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Merck
CN

68853

Isoquinoline

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C9H7N
CAS Number:
119-65-3
Molecular Weight:
129.16
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329761172
EC Number:
204-341-8
Beilstein/REAXYS Number:
107549
MDL number:
MFCD00006898

Key Documents

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InChI key

AWJUIBRHMBBTKR-UHFFFAOYSA-N

InChI

1S/C9H7N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-7H

SMILES string

c1ccc2cnccc2c1

grade

analytical standard

assay

≥97.5% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

refractive index

n20/D 1.623 (lit.)

bp

242-243 °C (lit.)

mp

26-28 °C (lit.)

density

1.099 g/mL at 25 °C (lit.)

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

flash_point_f

215.6 °F - closed cup

flash_point_c

102 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC9399
BCBT7552

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Yusuke Ohta
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 130(7), 925-936 (2010-07-08)
A copper-catalyzed synthesis of 2-(aminomethyl)indole through domino three-component coupling-cyclization has been developed. This reaction proceeds through Mannich-type coupling of 2-ethynylanilines, aldehydes, and secondary amines, followed by hydroamination. This indole formation was applicable to the synthesis of 4-methylene-2,3,4,9-tetrahyro-1H-pyrido[3,4-b]indoles and 5,6,7,8-tetrahydrobenzo[e]indolo[2,3-c]azepines via
Beta-phenylethylamines and the isoquinoline alkaloids.
K W Bentley
Natural product reports, 18(2), 148-170 (2001-05-05)
Asymmetric synthesis of isoquinoline alkaloids.
Maria Chrzanowska et al.
Chemical reviews, 104(7), 3341-3370 (2004-07-15)
Kakali Bhadra et al.
Mini reviews in medicinal chemistry, 10(13), 1235-1247 (2010-08-19)
Alkaloids are a group of natural products with unmatched chemical diversity and biological relevance forming potential quality pools in drug screening. The molecular aspects of their interaction with many cellular macromolecules like DNA, RNA and proteins are being currently investigated
Fumihiko Sato et al.
Proceedings of the Japan Academy. Series B, Physical and biological sciences, 89(5), 165-182 (2013-05-15)
Plants produce a variety of secondary metabolites that possess strong physiological activities. Unfortunately, however, their production can suffer from a variety of serious problems, including low levels of productivity and heterogeneous quality, as well as difficulty in raw material supply.
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