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6-Methoxy-8-quinolylamine

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6-Methoxy-8-quinolylamine

EINECS 202-001-3
CAS No. 90-52-8 Density 1.217 g/cm3
PSA 48.14000 LogP 2.40680
Solubility slightly soluble in water Melting Point 41 °C
Formula C10H10N2O Boiling Point 361.8 °C at 760 mmHg
Molecular Weight 174.202 Flash Point 172.6 °C
Transport Information N/A Appearance solid
Safety Risk Codes R36/37/38
Molecular Structure Molecular Structure of 90-52-8 (8-AMINO-6-METHOXYQUINOLINE) Hazard Symbols Xi
Synonyms

Quinoline,8-amino-6-methoxy- (6CI,7CI);6-Methoxyquinolin-8-ylamine;8-Amino-6-methoxyquinoline;Amichin;

Article Data 45

6-Methoxy-8-quinolylamine Specification

The CAS registry number of 6-Methoxy-8-quinolylamine is 90-52-8. With EINECS registry number 202-001-3, its IUPAC name is 6-methoxyquinolin-8-amine. In addition, the molecular formula is C10H10N2O. What's more, it is incompatible with strong oxidizing agents. And it can be used in organic synthesis.

Physical properties about this chemical are: (1)ACD/LogP: 1.95; (2)ACD/LogD (pH 5.5): 1.93; (3)ACD/LogD (pH 7.4): 1.95; (4)ACD/BCF (pH 5.5): 17.16; (5)ACD/BCF (pH 7.4): 17.78; (6)ACD/KOC (pH 5.5): 263.53; (7)ACD/KOC (pH 7.4): 273.11; (8)#H bond acceptors: 3; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 25.36 Å2; (12)Index of Refraction: 1.664; (13)Molar Refractivity: 53.1 cm3; (14)Molar Volume: 143 cm3; (15)Polarizability: 21.05 ×10-24cm3; (16)Surface Tension: 53.9 dyne/cm; (17)Density: 1.217 g/cm3; (18)Flash Point: 172.6 °C; (19)Enthalpy of Vaporization: 60.77 kJ/mol; (20)Boiling Point: 361.8 °C at 760 mmHg; (21)Vapour Pressure: 2.02E-05 mmHg at 25°C.

Preparation of 6-Methoxy-8-quinolylamine: it can be prepared by 6-methoxy-8-nitro-quinoline and hydrochloric acid in the presence of catalyst iron powder. This reaction should react for 5.5 hours at reaction temperature of 65-70 °C. And then after a series of cooling and filtration you can get 8-amino-6-methoxyquinolinehydrochloride. Then via salting-out and neutralization you can get the desired product.

6-Methoxy-8-quinolylamine can be prepared by 6-methoxy-8-nitro-quinoline and hydrochloric acid in the presence of catalyst iron powder

Uses of 6-Methoxy-8-quinolylamine: it can react with 1-(2,3-epoxy-propoxy)-3-nitro-benzene to get 1-(6-methoxy-quinolin-8-ylamino)-3-(3-nitro-phenoxy)-propan-2-ol. This reaction will need solvent methanol. The reaction time is 12 hours by heating. The yield is about 60%.

6-Methoxy-8-quinolylamine can react with 1-(2,3-epoxy-propoxy)-3-nitro-benzene to get 1-(6-methoxy-quinolin-8-ylamino)-3-(3-nitro-phenoxy)-propan-2-ol

You can still convert the following datas into molecular structure:
(1)SMILES: O(c1cc(N)c2ncccc2c1)C
(2)Std. InChI: InChI=1S/C10H10N2O/c1-13-8-5-7-3-2-4-12-10(7)9(11)6-8/h2-6H,11H2,1H3
(3)Std. InChIKey: YGGTVPCTAKYCSQ-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 25mg/kg (25mg/kg)   National Technical Information Service. Vol. AD691-490,

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