N9-Isopropyl-olomoucine

Base Information

• Chemical Name: N9-Isopropyl-olomoucine
• CAS No.: 158982-15-1
• Molecular Formula: C₁₇H₂₂N₆O
• Molecular Weight: 326.401
• European Community (EC) Number: 808-992-4
• DSSTox Substance ID: DTXSID80425015
• Nikkaji Number: J1.390.826E
• Wikidata: Q27164978
• ChEMBL ID: CHEMBL86066
• Mol file: 158982-15-1.mol

Synonyms:158982-15-1;N9-Isopropylolomoucine;N9-ISOPROPYL-OLOMOUCINE;9-Isopropylolomoucine;CHEMBL86066;2-(2'-Hydroxyethylamino)-6-benzylamino-9-isopropylpurine;2-{[6-(benzylamino)-9-isopropyl-9H-purin-2-yl]amino}ethanol;2-(6-(benzylamino)-9-isopropyl-9H-purin-2-ylamino)ethanol;purine deriv. 4;Bio2_000427;N9-isopropylolomucine;Kinome_2868;Olomoucine N9-isoppropyl;BiomolKI_000045;BiomolKI2_000051;BMK1-E9;BSPBio_001193;KBioGR_000533;KBioSS_000533;SCHEMBL1216905;BDBM10636;CHEBI:93262;KBio2_000533;KBio2_003101;KBio2_005669;KBio3_000965;KBio3_000966;DTXSID80425015;2-[[6-(benzylamino)-9-propan-2-ylpurin-2-yl]amino]ethanol;Bio2_000907;HMS1362K15;HMS1792K15;HMS1990K15;HMS3403K15;6-BENZYLAMINO-2-(2-HYDROXYETHYLAMINO)-9-ISOPROPYLPURINE;HSCI1_000050;AKOS025401894;CCG-100649;IDI1_002182;NCGC00163383-01;NCGC00163383-02;NCGC00163383-03;AC-26950;N9-Isopropylolomoucine, >=98% (HPLC);A846524;J-009553;BRD-K71726959-001-03-4;BRD-K71726959-001-05-9;Q27164978;2-[[6-(benzylamino)-9-isopropyl-purin-2-yl]amino]ethanol;2-[[9-Isopropyl-6-(benzylamino)-9H-purine-2-yl]amino]ethanol;6-(benzylamino)-2-[(2-hydroxyethyl)amino]-9-isopropylpurine;2-[[6-[(phenylmethyl)amino]-9-propan-2-yl-2-purinyl]amino]ethanol;2-{[6-(benzylamino)-9-(propan-2-yl)-9H-purin-2-yl]amino}ethan-1-ol;Ethanol, 2-[[9-(1-methylethyl)-6-[(phenylmethyl)amino]-9H-purin-2-yl]amino]-

Chemical Property of N9-Isopropyl-olomoucine

Chemical Property:

• Melting Point: 145-148℃
• Boiling Point: 574.9±60.0 °C(Predicted)
• PKA: 14.55±0.10(Predicted)
• PSA: 87.89000
• Density: 1.30
• LogP: 2.56950
• Storage Temp.: −20°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 326.18550935
• Heavy Atom Count: 24
• Complexity: 376

Purity/Quality:

98%min ^*data from raw suppliers

N9-Isopropylolomoucine ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)N1C=NC2=C(N=C(N=C21)NCCO)NCC3=CC=CC=C3

Technology Process of N9-Isopropyl-olomoucine

There total 4 articles about N9-Isopropyl-olomoucine 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: 71.0%

ethanolamine (141-43-5) + 2-chloro-6-phenylmethylamino-9-iso-propylpurine (186692-41-1) → N9-Isopropyl olomoucine (158982-15-1)

Guidance literature:

at 155 - 160 ℃; for 3h;

DOI:10.1021/jm960666x

Reference yield:

N6-benzyl-2-chloroadenine (39639-47-9) → N9-Isopropyl olomoucine (158982-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / K₂CO₃ / dimethylsulfoxide

2: 71 percent / 3 h / 155 - 160 °C

With potassium carbonate; In dimethyl sulfoxide;

DOI:10.1021/jm960666x

Reference yield:

2,6 dichloropurine (5451-40-1) → N9-Isopropyl olomoucine (158982-15-1)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / dimethyl sulfoxide

2: triethylamine / butan-1-ol

3: 150 °C

With potassium carbonate; triethylamine; In dimethyl sulfoxide; butan-1-ol;

DOI:10.1016/j.jinorgbio.2009.12.002

upstream raw materials:

ethanolamine

2-chloro-6-phenylmethylamino-9-iso-propylpurine

N⁶-benzyl-2-chloroadenine

2,6 dichloropurine

Refernces

• 1、 Havlí?ek, Libor,Hanu?, Jan,Vesely, Jaroslav,Leclerc, Sophie,Meijer, Laurent,Shaw, Gordon,Strnad, Miroslav. "Cytokinin-derived cyclin-dependent kinase inhibitors: Synthesis and cdc2 inhibitory activity of olomoucine and related compounds". . p. 408 - 412. Retrieved 2007/10/03.