T12408
1,2,3,4-Tetrahydrocarbazole
99%
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About This Item
Empirical Formula (Hill Notation):
C12H13N
CAS Number:
Molecular Weight:
171.24
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
213-385-7
MDL number:
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Product Name
1,2,3,4-Tetrahydrocarbazole, 99%
InChI key
XKLNOVWDVMWTOB-UHFFFAOYSA-N
InChI
1S/C12H13N/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1,3,5,7,13H,2,4,6,8H2
SMILES string
C1CCc2c(C1)[nH]c3ccccc23
assay
99%
bp
325-330 °C (lit.)
mp
118-120 °C (lit.)
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Xu-Fan Wang et al.
Organic letters, 12(5), 1140-1143 (2010-02-12)
A hydrogen bonding-mediated double Michael addition-aromatization cascade of 2-propenylindoles and nitroolefins has been disclosed. The methodology allows an efficient synthesis of diverse and structurally complex tetrahydrocarbazoles in good to excellent enantioselectivities and diastereoselectivities.
Synthesis of novel 1-substituted and 1, 9-disubstituted-1, 2, 3, 4-tetrahydro-9H-carbazole derivatives as potential anticancer agents
Shmeiss NAMM, et al.
Molecules (Basel), 5(10), 1101-1112 (2000)
Chao Zheng et al.
Accounts of chemical research, 53(4), 974-987 (2020-04-11)
ConspectusThe Pictet-Spengler reaction is a fundamental named reaction in organic chemistry, and it is the most straightforward method for the synthesis of tetrahydro-β-carbolines, a core structure embedded in numerous alkaloids. Spiroindolenines are often proposed as possible intermediates in Pictet-Spengler reactions.
J Cao et al.
Chemosphere, 40(12), 1411-1416 (2000-05-02)
The solubilization of four pairs of substituted indole compounds (SICs) by beta-cyclodextrin (beta-CD) in water was investigated. The results show that 1,2,3,4-tetrahydrocarbazole and N-methyl-1,2,3,4-tetrahydrocarbazole form 1:1 inclusion complexes with beta-CD, while the other six SICs form 1:2 inclusion complexes, respectively.
Subhasish Neogi et al.
Journal of combinatorial chemistry, 12(5), 617-629 (2010-07-01)
The one-pot synthesis of a new substituted 1,2,3,4-tetrahydrocarbazoles has been described via Petasis reactions. These tetrahydrocarbazoles exhibits various medicinal importance and might be suitable for elaboration into larger peptides at carboxy termini. The scope and limitations of this method have
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