| Identification | More | [Name]
4-Isoquinolylamine | [CAS]
23687-25-4 | [Synonyms]
4-AMINOISOQUINOLINE
4-ISOQUINOLINAMINE
ISOQUINOLIN-4-AMINE
4-isoquinolylamine
Isoquinolin-4-ylamine | [EINECS(EC#)]
245-823-8 | [Molecular Formula]
C9H8N2 | [MDL Number]
MFCD00034752 | [Molecular Weight]
144.17 | [MOL File]
23687-25-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
108.0 to 112.0 °C | [Boiling point ]
360.0±17.0 °C(Predicted) | [density ]
1.210±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
6.29±0.10(Predicted) | [color ]
White to Brown | [InChI]
InChI=1S/C9H8N2/c10-9-6-11-5-7-3-1-2-4-8(7)9/h1-6H,10H2 | [InChIKey]
ISIUXVGHQFJYHM-UHFFFAOYSA-N | [SMILES]
C1C2=C(C=CC=C2)C(N)=CN=1 | [CAS DataBase Reference]
23687-25-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H319 | [Precautionary statements ]
P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
22-36 | [Safety Statements ]
26 | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HS Code ]
2933499090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2 |
| Hazard Information | Back Directory | [Uses]
4-Isoquinolylamine can be used for synthesis of Rho kinase inhibitors.
| [Synthesis Reference(s)]
Journal of the American Chemical Society, 64, p. 783, 1942 DOI: 10.1021/ja01256a012 | [Synthesis]
A mixture of N-benzyl-4-aminoisoquinoline (1.00 g, 4.27 mmol) was reacted with a mixture of acetic acid (30 mL) and H2SO4 (7.5 mL, concentration not specified) for 6 hours at 100 °C with stirring. Upon completion of the reaction, the mixture was cooled to room temperature and the reaction was quenched with saturated aqueous NaHCO3 solution. Subsequently, Na2CO3 (200 mL) was added and diluted with water, followed by extraction with EtOAc (5 x 25 mL). The organic phases were combined, concentrated and the residue was purified by chromatography (eluent: EtOAc) to afford the target compound 4-aminoisoquinoline (325 mg, 53% yield) as a yellow solid.1H NMR (DMSO-d6, 400 MHz) δ 8.49 (s, 1H), 8.10 (d, 1H), 7.90 (d, 1H), 7.87 (s, 1H ), 7.64-7.54 (m, 2H), 5.82 (s, 2H). | [Solubility in organics]
4-isoquinolamine (4-Aminoisoquinoline) is slightly soluble in water and more soluble in organic solvents such as ethanol, dimethylformamide and dichloromethane.
| [References]
[1] Patent: WO2006/32851, 2006, A1. Location in patent: Page/Page column 49 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
|
| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
| Company Name: |
ZEROSCHEM.CO.,LTD.
|
| Telephone: |
10-61256048 13810278579; |
| Website: |
http://www.zeroschem.com |
|