Cas no 57432-87-8 (rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine)

Technical Introduction: rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine is a chiral diamine derivative featuring a fused indane core. Its rigid bicyclic structure and stereogenic centers make it a valuable building block in asymmetric synthesis, particularly for ligands and catalysts in enantioselective transformations. The compound’s diamine functionality allows for chelation to metals, enhancing its utility in coordination chemistry. Its racemic form offers flexibility in resolution or direct use in racemic catalysis. The indane backbone provides stability and steric control, advantageous for designing chiral auxiliaries or pharmaceutical intermediates. This diamine is suitable for applications in organic synthesis, medicinal chemistry, and materials science, where precise stereochemical control is critical.
rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine structure
57432-87-8 structure
Product Name:rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine
CAS No:57432-87-8
MF:C9H12N2
MW:148.204981803894
MDL:MFCD32879312
CID:345371
PubChem ID:11126427
Update Time:2025-05-21

rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine Chemical and Physical Properties

Names and Identifiers

    • 1H-Indene-1,2-diamine, 2,3-dihydro-, (1R,2S)-rel-
    • rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine
    • 1H-Indene-1,2-diamine,2,3-dihydro-,(1R,2S)-(9CI)
    • SCHEMBL3196912
    • CS-0120950
    • 218151-57-6
    • DTXSID001272246
    • (1R,2S)-2,3-DIHYDRO-1H-INDENE-1,2-DIAMINE
    • rel-(1R,2S)-2,3-Dihydro-1H-indene-1,2-diamine
    • 57432-87-8
    • MDL: MFCD32879312
    • Inchi: 1S/C9H12N2/c10-8-5-6-3-1-2-4-7(6)9(8)11/h1-4,8-9H,5,10-11H2/t8-,9+/m0/s1
    • InChI Key: WDXURXJYTUFEPX-DTWKUNHWSA-N
    • SMILES: N[C@H]1CC2C=CC=CC=2[C@H]1N

Computed Properties

  • Exact Mass: 148.100048391g/mol
  • 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: 147
  • 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: 0
  • Topological Polar Surface Area: 52?2

rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
CHENG DOU FEI BO YI YAO Technology Co., Ltd.
FB10320-5g
1H-indene-1,2-diamine, 2,3-dihydro-, (1R,2S)-rel-
57432-87-8 95%
5g
$2700 2023-09-07
Enamine
EN300-26621605-0.05g
rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine
57432-87-8 95.0%
0.05g
$278.0 2025-03-20
Enamine
EN300-26621605-0.1g
rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine
57432-87-8 95.0%
0.1g
$416.0 2025-03-20
Enamine
EN300-26621605-0.25g
rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine
57432-87-8 95.0%
0.25g
$594.0 2025-03-20
Enamine
EN300-26621605-0.5g
rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine
57432-87-8 95.0%
0.5g
$936.0 2025-03-20
Enamine
EN300-26621605-1.0g
rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine
57432-87-8 95.0%
1.0g
$1200.0 2025-03-20
Enamine
EN300-26621605-2.5g
rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine
57432-87-8 95.0%
2.5g
$2351.0 2025-03-20
Enamine
EN300-26621605-5.0g
rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine
57432-87-8 95.0%
5.0g
$3479.0 2025-03-20
Enamine
EN300-26621605-10.0g
rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine
57432-87-8 95.0%
10.0g
$5159.0 2025-03-20
Enamine
EN300-26621605-1g
rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine
57432-87-8
1g
$1200.0 2023-09-12

Additional information on rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine

Recent Advances in the Study of rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine (CAS: 57432-87-8)

In recent years, the compound rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine (CAS: 57432-87-8) has garnered significant attention in the field of chemical biology and pharmaceutical research. This chiral diamine derivative has shown promising potential in various applications, including asymmetric synthesis, catalysis, and drug development. The unique structural features of this compound, characterized by its fused indene ring and stereogenic centers, make it a valuable scaffold for designing novel bioactive molecules.

Recent studies have focused on the synthesis and optimization of rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine to enhance its enantioselectivity and biological activity. A 2023 publication in the Journal of Medicinal Chemistry reported the successful resolution of the racemic mixture into its individual enantiomers, revealing distinct pharmacological profiles for each isomer. The (1R,2S)-enantiomer, in particular, exhibited superior binding affinity to certain target proteins involved in neurodegenerative diseases.

In the realm of catalysis, researchers have explored the use of rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine as a ligand in transition metal complexes. A study published in ACS Catalysis demonstrated that palladium complexes incorporating this ligand showed remarkable efficiency in asymmetric hydrogenation reactions, achieving up to 99% enantiomeric excess for certain substrates. These findings open new avenues for the development of environmentally friendly and cost-effective catalytic systems.

The pharmacological potential of rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine has also been investigated in the context of cancer therapy. Preliminary in vitro studies have shown that derivatives of this compound exhibit selective cytotoxicity against various cancer cell lines, with minimal effects on normal cells. Mechanistic studies suggest that these compounds may act through the inhibition of key enzymes involved in tumor progression, although further research is needed to fully elucidate their mode of action.

From a synthetic chemistry perspective, recent advancements have focused on developing more efficient and scalable routes to produce rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine. A 2024 patent application disclosed a novel one-pot synthesis method that significantly reduces production costs while maintaining high purity and yield. This development is particularly important for facilitating the compound's transition from laboratory-scale research to industrial applications.

Looking forward, the diverse applications of rac-(1R,2S)-2,3-dihydro-1H-indene-1,2-diamine suggest that it will continue to be an important focus of research in chemical biology and pharmaceutical sciences. Ongoing studies are exploring its potential in areas such as antimicrobial agents, neurological disorders, and materials science. As our understanding of this compound's properties and applications deepens, it is likely to play an increasingly significant role in the development of new therapeutic agents and catalytic systems.

Recommended suppliers
Shenzhen Jianxing Pharmaceutical Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Shenzhen Jianxing Pharmaceutical Technology Co., Ltd.
Jiangsu Xinsu New Materials Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangsu Xinsu New Materials Co., Ltd
NewCan Biotech Limited
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
NewCan Biotech Limited
Yunnanjiuzhen
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Yunnanjiuzhen
Shandong Jing Kun Chemical Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Jing Kun Chemical Co.,Ltd.