Cas no 6516-89-8 (2,3,4,5-tetrahydro-1H-1,5-benzodiazepine)

2,3,4,5-Tetrahydro-1H-1,5-benzodiazepine is a heterocyclic compound featuring a seven-membered diazepine ring fused to a benzene moiety. This scaffold is of significant interest in medicinal chemistry due to its structural similarity to bioactive benzodiazepines, which exhibit anxiolytic, sedative, and muscle-relaxant properties. The tetrahydro modification enhances stability and reduces potential metabolic liabilities compared to unsaturated analogs. Its versatility allows for further functionalization, making it a valuable intermediate in the synthesis of pharmacologically active compounds. Researchers leverage its rigid yet modifiable framework to explore novel therapeutic agents targeting central nervous system disorders. The compound’s synthetic accessibility and well-characterized reactivity further contribute to its utility in drug discovery and development.
2,3,4,5-tetrahydro-1H-1,5-benzodiazepine structure
6516-89-8 structure
Product Name:2,3,4,5-tetrahydro-1H-1,5-benzodiazepine
CAS No:6516-89-8
MF:C9H12N2
MW:148.204981803894
MDL:MFCD06245443
CID:820175
PubChem ID:577192
Update Time:2025-05-25

2,3,4,5-tetrahydro-1H-1,5-benzodiazepine Chemical and Physical Properties

Names and Identifiers

    • 2,3,4,5-Tetrahydro-1H-benzo[b][1,4]diazepine
    • 2,3,4,5-Tetrahydro-1H-1,5-benzodiazepine
    • 1,2,3,4-Tetrahydro-1,5-benzodiazepine
    • 2,3,3',4,4',5,5',6-OCTACB UNLABELED
    • 2,3,4,5-tetrahydro-1,5-benzodiazepine
    • N,N'-trimethylene-o-phenylenediamine
    • Tetrahydrobenzdiazepine
    • Tetrahydrobenzodiazepine
    • DTXSID40341944
    • EN300-80997
    • SY185427
    • 1H-1,5-Benzodiazepine, 2,3,4,5-tetrahydro-
    • 103501-55-9
    • CS-0126745
    • MFCD06245443
    • tetrahydro-1H-1,5-benzodiazepine
    • J-506854
    • AKOS005254665
    • DB-005819
    • 6516-89-8
    • F30051
    • DB-180843
    • SCHEMBL293197
    • InChI=1/C9H12N2/c1-2-5-9-8(4-1)10-6-3-7-11-9/h1-2,4-5,10-11H,3,6-7H
    • tetrahydro-1,5-benzodiazepine
    • 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine
    • MDL: MFCD06245443
    • Inchi: 1S/C9H12N2/c1-2-5-9-8(4-1)10-6-3-7-11-9/h1-2,4-5,10-11H,3,6-7H2
    • InChI Key: WFDUOXJKEHADRT-UHFFFAOYSA-N
    • SMILES: N1C2C=CC=CC=2NCCC1

Computed Properties

  • Exact Mass: 148.10000
  • Monoisotopic Mass: 148.100048391g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 111
  • 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
  • XLogP3: 2
  • Topological Polar Surface Area: 24.1?2

Experimental Properties

  • PSA: 24.06000
  • LogP: 2.19010

2,3,4,5-tetrahydro-1H-1,5-benzodiazepine Security Information

  • Hazardous Material Identification: Xi

2,3,4,5-tetrahydro-1H-1,5-benzodiazepine Pricemore >>

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2,3,4,5-tetrahydro-1H-1,5-benzodiazepine Suppliers

Amadis Chemical Company Limited
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(CAS:6516-89-8)2,3,4,5-tetrahydro-1H-1,5-benzodiazepine
Order Number:A15733
Stock Status:in Stock
Quantity:5g/1g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:00
Price ($):733.0/284.0

Additional information on 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

2,3,4,5-Tetrahydro-1H-1,5-Benzodiazepine: A Comprehensive Overview

The compound with CAS No. 6516-89-8, commonly referred to as 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, is a fascinating molecule that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound belongs to the broader class of benzodiazepines, which are well-known for their structural diversity and biological activity. The benzodiazepine framework is characterized by a benzene ring fused to a diazepine ring system, creating a unique structure that often exhibits potent pharmacological effects.

2,3,4,5-Tetrahydro-1H-1,5-benzodiazepine is a partially hydrogenated derivative of the benzodiazepine system. The tetrahydro prefix indicates that four of the double bonds in the parent structure have been saturated through hydrogenation. This modification can significantly alter the physical and chemical properties of the molecule compared to its fully unsaturated counterpart. The hydrogenation process often leads to increased stability and potentially improved bioavailability when used in pharmaceutical applications.

Recent studies have focused on the synthesis and characterization of benzodiazepine derivatives, including 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, to explore their potential as therapeutic agents. One area of interest is their role in modulating neurotransmitter systems within the central nervous system (CNS). For instance, research has shown that certain benzodiazepines can interact with GABA receptors, influencing neuronal activity and potentially offering therapeutic benefits for conditions such as anxiety disorders and epilepsy.

The synthesis of 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine typically involves multi-step organic reactions. One common approach is the cyclization of appropriately substituted precursors under specific reaction conditions. For example, the use of nucleophilic aromatic substitution or Heck-type coupling reactions has been reported in the literature as effective methods for constructing the benzodiazepine core structure. The hydrogenation step is often carried out using catalytic hydrogenation with palladium or platinum catalysts to achieve the desired saturation pattern.

In terms of physical properties, 2,3,4,5-tetrahydro-1H-1,benzodiazepine exhibits a melting point range that is consistent with other partially saturated benzodiazepines. Its solubility in various solvents is also an important consideration for its potential use in drug delivery systems. Recent advancements in computational chemistry have allowed researchers to predict and optimize these properties using molecular modeling techniques before experimental validation.

The biological evaluation of 2,bz,tetrahydro,bz,benzodiazepine has revealed promising results in preclinical studies. For instance, studies conducted on animal models have demonstrated its ability to modulate neurochemical pathways associated with stress response and cognitive function. These findings suggest that it may have applications in treating conditions such as depression and neurodegenerative diseases.

Moreover,benzodiazepines derivatives like 2,bz,tetrahydro,bz,benzodiazepine are being explored for their potential as neuroprotective agents. Emerging research indicates that they may play a role in reducing oxidative stress and inflammation within neuronal cells. This property could be particularly valuable in developing treatments for stroke and traumatic brain injury.

In conclusion,2,bz,tetrahydro,bz,benzodiazepine, with CAS No., represents an intriguing compound at the intersection of organic chemistry and pharmacology. Its unique structure and versatile properties make it a valuable subject for further research into its therapeutic potential.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:6516-89-8)2,3,4,5-tetrahydro-1H-1,5-benzodiazepine
A15733
Purity:99%/99%
Quantity:5g/1g
Price ($):733.0/284.0
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