Zotiraciclib

Base Information

• Chemical Name: Zotiraciclib
• CAS No.: 1204918-72-8
• Molecular Formula: C₂₃H₂₄N₄O
• Molecular Weight: 372.47
• Hs Code.: 2934999090
• UNII: 40D08182TT
• ChEMBL ID: CHEMBL1944698
• DSSTox Substance ID: DTXSID601337151
• NCI Thesaurus Code: C171725
• Pharos Ligand ID: CBX7VHSDRD4L
• Wikidata: Q27088971
• Wikipedia: Zotiraciclib
• Mol file: 1204918-72-8.mol

Synonyms:14-methyl-20-oxa-5,7,14,26-tetraazatetracyclo(19.3.1.1(2,6).1(8,12))heptacosa-1(25),2(26),3,5,8(27),9,11,16,21,23-decaene;SB1317;TG02

Chemical Property of Zotiraciclib

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 372.19501140
• Heavy Atom Count: 28
• Complexity: 499

Purity/Quality:

97% ^*data from raw suppliers

Zotiraciclib 99.96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1CC=CCCOC2=CC=CC(=C2)C3=NC(=NC=C3)NC4=CC=CC(=C4)C1
• Isomeric SMILES: CN1C/C=C/CCOC2=CC=CC(=C2)C3=NC(=NC=C3)NC4=CC=CC(=C4)C1
• Recent ClinicalTrials: Study of Zotiraciclib for Recurrent High-Grade Gliomas With Isocitrate Dehydrogenase 1 or 2 (IDH1 or IDH2) Mutations
• Uses: TG 02 is a cyclin dependent kinase inhibitors (CDK inhibitors) for the treatment of chronic lymphocytic leukemia.

Technology Process of Zotiraciclib

There total 23 articles about Zotiraciclib 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: 86.0%

C25H28N4O (937271-61-9) → TG02 (1204918-72-8)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; trifluoroacetic acid; In dichloromethane; for 6h; Inert atmosphere; Heating;

DOI:10.1021/jm201112g

Reference yield:

3-[(allylmethylamino)methyl]phenylamine (937271-56-2) → TG02 (1204918-72-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / water; butan-1-ol / 12 h / 90 - 100 °C

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; trifluoroacetic acid / dichloromethane / 6 h / Inert atmosphere; Heating

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; hydrogenchloride; trifluoroacetic acid; In dichloromethane; water; butan-1-ol;

DOI:10.1021/jm201112g

Reference yield:

allylmethyl-(3-nitrobenzyl)amine (937271-55-1) → TG02 (1204918-72-8)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol; tin(II) chloride hydrate / dichloromethane / 0 - 20 °C

2: hydrogenchloride / water; butan-1-ol / 12 h / 90 - 100 °C

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; trifluoroacetic acid / dichloromethane / 6 h / Inert atmosphere; Heating

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; hydrogenchloride; methanol; tin(II) chloride hydrate; trifluoroacetic acid; In dichloromethane; water; butan-1-ol;

DOI:10.1021/jm201112g

upstream raw materials:

3-(2-chloropyrimidine-4-yl)phenol

4-(3-(but-3-en-1-yloxy)phenyl)-2-chloropyrimidine

3-[(allylmethylamino)methyl]phenylamine

C₂₅H₂₈N₄O