Discover Target: CHRM1

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

TOP2A Tclin DNA topoisomerase II alpha (6317 Activities)

Discover Target: TOP2A

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GABRA1 Tclin GABA receptor alpha-1 subunit (399 Activities)

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MAOA Tclin Monoamine oxidase A (11911 Activities)

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DRD1 Tclin Dopamine D1 receptor (9720 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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SLC6A2 Tclin Norepinephrine transporter (10102 Activities)

Discover Target: SLC6A2

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SLC6A4 Tclin Serotonin transporter (12625 Activities)

Discover Target: SLC6A4

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ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)

Discover Target: ADRA1A

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OPRM1 Tclin Mu opioid receptor (19785 Activities)

Discover Target: OPRM1

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DRD3 Tclin Dopamine D3 receptor (14368 Activities)

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SLC6A3 Tclin Dopamine transporter (10535 Activities)

Discover Target: SLC6A3

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KCNH2 Tclin HERG (29587 Activities)

Discover Target: KCNH2

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PDE3A Tclin Phosphodiesterase 3A (3309 Activities)

Discover Target: PDE3A

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HTR2B Tclin Serotonin 2b (5-HT2b) receptor (10323 Activities)

Discover Target: HTR2B

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

TBXA2R Tclin Thromboxane A2 receptor (5717 Activities)

Discover Target: TBXA2R

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PDE4A Tclin Phosphodiesterase 4A (1943 Activities)

Discover Target: PDE4A

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ADORA3 Tchem Adenosine A3 receptor (15931 Activities)

Discover Target: ADORA3

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

HRH3 Tclin Histamine H3 receptor (10389 Activities)

Discover Target: HRH3

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

TOP2B Tclin DNA topoisomerase II beta (959 Activities)

Discover Target: TOP2B

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

Homo sapiens (32628 Activities)

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A498 (42825 Activities)

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ACHN (49357 Activities)

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CAKI-1 (44928 Activities)

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CCRF-CEM (65223 Activities)

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COLO 205 (50209 Activities)

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DLD-1 (17511 Activities)

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DMS-273 (14108 Activities)

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DU-145 (51482 Activities)

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HL-60 (67320 Activities)

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HT-29 (80576 Activities)

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K562 (73714 Activities)

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KM12 (47707 Activities)

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M14 (47487 Activities)

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MCF7 (126967 Activities)

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MOLT-4 (49676 Activities)

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OVCAR-3 (48710 Activities)

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OVCAR-4 (44535 Activities)

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OVCAR-5 (45555 Activities)

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OVCAR-8 (47708 Activities)

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PC-3 (62116 Activities)

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RPMI-8226 (44974 Activities)

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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

Plasmodium falciparum (966862 Activities)

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Plasmodium yoelii (6656 Activities)

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P388 (20296 Activities)

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P388/ADR (1216 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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Mecanismos de acción

Propiedades químicas y físicas

• Rotación específica [α]: 11° (C=5,DMF)
• Punto de fusión (°C): 195 °C
• Peso molecular: 268.270 g/mol
• XLogP3: -1.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 268.117 Da
• Monoisotopic Mass: 268.117 Da
• Topological Polar Surface Area: 98.800 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 404.000
• 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. Shanshan Wei, Wanjun Ma, Chuanhao Jiang, Jiaqin Liu, Jian Liu, Bikui Zhang, Wenqun Li.  (2023)  Hyperoside prevents doxorubicin-induced cardiotoxicity by inhibiting NOXs/ROS/NLRP3 inflammasome signaling pathway.  PHYTOTHERAPY RESEARCH,      [PMID:37246409] [10.1002/ptr.7900]

2. Xie Wenli, Xia Qing, Xu Zongchang, Xu Kuo, Fu Xianjun.  (2025)  Structural characterization and cardioprotective activities of natural polysaccharides from Apocynum venetum L.  Chemical and Biological Technologies in Agriculture,  12  (1): (1-18).  [PMID:] [10.1186/s40538-025-00803-0]

3. Yan Chen, Bo Zhang, Yufan Wei, Yanfa Dai, Baoyue Zhang, Jing Li, Ke-Jia Wu, Ning Sun, Chenwen Shao.  (2026)  Cysteine imaging reveals early redox dysregulation and identifies gnetol as a ferroptosis-modulating agent in doxorubicin cardiotoxicity.  Redox Biology,      [PMID:] [10.1016/j.redox.2026.104131]