N-(2-aminoethyl)isoquinoline-5-sulfonamide hydrochloride

• ChemBase ID: 156506
• Molecular Formular: C11H14ClN3O2S
• Molecular Mass: 287.76576
• Monoisotopic Mass: 287.04952538
• SMILES: c1cc2cnccc2c(c1)S(=O)(=O)NCCN.Cl
• Canonical SMILES: NCCNS(=O)(=O)c1cccc2c1ccnc2.Cl
• InChI: InChI=1S/C11H13N3O2S.ClH/c12-5-7-14-17(15,16)11-3-1-2-9-8-13-6-4-10(9)11;/h1-4,6,8,14H,5,7,12H2;1H
• InChIKey: ZAMCOVXWUOADQX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-aminoethyl)isoquinoline-5-sulfonamide hydrochloride
• IUPAC Traditional name: N-(2-aminoethyl)isoquinoline-5-sulfonamide hydrochloride
• Synonyms: H-9; N-(2-Aminoethyl)-5-isoquinolinesulfonamide hydrochloride; N-(2-Aminoethyl)-5-isoquinolinesulfonamide Hydrochloride; N-(2-氨基乙基)-5-异喹啉磺酰胺 盐酸盐

Database IDs

• CAS Number: 116970-50-4; 116700-36-8
• MDL Number: MFCD00083242
• Beilstein Number: 6548866
• PubChem SID: 24845840; 162250643
• PubChem CID: 3088099

CALCULATED PROPERTIES

• Log P: -0.512082
• Molar Refractivity: 65.3557 cm^3
• Polarizability: 27.421032 Å^3
• Polar Surface Area: 85.08 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 10.0892
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.160425
• LogD (pH = 7.4): -1.9382693

PROPERTIES

Physical Property

• Solubility: Methanol; methanol: soluble1 mg/mL, clear, colorless; Water
• Apperance: Off-White Solid
• Melting Point: >244°C (dec)

Safety Information

• Storage Condition: Refrigerator
• RTECS: NX4897000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (HPLC); ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C11H13N3O2S · HCl

DETAILS

Sigma Aldrich - 06725

Biochem/physiol Actions
Selective casein kinase 1 inhibitor1. Potent inhibitor of histamine release from human basophils when induced by phorbol ester or DiC8, but not when induced by anti-IgE, fMLP (formyl-Met-Leu-Phe) and calcium ionophore A23187.2 This implicates divergent pathways of basophil activation.

Sigma Aldrich - 05282

Biochem/physiol Actions
Inhibitor of cyclic nucleotide-dependent protein kinase and PKC.
Other Notes
Selective casein kinase 1 inhibitor1

Toronto Research Chemicals - A609001

A potent competitive inhibitor of protein kinase C, cGMP-, and cAMP-dependent protein kinase with respect to ATP.

REFERENCES

• Hidaka, H., et al.: J. Biol. Chem., 260, 5, 2922 (1985)