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

Base Information

• Chemical Name: N-(2-aminoethyl)isoquinoline-5-sulfonamide
• CAS No.: 84468-17-7
• Molecular Formula: C11H13N3O2S
• Molecular Weight: 251.309
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID501004735
• Nikkaji Number: J360.539F
• Wikidata: Q27461517
• ChEMBL ID: CHEMBL344314
• Mol file: 84468-17-7.mol

Synonyms:AEIQS;H-9;N-(2-aminoethyl)-5-isoquinolinesulfonamide;protein kinase C inhibitor H-9

Chemical Property of N-(2-aminoethyl)isoquinoline-5-sulfonamide

Chemical Property:

• Appearance/Colour: yellow solid
• Vapor Pressure: 2.3E-09mmHg at 25°C
• Melting Point: 110-112 °C
• Boiling Point: 479.8 °C at 760 mmHg
• Flash Point: 243.9 °C
• PSA: 93.46000
• Density: 1.339 g/cm³
• LogP: 2.64380
• Storage Temp.: −20°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 251.07284784
• Heavy Atom Count: 17
• Complexity: 339

Purity/Quality:

NLT 98% ^*data from raw suppliers

N-(2-Aminoethyl)-5-isoquinolinesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=CN=C2)C(=C1)S(=O)(=O)NCCN
• Uses: The free base of H-9

Technology Process of N-(2-aminoethyl)isoquinoline-5-sulfonamide

There total 7 articles about N-(2-aminoethyl)isoquinoline-5-sulfonamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

ethylenediamine (107-15-3,85404-18-8) + isoquinoline-5-sulfonyl chloride hydrochloride (105627-79-0) → N-(2-aminomethyl)-5-isoquinolinesulfonamide (84468-17-7)

Guidance literature:

In chloroform; at 20 ℃; for 1h;

Reference yield: 79.0%

isoquinoline-5-sulfonic acid (27655-40-9) + ethylenediamine (107-15-3,85404-18-8) → N-(2-aminomethyl)-5-isoquinolinesulfonamide (84468-17-7)

Guidance literature:

isoquinoline-5-sulfonic acid; With thionyl chloride; In N,N-dimethyl-formamide; Reflux;

ethylenediamine; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1016/j.bmc.2019.01.006

Reference yield: 66.0%

5-isoquinolinesulfonyl chloride (84468-15-5) + ethylenediamine (107-15-3,85404-18-8) → N-(2-aminomethyl)-5-isoquinolinesulfonamide (84468-17-7)

Guidance literature:

In methanol; chloroform;

upstream raw materials:

5-isoquinolinesulfonyl chloride

ethylenediamine

isoquinoline-5-sulfonyl chloride hydrochloride

isoquinoline-5-sulfonic acid

Downstream raw materials:

N-{2-[(isoquinoline-5-sulfonyl)amino]ethyl}cyclohexanecarboxamide

C₁₈H₁₇N₃O₄S

Refernces

• 1、 Grimm, Sebastian H.,Gagestein, Berend,Keijzer, Jordi F.,Liu, Nora,Wijdeven, Ruud H.,Lenselink, Eelke B.,Tuin, Adriaan W.,van den Nieuwendijk, Adrianus M.C.H.,van Westen, Gerard J.P.,van Boeckel, Constant A.A.,Overkleeft, Herman S.,Neefjes, Jacques,van der Stelt, Mario. "Comprehensive structure-activity-relationship of azaindoles as highly potent FLT3 inhibitors". supporting information. p. 692 - 699. Retrieved 2019/01/22.
• 2、 Kleiner, Philipp,Heydenreuter, Wolfgang,Stahl, Matthias,Korotkov, Vadim S.,Sieber, Stephan A.. "A Whole Proteome Inventory of Background Photocrosslinker Binding". . p. 1396 - 1401. Retrieved 2017/01/24.