Cas no 1149340-39-5 ((R,R)-6-Benzyl-octahydro-pyrrolo3,4-bpyridine Dihydrochloride)

(R,R)-6-Benzyl-octahydro-pyrrolo[3,4-b]pyridine dihydrochloride is a chiral bicyclic amine derivative with a rigid pyrrolopyridine scaffold. Its stereochemically defined (R,R) configuration ensures high enantiomeric purity, making it valuable for asymmetric synthesis and pharmaceutical applications. The benzyl substituent enhances lipophilicity, while the dihydrochloride salt improves solubility and stability for handling. This compound serves as a versatile intermediate in medicinal chemistry, particularly for developing bioactive molecules targeting central nervous system (CNS) disorders. Its constrained ring system contributes to conformational rigidity, aiding in structure-activity relationship studies. The dihydrochloride form facilitates precise stoichiometry in reactions, ensuring reproducibility in research and process chemistry.
(R,R)-6-Benzyl-octahydro-pyrrolo3,4-bpyridine Dihydrochloride structure
1149340-39-5 structure
Product Name:(R,R)-6-Benzyl-octahydro-pyrrolo3,4-bpyridine Dihydrochloride
CAS No:1149340-39-5
MF:C14H22Cl2N2
MW:289.243881702423
MDL:MFCD08061143
CID:2190958
PubChem ID:44891225
Update Time:2025-05-30

(R,R)-6-Benzyl-octahydro-pyrrolo3,4-bpyridine Dihydrochloride Chemical and Physical Properties

Names and Identifiers

    • (R,r)-6-benzyl-octahydro-pyrrolo[3,4-b]pyridine dihydrochloride
    • (4aR,7aR)-6-benzyl-1,2,3,4,4a,5,7,7a-octahydropyrrolo[3,4-b]pyridine,dihydrochloride
    • (R,R)-6-Benzyl-octahydro-pyrrolo[3,4-b]pyridine 2HCl
    • (4ar,7ar)-6-benzyloctahydro-1H-pyrrolo[3,4-b]pyridine dihydrochloride
    • MFCD08061143
    • DTXSID90661548
    • AKOS026670702
    • (R,R)-6-Benzyloctahydropyrrolo[3,4-b]pyridine dihydrochloride
    • (4AR,7AR)-6-BENZYL-OCTAHYDROPYRROLO[3,4-B]PYRIDINE DIHYDROCHLORIDE
    • 1H-Pyrrolo[3,4-b]pyridine, octahydro-6-(phenylmethyl)-, hydrochloride (1:2), (4aR,7aR)-
    • DB-300058
    • 6-Benzyloctahydro-1H-pyrrolo[3,4-b]pyridine dihydrochloride, (4aR,7aR)-
    • (4aR,7aR)-6-benzyl-octahydro-1H-pyrrolo[3,4-b]pyridine dihydrochloride
    • 1149340-39-5
    • (4aR,7aR)-6-benzyl-1,2,3,4,4a,5,7,7a-octahydropyrrolo[3,4-b]pyridine;dihydrochloride
    • (4aR,7aR)-6-benzyloctahydro-1H-pyrrolo[3,4-b]pyridinedihydrochloride
    • AS-35364
    • CS-0171337
    • SCHEMBL2542931
    • (r,r)-6-benzyl-octahydropyrrolo[3,4-b]pyridine dihydrochloride
    • B7R9M7NK4M
    • (4aR,7aR)-6-Benzyloctahydro-1H-pyrrolo[3,4-b]pyridine--hydrogen chloride (1/2)
    • (R,R)-6-Benzyl-octahydro-pyrrolo3,4-bpyridine Dihydrochloride
    • MDL: MFCD08061143
    • Inchi: 1S/C14H20N2.2ClH/c1-2-5-12(6-3-1)9-16-10-13-7-4-8-15-14(13)11-16;;/h1-3,5-6,13-15H,4,7-11H2;2*1H/t13-,14+;;/m1../s1
    • InChI Key: GZEITIKFRLCEDL-BQFBZIMZSA-N
    • SMILES: Cl.Cl.N1(CC2C=CC=CC=2)C[C@H]2[C@H](CCCN2)C1

Computed Properties

  • Exact Mass: 288.1160041Da
  • Monoisotopic Mass: 288.1160041Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 223
  • Covalently-Bonded Unit Count: 3
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 15.3?2

Experimental Properties

  • Color/Form: White to Yellow Solid
  • Flash Point: 33.4±10.6 °C

(R,R)-6-Benzyl-octahydro-pyrrolo3,4-bpyridine Dihydrochloride Security Information

(R,R)-6-Benzyl-octahydro-pyrrolo3,4-bpyridine Dihydrochloride Pricemore >>

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Additional information on (R,R)-6-Benzyl-octahydro-pyrrolo3,4-bpyridine Dihydrochloride

(R,R)-6-Benzyl-octahydro-pyrrolo[3,4-bpyridine Dihydrochloride]: A Comprehensive Overview in Modern Chemical Biology and Medicinal Chemistry

(R,R)-6-Benzyl-octahydro-pyrrolo[3,4-bpyridine Dihydrochloride, with the CAS number 1149340-39-5, represents a significant compound in the realm of chemical biology and medicinal chemistry. This compound has garnered considerable attention due to its unique structural features and its potential applications in the development of novel therapeutic agents. The detailed exploration of its chemical properties, biological activities, and emerging research applications provides a comprehensive understanding of its relevance in contemporary scientific endeavors.

The molecular structure of (R,R)-6-Benzyl-octahydro-pyrrolo[3,4-bpyridine Dihydrochloride> encompasses a benzylic group and an octahydro-pyrrolo[bpyridine] core, which contributes to its distinct pharmacological profile. The presence of chiral centers at the (R,R) configuration enhances its specificity and interaction with biological targets. This stereochemistry is crucial for modulating the compound's efficacy and minimizing off-target effects, making it a promising candidate for further investigation.

In recent years, there has been a surge in research focusing on the development of small molecules that can modulate neurological and cardiovascular functions. The< strong> (R,R)-6-Benzyl-octahydro-pyrrolo[3,4-bpyridine Dihydrochloride > structure exhibits potential neuroprotective properties by interacting with specific neurotransmitter receptors. Studies have indicated that this compound may exhibit antioxidant and anti-inflammatory effects, which are critical in the management of neurodegenerative diseases such as Alzheimer's and Parkinson's. The dihydrochloride salt form enhances solubility and bioavailability, facilitating its application in preclinical and clinical studies.

Beyond its neurological applications, (R,R)-6-Benzyl-octahydro-pyrrolo[3,4-bpyridine Dihydrochloride > has shown promise in cardiovascular research. Its ability to interact with ATP-sensitive potassium channels suggests potential benefits in managing conditions such as hypertension and arrhythmias. Preliminary in vitro studies have demonstrated that this compound can modulate ion channel activity, leading to improved cardiac function. These findings underscore the compound's versatility and its potential as a multifunctional therapeutic agent.

The synthesis of (R,R)-6-Benzyl-octahydro-pyrrolo[3,4-bpyridine Dihydrochloride > involves intricate organic transformations that highlight the expertise required in medicinal chemistry. The synthesis pathway typically includes steps such as cyclization, alkylation, and chiral resolution to achieve the desired stereochemical configuration. Advanced techniques like asymmetric hydrogenation have been employed to ensure high enantioselectivity, which is crucial for pharmaceutical applications. These synthetic methodologies not only showcase the compound's complexity but also reflect the advancements in synthetic organic chemistry.

Emerging research also explores the role of (R,R)-6-Benzyl-octahydro-pyrrolo[3,4-bpyridine Dihydrochloride > in drug discovery beyond traditional therapeutic areas. Its unique scaffold has inspired the development of novel analogs with enhanced pharmacological properties. Computational modeling and high-throughput screening have been instrumental in identifying derivatives with improved binding affinity and selectivity. These approaches align with the broader trend toward rational drug design, where computational tools complement traditional experimental methods.

The pharmacokinetic profile of (R,R)-6-Benzyl-octahydro-pyrrolo[3,4-bpyridine Dihydrochloride > is another critical aspect that has been extensively studied. Its dihydrochloride salt form improves water solubility, which is essential for oral administration and intravenous delivery. Metabolic stability studies have revealed that the compound undergoes minimal degradation under physiological conditions, ensuring prolonged bioavailability. These characteristics make it an attractive candidate for further clinical development.

In conclusion, (R,R)-6-Benzyl-octahydro-pyrrolo[3,4-bpyridine Dihydrochloride > represents a compelling compound with significant potential in chemical biology and medicinal chemistry. Its unique structural features, coupled with promising biological activities, make it a valuable asset in the quest for novel therapeutic agents. Ongoing research continues to uncover new applications and derivatives of this compound, reinforcing its importance in modern drug discovery efforts.

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