Cas no 3789-77-3 (3'-Chloro-4-dimethylaminoazobenzene)

3'-Chloro-4-dimethylaminoazobenzene is an azo dye derivative characterized by its distinct chromophoric structure, featuring a chloro substituent at the 3' position and a dimethylamino group at the 4 position. This compound is primarily utilized in research applications, particularly as a model substrate in studies involving azo dye degradation, metabolic pathways, and photochemical behavior. Its well-defined molecular structure and stability under controlled conditions make it suitable for mechanistic investigations in organic chemistry and environmental science. The presence of both electron-donating and electron-withdrawing groups enhances its utility in spectroscopic and reactivity studies. Proper handling and storage are recommended due to its potential sensitivity to light and heat.
3'-Chloro-4-dimethylaminoazobenzene structure
3789-77-3 structure
Product Name:3'-Chloro-4-dimethylaminoazobenzene
CAS No:3789-77-3
MF:C14H14ClN3
MW:259.734061717987
CID:312023
PubChem ID:87565333
Update Time:2025-06-14

3'-Chloro-4-dimethylaminoazobenzene Chemical and Physical Properties

Names and Identifiers

    • Benzenamine,4-[2-(3-chlorophenyl)diazenyl]-N,N-dimethyl-
    • 3'-Chloro-4-dimethylaminoazobenzene
    • 4-[(3-chlorophenyl)diazenyl]-N,N-dimethylaniline
    • 3'-Chlor-4-dimethylamino-azobenzol
    • 4-(3-CHLOROPHENYLAZO)-N,N-DIMETHYLANILINE
    • 4-Dimethylamino-3'-chlor-azobenzol
    • 4-Dimethylamino-3'-chloroazobenzene
    • 4-((3-Chlorphenyl)azo)-N,N-dimethylaniline
    • N,N-Dimethyl-p-((m-chlorophenyl)azo)aniline
    • ANILINE, N,N-DIMETHYL-p-((m-CHLOROPHENYL)AZO)-
    • Aniline, p-((m-chlorophenyl)azo)-N,N-dimethyl-
    • Benzenamine, 4-((3-chlorophenyl)azo)-N,N-dimethyl-
    • 3'-Chloro-4-[(dimethylamino)azo]benzene
    • 3'-Chloro-4-((dimethylamino)azo)benzene
    • 4-[(3-Chlorphenyl)azo]-N,N-dimethylaniline
    • N,N-Dimethyl-p-[(m-chlorophenyl)azo]aniline
    • NSC204515
    • SC
    • MFCD00059480
    • NSC-204515
    • N-(4-[(3-Chlorophenyl)diazenyl]phenyl)-N,N-dimethylamine #
    • 4-[(1E)-2-(3-Chlorophenyl)diazenyl]-N,N-dimethylbenzenamine
    • ZWJXJMMRLCEJAL-UHFFFAOYSA-N
    • Benzenamine, 4-[2-(3-chlorophenyl)diazenyl]-N,N-dimethyl-
    • WLN: GR CNUNR DN1&1
    • NSC 204515
    • SCHEMBL2682051
    • Benzenamine, 4-[(1E)-2-(3-chlorophenyl)diazenyl]-N,N-dimethyl-
    • 3'-Chloro-N,N-dimethyl-4-aminoazobenzene
    • 2242184-62-7
    • 4-[2-(3-Chlorophenyl)diazenyl]-N,N-dimethylbenzenamine
    • 4-[(3-Chlorophenyl)azo]-N,N-dimethylanilin
    • DTXSID701037483
    • CS-0451903
    • 3789-77-3
    • 3'-Chloro-4-(dimethylamino)azobenzene
    • FT-0635021
    • (E)-4-((3-chlorophenyl)diazenyl)-N,N-dimethylaniline
    • 5ZL5WA2CJX
    • BRN 0748251
    • 4-[(E)-2-(3-chlorophenyl)diazen-1-yl]-N,N-dimethylaniline
    • 3-CHLORO-4-DIMETHYLAMINOAZOBENZENE
    • D89208
    • Aniline,N-dimethyl-p-[(m-chlorophenyl)azo]-
    • DB-049211
    • 4-[(1E)-2-(3-chlorophenyl)diazen-1-yl]-N,N-dimethylaniline
    • MDL: MFCD00059480
    • Inchi: 1S/C14H14ClN3/c1-18(2)14-8-6-12(7-9-14)16-17-13-5-3-4-11(15)10-13/h3-10H,1-2H3/b17-16+
    • InChI Key: ZWJXJMMRLCEJAL-WUKNDPDISA-N
    • SMILES: ClC1=CC=CC(=C1)/N=N/C1C=CC(=CC=1)N(C)C
    • BRN: 0748251

Computed Properties

  • Exact Mass: 259.08800
  • Monoisotopic Mass: 259.087625
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 272
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 5.2
  • Topological Polar Surface Area: 28

Experimental Properties

  • Density: 1.1724 (rough estimate)
  • Melting Point: 101.0 to 105.0 deg-C
  • Boiling Point: 407.06°C (rough estimate)
  • Flash Point: 198.2 °C
  • Refractive Index: 1.6010 (estimate)
  • PSA: 27.96000
  • LogP: 4.82140

3'-Chloro-4-dimethylaminoazobenzene Security Information

  • RTECS:BX5040000

3'-Chloro-4-dimethylaminoazobenzene Customs Data

  • HS CODE:2927000090
  • Customs Data:

    China Customs Code:

    2927000090

    Overview:

    2927000090 Other diazo compounds\Azo compounds, etc(Including azoxycompounds). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2927000090 other diazo-, azo- or azoxy-compounds.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:6.5%.General tariff:30.0%

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Additional information on 3'-Chloro-4-dimethylaminoazobenzene

Recent Advances in the Study of 3'-Chloro-4-dimethylaminoazobenzene (CAS: 3789-77-3)

3'-Chloro-4-dimethylaminoazobenzene (CAS: 3789-77-3) is a synthetic azo compound that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential applications. Recent studies have explored its role as a chromogenic substrate, its interactions with biological macromolecules, and its potential as a lead compound for drug development. This research brief aims to summarize the latest findings related to this compound, highlighting its chemical characteristics, biological activities, and emerging applications.

One of the key areas of interest in recent research has been the compound's interaction with enzymes, particularly those involved in metabolic pathways. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that 3'-Chloro-4-dimethylaminoazobenzene exhibits selective inhibition against certain cytochrome P450 enzymes, suggesting its potential use in modulating drug metabolism. The study utilized advanced spectroscopic techniques and molecular docking simulations to elucidate the binding mechanisms, providing valuable insights for future drug design.

Another significant development involves the compound's application in cancer research. A team at the National Cancer Institute recently reported that derivatives of 3'-Chloro-4-dimethylaminoazobenzene show promising anti-proliferative effects against several cancer cell lines, including hepatocellular carcinoma and breast cancer. The researchers identified specific structural modifications that enhance the compound's bioavailability and target specificity, opening new avenues for anticancer drug development.

From a chemical synthesis perspective, recent advancements have focused on developing more efficient and environmentally friendly methods for producing 3'-Chloro-4-dimethylaminoazobenzene. A 2024 paper in Green Chemistry described a novel catalytic system that reduces the need for hazardous solvents while maintaining high yield and purity. This innovation addresses important sustainability concerns in pharmaceutical manufacturing.

In the field of analytical chemistry, researchers have developed new detection methods utilizing 3'-Chloro-4-dimethylaminoazobenzene as a molecular probe. Its distinct chromogenic properties make it particularly useful for colorimetric assays, with recent applications ranging from environmental monitoring to clinical diagnostics. A study published in Analytical Chemistry demonstrated its effectiveness in detecting heavy metal ions at trace levels.

Looking forward, the diverse applications of 3'-Chloro-4-dimethylaminoazobenzene continue to expand. Current research initiatives are exploring its potential in photodynamic therapy, biosensor development, and as a scaffold for novel antimicrobial agents. The compound's versatility and the growing understanding of its molecular interactions position it as a valuable tool in both basic research and applied pharmaceutical sciences.

In conclusion, recent studies on 3'-Chloro-4-dimethylaminoazobenzene (CAS: 3789-77-3) have significantly advanced our understanding of its chemical and biological properties. The compound's multifaceted applications across drug discovery, cancer research, analytical chemistry, and green synthesis highlight its importance in contemporary chemical biology and pharmaceutical research. Future investigations will likely focus on optimizing its pharmacological profile and expanding its utility in emerging therapeutic areas.

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