|
|
| | 2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE-3-CARBOXYLIC ACID Basic information |
| Product Name: | 2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE-3-CARBOXYLIC ACID | | Synonyms: | 2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE-3-CARBOXYLIC ACID;1,2,3,4-TETRAHYDRONORHARMANE-3-CARBOXYLIC ACID;(S)-(-)-2 3 4 9-TETRAHYDRO-1H-PYRIDO &;1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid;TETRAHYDRO-BETA-CARBOLINE-3-CARBOXYLICACID;TETRAHYDRO-BETA-CARBOLINECARBOXYLICACID;1,2,3,4-TETRAHYDRO-2-CARBOLINE-3-CARBOXYLICACID;2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid | | CAS: | 6052-68-2 | | MF: | C12H12N2O2 | | MW: | 216.24 | | EINECS: | | | Product Categories: | | | Mol File: | 6052-68-2.mol |  |
| | 2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE-3-CARBOXYLIC ACID Chemical Properties |
| Melting point | 289 °C (dec.)(lit.) | | Boiling point | 485.0±45.0 °C(Predicted) | | density | 1.377±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | pka | 2.28±0.20(Predicted) | | Appearance | Light brown to brown Solid | | InChI | InChI=1S/C12H12N2O2/c15-12(16)10-5-8-7-3-1-2-4-9(7)14-11(8)6-13-10/h1-4,10,13-14H,5-6H2,(H,15,16) | | InChIKey | FSNCEEGOMTYXKY-UHFFFAOYSA-N | | SMILES | N1C2=C(C=CC=C2)C2CC(C(O)=O)NCC1=2 |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 |
| | 2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE-3-CARBOXYLIC ACID Usage And Synthesis |
| Definition | ChEBI: A member of the class of beta-carbolines that is 1,2,3,4-tetrahydro-beta-carboline substituted at position 3 by a carboxy group. | | Synthesis | The general procedure for the synthesis of 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid from formaldehyde and L-tryptophan was as follows: first, 1-propanesulfonic acid (817 mg, 4 mmol) was mixed with 2.5 M NaOH solution (1.6 mL), and the mixture was stirred at room temperature until it became clear. Subsequently, 37% formalin (4.87 mL) was added to the mixture. The reaction mixture was stirred at room temperature for 2 hours and then refluxed for 3 hours. Upon completion of the reaction, it was neutralized with 2 M HCl solution to pH 5. The precipitate precipitated was filtered, washed sequentially with water and methanol and finally dried under vacuum to afford the target product 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid. The yield of this step was 99% and the product was a colorless solid with a melting point of 302.2-304.6 °C. Mass spectrometry (FAB) analysis showed m/z 217 (M+1, 100%). | | References | [1] European Journal of Medicinal Chemistry, 2011, vol. 46, # 2, p. 636 - 646
[2] Acta chemica Scandinavica (Copenhagen, Denmark : 1989), 1994, vol. 48, # 5, p. 434 - 438
[3] Patent: CN106432235, 2017, A. Location in patent: Paragraph 0217; 0218
[4] Patent: US2013/178629, 2013, A1. Location in patent: Paragraph 0109
[5] Molecules, 2010, vol. 15, # 11, p. 7775 - 7791 |
| | 2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE-3-CARBOXYLIC ACID Preparation Products And Raw materials |
|