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4-bromo-N'-butylbenzohydrazide is a chemical compound that belongs to the class of benzohydrazides. It is characterized by the presence of a bromo substituent at the 4-position and a butyl group attached to the hydrazide moiety. 4-bromo-N'-butylbenzohydrazide exhibits potential biological activities and has been investigated for its use in various applications.

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  • 537672-41-6 Structure
  • Basic information

    1. Product Name: 4-bromo-N'-butylbenzohydrazide
    2. Synonyms: 4-bromo-N'-butylbenzohydrazide;4-Bromobenzoic acid 2-butylhydrazide
    3. CAS NO:537672-41-6
    4. Molecular Formula: C11H15BrN2O
    5. Molecular Weight: 271.1536
    6. EINECS: -0
    7. Product Categories: N/A
    8. Mol File: 537672-41-6.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: Sealed in dry,Store in freezer, under -20°C
    8. Solubility: insoluble in H2O; ≥10.65 mg/mL in DMSO; ≥20.85 mg/mL in EtOH
    9. CAS DataBase Reference: 4-bromo-N'-butylbenzohydrazide(CAS DataBase Reference)
    10. NIST Chemistry Reference: 4-bromo-N'-butylbenzohydrazide(537672-41-6)
    11. EPA Substance Registry System: 4-bromo-N'-butylbenzohydrazide(537672-41-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 537672-41-6(Hazardous Substances Data)

537672-41-6 Usage

Uses

Used in Pharmaceutical Industry:
4-bromo-N'-butylbenzohydrazide is used as a class I HDAC inhibitor for its potential anticancer properties. It selectively inhibits histone deacetylases (HDACs) 3, 2, 1, and 8 with IC50 values of 0.06, 0.1, 0.5, and 1.5 μM, respectively. This selective inhibition leads to the modulation of gene expression and the suppression of cancer cell proliferation, with a mean GI50 value of 2.94 μM when screened against the NCI-60 panel of cancer cell lines. 4-bromo-N'-butylbenzohydrazide also blocks the G1/S phase of the cell cycle, further contributing to its anticancer effects.
Used in Drug Development:
4-bromo-N'-butylbenzohydrazide is used as a lead compound in the development of novel therapeutic agents targeting various diseases, including cancer. Its unique chemical structure and biological activities make it a promising candidate for further research and optimization to improve its potency, selectivity, and pharmacokinetic properties.
Used in Chemical Research:
4-bromo-N'-butylbenzohydrazide serves as a valuable compound in the field of chemical research, particularly in the synthesis of new molecules and the study of their structure-activity relationships. Its reactivity and functional groups can be exploited to design and synthesize a wide range of derivatives with potential applications in various industries, such as pharmaceuticals, agrochemicals, and materials science.

references

[1]. wang y, stowe rl, pinello ce, et al. identification of histone deacetylase inhibitors with benzoylhydrazide scaffold that selectively inhibit class i histone deacetylases. chem biol, 2015, 22(2): 273-284.

Check Digit Verification of cas no

The CAS Registry Mumber 537672-41-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 5,3,7,6,7 and 2 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 537672-41:
(8*5)+(7*3)+(6*7)+(5*6)+(4*7)+(3*2)+(2*4)+(1*1)=176
176 % 10 = 6
So 537672-41-6 is a valid CAS Registry Number.

537672-41-6Downstream Products

537672-41-6Relevant articles and documents

HDAC INHIBITOR COMPOUNDS AND METHODS OF TREATMENT

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Page/Page column 36; 37, (2015/11/17)

The instant invention describes hydrazide-containing compounds having therapeutic activity, and methods of treating disorders such as cancer, tumors and cell proliferation related disorders, or affect cell differentiation, dedifferentiation or transdiffer

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