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3-Aminoquinoline

CAS# 580-17-6

3-Aminoquinoline

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Quality Control of 3-Aminoquinoline

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Chemical structure

3-Aminoquinoline

3D structure

Chemical Properties of 3-Aminoquinoline

Cas No. 580-17-6 SDF Download SDF
PubChem ID 11375 Appearance Powder
Formula C9H8N2 M.Wt 144
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name quinolin-3-amine
SMILES C1=CC=C2C(=C1)C=C(C=N2)N
Standard InChIKey SVNCRRZKBNSMIV-UHFFFAOYSA-N
Standard InChI InChI=1S/C9H8N2/c10-8-5-7-3-1-2-4-9(7)11-6-8/h1-6H,10H2
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

3-Aminoquinoline Dilution Calculator

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3-Aminoquinoline Molarity Calculator

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Preparing Stock Solutions of 3-Aminoquinoline

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 6.9444 mL 34.7222 mL 69.4444 mL 138.8889 mL 173.6111 mL
5 mM 1.3889 mL 6.9444 mL 13.8889 mL 27.7778 mL 34.7222 mL
10 mM 0.6944 mL 3.4722 mL 6.9444 mL 13.8889 mL 17.3611 mL
50 mM 0.1389 mL 0.6944 mL 1.3889 mL 2.7778 mL 3.4722 mL
100 mM 0.0694 mL 0.3472 mL 0.6944 mL 1.3889 mL 1.7361 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 3-Aminoquinoline

Engineering the Excited-State Dynamics of 3-Aminoquinoline by Chemical Modification and Temperature Variation.[Pubmed:28002954]

J Phys Chem B. 2016 Dec 22;120(50):12920-12927.

The role of the amino group in the excited-state dynamics of 3-Aminoquinoline (3AQ) has been investigated by comparison with its synthetic derivative 3-(piperidin-1-yl)quinoline (3PQ). The absence of amino hydrogen atoms in 3PQ eliminates, to a large extent, the complexity of the excited-state processes observed in 3AQ. The polarity of the medium is found to be the most important determinant in the nonradiative rate constants of 3PQ, unlike in 3AQ where hydrogen bonding plays the most significant role. The nonradiative rate constants decrease with increase in micropolarity. This trend is opposite to what is usually observed with dipolar states. Temperature dependence of the fluorescence spectra and lifetime has been studied to understand this unexpected observation. An unusual redshift in the emission of 3AQ and 3PQ is observed in nonpolar media at low temperatures. This is surprising, as a process involving a barrier is expected to be hindered at low temperatures and be manifested in a blueshift of the spectra, due to the predominance of the locally excited (LE) state. Moreover, the variation of emission maxima of 3AQ with temperature is sigmoidal in nature, indicating the involvement of two distinct states. The counterintuitive observation of the predominance of the state with comparatively lower emission energy, at low temperatures, establishes the following: the photophysics in 3AQ is dominated by a LE state at room temperature in nonpolar media. This state is associated with rapid flip-flop of the amino group, which provides an efficient nonradiative channel of deactivation. At low temperatures, this flip-flop is hindered and the molecule can undergo intramolecular charge transfer (ICT), whereby the lower energy state is populated. In the case of 3PQ, the ICT state is the only one present, owing to the tertiary amino group.

Synthesis of 1,4-Benzodiazepine-2,5-diones by Base Promoted Ring Expansion of 3-Aminoquinoline-2,4-diones.[Pubmed:27787977]

J Org Chem. 2017 Jan 6;82(1):715-722.

An unprecedented reactivity of 3-Aminoquinoline-2,4-diones is reported. Under basic conditions, these compounds undergo molecular rearrangement to furnish 1,4-benzodiazepine-2,5-diones. The transformations take place under mild reaction conditions by using 1,1,3,3-tetramethylguanidine, NaOEt, or benzyltrimethylammonium hydroxide as a base. A proposed mechanism of the rearrangement and the conformational equilibrium of 1,4-benzodiazepine-2,5-dione rings are discussed.

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