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:
Assay:
99%
assay
99%
bp
325-330 °C (lit.)
mp
118-120 °C (lit.)
SMILES string
C1CCc2c(C1)[nH]c3ccccc23
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
InChI key
XKLNOVWDVMWTOB-UHFFFAOYSA-N
Application
1,2,3,4-Tetrahydrocarbazole can be used as a starting material to prepare:
- Spiro[cyclopentane-1,2′-indolin-3′-one] by photooxygenation.
- 9-Acyl-1,2,3,4-tetrahydrocarbazoles by N-acylation reactions.
- Carbazole via palladium-catalyzed asymmetric hydrogenation reaction.
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
Regulatory Information
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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)
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.
Romano Di Fabio et al.
Bioorganic & medicinal chemistry letters, 16(6), 1749-1752 (2005-12-21)
The SAR of a new series of tetrahydrocarbazole derivatives is described: the appropriate decoration of this template led to the identification of a new class of NPY-1 antagonists showing good in vitro potency and a promising in vivo pharmacokinetic profile
Global Trade Item Number
| SKU | GTIN |
|---|---|
| T12408-25G | 04061837336898 |