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| | 1,2,3,4-Tetrahydro-9-methylcarbazol-4-one Basic information |
| Product Name: | 1,2,3,4-Tetrahydro-9-methylcarbazol-4-one | | Synonyms: | 1,2,3,9-TETRAHYDRO-9-METHYL-4H-CARBAZOL-4-ONE;9-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOL-4-ONE;9-METHYL-1,2,3,9-TETRAHYDRO-CARBAZOL-4-ONE;9-METHYL-1,2,3,9-TETRAHYDRO-4H-CARBAZOL-4-ONE;9-METHYL-1,2,3,4-TETRAHYDRO-4-OXOCARBAZOLE;9-METHYL-1,2.3,4-TETRAHYDRO-4-OXOCARBAZOLE-4-ONE;1,2,3,9-TETRAHYDRO-9-METHYL-4H-CARBAZOLE-4-ONE;1,2,3,9-TETRAHYDRO-9-METHYL CARBAZOLE-4-ONE | | CAS: | 27387-31-1 | | MF: | C13H13NO | | MW: | 199.25 | | EINECS: | 608-096-1 | | Product Categories: | Aromatics;Heterocycles;Impurities;Intermediates | | Mol File: | 27387-31-1.mol |  |
| | 1,2,3,4-Tetrahydro-9-methylcarbazol-4-one Chemical Properties |
| Melting point | 199.0 to 203.0 °C | | Boiling point | 383.5±11.0 °C(Predicted) | | density | 1.21±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Chloroform (Slightly), Methanol (Slightly, Heated, Sonicated) | | form | solid | | color | White to Light yellow | | BRN | 153862 | | Major Application | pharmaceutical (small molecule) | | InChI | InChI=1S/C13H13NO/c1-14-10-6-3-2-5-9(10)13-11(14)7-4-8-12(13)15/h2-3,5-6H,4,7-8H2,1H3 | | InChIKey | HHJUJCWZKJMCLC-UHFFFAOYSA-N | | SMILES | N1(C)C2=C(C=CC=C2)C2=C1CCCC2=O | | CAS DataBase Reference | 27387-31-1(CAS DataBase Reference) |
| Hazard Codes | Xi,T | | Risk Statements | 36/37/38-52/53-25 | | Safety Statements | 22-24/25-61-45 | | RIDADR | UN 2811 6.1 / PGIII | | WGK Germany | WGK 3 | | HS Code | 2933998090 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral
Aquatic Chronic 3 |
| | 1,2,3,4-Tetrahydro-9-methylcarbazol-4-one Usage And Synthesis |
| Chemical Properties | 1,2,3,4-Tetrahydro-9-methylcarbazol-4-one is Off-White Solid | | Uses | 1,2,3,4-Tetrahydro-9-methylcarbazol-4-one is used in the preparation of 5-HT3 modulators useful in the treatment and prevention of 5-HT3 receptor-mediated diseases. 1,2,3,4-Tetrahydro-9-methylcarbazol-4-one is an impurity of Ondansetron (O655000). | | Synthesis | The reaction was carried out in N,N-dimethylformamide (5.0 mL) at reflux for 1.0 h with 2,3-dihydro-1H-carbazol-4(9H)-one (1.0 mmol) and N,N-dimethylformamide dimethyl acetal (10 mmol). After completion of the reaction, the mixture was cooled to room temperature and extracted with ethyl acetate (2 x 25 mL). The organic layer was separated and washed with saturated brine solution and subsequently dried over anhydrous Na2SO4. The solvent was removed by concentration under reduced pressure and the resulting solid was recrystallized from ethanol to give white acicular crystals in 71% yield, melting point 188-190 °C. IR (cm-1 ): 1695 (C=O). 1H NMR (400 MHz, CDCl3) δ: 2.24-2.27 (t, 2H, CH2, J = 6.28 Hz), 2.56-2.59 (t, 2H, CH2, J = 6.0 Hz), 2.56-2.59 (t, 2H, CH2, J = 6.0 Hz). CH2, J = 6.0 Hz), 2.91-2.94 (t, 2H, CH2, J = 6.21 Hz), 3.70 (s, 3H, NCH3), 7.27-7.30 (m, 3H, Ph), 8.24-8.26 (m, 1H, Ph). Calculated elemental analysis (C13H13NO): C, 78.36; H, 6.58; N, 7.03%. Measured values: C, 78.29; H, 6.49; N, 6.92%. | | References | [1] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2014, vol. 53B, # 12, p. 1606 - 1610
[2] Journal of Molecular Structure, 2014, vol. 1080, p. 137 - 144
[3] Russian Chemical Bulletin, 2005, vol. 54, # 8, p. 1887 - 1891 |
| | 1,2,3,4-Tetrahydro-9-methylcarbazol-4-one Preparation Products And Raw materials |
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