| Identification | More | [Name]
7-Aminoindole | [CAS]
5192-04-1 | [Synonyms]
1H-INDOL-7-YLAMINE
7-AMINOINDOLE
7-Indolamine
7-Amino-1H-indole
7-Amino-1H-indole 97%
7-Aminoindole 5192-4-1
1H-Indol-7-amine | [EINECS(EC#)]
623-757-4 | [Molecular Formula]
C8H8N2 | [MDL Number]
MFCD02093960 | [Molecular Weight]
132.16 | [MOL File]
5192-04-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
96-100 °C | [Boiling point ]
354.0±15.0 °C(Predicted) | [density ]
1.268±0.06 g/cm3(Predicted) | [storage temp. ]
Keep Cold | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
17.68±0.30(Predicted) | [color ]
Black | [Sensitive ]
Air Sensitive | [BRN ]
471787 | [CAS DataBase Reference]
5192-04-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
10-23 | [Hazard Note ]
Harmful/Irritant/Keep Cold | [PackingGroup ]
III | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Uses]
Reactant for preparation of:
- Fluorescent anion receptors and sensors
- Sulfate receptors
- Protein Kinase C θ (PKCθ) inhibitors
- Factor Xa Inhibitors
- Aurora kinase inhibitor
- Antagonist of Mineralocorticoid Receptor
- Potent histone deacetylase (HDAC) inhibitors
- TRPV1 antagonists
- Derivatives of N-(7-indolyl)benzenesulfonamide as cell cycle inhibitors
| [Uses]
Reactant for preparation of:• ;Fluorescent anion receptors and sensors1,2• ;Sulfate receptors3• ;Protein Kinase C θ (PKCθ) inhibitors4• ;Factor Xa Inhibitors5• ;Aurora kinase inhibitor• ;Antagonist of Mineralocorticoid Receptor6• ;Potent histone deacetylase (HDAC) inhibitors7• ;TRPV1 antagonists8• ;Derivatives of N-(7-indolyl)benzenesulfonamide as cell cycle inhibitors9 | [Definition]
ChEBI: 1H-indol-7-amine is an indolamine. | [Synthesis]
The general procedure for the synthesis of 7-aminoindoles using 7-nitroindoles as starting material is as follows: 7-nitroindoles were dissolved in ethanol according to the method described in Scheme VII (step A). To this solution was added ammonium formate (10 equivalents) and a catalytic amount of 10% palladium carbon. Subsequently, the reaction mixture was heated to reflux for 1 hour. Upon completion of the reaction, it was cooled to room temperature, filtered through a diatomaceous earth pad to remove the catalyst, and the filtrate was concentrated under reduced pressure to give 7-aminoindole in purple solid form in 99% yield. | [References]
[1] Patent: WO2004/67529, 2004, A1. Location in patent: Page 75 - 76
[2] Patent: WO2005/92854, 2005, A1. Location in patent: Page/Page column 53
[3] Green Chemistry, 2017, vol. 19, # 3, p. 809 - 815
[4] Synthetic Communications, 2018, vol. 48, # 19, p. 2475 - 2484
[5] Patent: WO2005/92854, 2005, A1. Location in patent: Page/Page column 56-57 |
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