Merbarone - ≥98% , CAS No.97534-21-9

CAS: 97534-21-9 Cat. No.: M345212 Molecular Weight: 263.27

GRADE & PURITY ≥98%

Synonyms

MS-23710 | NCGC00165827-01 | CCRIS 8215 | FT-0630995 | UNII-YWB9IF596V | BDBM241949 | 4,6-dioxo-N-phenyl-2-thioxohexahydropyrimidine-5-carboxamide | AKOS040748903 | NSC 336628 | 5-Pyrimidinecarboxamide, hexahydro-4,6-dioxo-N-phenyl-2-thioxo- | HEXAHYDRO-4

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Merbarone (NSC 336628) is an orally active inhibitor of topoisomerase II. Merbarone acts primarily by blocking topoisomerase II-mediated DNA cleavage without stabilizing topo II-DNA covalent complexes. Merbarone is an anticancer agent.

Specifications

Synonyms

MS-23710 | NCGC00165827-01 | CCRIS 8215 | FT-0630995 | UNII-YWB9IF596V | BDBM241949 | 4, 6-dioxo-N-phenyl-2-thioxohexahydropyrimidine-5-carboxamide | AKOS040748903 | NSC 336628 | 5-Pyrimidinecarboxamide, hexahydro-4, 6-dioxo-N-phenyl-2-thioxo- | HEXAHYDRO-4

Specifications & Purity

≥98%

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.

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)NC(=O)C2C(=O)NC(=S)NC2=O
• IUPAC Name: 4,6-dioxo-N-phenyl-2-sulfanylidene-1,3-diazinane-5-carboxamide
• InChIKey: JARCFMKMOFFIGZ-UHFFFAOYSA-N
• INCHI: 1S/C11H9N3O3S/c15-8(12-6-4-2-1-3-5-6)7-9(16)13-11(18)14-10(7)17/h1-5,7H,(H,12,15)(H2,13,14,16,17,18)
• Isomeric SMILES: C1=CC=C(C=C1)NC(=O)C2C(=O)NC(=S)NC2=O
• WGK Germany: 3
• RTECS: UV7714625
• Molecular Weight: 263.27
• Reaxy-Rn: 8394093
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8394093&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazines
      • Subclass Pyrimidines and pyrimidine derivatives
        • Level5 Pyrimidones
          • Level6 Thiobarbituric acid derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazines
• Subclass: Pyrimidines and pyrimidine derivatives
• Intermediate Tree Nodes: Pyrimidones
• Direct Parent: Thiobarbituric acid derivatives
• Alternative Parents: Anilides N-arylamides Diazinanes 1,3-dicarbonyl compounds Thioureas Secondary carboxylic acid amides Azacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Thiobarbiturate - Anilide - N-arylamide - 1,3-diazinane - 1,3-dicarbonyl compound - Monocyclic benzene moiety - Benzenoid - Carboxamide group - Secondary carboxylic acid amide - Thiourea - Carboxylic acid derivative - Azacycle - Organic oxygen compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as thiobarbituric acid derivatives. These are organic compounds containing a 2-thioxodihydropyrimidine-4,6(1H,5H)-dione skeleton.
• 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)

TOP2A Tclin DNA topoisomerase II alpha (6317 Activities)

Discover Target: TOP2A

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

XDH Tclin Xanthine dehydrogenase (1038 Activities)

Discover Target: XDH

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

DU-145 (51482 Activities)

Explore this target

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

MCF7 (126967 Activities)

Explore this target

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

MT4 (17854 Activities)

Explore this target

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

A549 (127892 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

SLC22A12 Tclin Solute carrier family 22 member 12 (799 Activities)

Discover Target: SLC22A12

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

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO (>5 mg/ml).
• Refractive Index: n20D1.69 (Predicted)
• Boil Point(°C): 627.51° C at 760 mmHg (Predicted)
• Melt Point(°C): 272.16° C
• Molecular Weight: 263.270 g/mol
• XLogP3: 0.100
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 263.036 Da
• Monoisotopic Mass: 263.036 Da
• Topological Polar Surface Area: 119.000 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 384.000
• 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