Cas no 24150-24-1 (Terameprocol)

Terameprocol is a synthetic tetra-methylated derivative of nordihydroguaiaretic acid (NDGA), exhibiting potent inhibitory effects on transcription factors such as Sp1 and HIF-1α. Its mechanism of action involves disrupting cell proliferation and angiogenesis, making it a candidate for anticancer applications. Terameprocol has demonstrated activity in preclinical studies against various malignancies, including glioblastoma and hematologic cancers, by selectively targeting tumor cell survival pathways. Additionally, its ability to modulate inflammatory responses suggests potential therapeutic utility in non-oncological conditions. The compound's stability and selectivity contribute to its investigational appeal, though further clinical validation is required to fully elucidate its efficacy and safety profile.
Terameprocol structure
Terameprocol structure
Product Name:Terameprocol
CAS No:24150-24-1
MF:C22H30O4
MW:358.471207141876
CID:834200
PubChem ID:329826768
Update Time:2025-06-14

Terameprocol Chemical and Physical Properties

Names and Identifiers

    • Benzene, 4-[(2R,3S)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,2-dimethoxy-, rel-
    • EM-1421
    • meso-tetra-O-methyl nordihydroguaiaretic acid
    • tetramethyl Nordihydroguaiaretic Acid
    • 2,3-Dimethyl-1,4-bis-(3,4-dimethoxyphenyl)butane
    • M4N
    • TMNDGA
    • Tetra-O-methyl nordihydroguaiaretic acid
    • rel-4-[(2R,3S)-4-(3,4-Dimethoxyphenyl)-2,3-dimethylbutyl]-1,2-dimethoxybenzene
    • tetra-O-methyl-NDGA
    • tetramethyl NDGA
    • Terameprocol
    • tetramethyl-nordihydroguaiaretic acid
    • DB12226
    • UNII-53YET703F2
    • CS-0002608
    • EM 1421
    • Q27261142
    • 1,1'-((2R*,3S*)-2,3-DIMETHYLBUTANE-1,4-DIYL)BIS(3,4-DIMETHOXYBENZENE)
    • 24150-24-1
    • rel-4,4'-((2R,3S)-2,3-Dimethylbutane-1,4-diyl)bis(1,2-dimethoxybenzene)
    • Terameprocol [USAN:INN]
    • MS-25644
    • SMR004701682
    • J-015367
    • meso-Tetra-O-methylnordihydroguaiaretic acid
    • meso-Tetramethoxy-4,4'-(2,3-dimethyltetramethylene)dipyrocatechol
    • CHEBI:177824
    • CHEMBL90983
    • Benzene,4-[(2R,3S)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,2-dimethoxy-,rel-
    • ORQFDHFZSMXRLM-IYBDPMFKSA-N
    • meso-1,4-Bis-(3,4-dimethoxyphenyl)-2,3-dimethylbutane
    • MLS006010717
    • 4-[(2r,3s)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,2-dimethoxybenzene
    • 4-[(2S, 3R)-4-(3, 4-dimethoxyphenyl)-2, 3-dimethylbutyl]-1, 2-dimethoxybenzene
    • NCGC00346832-01
    • 53YET703F2
    • EM1421
    • Tetramethoxy-4,4'-(2,3-dimethyltetramethylene)dipyrocatechol
    • Terameprocol, >=98% (HPLC)
    • Tetramethylnordihydroguaiaretic acid
    • 4-[(2S,3R)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,2-dimethoxybenzene
    • NS00071549
    • Terameprocol (INN/USAN)
    • SCHEMBL194588
    • 4-[(2S,3R)-4-(3,4-dimethoxyphenyl)-2,3-dimethyl-butyl]-1,2-dimethoxy-benzene
    • BENZENE, 4-((2R,3S)-4-(3,4-DIMETHOXYPHENYL)-2,3-DIMETHYLBUTYL)-1,2-DIMETHOXY-, REL-
    • (2R,3S)-2,3-dimethyl-1,4-bis(3,4-bimethoxylphenyl)-butane
    • Butane, 1,4-bis(3,4-dimethoxyphenyl)-2,3-dimethyl-, meso-
    • TERAMEPROCOL [WHO-DD]
    • 1,4-BIS(3,4-DIMETHOXYPHENYL)-2,3-DIMETHYL-, MESO-
    • TERAMEPROCOL [USAN]
    • D09014
    • HY-10447
    • TERAMEPROCOL [INN]
    • BRD-K76788410-001-01-6
    • MDL: MFCD11113155
    • Inchi: 1S/C22H30O4/c1-15(11-17-7-9-19(23-3)21(13-17)25-5)16(2)12-18-8-10-20(24-4)22(14-18)26-6/h7-10,13-16H,11-12H2,1-6H3/t15-,16+
    • InChI Key: ORQFDHFZSMXRLM-IYBDPMFKSA-N
    • SMILES: O(C)C1=C(C=CC(=C1)C[C@H](C)[C@H](C)CC1C=CC(=C(C=1)OC)OC)OC

Computed Properties

  • Exact Mass: 358.21440943g/mol
  • Monoisotopic Mass: 358.21440943g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 26
  • Rotatable Bond Count: 9
  • Complexity: 352
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 5.6
  • Topological Polar Surface Area: 36.9?2

Experimental Properties

  • Density: 1.0±0.1 g/cm3
  • Boiling Point: 458.5±40.0 °C at 760 mmHg
  • Flash Point: 108.8±34.2 °C
  • Solubility: DMSO: ≥10mg/mL
  • Vapor Pressure: 0.0±1.1 mmHg at 25°C

Terameprocol Security Information

  • Symbol: GHS09
  • Signal Word:Warning
  • Hazard Statement: H410
  • Warning Statement: P273-P501
  • Hazardous Material transportation number:UN 3077 9 / PGIII
  • WGK Germany:3
  • Hazard Category Code: 50/53
  • Safety Instruction: 60-61
  • Hazardous Material Identification: N
  • Storage Condition:?20°C

Terameprocol Pricemore >>

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Additional information on Terameprocol

Comprehensive Overview of Terameprocol (CAS No. 24150-24-1): Mechanism, Applications, and Research Insights

Terameprocol, a synthetic compound with the CAS number 24150-24-1, has garnered significant attention in biomedical research due to its unique mechanism of action and potential therapeutic applications. This small-molecule inhibitor targets transcription factors, particularly Sp1 (specificity protein 1), which plays a pivotal role in cell proliferation and survival pathways. Researchers are increasingly exploring its efficacy in oncology, virology, and inflammatory diseases, aligning with current trends in precision medicine and targeted therapy.

The compound's chemical structure features a tetra-O-methyl nordihydroguaiaretic acid (M4N) backbone, contributing to its stability and bioavailability. Unlike conventional chemotherapeutic agents, Terameprocol selectively disrupts cancer cell metabolism by inhibiting key regulatory proteins, making it a candidate for combination therapy with checkpoint inhibitors or radiation. Recent studies highlight its activity against HPV-associated cancers and glioblastoma multiforme, addressing high-search-volume topics like "novel GBM treatments" and "HPV cancer breakthroughs."

From a pharmacological perspective, Terameprocol exhibits a favorable pharmacokinetic profile, including oral bioavailability and blood-brain barrier penetration—a critical factor for neuro-oncology applications. Its ability to modulate NF-κB and Wnt/β-catenin signaling pathways has sparked interest in inflammatory conditions such as rheumatoid arthritis, tapping into the growing demand for immune-modulating drugs. ClinicalTrials.gov lists ongoing phase II studies evaluating its safety and efficacy, reflecting its transition from bench to bedside.

In drug development circles, CAS 24150-24-1 is frequently discussed alongside transcription factor inhibitors and epigenetic modulators. Analytical methods for its quantification—such as HPLC-MS/MS—are well-documented, supporting quality control in manufacturing. Formulation challenges, including solubility enhancement via lipid-based delivery systems, remain active research areas, coinciding with industry searches for "improved drug delivery technologies."

Beyond oncology, Terameprocol shows promise in antiviral research, particularly against DNA viruses like herpes simplex and cytomegalovirus. This aligns with post-pandemic interest in "broad-spectrum antivirals." Its dual antioxidant and anti-angiogenic properties further expand potential applications to age-related macular degeneration (AMD) and diabetic retinopathy—conditions with rising global prevalence.

Regulatory status varies by region, with orphan drug designations for specific indications accelerating development. Patent landscapes reveal strategic protections for crystal polymorphs and combination formulations, reflecting commercial interest. As synthetic biology advances, Terameprocol derivatives engineered for improved target selectivity may emerge, addressing the pharmaceutical industry's focus on next-generation therapeutics.

For researchers investigating Sp1-dependent pathologies or clinicians tracking experimental cancer therapies, Terameprocol represents a compelling case study in translational medicine. Its multifaceted activity underscores the importance of polypharmacology in modern drug discovery—a concept gaining traction in response to complex diseases. With over 200 peer-reviewed publications referencing CAS 24150-24-1, the compound continues to generate robust academic and industrial engagement worldwide.

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