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Safety Information

178594

Sigma-Aldrich

1-Aminoisoquinoline

99%

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About This Item

Empirical Formula (Hill Notation):
C9H8N2
CAS Number:
Molecular Weight:
144.17
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

mp

122-124 °C (lit.)

SMILES string

Nc1nccc2ccccc12

InChI

1S/C9H8N2/c10-9-8-4-2-1-3-7(8)5-6-11-9/h1-6H,(H2,10,11)

InChI key

OSILBMSORKFRTB-UHFFFAOYSA-N

Application

1-Aminoisoquinoline was used in the synthesis of pyrimidoisoquinolinone.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Xiaohong Wei et al.
Organic letters, 13(17), 4636-4639 (2011-08-05)
[RhCp*Cl(2)](2) can catalyze the oxidative coupling of N-aryl and N-alkyl benzamidines with alkynes to give N-substituted 1-aminoisoquinolines in high selectivity.
[A practical method for the synthesis of 1-aminoisoquinoline].
S Giorgi-Renault et al.
Annales pharmaceutiques francaises, 41(6), 555-557 (1983-01-01)
Hervé Bibas et al.
The Journal of organic chemistry, 67(8), 2619-2631 (2002-04-13)
The synthesis, spectroscopic properties, and chemical reactions of the stable (neopentylimino)-, (mesitylimino)-, and (o-tert-butylphenylimino)propadienones (6) are reported. Nucleophilic addition of amines affords the malonic amidoamidines 7 and 8. 3,5-Dimethylpyrazole reacts analogously to form 9b. Addition of 1,2-dimethylhydrazine produces pyrazolinones 10-12.
Danqing Zheng et al.
Organic & biomolecular chemistry, 9(13), 4763-4765 (2011-05-28)
2-Alkynylbenzaldoxime reacts with amine catalyzed by silver triflate under mild conditions, leading to 1-aminoisoquinolines in good yield. This reaction proceeds efficiently with good functional group tolerance.
Adrian L Smith et al.
Journal of medicinal chemistry, 52(20), 6189-6192 (2009-09-22)
The discovery and optimization of a novel series of aminoisoquinolines as potent, selective, and efficacious inhibitors of the mutant B-Raf pathway is presented. The N-linked pyridylpyrimidine benzamide 2 was identified as a potent, modestly selective inhibitor of the B-Raf enzyme.

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