3-Aminoquinoline

Reported in EPA TSCA Inventory.

The 3-Aminoquinoline, with the CAS registry number 580-17-6, is also known as Quinolin-3-amine. It belongs to the product categories of Quinolines, Quinazolines and derivatives; Aminoquinolines; Quinolines. Its EINECS number is 209-455-1. This chemical's molecular formula is C₉H₈N₂ and molecular weight is 144.17. What's more, its systematic name is 3-Quinolinamine. Its classification code is Mutation data. This chemical should be protected from oxides and light. It is used in organic synthesis.

Physical properties of 3-Aminoquinoline are: (1)ACD/LogP: 1.564; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.45; (4)ACD/LogD (pH 7.4): 1.56; (5)ACD/BCF (pH 5.5): 6.98; (6)ACD/BCF (pH 7.4): 9.06; (7)ACD/KOC (pH 5.5): 129.73; (8)ACD/KOC (pH 7.4): 168.42; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 38.91 Å²; (13)Index of Refraction: 1.708; (14)Molar Refractivity: 46.423 cm³; (15)Molar Volume: 119.053 cm³; (16)Polarizability: 18.403×10^-24cm³; (17)Surface Tension: 59.81 dyne/cm; (18)Density: 1.211 g/cm³; (19)Flash Point: 167.788 °C; (20)Enthalpy of Vaporization: 55.231 kJ/mol; (21)Boiling Point: 311.395 °C at 760 mmHg; (22)Vapour Pressure: 0.001 mmHg at 25°C.

Preparation: this chemical can be prepared by 3-bromo-quino at the temperature of 140 - 150 °C. This reaction will need reagent 25percent aq. NH₃ with the reaction time of 24 hours. This reaction will also need catalyst CuSO₄·5H₂O. The yield is about 83%.

Uses of 3-Aminoquinoline: it can be used to produce dimethyl-quinolin-3-yl-amine at the temperature of 90 °C. It will need reagent aq. formic acid with the reaction time of 4 hours. The yield is about 54%.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. It has a possible risk of irreversible effects. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You should not breathe dust. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: n1cc(cc2ccccc12)N
(2)Std. InChI: InChI=1S/C9H8N2/c10-8-5-7-3-1-2-4-9(7)11-6-8/h1-6H,10H2
(3)Std. InChIKey: SVNCRRZKBNSMIV-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	150mg/kg (150mg/kg)		Farmakologiya i Toksikologiya Vol. 41, Pg. 708, 1978.
mouse	LD50	intravenous	180mg/kg (180mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03890.