Home >Pharmaceutical > 1,2,3,9-Tetrahydro-4(H)-carbazol-4-one
- Chemical Name: 1,2,3,9-Tetrahydro-4(H)-carbazol-4-one
- CAS No.: 15128-52-6
Factory Sells Best Quality 1,2,3,9-Tetrahydro-4(H)-carbazol-4-one 15128-52-6 with GMP standards
- Molecular Formula: C12H11NO
- Molecular Weight: 185.225
- Appearance/Colour: white crystal powder
- Vapor Pressure: 3.59E-06mmHg at 25°C
- Melting Point: 224-226 ºC
- Refractive Index: 1.689
- Boiling Point: 386.3 ºC at 760 mmHg
- PKA: 15.84±0.20(Predicted)
- Flash Point: 194.5 ºC
- PSA： 32.86000
- Density: 1.275 g/cm3
- LogP: 2.68690
1,2,3,9-Tetrahydro-4(H)-carbazol-4-one(Cas 15128-52-6) Usage
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Synthesis Reference(s) |
Chemical and Pharmaceutical Bulletin, 17, p. 1290, 1969Chemistry Letters, 11, p. 2031, 1982The Journal of Organic Chemistry, 38, p. 2729, 1973 DOI: 10.1021/jo00955a039 |
InChI:InChI=1/C12H11NO/c14-11-7-3-6-10-12(11)8-4-1-2-5-9(8)13-10/h1-2,4-5,13H,3,6-7H2
15128-52-6 Relevant articles
Synthesis of β3 adrenergic receptor agonist LY377604 and its metabolite 4-hydroxycarbazole, labeled with carbon-14 and deuterium
Czeskis, Boris A.,Wheeler, William J.
, p. 407 - 419 (2005)
Synthesis of 14C-radiolabeled 4-hydroxyc...
A catalyst free synthesis of 8, 9, 11-trihalo-5H-benzofuro[3,2-c]carbazol-10-ols
Ravi Shankar,Vijayakumar,Sivaramakrishnan,Nagarajan
, p. 3979 - 3983 (2017)
8, 9, 11-Trichloro-5H-benzofuro[3,2-c]ca...
Investigating 1,2,3,4,5,6-hexahydroazepino[4,3-b]indole as scaffold of butyrylcholinesterase-selective inhibitors with additional neuroprotective activities for Alzheimer's disease
Purgatorio, Rosa,de Candia, Modesto,Catto, Marco,Carrieri, Antonio,Pisani, Leonardo,De Palma, Annalisa,Toma, Maddalena,Ivanova, Olga A.,Voskressensky, Leonid G.,Altomare, Cosimo D.
, p. 414 - 424 (2019)
Due to the role of butyrylcholinesterase...
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Iida,H. et al.
, p. 766 - 767 (1978)
-
Divergent Coupling of 2-Carbonyl-anilines and Diazo-cyclopentanones: Asymmetric Total Synthesis of (+)-Leucomidine A
Yao, Xiaotong,Shan, Xiaosong,Zu, Liansuo
, p. 6498 - 6501 (2018)
The direct coupling of 2-carbonyl-anilin...
A mild and effective method to synthesize carbazolones by CuI/L-proline-catalyzed intramolecular arylation
Yan, Shaoyu,Wu, Haihong,Wu, Nan,Jiang, Yongwen
, p. 2699 - 2702 (2007)
Substituted carbazol-4-ones and 3,4-dihy...
Molecular structure and reactivity of the 1,2-dihydrocarbazol-4(3H)-one: X-ray crystal structure of N-methyl and N-(p-methylbenzenesulfonyl) derivatives
Rodriguez, Jose Gonzalo,Valle, Celestina del,Esteban-Calderon, Carmen,Martinez-Ripoll, Martin
, p. 249 - 258 (1995)
Synthesis and reactivity analysis of the...
Synthesis and in vitro and in vivo characteristics of an iodinated analogue of the β-adrenoceptor antagonist carazolol
Dubois, Eric A.,Van Den Bos, Jan C.,Doornbos, Tamme,Van Doremalen, Peter A. P. M.,Somsen, G. Aernout,Vekemans, Jozef A. J. M.,Janssen, Anton G. M.,Batink, Harry D.,Boer, Gerard J.,Pfaffendorf, Martin,Van Royen, Eric A.,Van Zwieten, Pieter A.
, p. 3256 - 3262 (1996)
A new (radio)iodinated, β-adrenoceptor l...
A synthesis of calothrixin B
Sissouma, Drissa,Collet, Sylvain C.,Guingant, André Y.
, p. 2612 - 2614 (2004)
A new short and efficient synthesis of c...
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Clemo,Felton
, p. 700,702 (1951)
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Hypervalent Iodine(III)-Mediated Counteranion Controlled Intramolecular Annulation of Exocyclic β-Enaminone to Carbazolone and Imidazo[1,2-a]pyridine Synthesis
Bhattacherjee, Dhananjay,Ram, Shankar,Chauhan, Arvind Singh,Yamini,Sheetal,Das, Pralay
supporting information, p. 5934 - 5939 (2019/04/08)
A highly efficient and flexible protocol...
Enantioselective Synthesis of 1- and 4-Hydroxytetrahydrocarbazoles through Asymmetric Transfer Hydrogenation
Dilek, ?mer,Patir, Süleyman,Ertürk, Erkan
supporting information, p. 69 - 72 (2019/01/04)
Several 1- and 4-hydroxytetrahydrocarbaz...
Tandem Ullmann-Goldberg Cross-Coupling/Cyclopalladation-Reductive Elimination Reactions and Related Sequences Leading to Polyfunctionalized Benzofurans, Indoles, and Phthalanes
Khan, Faiyaz,Fatima, Mehvish,Shirzaei, Moheb,Vo, Yen,Amarasiri, Madushani,Banwell, Martin G.,Ma, Chenxi,Ward, Jas S.,Gardiner, Michael G.
supporting information, p. 6342 - 6346 (2019/08/20)
On exposure to a combination of Cu[I]- a...
15128-52-6 Process route
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2-(2-nitrophenyl)-1,3-cyclohexanedione
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-
942-01-8
1,2,3,4-tetrahydrocarbazole
-
-
15128-52-6
1,2,3,9-tetrahydro-4H-carbazol-4-one
| Conditions | Yield |
|---|---|
|
With
hydrogen;
palladium on activated charcoal;
In
methanol;
at 20 ℃;
for 2h;
under 760 Torr;
|
43%
22% |
-
-
24706-50-1
3-phenylaminocyclohex-2-enone
-
-
15128-52-6
1,2,3,9-tetrahydro-4H-carbazol-4-one
| Conditions | Yield |
|---|---|
|
With
copper diacetate; palladium diacetate; potassium carbonate;
In
N,N-dimethyl-formamide;
at 140 ℃;
for 24h;
Inert atmosphere;
|
85%
|
|
With
copper diacetate; palladium diacetate; potassium carbonate;
In
N,N-dimethyl-formamide;
at 140 ℃;
for 24h;
Inert atmosphere;
|
85%
|
|
With
silver hexafluoroantimonate; [hydroxy(tosyloxy)iodo]benzene;
In
1,2-dichloro-ethane;
at 90 ℃;
for 12h;
Sealed tube;
|
80%
|
|
With
oxygen; palladium diacetate; copper(II) acetate monohydrate;
In
ethanol;
at 20 ℃;
for 12.0833h;
Reflux;
|
164 mg
|
|
With
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate;
In
N,N-dimethyl acetamide;
at 80 ℃;
for 8h;
Reagent/catalyst;
Temperature;
Solvent;
|
36.4 g
|
|
Multi-step reaction
with
2
steps
1: 1,2-dichloro-ethane / 0.5 h / 20 °C
2: silver hexafluoroantimonate / 1,2-dichloro-ethane / 5 h / 90 °C / Sealed tube
With
silver hexafluoroantimonate;
In
1,2-dichloro-ethane;
|
15128-52-6 Upstream products
-
942-01-8
1,2,3,4-tetrahydrocarbazole
-
27385-45-1
cyclohexane-1,3-dione monophenylhydrazone
-
68890-19-7
3-(2-bromoanilino)-cyclohex-2-en-1-one
-
85239-68-5
3-[(2-iodophenyl)amino]cyclohex-2-en-1-one
15128-52-6 Downstream products
-
27387-31-1
9-methyl-1,2,3,9-tetrahydro-4H-carbazol-4-one
-
52602-39-8
9H-carbazol-4-ol
-
4828-96-0
cis-2,3,4,4a,9,9a-hexahydro-1H-carbazole
-
35557-11-0
3-morpholin-4-ylmethyl-1,2,3,9-tetrahydro-carbazol-4-one