isoquinolin-5-amine

• ChemBase ID: 4169
• Molecular Formular: C9H8N2
• Molecular Mass: 144.17322
• Monoisotopic Mass: 144.06874827
• SMILES: Nc1cccc2c1ccnc2
• Canonical SMILES: Nc1cccc2c1ccnc2
• InChI: InChI=1S/C9H8N2/c10-9-3-1-2-7-6-11-5-4-8(7)9/h1-6H,10H2
• InChIKey: DTVYNUOOZIKEEX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: isoquinolin-5-amine
• IUPAC Traditional name: 5-aminoisoquinoline
• Synonyms: (Isoquinolin-5-yl)amine; 5-Aminoisoquinoline; NSC 46880; 5-Amino Isoquinoline; 5-Aminoisoquinoline; 5-Aminoisoquinoline; Isoquinolin-5-amine; isoquinolin-5-amine; 5-Isoquinolinamine; 5-氨基异喹啉

Database IDs

• CAS Number: 1125-60-6; 1125-60-6
• EC Number: 214-408-3
• MDL Number: MFCD00006907
• Beilstein Number: 114465
• PubChem SID: 160967601; 46506072; 24848255
• PubChem CID: 70766

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.6642306
• LogD (pH = 7.4): 0.91143656
• Log P: 0.91612417
• Molar Refractivity: 45.0517 cm^3
• Polarizability: 18.159885 Å^3
• Polar Surface Area: 38.91 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.27
• LOG S: -1.68
• Solubility (Water): 3.03e+00 g/l

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: Light Yellow Solid
• Melting Point: 125 - 128°C; 125-127°C; 125-128 °C(lit.); 125-131°C; 126-131°C
• Hydrophobicity(logP): 1.267

Safety Information

• Storage Warning: Harmful/Irritant/Light Sensitive/Hygroscopic/Store under Argon/Keep Cold; IRRITANT; Light Sensitive
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; 36/37/38
• Safety Statements: 26-36/37; 26-37/39
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 98%; 99%
• Empirical Formula (Hill Notation): C9H8N2

DETAILS

DrugBank - DB04605

Drug information: experimental

Sigma Aldrich - 136107

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - A611770

Used for synthesis of Rho kinase inhibitors.

REFERENCES

• Biggadike, K., et al.: J. Med. Chem., 50, 6519 (2007)
• Cheng, Y., et al.: Bioorg. Med. Chem., 16, 4617 (2007)
• Stereocontrolled reaction with formaldehyde and cyclopentadiene gives an 11-aza steroid analogue in high yield: Tetrahedron Lett., 32, 7099 (1991):