5-Hydroxyisoquinoline

Base Information

• Chemical Name: 5-Hydroxyisoquinoline
• CAS No.: 2439-04-5
• Molecular Formula: C9H7NO
• Molecular Weight: 145.161
• Hs Code.: 29334900
• European Community (EC) Number: 219-456-9
• NSC Number: 51787
• DSSTox Substance ID: DTXSID30901677
• Nikkaji Number: J216.078A
• Wikidata: Q27455996
• ChEMBL ID: CHEMBL57481
• Mol file: 2439-04-5.mol

Synonyms:5-Hydroxyisoquinoline;Isoquinolin-5-ol;2439-04-5;5-Isoquinolinol;5-Hydroxy-isoquinoline;MFCD00006906;CHEMBL57481;MLS000737285;NSC51787;NoName_813;Oprea1_051337;SCHEMBL276518;DTXSID30901677;HMS1618B04;HMS2748D05;EINECS 219-456-9;BBL027623;BDBM50240538;NSC 51787;NSC-51787;STK833029;AKOS005259348;CS-W004721;NCGC00246945-01;DS-10757;SMR000035084;SY021130;AI3-61885;5-Hydroxyisoquinoline, technical grade, 90%;AM20050993;FT-0634280;H1259;A23336;A26441;EN300-110060;J-015489;J-517944;Q27455996;5SG

Chemical Property of 5-Hydroxyisoquinoline

Chemical Property:

• Appearance/Colour: beige granular powder
• Vapor Pressure: 7.74E-05mmHg at 25°C
• Melting Point: 213-215 °C
• Refractive Index: 1.69
• Boiling Point: 332.1 °C at 760 mmHg
• PKA: 8.53±0.40(Predicted)
• Flash Point: 154.6 °C
• PSA: 33.12000
• Density: 1.26 g/cm³
• LogP: 1.94040
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 145.052763847
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

5-Hydroxyisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-21/22
• Safety Statements: 26-37/39-36/37/39-36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=CN=C2)C(=C1)O
• Uses: 5-Hydroxyisoquinoline is a reagent used in the preparation of PARP inhibitor.

Technology Process of 5-Hydroxyisoquinoline

There total 24 articles about 5-Hydroxyisoquinoline 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: 47.0%

isoquinoline (119-65-3) → (7S,8R)-7,8-Dihydro-isoquinoline-7,8-diol (112259-27-5,149633-92-1) + 5-hydroxyisoquinoline (2439-04-5)

Guidance literature:

With Pseudomonas putida;

DOI:10.1039/c39870001722

Reference yield:

isoquinoline (119-65-3) → phthalimide (136918-14-4,85-41-6) + 1-isoquinolone (491-30-5) + 5-hydroxyisoquinoline (2439-04-5) + o-phthalic dicarboxaldehyde (643-79-8)

Guidance literature:

With dihydrogen peroxide; sodium oxalate; iron(II) sulfate; Further Variations:; Reagents; Kinetics; Photolysis;

DOI:10.1021/jp980654i

Reference yield:

2C9H6NO(1-)*Cu(2+)*5H2O → 5-hydroxyisoquinoline (2439-04-5)

Guidance literature:

With sodiumsulfide nonahydrate; In ethanol; at 40 ℃; for 20h;

upstream raw materials:

isoquinolin-5-ylamine

isoquinoline

5,6-epoxy-5,6-dihydroisoquinoline

isoquinoline-5-sulfonic acid

Downstream raw materials:

5-methoxyisoquinoline

5-(trifluoromethylsulfonyloxy)-isoquinoline

ethyl 2-[2-[2-(2,3-dihydro-1,4-benzodioxin-7-ylamino)-2-oxoethyl]-1-oxoisoquinolin-5-yl]oxypropanoate

Refernces

• 1、 Xingjun, Jiang,Jianbo, He,Hongli, Chen,Weiqing, Yang,Yuanyuan, Zhang,Menglin, Ma. "Copper-catalyzed hydrolysis of bromoisoquinolines: Preparation of hydroxyisoquinolines". . p. 65 - 70. Retrieved 2019/01/16.
• 2、 Walczynski, Krzysztof,Glinka, Ryszard. "SYNTHESIS OF POTENTIAL &β-BLOCKERS DERIVED FROM 5-HYDROXYISOQUINOLINE". . p. 479 - 482. Retrieved 2007/10/02.