T12408
1,2,3,4-四氢咔唑
99%
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关于此项目
经验公式（希尔记法）:
C12H13N
化学文摘社编号:
分子量:
171.24
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
213-385-7
MDL number:
Assay:
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.)
Application
1,2,3,4-四氢咔唑可作为起始材料：
- 通过光氧化反应制备螺[环戊烷-1,2′-吲哚啉-3′-酮]。
- 通过N-酰基化反应制备9-酰基-1,2,3,4-四氢咔唑。
- 通过钯催化的不对称加氢反应制备咔唑。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
此项目有
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)
Uma Siripurapu et al.
Bioorganic & medicinal chemistry letters, 16(14), 3793-3796 (2006-05-20)
Comparison of several amine-substituted and methoxy-substituted analogs of N1-(4-aminobenzene)sulfonylindole suggests that these substituents might contribute to the 5-HT6 serotonin receptor affinity of these agents via their electronic effect on the indolic nucleus. Their 1,2,3,4-tetrahydrocarbazole counterparts behave differently.
P Crawford et al.
The Journal of chemical physics, 128(10), 105104-105104 (2008-03-19)
The carbazole moiety is a component of many important pharmaceuticals including anticancer and anti-HIV agents and is commonly utilized in the production of modern polymeric materials with novel photophysical and electronic properties. Simple carbazoles are generally produced via the aromatization
Jean Chang-Fong et al.
Bioorganic & medicinal chemistry letters, 14(8), 1961-1964 (2004-03-31)
An investigation of the structure-affinity relationships for the binding of 4-(N,N-dimethylaminomethyl)-N(9)-arylsulfonyl-9H-1,2,3,4-tetrahydrocarbazoles (conformationally-constrained analogues of the benzenesulfonyltryptamine 5-HT(6) antagonist MS-245) at human 5-HT(6) receptors revealed that various arylsulfonyl substituents are tolerated and that the 4-(N,N-dimethylaminomethyl) group is not required for binding.
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