Fexinidazole - ≥99% , Cytotoxic, CAS No.59729-37-2, Cytotoxic

CAS: 59729-37-2 Cat. No.: F412787 Molecular Weight: 279.31 EC Number: 682-380-3

GRADE & PURITY ≥99%

Synonyms

MFCD00866607 | SMR004701311 | 1-Methyl-2-((p-(methylthio)phenoxy)methyl)-5-nitroimidazole | Fexinidazole (USAN/INN) | SB16940 | BCP07460 | FEXINIDAZOLE [ORANGE BOOK] | Fexinidazol | 306ERL82IR | 1-methyl-2-[(4-methylsulfanylphenoxy)methyl]-5-nitroimidazol

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

Fexinidazole Fexinidazole (HOE-239, Fexinidazole Winthrop) is a 5-nitroimidazole derivative. Fexinidazole is a DNA synthesis inhibitor and the only, all-oral agent for Human African Trypanosomiasis(HAT or sleeping sickness).

Targets

DNA synthesis

Specifications

Synonyms

MFCD00866607 | SMR004701311 | 1-Methyl-2-((p-(methylthio)phenoxy)methyl)-5-nitroimidazole | Fexinidazole (USAN/INN) | SB16940 | BCP07460 | FEXINIDAZOLE [ORANGE BOOK] | Fexinidazol | 306ERL82IR | 1-methyl-2-[(4-methylsulfanylphenoxy)methyl]-5-nitroimidazol

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Fexinidazole (HOE-239, Fexinidazole Winthrop) is a 5-nitroimidazole derivative. Fexinidazole is a DNA synthesis inhibitor and the only, all-oral agent for Human African Trypanosomiasis(HAT or sleeping sickness).

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.

Mechanism of action

Cytotoxic

Purity

≥99%

Product Properties

• ALogP: 2.244
• hba_count: 2
• Rotatable Bond: 5

Names and Identifiers

• Pubchem Sid: 504754308
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754308
• Canonical Smiles: CN1C(=CN=C1COC2=CC=C(C=C2)SC)[N+](=O)[O-]
• IUPAC Name: 1-methyl-2-[(4-methylsulfanylphenoxy)methyl]-5-nitroimidazole
• InChIKey: MIWWSGDADVMLTG-UHFFFAOYSA-N
• INCHI: 1S/C12H13N3O3S/c1-14-11(13-7-12(14)15(16)17)8-18-9-3-5-10(19-2)6-4-9/h3-7H,8H2,1-2H3
• Isomeric SMILES: CN1C(=CN=C1COC2=CC=C(C=C2)SC)[N+](=O)[O-]
• Molecular Weight: 279.31
• Reaxy-Rn: 891811
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=891811&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Azoles
      • Subclass Imidazoles
        • Level5 Substituted imidazoles
          • Level6 Nitroimidazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Azoles
• Subclass: Imidazoles
• Intermediate Tree Nodes: Substituted imidazoles
• Direct Parent: Nitroimidazoles
• Alternative Parents: Thiophenol ethers 1,2,5-trisubstituted imidazoles Phenoxy compounds Phenol ethers Nitroaromatic compounds Alkyl aryl ethers Alkylarylthioethers N-substituted imidazoles Heteroaromatic compounds Organic oxoazanium compounds Sulfenyl compounds Azacyclic compounds Propargyl-type 1,3-dipolar organic compounds Organonitrogen compounds Hydrocarbon derivatives Organopnictogen compounds Organic oxides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 1,2,5-trisubstituted-imidazole - Phenoxy compound - Aryl thioether - Nitroaromatic compound - Nitroimidazole - Phenol ether - Trisubstituted imidazole - Thiophenol ether - Alkyl aryl ether - Alkylarylthioether - Monocyclic benzene moiety - N-substituted imidazole - Benzenoid - Heteroaromatic compound - C-nitro compound - Organic nitro compound - Ether - Azacycle - Organic oxoazanium - Organic 1,3-dipolar compound - Thioether - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Sulfenyl compound - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Organopnictogen compound - Organic nitrogen compound - Organic oxide - Hydrocarbon derivative - Organic oxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as nitroimidazoles. These are compounds containing an imidazole ring which bears a nitro 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)

THP-1 (11052 Activities)

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HepG2 (196354 Activities)

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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

Leishmania infantum (5912 Activities)

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Trypanosoma brucei (78846 Activities)

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Trypanosoma brucei brucei (13300 Activities)

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Leishmania donovani (89745 Activities)

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Trypanosoma cruzi (99888 Activities)

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Mus musculus (284745 Activities)

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Trypanosoma brucei gambiense (523 Activities)

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Trypanosoma brucei rhodesiense (7991 Activities)

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L6 (7924 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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Blood (6 Activities)

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Plasma (328 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 56 mg/mL (200.49 mM); Water: Insoluble; Ethanol: Insoluble
• DMSO(mg / mL) Max Solubility: 56
• DMSO(mM) Max Solubility: 200.494074684043
• Water(mg / mL) Max Solubility: ＜1
• Molecular Weight: 279.320 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 279.068 Da
• Monoisotopic Mass: 279.068 Da
• Topological Polar Surface Area: 98.200 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 305.000
• 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