2-Hydroxybohemine

Base Information

• Chemical Name: 2-Hydroxybohemine
• CAS No.: 471270-60-7
• Molecular Formula: C18H24N6O2
• Molecular Weight: 356.42
• DSSTox Substance ID: DTXSID70400018
• Nikkaji Number: J1.814.979F
• Wikidata: Q72481472
• ChEMBL ID: CHEMBL419931
• Mol file: 471270-60-7.mol

Synonyms:2-Hydroxybohemine;471270-60-7;Cdk Inhibitor, p35;6-(2-HYDROXYBENZYLAMINO)-2-(3-HYDROXYPROPYLAMINO)-9-ISOPROPYLPURINE;2-[[[2-(3-hydroxypropylamino)-9-propan-2-ylpurin-6-yl]amino]methyl]phenol;CHEMBL419931;2-(((2-((3-Hydroxypropyl)amino)-9-isopropyl-9H-purin-6-yl)amino)methyl)phenol;SCHEMBL2169283;DTXSID70400018;HMS3229D11;BDBM50120508;HSCI1_000096;AKOS027447915;FT-0669327;BRD-K88988070-001-01-9;2-(3-hydroxypropylamino)-6-(o -hydroxybenzylamino)-9-isopropylpurine;2-[[2-(3-Hydroxypropylamino)-9-isopropyl-9H-purine-6-ylamino]methyl]phenol;2-{[2-(3-Hydroxy-propylamino)-9-isopropyl-9H-purin-6-ylamino]-methyl}-phenol

Chemical Property of 2-Hydroxybohemine

Chemical Property:

• PSA: 108.12000
• Density: 1.35
• LogP: 2.66520
• Storage Temp.: -20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 356.19607403
• Heavy Atom Count: 26
• Complexity: 427

Purity/Quality:

99% ^*data from raw suppliers

6-(2-Hydroxybenzylamino)-2-(3-hydroxypropylamino)-9-isopropylpurine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)N1C=NC2=C(N=C(N=C21)NCCCO)NCC3=CC=CC=C3O
• Uses: An analogue of Olomoucine (Cat. # O567000) that acts as a potent inhibitor of Cdk 1 (IC50=100nm) and Cdk2 (IC50=80nm). Also displays antiproliferative and proapoptotic effects An analogue of Olomoucine (Cat. # O567000) that acts as a potent inhibitor of Cdk 1 (IC50=100nm) and Cdk2 (IC50=80nm). Also displays antiproliferative and proapoptotic effects.

Technology Process of 2-Hydroxybohemine

There total 4 articles about 2-Hydroxybohemine 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: 70.0%

propan-1-ol-3-amine (156-87-6) + 2-[(2-chloro-9-isopropyl-9H-purin-6-ylamino)-methyl]-phenol (500568-72-9) → 6-(2-hydroxybenzylamino)-2-(3-hydroxypropylamino)-9-isopropylpurine (471270-60-7)

Guidance literature:

at 160 ℃; for 2h;

DOI:10.1016/S0960-894X(02)00693-5

Reference yield:

2-Hydroxybenzylamine (932-30-9) → 6-(2-hydroxybenzylamino)-2-(3-hydroxypropylamino)-9-isopropylpurine (471270-60-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / (CH₃CH₂)3N / butan-1-ol / 3 h / 115 °C

2: 36.8 percent / 3 h / 160 °C

With triethylamine; In butan-1-ol;

DOI:10.1080/0049825021000012600

Reference yield:

2,6-dichloro-9-isopropyl-9H-purine (203436-45-7) → 6-(2-hydroxybenzylamino)-2-(3-hydroxypropylamino)-9-isopropylpurine (471270-60-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / (CH₃CH₂)3N / butan-1-ol / 3 h / 115 °C

2: 36.8 percent / 3 h / 160 °C

With triethylamine; In butan-1-ol;

DOI:10.1080/0049825021000012600

upstream raw materials:

propan-1-ol-3-amine

2-[(2-chloro-9-isopropyl-9H-purin-6-ylamino)-methyl]-phenol

2-Hydroxybenzylamine

2,6 dichloropurine

Refernces

• 1、 Rypka,Vesely,Chmela,Riegrova,Cervenkova,Havliek,Lemr,Hanus,Cerny,Lukes,Michalikova. "In vitro biotransformation of 2,6,9-trisubstituted purine-derived cyclin-dependent kinase inhibitor bohemine by mouse liver microsomes". . p. 1017 - 1031. Retrieved 2007/10/03.